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Last Updated: December 22, 2024

Claims for Patent: 6,251,910


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Summary for Patent: 6,251,910
Title: 1,2,3-triazolo[4,5-d]pyrimidines as P2T receptor antagonists
Abstract:Compounds of formula having the following stereochemistry ##STR1## wherein R, R.sup.1, R.sub.2, R.sup.3 and R.sup.4 are as defined in the specification. The compounds are useful as P.sub.2T receptor antagonists.
Inventor(s): Guile; Simon (Loughborough, GB), Ingall; Anthony (Loughborough, GB), Springthorpe; Brian (Loughborough, GB), Willis; Paul (Nottingham, GB)
Assignee: AstraZeneca UK Limited (London, GB)
Application Number:09/155,023
Patent Litigation and PTAB cases: See patent lawsuits and PTAB cases for patent 6,251,910
Patent Claims: 1. A compound of formula (I) ##STR18##

wherein:

R.sup.1 is a C.sub.1-6 alkyl, C.sub.2-6 alkenyl, C.sub.2-6 alkynyl, C.sub.3-8 -cycloalkyl or a phenyl group, each group being optionally substituted by one or more substituents selected from halogen, OR.sup.8, NR.sup.9 R.sup.10, SR.sup.11 or C.sub.1-6 alkyl (itself optionally substituted by one or more halogen atoms);

R.sup.2 is C.sub.1-8 alkyl optionally substituted by one or more substituents selected from the group consisting of halogen, OR.sup.8, NR.sup.9 R.sup.10, SR.sup.11, or C.sub.3-8 -cycloalkyl, aryl (optionally substituted by one or more C.sub.1-6 alkyl groups and/or halogen atoms), and C.sub.1-6 -alkyl;

or R.sup.2 is a C.sub.3-8 -cycloalkyl group optionally substituted by one or more substituents selected from the group consisting of halogen, OR.sup.8, NR.sup.9 R.sup.10, SR.sup.11, C.sub.1-6 -alkyl and phenyl, the latter two groups being optionally substituted by one or more substituents selected from the group consisting of halogen, NO.sub.2, C(O)R.sup.8, OR.sup.8, SR.sup.11, NR.sup.12 R.sup.13, 1,3-benzodioxolyl, phenyl and C.sub.1-6 -alkyl the latter two groups being optionally substituted by OR.sup.8, NR.sup.9 R.sup.10 or one or more halogen atoms;

one of R.sup.3 and R.sup.4 hydroxy and the other is hydrogen, hydroxy or N.sup.9 R.sup.10 ;

R is a group (CR.sup.5 R.sup.6).sub.m OR.sup.7 where m is 0 or 1, R.sup.5 and R.sup.6 are independently hydrogen, C.sub.1-6 alkyl or phenyl the latter two groups being optionally substituted by halogen, and R.sup.7 is hydrogen, C.sub.1-6 alkyl or (CR.sup.5 R.sup.6).sub.n R.sup.14 where R.sup.5 and R.sup.6 are as defined above, n is 1 to 3 and R.sup.14 is COOH, OR.sup.15, NR.sup.16 R.sup.17 or CONR.sup.16 R.sup.17 ;

or R is a C.sub.1-4 alkyl or C.sub.2-4 alkenyl group, each of which is substituted by one or more groups selected from the group consisting of .dbd.S, .dbd.O, .dbd.NR.sup.20 and OR.sup.21 and optionally substituted by one or more groups selected from the group consisting of halogen, C.sub.1-4 alkyl, phenyl, SR.sup.21, NO.sub.2 and NR.sup.22 R.sup.23 (where R.sup.21, R.sup.22 and R.sup.23 are independently hydrogen, C.sub.1-4 alkyl or phenyl; R.sup.20 is OR.sup.24 or NR.sup.25 R.sup.26 where R.sup.24 is hydrogen, C.sub.1-4 alkyl or phenyl, and R.sup.25 and R.sup.26 are independently hydrogen, C.sub.1-4 alkyl, aryl, C.sub.1-6 acyl, arylsulphonyl or arylcarbonyl);

R.sup.8 is hydrogen, C.sub.1-6 alkyl optionally substituted by halogen or R.sup.8 is phenyl optionally substituted by one or more substituents selected from halogen, NO.sub.2, C(O)R.sup.6, OR.sup.6, SR.sup.9, NR.sup.10 R.sup.11 ;

R.sup.9, R.sup.10 and R.sup.11 are independently hydrogen or C.sub.1-6 alkyl;

R.sup.12 and R.sup.13 are independently hydrogen, C.sub.1-6 alkyl, C.sub.1-6 acyl, C.sub.1-6 alkyl sulfonyl optionally substituted by halogen, or phenyl sulfonyl optionally substituted by C.sub.1 -C.sub.4 alkyl; and

R.sup.15, R.sup.16 and R.sup.17 are independently hydrogen or C.sub.1-6 alkyl;

or a pharmaceutically acceptable salt or solvate thereof.

2. A compound of formula (I) as defined in claim 1 having the following stereochemistry: ##STR19##

3. A compound according to claim 1 in which R.sup.1 is C.sub.1-4 alkyl or phenyl substituted by trifluoromethyl.

4. A compound according to claim 1 in which R.sup.2 is butyl or cyclopropyl optionally substituted by phenyl, the phenyl group itself being optionally substituted by one or more halogen, C.sub.1-6 alkyl, phenoxy or phenyl groups.

5. A compound according to claim 1 in which R.sup.3 and R.sup.4 are both hydroxy.

6. A compound according to claim 1 in which R.sup.5 and R.sup.6 are both hydrogen.

7. A compound according to claim 1 in which R is OH, CH.sub.2 OH, CH.sub.2 CH.sub.2 OH, OCH.sub.2 CH.sub.2 OH, CH.sub.2 OCH.sub.2 C(CH.sub.3).sub.2 OH and OCH.sub.2 C(CH.sub.3).sub.2 OH.

