- PROCESS AND PRODUCT
-
A process of preparing perindopril of formula (I), or a pharmaceutically acceptable salt thereof which process comprises protecting a compound of formula (II) where R denotes a hydrogen atom, in the presence of benzene sulphonic acid as a catalyst, to obtain the benzene sulphonic acid salt of an ester of formula (III) where Rl is a carboxyl protecting group and reacting said ester of formula (III) with N-[(S)-1-carbethoxybutyl]-(S)-alanine to obtain a compound of formula (IV) where Rl is as defined above; and deprotecting a compound of formula (IV) to yield perindopril of formula (I), or a pharmaceutically acceptable salt thereof. There is also provided by the present invention the benzene sulphonic acid salt of an ester of formula (III), and perindopril or a pharmaceutically acceptable salt thereof prepared by the above process.
- -
-
Page 7; 22; scheme
(2010/02/09)
-
- Heterocyclic substituted 2-acylamino-5-thiazoles, their preparation and pharmaceutical compositions containing them
-
A 2-Acylaminothiazole of formula: STR1 in which R1 is H, an alkyl or a substituted alkyl; RIV is a cycloalkyl, an aromatic group such as phenyl or a heterocyclic group which are unsubstituted or substituted; RV is a substituted alkyl, a substituted carboxy such as an ester or an amide; or RIV and RV together represent a phenoxyalkylene group which may be substituted on the phenyl; and Z is a heterocyclic e.g. indolyl group; or a salt of compound (I).
- -
-
-
- 1,3-Dipolar Cycloaddition Reactions. Regioselective Synthesis of Heterocycles and Theoretical Studies
-
We report a 1,3-dipolar cycloaddition reaction between a oxazolium 5-oxide derivative with chloroacrylonitrile or ethyl propiolate as dipolarophiles, in order to obtain substituted pyrrolizidines.Experimentally we found that the reaction is regiospecific with chloroacrylonitrile and regioselective with ethyl propiolate.The secondary attractive orbital interactions from the Frontier Molecular Orbital Theory, the differences in stability of the possible biradical intermediaries postulated for the reaction and some hindrance effects, explain the regioselectivity observed experimentally.
- Pierini, Adriana B.,Cardozo, Mario G.,Montiel, Aida A.,Albonico, Sem M.,Pizzorno, Maria T.
-
p. 1003 - 1008
(2007/10/02)
-
- Angiotensin converting enzyme inhibitors: N-substituted monocyclic and bicyclic amino acid derivatives
-
The synthesis of N-(3-mercaptopropionyl)-N-arylglycines (14a-x), -N-arylalanines (15a,b), -N-cycloalkylglycines (16a-k), and -1,2,3,4-tetrahydroisoquinoline-3-carboxylic acids (17a-d), -1,2,3,4-tetrahydroquinoline-2-carboxylic acids (18a-f), and -indoline-2-carboxylic acids (19a-k) is described. In vitro inhibition of angiotensin converting enzyme (ACE) is reported for each compound, and the structure-activity relationship for each series is discussed. The in vivo inhibition of ACE and antihypertensive effects of representative compounds from each series are discussed. The most potent compound, 19d, had an in vitro ACE IC50 of 2.6 x 10-9 M and lowered blood pressure in spontaneous hypertensive rats 85 mm at a dose of 10 mg/kg po.
- Stanton,Gruenfeld,Babiarz,Ackerman,Friedmann,Yuan,Macchia
-
p. 1267 - 1277
(2007/10/02)
-