Claims for Patent: RE34878
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Summary for Patent: RE34878
| Title: | Hypoglycemic agent |
| Abstract: | A compound of D-phenylalanine derivative for hypoglycemic use, represented by the general formula ##STR1## R.sup.1 is selected from hydrogen, alkyl of 1 to 5 carbon atoms, aryl of 6 to 12 carbon atoms, aralkyl of 6 to 12 carbon atoms, ##STR2## --CH.sub.2 CO.sub.2 R.sup.3, --CH(CH.sub.3)--OCO--R.sup.3, and --CH.sub.2 --OCO--C(CH.sub.3).sub.3 ; R.sup.2 is selected from groups comprising aryl of 6 to 12 carbon atoms, a hetero six-membered ring, a hetero five-membered ring, cycloalkyl, or cycloalkenyl, any of which groups may have one or more substituents; and R.sup.3 is selected from hydrogen and alkyl of 1 to 5 carbon atoms; the salts thereof, and precursors which can be converted thereto in the human or animal body. Some of the compounds are novel per se. |
| Inventor(s): | Toyoshima; Shigeshi (Funabashi, JP), Seto; Yoshiko (Funabashi, JP), Shinkai; Hisashi (Kawasaka, JP), Toi; Koji (Kanagawa, JP), Kamashiro; Izumi (Yokohama, JP) |
| Assignee: | Ajinomoto Co., Inc. (Tokyo, JP) |
| Application Number: | 08/157,564 |
| Patent Claims: |
1. A D-phenylalanine derivative of the formula
or a salt thereof or a precursor which can be converted into said D-phenylalanine derivative in vivo, wherein: R.sup.1 is hydrogen or C.sub.1-5 alkyl, R.sup. is hydrogen or C.sub.1-5 alkyl; and R.sup.4 is cyclohexane substituted at the 4- or 5-position by methyl, ethyl, ispropyl, tert-butyl, ethene, or isopropene or cyclohexene substituted at the 4- or 5-position by methyl, ethyl, isopropyl, tert-butyl, ethene, or isopropene. 2. The D-phenylalanine derivative of claim 1, wherein R.sup.4 is said substituted cyclohexane. 3. The D-phenylalanine derivative of claim 1, wherein R.sup.4 is said substituted cyclohexane. 4. The D-phenylalanine derivative of claim 1, wherein the said derivative is N-(4-isopropylcyclohexylcarbonyl)-D-phenylalanine. 5. The D-phenylalanine derivative of claim 1, wherein the said derivative is N-(4-isopropylcyclohexylcarbonyl)-D-phenylalanine: N-[(S)-perilloyl]-D-phenylalanine; N-(4-methylcyclohexylcarbonyl)-D-phenylalanine; N-(4-ethylcyclohexylcarbonyl)-D-phenylalanine; or N-(4-t-butylcyclohexylcarbonyl)-D-phenylalanine. 6. The D-phenylalanine derivative of claim 1, wherein the said derivative is N-[(s)-perilloyl]-D-phenylalanine; N-(trans-4-methylcyclohexylcarbonyl)-D-phenylalanine; N-(trans-4-ethylcyclohexylcarbonyl)-D-phenylalanine; N-(trans-4-isopropylcyclohexylcarbonyl)-D-phenylalanine; or N-(trans-4-t-butylcyclohexylcarbonyl)-D-phenylalanine. 7. The D-phenylalanine derivative of claim 1, wherein R.sup.1 is hydrogen and R.sup.3 is hydrogen. 8. The D-phenylalanine derivative of claim 1, wherein R.sup.4 is perilloyl. 9. The D-phenylalanine derivative of claim 1, wherein said substituted cyclohexane is substituted at the 4-position. 10. The D-phenylalanine derivative of claim 1, wherein said substituted cyclohexane is substituted at the 5-position. 11. The D-phenylalanine derivative of claim 1, wherein said substituted cyclohexene is substituted at the 4-position. 12. The D-phenylalanine derivative of claim 1, wherein said substituted cyclohexene is substituted at the 5-position. 13. The D-phenylalanine derivative of claim 1, wherein said substituted cyclohexane or said substituted cyclohexene is substituted with methyl, ethyl, isopropyl or tert-butyl. 14. The D-phenylalanine derivative of claim 1, wherein said substituted cyclohexane or said substituted cyclohexene is substituted by ethene, or isopropene. 15. A pharmaceutical composition, comprising a D-phenylalanine derivative of claim 1 and a pharmaceutical excipient. .Iadd.16. The compound N-(trans-4-isopropylcyclohexylcarbonyl)-D-phenylalanine. .Iaddend. |