8. A compound according to claims 1 which is:

[1S-[1.alpha.,2.alpha.,3.beta.,5.beta.(1S*,2R*)]]-3-(Hydroxymethyl)-5-[7-[( 2-phenylcyclopropyl)amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin -3-yl]-cyclopentane-1,2-diol,

[1S-(1.alpha.,2.alpha.,3.beta.,5.beta.)]-5-[7-[(Cyclopropyl)amino]-5-(propy lthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-yl]-3-(hydroxymethyl)-cyclopenta ne-1,2-diol,

[1S-(1.alpha.,2.alpha.,3.beta.,5.beta.)]-5-[7-(Butylamino)-5-(propylthio)-3 H-1,2,3-triazolo[4,5-d]pyrimidin-3-yl]-3-(hydroxymethyl)-cyclopentane-1,2-d iol,

[1S-(1.alpha.,2.alpha.,3.beta.,5.beta.)]-5-[7-Butylamino)-5-[[4-trifluorome thyl)phenyl]thio]-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-yl]-3-(hydroxymethyl) -cyclopentane-1,2-diol,

2-[[[1R-(1.alpha.,2.beta.,3.beta.,4.alpha.)]-4-[7-(Butylamino)-5-(propylthi o)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-yl]-2,3-dihydroxy-cyclopentyl]methox y]acetic acid,

1-[[1S-[1.alpha.,2.beta.,3.beta.,4.alpha.(1S*,2R*)]]-2-Hydroxy-4-[7-[(2-phe nylcyclopropyl)amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-yl ]-2,3-dihydroxy-cyclopentyl]-ethanone,

1-[[1S-[1.alpha.,2.beta.,3.beta.,4.alpha.]]-4-[7-(Butylamino)-5-(propylthio )-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-yl]-2,3-dihydroxy-cyclopentyl]-2-hydr oxy-ethanone,

1-[[1S-[1.alpha.,2.beta.,3.beta.,4.alpha.(1S*,2R*)]]-2,3-Dihydroxy-4-[7-[(2 -phenylcyclopropyl)amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin- 3-yl]-cyclopentyl]-ethanone,

1-[[1S-[1.alpha.,2.beta.,3.beta.,4.alpha.]-4-[7-(Butylamino)-5-(propylthio) -3H-1,2,3-triazolo[4,5-d]pyrimidin-3-yl]-2,3-dihydroxy-cyclopentyl]-ethanon e,

[1S-[1.alpha.,2.alpha.,3.beta.,5.beta.(1S*,2R*)]]-3-(1-Hydroxy-1-methylethy l)-5-[7-[(2-phenylcyclopropyl)amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d ]pyrimidin-3-yl]-cyclopentane-1,2-diol,

[1S-[1.alpha.,2.alpha.,3.beta.,5.beta.(1S*,2R*)]]-3-(2-Hydroxyethyl)-5-[7-[ (2-phenylcyclopropyl)amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidi n-3-yl]-cyclopentane-1,2-diol,

[1S-[1.alpha.,2.beta.,3.beta.,4.alpha.(1S*,2R*)]]-4-[7-[(2-Phenylcyclopropy l)amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-yl]-cyclopentan e-1,2,3-triol,

2-[[[1S-[1.alpha.,3.beta.,4.alpha.(1S*,2R*)]]-3-Hydroxy-4-[7-[(2-phenylcycl opropyl)amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-yl]-cyclo pentyl]oxy]acetic acid,

2-[[[1S-[1.alpha.,2.beta.,4.alpha.(1S*,2R*)]]-2-Hydroxy-4-[7-[(2-phenylcycl opropyl)amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-yl]-cyclo pentyl]oxy]acetic acid,

2-[[[1S-(1.alpha.,2.beta.,3.beta.,4.alpha.)]-4-[7-(Butylamino)-5-(propylthi o)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-yl]-2,3-dihydroxy-cyclopentyl]oxy]ac etic acid,

2-[[[1S-(1.alpha.,2.beta.,3.beta.,4.alpha.)]-4-[7-(Butylamino)-5-(propylthi o)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-yl]-2,3-dihydroxycyclopentyl]oxy]ace tamide,

[1S-[1.alpha.,2.beta.,3.beta.,4.alpha.(1S*,2R*)]]-4-[[5-Methylthio)-7-[(2-p henylcyclopropyl)amino]-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-yl]-cyclopentan e-1,2,3-triol,

[1S-[1.alpha.,2.beta.,3.beta.,4.alpha.(1S*,2R*)]]-4-[5-[(Methylethyl)thio]- 7-[(2-phenylcyclopropyl)amino]-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-yl]-cycl opentane-1,2,3-triol,

[1S-[1.alpha.,2.beta.,3.beta.,4.alpha.(1S*,2R*)]]-4-[7-[[2-(4-Fluorophenyl) cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-yl]-c yclopentane-1,2,3-triol,

[1S-[1.alpha.,2.beta.,3.beta.,4.alpha.(1S*,2R*)]]-4-[7-[[2-(4-Methoxyphenyl )cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-yl]c yclopentane-1,2,3-triol,

[1S-[1.alpha.,2.beta.,3.beta.,4.alpha.(1S*,2R*)]]-4-[7-[[2-(4-Methylphenyl) cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-yl]-c yclopentane-1,2,3-triol,

[1S-[1.alpha.,2.beta.,3.beta.,4.alpha.(1S*,2R*)]]-4-[7-[[2-(4-Chlorophenyl) cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-yl]-c yclopentane-1,2,3-triol,

2-[[[1S-[1.alpha.,2.beta.,3.beta.,4.alpha.(1S*,2R*)]]-2,3-Dihydroxy-4-[7-[( 2-phenylcyclopropyl)amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin -3-yl]-cyclopentyl]oxy]-acetamide,

