Patent EP0018104A2 successfully refreshed from Google Patents.
EP0018104A2
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EP
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Tetrahydroisoquinolines, their production and the compounds and pharmaceutical compositions containing them for use in the prevention or treatment of hypertension
Assignee: Takeda Pharmaceutical Co Ltd
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Filing: 1980-03-25
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Granted: —
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Expires: 2000-03-25
Abstract
Abstract Novel tetrahydroisoquinoline derivatives of the formula: wherein R i , R2 and R 3 , which may be the same or different, each represent hydrogen, halogen, nitro, hydroxyl, lower alkyl, cycloalkyl, lower alkyloxy or cyclic amino, or any two adjacent groups of R 1 , R 2 and R 3 , when taken together with the ring carbon atoms to which they are attached, form a ring, R 4 and R 5 each represent hydrogen or lower alkyl, R 6 is hydrogen, lower alkyl or -CH 2 SR 6 in which R 8 is hydrogen or acyl, R 7 is hydrogen or acyl, or R 7 and R 6 may jointly represent a single bond, when R 6 is -CH 2 SR 6 , and their pharmaceutically acceptable salts, have inhibitory activities on angiotensin converting enzyme and bradykinin decomposing enzyme, and are useful as antihypertensive agents.
Inventors
- 👤 Yoshikazu Oka
- 👤 Kohei Nishikawa
Bibliographic Details
Application Number
—
Jurisdiction
EP
Data Source
google_patents
Last Synchronized
2026-11-01 09:49
CPC Classifications
C; C07; C07D; C07D491/00; C07D491/02; C07D491/04; C07D217/00; C07D217/22; C07D217/26; C07D221/00; C07D221/02; C07D221/04; C07D221/06; C07D221/08; C07D221/16
Claims Analysis
Total Claims: 19
Claim 1
Independent Claim
130 words
A compound of the formula: wherein R 1 , R 2 and R 3 , which may be the same or different, each represent hydrogen, halogen, nitro, hydroxyl, lower alkyl, cycloalkyl, lower alkyloxy or cyclic amino, or any two adjacent groups of R 1 , R 2 and R 3 , when taken together with the ring carbon atoms to which they are attached, form a ring, R 4 and R 5 each represent hydrogen or lower alkyl, R 6 is hydrogen, lower alkyl or -CH 2 SR 8 in which R 8 is hydrogen or acyl, and R 7 is hydrogen or acyl, or R 7 and R 8 jointly represent a single bond when R 6 is -CH 2 SR 8 , or a pharmaceutically acceptable salt thereof.
Claim 2
Dependent Claim
130 words
A compound of the formula: wherein R 1 , R 2 and R 3 , which may be the same or different, each represent hydrogen, halogen, nitro, hydroxyl, lower alkyl, cycloalkyl, lower alkyloxy or cyclic amino, or any two adjacent groups of R 1 , R 2 and R 3 , when taken together with the ring carbon atoms to which they are attached, form a ring, R 4 and R 5 each represent hydrogen or lower alkyl, R 6 is hydrogen, lower alkyl or -CH 2 SR 8 in which R 8 is hydrogen or acyl, and R 7 is hydrogen or acyl, or R 7 and R 8 jointly represent a single bond when R 6 is -CH 2 SR 8 , or a pharmaceutically acceptable salt thereof.
Claim 3
Dependent Claim
147 words
A compound according to claim 1, wherein R 1 , R 2 and R 3 , which may be the same or different, each represent hydrogen, halogen, nitro, hydroxyl, C 1- alkyl, C 5-7 cycloalkyl, C 1-4 alkyloxy or 5- to 7- membered cyclic amino selected from the group consisting of pyrrolidinyl, piperidino, homopiperidinyl, piperazinyl and morpholino, or any two adjacent groups of R 1 , R 2 and R 3 form C 1-4 alkylenedioxy, C 1-4 alkylidenedioxy or C 3-6 alkylene, R 4 and R 5 each represent hydrogen or C 1- alkyl, R 6 is hyrogen, C 1-4 alkyl or -CH 2 SR 8 in which R 8 is hydrogen, C 2-4 alkanoyl or benxoyl, and R 7 is hydrogen, C 2-4 alkanoyl or benzoyl, or R 7 and R 8 jointly represent a single bond when R 6 is -CH 2 SR 8 .