[1S-[1.alpha.,2.beta.,3.beta.,4.alpha.(1S*,2R*)]]-4-[7-[[2-(3-Methoxyphenyl )cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-yl]- cyclopentane-1,2,3-triol,

[1S-[1.alpha.,2.beta.,3.beta.,4.alpha.(1S*,2R*)]]-4-[7-[[2-(3-Methylphenyl) cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-yl]-c yclopentane-1,2,3-triol,

[1S-[1.alpha.,2.beta.,3.beta.,4.alpha.(1S*,2R*)]]-4-[7-[[2-(3-Chlorophenyl) cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-yl]-c yclopentane-1,2,3-triol,

[1S-[1.alpha.,2.beta.,3.beta.,4.alpha.(1S*,2R*)]]-4-[7-[[2-(3-Nitrophenyl)c yclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-yl]-cy clopentane-1,2,3-triol,

[1S-[(1.alpha.,2.beta.,3.beta.,4.alpha.(1S*,2R*)]]-4-[7-[[2-(4-Phenoxypheny l)cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-yl] -cyclopentane-1,2,3-triol,

[1S-[1.alpha.,2.beta.,3.beta.,4.alpha.(1S*,2R*)]]-4-[7-[[2-(3-Phenoxyphenyl )cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-yl]- cyclopentane-1,2,3-triol,

[1S-[1a,2b,3b,4a(1S*,2R*)]-4-[7-[[2-(3-Aminophenyl)cyclopropyl]amino]-5-(pr opylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-yl]-cyclopentane-1,2,3-triol,

[1S-(1a,2a,3b,5b)]-3-[7-(Butylamino)-5-(propylthio)-3H-1,2,3-triazolo[4,5-d ]pyrimidin-3-yl]-5-(3-hydroxypropoxy)-cyclopentane-1,2-diol,

[1S-[1a,2a,3b,5b(1S*,2R*)]]-3-(2-Hydroxyethoxy)-5-[7-[(2-phenylcyclopropyl) amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-yl]-cyclopentane- 1,2-diol,

[1S-[1a,2a,3b,5b(1S*,2R*)]]-3-(Hydroxymethyl)-5-[7-[[2-(4-methoxyphenyl)cyc lopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-yl]-cycl opentane-1,2-diol,

[1R-[1a,2a,3b(1S*,2R*),5b]]-5-[7-[[(2-(4-Chlorophenyl)cyclopropyl)]amino]-5 -(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-yl]-3-(hydroxymethyl)-cyc lopentane-1,2,-diol,

[1R-[1.alpha.,2.alpha.,3.beta.(1S*,2R*),5.beta.]]-3-[7-[[2-(3-Chlorophenyl) cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-yl]-5 -(hydroxymethyl)-cyclopentane-1,2-diol,

[1S-[1.alpha.,2.alpha.,3.beta.,5.beta.(1S*,2R*)]]-3-(Methoxymethyl)-5-[7-[( 2-phenylcyclopropyl)amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin -3-yl]-cyclopentane-1,2-diol,

[1S-[1.alpha.,2.alpha.,3.beta.,5.beta.(1S*,2R*)]]-3-(Hydroxymethyl)-5-[5-(m ethylthio)-7-[(2-phenylcyclopropyl)amino]-3H-1,2,3-triazolo[4,5-d]pyrimidin -3-yl]-cyclopentane-1,2-diol,

[1S-[1.alpha.,2.alpha.,3.beta.,5.beta.(1S*,2R*)]]-3-(Hydroxymethyl)-5-[7-[( 2-phenylcyclopropyl)amino]-5-[(1-methylethyl)thio]-3H-1,2,3-triazolo[4,5-d] pyrimidin-3-yl]-cyclopentane-1,2-diol,

[1S-[1.alpha.,2.alpha.,3.beta.,5.beta.(1S*,2R*)]]-3-(Hydroxymethyl)-5-[7-[( 2-phenylcyclopropyl)amino]-5-(prop-2-enylthio)-3H-1,2,3-triazolo[4,5-d]pyri midin-3-yl]-cyclopentane-1,2-diol,

[1S-[1.alpha.,2.alpha.,3.beta.,5.beta.(1S*,2R*)]]-3-(Hydroxymethyl)-5-[5-(4 -methylphenylthio)-7-[(2-phenylcyclopropyl)amino]-3H-1,2,3-triazolo[4,5-d]p yrimidin-3-yl]-cyclopentane-1,2-diol,

[1S-[1.alpha.,2.alpha.,3.beta.,5.beta.(1S*,2R*)]]-3-(Hydroxymethyl)-5-[7-[[ 2-(4-methylphenyl)cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d ]pyrimidin-3-yl]-cyclopentane-1,2-diol,

[1S-[1.alpha.,2.alpha.,3.beta.,(R*),5.beta.(1S*,2R*)]]-3-(1-Hydroxyethyl)-5 -[7-[(2-phenylcyclopropyl)amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyr imidin-3-yl]-cyclopentane-1,2-diol,

[1S-[1.alpha.,2.alpha.,3.beta.,(S*),5.beta.(1S*,2R*)]]-3-(1-Hydroxyethyl)-5 -[7-[(2-phenylcyclopropyl)amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyr imidin-3-yl]-cyclopentane-1,2-diol,

[1R-[1.alpha.,2.alpha.,3.beta.(1R*,2S*),5.beta.]]-3-[5-(Ethylthio)-7-[[2-ph enylcyclopropyl]amino]-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-yl]-5-(hydroxyme thyl)-cyclopentane-1,2-diol,

[1R-[1.alpha.,2.alpha.,3.beta.(1R*,2S*),5.beta.]]-3-[7-[[2-[(1,1'-Biphenyl) -4-yl]cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3 -yl]-5-(hydroxymethyl)-cyclopentane-1,2-diol,

[1R-(1.alpha.,2.alpha.,3.beta.,5.beta.)]-3-[7-(Butylamino)-5-(cyclopentylth io)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-yl]-5-(hydroxymethyl)-cyclopentane- 1,2-diol,

[1S-[1.alpha.,2.alpha.,3.beta.,5.beta.(1S*,2R*)]]-3-(Hydroxymethyl)-5-[7-[( 2-phenylcyclopropyl)amino]-5-[4-(trifluoromethyl)-phenylthio]-3H-1,2,3-tria zolo[4,5-d]pyrimidin-3-yl]-cyclopentane-1,2-diol,

[1S-[1.alpha.,2.alpha.,3.beta.,5.beta.(1S*,2R*)]]-3-(Hydroxymethyl)-5-[7-[[ 2-(4-phenoxyphenyl)cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5- d]pyrimidin-3-yl]-cyclopentane-1,2-diol,

[1R-[1.alpha.,2.alpha.,3.beta.(1S*,2R*),5.beta.]]-3-[7-[[2-(2-Chlorophenyl) cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-yl]-5 -(hydroxymethyl)-cyclopentane-1,2-diol,

[1S-[1.alpha.,2.alpha.,3.beta.,5.beta.(1S*,2R*)]]-3-(2-Hydroxyethoxymethyl) -5-[7-[(2-phenylcyclopropyl)amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]p yrimidin-3-yl]-cyclopentane-1,2diol,

[1R-[1.alpha.,2.beta.,3.beta.,4.alpha.(1R*,2S*)]]-3-Hydroxy-2-methoxy-4-[7- [(2-phenylcyclopropyl)amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimid in-3-yl]-cyclopentanemethanol,

[1R-[1.alpha.,2.beta.,3.beta.,4.alpha.(1R*,2S*)]]-2-Hydroxy-3-methoxy-4-[7- [(2-phenylcyclopropyl)amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimid in-3-yl]-cyclopentanemethanol,

[1S-[1.alpha.,2.alpha.,3.beta.(E),5.beta.(1S*,2R*)]]-3-(3-Hydroxy-prop-1-en yl)-5-[7-[(2-phenylcyclopropyl)amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5- d]pyrimidin-3-yl]-cyclopentane-1,2-diol,

[1S-[1.alpha.,2.alpha.,3.beta.,5.beta.(1S*,2R*)]]-3-(3-Hydroxypropyl)-5-[7- [(2-phenylcyclopropyl)amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimid in-3-yl]-cyclopentane-1,2-diol,

1-[[1S-[1.alpha.,2.beta.,3.beta.,4.alpha.(1S*,2R*)]]-2,3-Dihydroxy-4-[7-[(2 -phenylcyclopropyl)amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin- 3-yl]-cyclopentyl]-2-methoxyethanone,

[1S-(1.alpha.,2.alpha.,3.beta.,5.beta.)]-3-(Hydroxymethyl)-5-[7-[[(trans)-2 -(3,4-methylenedioxyphenyl)cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triaz olo[4,5-d]pyrimidin-3-yl]-cyclopentane-1,2-diol,

[1S-[1.alpha.,2.alpha.,3.beta.,5.beta.(1S*,2R*)]]-3-(Hydroxymethyl)-5-[7-[[ 2-(3-methoxyphenyl)cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5- d]pyrimidin-3-yl]-cyclopentane-1,2-diol,

[1S-[1.alpha.,2.alpha.,3.beta.,5.beta.(1S*,2R*)]]-3-(Hydroxymethyl)-5-[7-[[ 2-(4-hydroxyphenyl)cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5- d]pyrimidin-3-yl]-cyclopentane-1,2-diol,

[1S-[1.alpha.,2.alpha.,3.beta.,5.beta.(1S*,2R*)]]-3-(Hydroxymethyl)-5-[7-[[ 2-(3-methylphenyl)cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d ]pyrimidin-3-yl]-cyclopentane-1,2-diol,

[1S-[1.alpha.,2.alpha.,3.beta.,5.beta.(1S*,2R*)]]-3-(Hydroxymethyl)-5-[7-[[ 2-(3-phenoxyphenyl)cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5- d]pyrimidin-3-yl]-cyclopentane-1,2-diol,

[1R-[1.alpha.,2.alpha.,3.beta.(1R*,2S*),5.beta.]]-3-[7-[[2-(4-Fluorophenyl) cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-yl]-5 -(hydroxymethyl)-cyclopentane-1,2-diol,

[1S-[1.alpha.,2.alpha.,3.beta.,5.beta.(1S*,2R*)]]-3-(Hydroxymethyl)-5-[7-[[ 2-(3-nitrophenyl)cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d] pyrimidin-3-yl]-cyclopentane-1,2-diol,

[1R-[1.alpha.,2.alpha.,3.beta.,5.beta.(1R*,2S*)]]-3-[7-[[2-(3-Aminophenyl)c yclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-yl]-5- (hydroxymethyl)-cyclopentane-1,2-diol,

[1S-[1.alpha.,2.beta.,3.beta.,4.alpha.(1S*,2R*)]]-4-[7-[[2-(3,5-Dimethoxyph enyl)cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3- yl]-cyclopentane-1,2,3-triol,

[1S-[1.alpha.,2.alpha.,3.beta.,5.beta.(1S*,2R*)]]-3-[(2-Hydroxy-2,2-dimethy l)ethoxy]-5-[7-[(2-phenylcyclopropyl)amino]-5-(propylthio)-3H-1,2,3-triazol o[4,5-d]pyrimidin-3-yl]-1,2-cyclopentanediol,

[1S-[1.alpha.,2.alpha.,3.beta.,5.beta.(1S*,2R*)]]-3-(Hydroxymethyl)-5-[7-[[ 2-[4-(1-methylethyloxy)phenyl]cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-tr iazolo[4,5-d]pyrimidin-3-yl]-cyclopentane-1,2-diol,

[1S-[1.alpha.,2.alpha.,3.beta.,5.beta.(1S*,2R*)]]-3-(3-Hydroxypropoxy)-5-[7 -[(2-phenylcyclopropyl)amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimi din-3-yl]-1,2-cyclopentanediol,

[1S-[1.alpha.,2.beta.,3.beta.,4.alpha.(1S*,2R*)]]-4-[7-[[2-(3,4-Difluorophe nyl)cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-y l]-cyclopentane-1,2,3-triol,

[1R-[1.alpha.,2.alpha.,3.beta.(1S*,2R*),5.beta.]]-3-[7-[[2-(3,4-Difluorophe nyl)cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-y l]-5-(hydroxymethyl)-cyclopentane-1,2-diol,

[1S-[1.alpha.,2.beta.,3.beta.,4.alpha.(1S*,2R*)]]-4-[7-[[2-(3,5-Difluorophe nyl)cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-y l]-cyclopentane-1,2,3-triol,

[1S-[1.alpha.,2.beta.,3.beta.,4.alpha.(1S*,2R*)]]-4-[7-[[2-[[1,1'-Biphenyl] -3-yl]cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3 -yl]-cyclopentane-1,2,3-triol,

[1R-[1.alpha.,2.alpha.,3.beta.(1R*,2S*),5.beta.]]-3-[7-[[2-[1,1'-Biphenyl]- 3-yl]cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3- yl]-5-(hydroxymethyl)-cyclopentane-1,2-diol,

N-Ethyl-[[[1S-[1.alpha.,2.beta.,3.beta.,4.alpha.(1S*,2R*)]]-2,3-dihydroxy-4 -[7-[(2-phenylcyclopropyl)amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyr imidin-3-yl]-cyclopentyl]oxy]-acetamide,

[1S-[1.alpha.,2.beta.,3.beta.,4.alpha.(1S*,2R*)]]-4-[7-[[2-(3-Methoxy-4-met hylphenyl)cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimid in-3-yl]-cyclopentane-1,2,3-triol,

[1R-[1.alpha.,2.alpha.,3.beta.(1R*,2S*),5.beta.]]-3-[7-[[2-(4-N,N-Dimethyla minophenyl)cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimi din-3-yl]-5-hydroxymethyl-cyclopentane-1,2diol,

[1R-[1.alpha.,2.alpha.,3.beta.(1R*,2S*),5.beta.]]-3-[7-[[2-(3-Fluoro-4-meth oxyphenyl)cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimid in-3-yl]-5-(hydroxymethyl)-cyclopentane-1,2-diol,

[1S-[1.alpha.,2.alpha.,3.beta.,5.beta.(1S*,2R*)]]-3-(Hydroxymethyl)-5-[7-[[ 2-(4-methoxy-3-methylphenyl)cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-tria zolo[4,5-d]pyrimidin-3-yl]-cyclopentane-1,2-diol,

[1R-[1.alpha.,2.alpha.,3.beta.(1R*,2S*),5.beta.]]-3-[7-[[2-(3,4-Dichlorophe nyl)cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-y l]-3-(hydroxymethyl)-cyclopentane-1,2-diol,

1S-[1.alpha.,2.alpha.,3.beta.,5.beta.(1S*,2R*)]-3-[(2-Amino)ethoxy]-5-[7-(2 -phenylcyclopropyl)amino]-5-propylthio-3H-[1,2,3]-triazolo[4,5-d]pyrimidin- 3-yl]-cyclopentane-1,2-diol,

[1R-(1.alpha.,2.alpha.,3.beta.(1R*,2S*),5.beta.)]-3-[7-[[2-(3,4-Dimethylphe nyl)cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-y l]-5-(hydroxymethyl)-cyclopentane-1,2-diol,

[1S-[1.alpha.,2.beta.,3.beta.,4.alpha.(1S*,2R*)]]-4-[7-[[2-(3,4-Dimethylphe nyl)cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-y l]-cyclopentane-1,2,3-triol,

[1R-(1.alpha.,2.alpha.,3.beta.,5.beta.)]-3-[7-(Cyclopropylamino)-5-[[4-(tri fluoromethyl)phenyl]thio]-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-yl]-5-(hydrox ymethyl)-cyclopentane-1,2-diol,

[1S-[1.alpha.,2.beta.,3.beta.,4.alpha.(1S*,2R*)]]-4-[7-[[2-(3,5-Dichlorophe nyl)cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-y l]-cyclopentane-1,2,3-triol,

[1R-[1.alpha.(1S*,2R*),2.beta.,3.beta.,4.alpha.]]-N-[3-[2-[[3-(2,3,4-Trihyd roxy-cyclopentyl)-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-7-yl]ami no]cyclopropyl]phenyl]-methanesulfonamide,

[1S-[1.alpha.,2.beta.,3.beta.,4.alpha.(1S*,2R*)]]-4-[7-[[2-(3,4-Dimethoxyph enyl)cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3- yl]-cyclopentane-1,2,3-triol,

[1S-[1.alpha.,2.beta.,3.beta.,4.alpha.(1S*,2R*)]]-4-[7-[[2-(4-Methoxy-3-met hylphenyl)cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimid in-3-yl]-cyclopentane-1,2,3-triol,

[1R-[1.alpha.(1S*,2R*),2.beta.,3.beta.,4.alpha.]]-N-[3-[2-[[3-(2,3,4-Trihyd roxy-cyclopentyl)-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-7-yl]ami no]cyclopropyl]phenyl]-acetamide,

[1S-[1.alpha.,2.beta.,3.beta.,4.alpha.(1S*,2R*)]]-4-[7-[[(2-(3,4-Dichloroph enyl)cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3- yl]-cyclopentane-1,2,3-triol,

[1S-[1.alpha.,2.beta.,3.beta.,4.alpha.(1S*,2R*)]]-4-[7-[[2-(4-Chloro-3-meth ylphenyl)cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidi n-3-yl]-cyclopentane-1,2,3-triol,

[1S-[1.alpha.,2.beta.,3.beta.,4.alpha.(trans)]]-4-[7-[[2-(Phenylmethyl)cycl opropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-yl]-cyclo pentane-1,2,3-triol,

[1R-[1.alpha.,2.alpha.,3.beta.(1R*,2S*),5.beta.]]-3-[7-[[2-(4-Chloro-3-meth ylphenyl)cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidi n-3-yl]-5-(hydroxymethyl)-cyclopentane-1,2-diol,

[1S-[1.alpha.,2.beta.,3.beta.,4.alpha.(1S*,2R*)]]-4-[7-[[2-(3-Dimethylamino phenyl)cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin- 3-yl]-cyclopentane-1,2,3-triol,

[1S-[1.alpha.,2.beta.,3.beta.,4.alpha.(1S*,2R*)]]-4-[7-[[2-(3-Fluoro-4-meth oxyphenyl)cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimid in-3-yl]-cyclopentane-1,2,3-triol,

[1S-[1.alpha.,2.beta.,3.beta.,4.alpha.(1S*,2R*)]]-4-[7-[[2-(3,5-Dimethylphe nyl)cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-y l]-cyclopentane-1,2,3-triol,

[1S-[1.alpha.,2.beta.,3.beta.,4.alpha.(1S*,2R*)]]-4-[7-[[2-(3-Chloro-4-meth oxyphenyl)cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimid in-3-yl]-cyclopentane-1,2,3-triol,

[1R-[1.alpha.,2.alpha.,3.beta.(1R*,2S *),5.beta.]]-3-[7-[[2-(3-Chloro-4-methoxyphenyl)cyclopropyl]amino]-5-(prop ylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-yl]-5-(hydroxymethyl)-cyclopent ane-1,2-diol,

[1R-[1.alpha.(1S*,2R*),2.beta.,3.beta.,4.alpha.]]-N-[3-[[2-[3-[2,3-Dihydrox y-4-(hydroxymethyl)cyclopentyl]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyri midin-7-yl]amino]cyclopropyl]phenyl]-methanesulphonamide,

[1R-[1.alpha.,2.alpha.,3.beta.(1R*,2S*),5.beta.]]-3-[7-[[2-(3,5-Dimethoxyph enyl)cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3- yl]-5-(hydroxymethyl)-cyclopentane-1,2-diol,

[1S-[1.alpha.,2.beta.,3.beta.,4.alpha.(1S*,2R*)]]-4-[7-[[2-(3-Fluorophenyl) cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-yl]-c yclopentane-1,2,3-triol,

[1R-[1.alpha.(1S*,2R*),2.beta.,3.beta.,4.alpha.]]-N-[[3-[2-[3-(2,3-Dihydrox y-4-hydroxymethylcyclopentyl)-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimi din-7-yl]amino]cyclopropyl]phenyl]-acetamide,

[1R-[1.alpha.,2.alpha.,3.beta.(1R*,2S*),5.beta.]]-3-[7-[[2-(3,5-Dichlorophe nyl)cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-y l]-5-(hydroxymethyl)-cyclopentane-1,2-diol,

[1R-[1.alpha.(1S*,2R*),2.beta.,3.beta.,4.alpha.]]-N-[3-[2-[[3-[2,3-Dihydrox y-4-(2-hydroxyethyl)-cyclopentyl]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]py rimidin-7-yl]amino]cyclopropyl]phenyl]-methanesulfonamide,

[1S-[1.alpha.,2.alpha.,3.beta.,5.beta.(1S*,2R*)]]-3-(2-Hydroxyethyl)-5-[7-[ [2-(4-phenoxyphenyl)cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5 -d]pyrimidin-3-yl]-cyclopentane-1,2-diol,

[1S-[1.alpha.,2.alpha.,3.beta.,5.beta.(1S*,2R*)]]-3-(2-Hydroxyethyl)-5-[7-[ [2-(3-phenoxyphenyl)cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5 -d]pyrimidin-3-yl]-cyclopentane-1,2-diol,

[1R-[1.alpha.,2.alpha.,3.beta.(1R*,2S*),5.beta.]]-3-[7-[[2-(4-Bromophenyl)c yclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-yl]-5- (2-hydroxyethyl)-cyclopentane-1,2-diol,

[1R-[1.alpha.,2.alpha.,3.beta.(1R*,2S*),5.beta.]]-3-[7-[[2-[(1,1'-Biphenyl) -2-yl]cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3 -yl]-5-(2-hydroxyethyl)-cyclopentane-1,2-diol,

[1R-[1.alpha.,2.alpha.,3.beta.(1R*,2S*),5.beta.]]-3-[7-[[2-[(1,1'-Biphenyl) -3-yl]cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3 -yl]-5-(2-hydroxyethyl)-cyclopentane-1,2-diol,

[1R-[1.alpha.,2.alpha.,3.beta.(1R*,2S*),5.beta.]]-3-[7-[[2-(3,5-Dichlorophe nyl)cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-y l]-5-(2-hydroxyethyl)-cyclopentane-1,2-diol,

[1R-[1.alpha.,2.alpha.,3.beta.(1R*,2S*),5.beta.]]-3-[7-[[2-(3,4-Dichlorophe nyl)cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-y l]-5-(2-hydroxyethyl)-cyclopentane-1,2-diol,

[1R-[1.alpha.,2.alpha.,3.beta.(1R*,2S*),5.beta.]]-3-[7-[[2-(3-Chloro-4-meth oxyphenyl)cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimid in-3-yl]-5-(2-hydroxyethyl)-cyclopentane-1,2-diol,

[1R-[1.alpha.,2.alpha.,3.beta.(1R*,2S*),5.beta.]]-3-[7-[[2-(3,4-Dimethoxyph enyl)cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3- yl]-5-(2-hydroxyethyl)-cyclopentane-1,2-diol,

[1R-[1.alpha.(1S*,2R*),2.beta.,3.beta.,4.alpha.]]-N-[3-[2-[[3-[2,3-Dihydrox y-4-(2-hydroxyethyl)-cyclopentyl]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]py rimidin-7-yl]amino]cyclopropyl]phenyl]-acetamide,

[1R-[1.alpha.,2.alpha.,3.beta.(1R*,2S*),5.beta.]]-3-[7-[[2-(3-Chloro-4-meth ylphenyl)cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidi n-3-yl]-5-(2-hydroxyethyl)-cyclopentane-1,2-diol,

[1R-[1.alpha.,2.alpha.,3.beta.(1R*,2S*),5.beta.]]-3-[7-[[2-(4-Chloro-4-meth ylphenyl)cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidi n-3-yl]-5-(2-hydroxyethyl)cyclopentane-1,2-diol,

[1R-[1.alpha.,2.alpha.,3.beta.(1R*,2S*),5.beta.]]-3-[7-[[2-(4-Fluoro-3-meth ylphenyl)cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidi n-3-yl]-5-(2-hydroxyethyl)-cyclopentane-1,2-diol,

[1S-[1.alpha.,2.alpha.,3.beta.,5.beta.(1S*,2R*)]]-3-(2-Hydroxyethyl)-5-[7-[ [2-(3-nitrophenyl)cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d ]pyrimidin-3-yl]-cyclopentane-1,2-diol,

[1S-[1.alpha.,2.alpha.,3.beta.,5.beta.(1S*,2R*)]]-3-(2-Hydroxyethyl)-5-[7-[ [2-(4-methoxy-3-methylphenyl)cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-tri azolo[4,5-d]pyrimidin-3-yl]-cyclopentane-1,2-diol,

[1S-[1.alpha.,2.alpha.,3.beta.,5.beta.(1S*,2R*)]]-3-(2-Hydroxyethyl)-5-[7-[ [2-(3-methoxy-4-methylphenyl)cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-tri azolo[4,5-d]pyrimidin-3-yl]-cyclopentane-1,2-diol,

[1R-[1.alpha.,2.alpha.,3.beta.(1R*,2S*),5.beta.]]-3-[7-[[2-(4-N,N-Dimethyla minophenyl)cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimi din-3-yl]-5-(2-hydroxyethyl)-cyclopentane-1,2-diol,

[1R-[1.alpha.,2.alpha.,3.beta.(1R*,2S*),5.beta.]]-3-[7-[[2-(3,4-Difluorophe nyl)cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-y l]-5-(2-hydroxyethyl)-cyclopentane-1,2-diol,

[1R-[1.alpha.,2.alpha.,3.beta.(1R*,2S*),5.beta.]]-3-[7-[[2-(3,5-Difluorophe nyl)cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-y l]-5-(2-hydroxyethyl)-cyclopentane-1,2-diol,

[1R-[1.alpha.,2.alpha.,3.beta.(1R*,2S*),5.beta.]]-3-[7-[[2-(3-Chlorophenyl) cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-yl]-5 -(2-hydroxyethyl)-cyclopentane-1,2-diol,

[1S-[1.alpha.,2.alpha.,3.beta.,5.beta.(1S*,2R*)]]-3-(2-Hydroxyethyl)-5-[7-[ [2-(2-methoxyphenyl)cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5 -d]pyrimidin-3-yl]-cyclopentane-1,2-diol,

[1S-[1.alpha.,2.alpha.,3.beta.,5.beta.(1S*,2R*)]]-3-(2-Hydroxyethyl)-5-[7-[ [2-(4-methoxyphenyl)cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5 -d]pyrimidin-3-yl]-cyclopentane-1,2-diol,

[1S-[1.alpha.,2.alpha.,3.beta.,5.beta.(1S*,2R*)]]-3-(2-Hydroxyethyl)-5-[7-[ [2-(3-methoxyphenyl)cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5 -d]pyrimidin-3-yl]-cyclopentane-1,2-diol,

[1R-[1.alpha.,2.alpha.,3.beta.(1R*,2S*),5.beta.]]-3-[7-[[2-(3,5-Dimethylphe nyl)cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-y l]-5-(2-hydroxyethyl)-cyclopentane-1,2-diol,

[1R-[1.alpha.,2.alpha.,3.beta.(1R*,2S*),5.beta.]]-3-[7-[[2-(4-Fluorophenyl) cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-yl]-5 -(2-hydroxyethyl)-cyclopentane-1,2-diol,

[1R-[1.alpha.,2.alpha.,3.beta.(1R*,2S*),5.beta.]]-3-[7-[[2-(3-Fluorophenyl) cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-yl]-5 -(2-hydroxyethyl)-cyclopentane-1,2-diol,

[1S-[1.alpha.,2.alpha.,3.beta.,5.beta.(1S*,2R*)]]-3-(2-Hydroxyethyl)-5-[7-[ [2-(2-methylphenyl)cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5- d]pyrimidin-3-yl]-cyclopentane-1,2-diol,

[1S-[1.alpha.,2.alpha.,3.beta.,5.beta.(1S*,2R*)]]-3-(2-Hydroxyethyl)-5-[7-[ [2-(3-methylphenyl)cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5- d]pyrimidin-3-yl]-cyclopentane-1,2-diol,

[1S-[1.alpha.,2.alpha.,3.beta.,5.beta.(1S*,2R*)]]-3-(2-Hydroxyethyl)-5-[7-[ [2-(4-methylphenyl)cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5- d]pyrimidin-3-yl]-cyclopentane-1,2-diol,

[1S-[1.alpha.,2.alpha.,3.beta.,5.beta.(1S*,2R*)]]-3-(2-Hydroxyethyl)-5-[7-( cyclopropylamino)-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-yl]-cy clopentane-1,2-diol,

[1S-[1.alpha.,2.alpha.,3.beta.,5.beta.(1S*,2R*)]]-3-(2-Hydroxy-2-methylprop oxymethyl)-5-[7-[(2-phenylcyclopropyl)amino]-5-(propylthio)-3H-1,2,3-triazo lo[4,5-d]pyrimidin-3-yl]-cyclopentane-1,2-diol,

[1R-[1.alpha.,2.alpha.,3.beta.(1R*,2S*),5.beta.]]-3-[7-[[2-(3-Chloro-4-meth ylphenyl)cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidi n-3-yl]-5-(hydroxymethyl)-cyclopentane-1,2-diol,

[1R-[1.alpha.(1S*,2R*),2.beta.,3.beta.,4.alpha.]]-4-[2-[[3-(2,3,4-Trihydrox ycyclopentyl)-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-7-yl]amino]c yclopropyl]phenylsulfonamide,

[1R-[1.alpha.,2.alpha.,3.beta.(1R*,2S*),5.beta.]]-3-[5-(Butylthio)-7-[(2-ph enylcyclopropyl)amino]-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-yl]-5-(hydroxyme thyl)-cyclopentane-1,2-diol,

[1S-[1.alpha.,2.alpha.,3.beta.,5.beta.(1S*,2R*)]]-3-(Hydroxymethyl)-5-[5-(p entylthio)-7-[(2-phenylcyclopropyl)amino]-3H-1,2,3-triazolo[4,5-d]pyrimidin -3-yl]-cyclopentane-1,2-diol,

[1S-[1.alpha.,2.alpha.,3.beta.,5.beta.(1S*,2R*)]]-3-(Hydroxymethyl)-5-[7-[( 2-phenylcyclopropyl)amino]-5-(prop-2-enylthio)-3H-1,2,3-triazolo[4,5-d]pyri midin-3-yl]-cyclopentane-1,2-diol,

[1S-[1.alpha.,2.alpha.,3.beta.,5.beta.(1S*,2R*)]]-3-(Hydroxymethyl)-5-[7-[[ 2-(3,5-dimethylphenyl)cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4 ,5-d]pyrimidin-3-yl]-cyclopentane-1,2-diol,

[1S-[1.alpha.,2.alpha.,3.beta.,5.beta.(1S*,2R*)]]-3-(2-Hydroxyethyl)-5-[5-( methylthio)-7-[(2-phenylcyclopropyl)amino]-3H-1,2,3-triazolo[4,5-d]pyrimidi n-3-yl]-cyclopentane-1,2-diol,

[1R-[1.alpha.,2.alpha.,3.beta.(1R*,2S*),5.beta.]]-3-[5-(Butylthio)-7-[(2-ph enylcyclopropyl)amino]-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-yl]-5-(2-hydroxy ethyl)-cyclopentane-1,2-diol,

[1R-[1.alpha.,2.alpha.,3.beta.(1R*,2S*),5.beta.]]-3-[7-[[2-(4-chlorophenyl) cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-yl]-5 -[(2-hydroxy)ethoxy]-cyclopentane-1,2-diol,

[1S-[1.alpha.,2.alpha.,3.beta.,5.beta.(1S*,2R*)]]-3-(Hydroxymethyl)-5-[7-[( 2-phenycyclopropyl)amino]-5-[(3,3,3-trifluoropropyl)thio]-3H-1,2,3-triazolo [4,5-d]pyrimidin-3-yl]-cyclopentane-1,2-diol,

[1S-[1.alpha.,2.beta.,3.beta.,4.alpha.(1S*,2R*)]]-4-[7-[[2-(3-Chloro-4-meth ylphenyl)cyclopropyl]amino]-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidi n-3-yl]-cyclopentane-1,2,3-triol,

or pharmaceutically acceptable salts or solvates thereof.

9. A pharmaceutical composition comprising a compound according to claim 1 in combination with a pharmaceutically acceptable diluent, adjuvent or carrier.

10. A method of treatment of unstable angina, coronary angioplasty (PTCA), perithrombolysis, primary arterial thrombotic complications of atherosclerosis, arterial complications due to interventions in atherosclerotic disease, or thrombotic complications of surgical or mechanical damage, which comprises administering to a patient in need of such treatment a therapeutically effective amount of a compound according to claim 1.

11. A process for the preparation of a compound of formula (I) as defined in claim 1 which comprises;

(a) reacting a compound of formula (II): ##STR20##

where R, R.sup.1, R.sup.3 and R.sup.4 are as defined in formula (I) or are protected derivatives thereof, and L is a leaving group with a compound of formula (III):

where R.sup.2 is as defined in formula (I) or is a protected derivative thereof, or

(b) reacting a compound of formula (IV): ##STR21##

in which R.sup.1 and R.sup.2 are as defined in formula (I) or are protected derivatives thereof and P.sup.1 and P.sup.2 are protecting groups or hydrogen, with a suitable reagent to introduce a substituent R, or, for compounds where m is 0:

(c) hydroxylation of a compound of formula (V): ##STR22##

where R.sup.1, R.sup.2 and R.sup.7 are as defined in formula (I) or are protected derivatives thereof, and optionally thereafter (a), (b) or (c) and in any order:

removing any protecting groups

forming a pharmaceutically acceptable salt or solvate.

12. A method of treatment of a condition selected from the group consisting of myocardial infarction, thrombotic stroke, transient ischaemic attack, peripheral vascular disease and angina, which comprises administering to a patient in need of such treatment an effective amount of a compound according to claim 1.

13. A method according to claim 12, wherein the condition is angina.

14. A method according to claim 10, wherein said interventions are selected from the group consisting of angioplasty, endarterectomy, stent placement, coronary surgery and other vascular graft surgery.

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