Claim 4
Dependent Claim
55 words
A compound according to claim 2, wherein R 1 , R 2 and R 3 , which may be the same or different, each represent hydrogen, hydroxyl, C 1-4 alkyl or C 1-4 alkyloxy, or any two adjacent groups of R 1 , R 2 and R 3 form C 1-4 alk y len edioxy.
Claim 5
Dependent Claim
42 words
A compound according to claim 3, wherein R 1 is hydrogen and, R 2 and R 3 are hydroxyl or C 1-2 alkyloxy at the 6- and 7-positions, or R 2 together with R 3 represents methylenedioxy at the 6- and 7-positions.
Claim 6
Dependent Claim
25 words
A compound according to claim 3, wherein R 1 and R 2 are hydrogen and R 3 is C 1-4 alkyl at the 7- position.
Claim 7
Dependent Claim
21 words
A compound according to any of claims 2 to 3, wherein R 4 is hydrogen, R 5 is hydrogen or methyl,
Claim 8
Dependent Claim
45 words
R 6 is hydrogen, methyl or -CH 2 SR 8 in which R 8 is hydrogen or acetyl, and R 7 is hydrogen or acetyl, or R 7 and R 8 jointly represent a single bond when R 6 is -CH 2 SR 8 .
Claim 9
Dependent Claim
45 words
R 6 is hydrogen, methyl or -CH 2 SR 8 in which R 8 is hydrogen or acetyl, and R 7 is hydrogen or acetyl, or R 7 and R 8 jointly represent a single bond when R 6 is -CH 2 SR 8 .
Claim 10
Dependent Claim
11 words
The compound according to claim 1, which is 2-(3- acetlythio-2-methylpropionyl)-7-tert-butl-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid.
Claim 11
Dependent Claim
10 words
The compound according to claim 1, which is 7-tert-butyl-2-(3-mercapto-2-methylpropionyl)-1,2,3,4-tetra-hydroisoquinoline-3-carboxylic acid.
Claim 12
Dependent Claim
11 words
The compound according to claim 1, which is 2-(3- acetylthio-2-acetylthiomethylpropionyl)-7-tert-butyl-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid.
Claim 13
Dependent Claim
11 words
The compound according to claim 1, which is 2-(3- acetylthio-2-methylpropionyl)-7-isopropy1-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid.
Claim 14
Dependent Claim
11 words
The compound according to claim 1, which is 2-(3- acetylthio-2-acetylthiomethylpropionyl)-6,7-dihydroxy-1-methyl-1,2,3,4-tetrahydroisoquinolinoline-3-carboxylic acid.
Claim 15
Dependent Claim
11 words
The compound according to claim 1. which is 2-(3-mercapto-2-mercaptomethylpropionyl )-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid.
Claim 16
Dependent Claim
31 words
A pharmaceutical composition which comprises, as an active ingredient, an effective amount of a compound as defined in any of claims 1-12, and a pharmaceutically acceptable carrier, excipient or diluent therefor.
Claim 17
Dependent Claim
22 words
The use in the prevention or treatment of hypertension in a mammal, of a compound as defined in any of claims 1-12.
Claim 18
Independent Claim
168 words
A method for producing a compound of the feramla: wherein R 1 , R 2 and R 3 , which may be. the same or different, each represent hydrogen, halogen, nitro, hydroxyl, lower alkyl, cycloalkyl, lower alkyloxy or cyclic amino, or any two adjacent groups of R 1 , R 2 and R 3 , when taken together with the ring carbon atoms to which the are attached, for a ring, R 4 and R 5 each represent hydrogen cr lower alkyl, R 6 is hydrogen, lower alkyl or -CH 2 SR. S in which R 8 is hydrogen or acyl, and R 7 is hydrogen or acyl, or R 7 and R 5 jointly represent a single bond when R 6 is -CH 2 SR 8 , which comprises reacting a compound of the formula: wherein all the symbols are as defined above, with a compound of the formula: wherein R 6 and R 7 are as defined above, or its reactive derivative at the carboxy funetion.
Claim 19
Independent Claim
168 words
A method for producing a compound of the feramla: wherein R 1 , R 2 and R 3 , which may be. the same or different, each represent hydrogen, halogen, nitro, hydroxyl, lower alkyl, cycloalkyl, lower alkyloxy or cyclic amino, or any two adjacent groups of R 1 , R 2 and R 3 , when taken together with the ring carbon atoms to which the are attached, for a ring, R 4 and R 5 each represent hydrogen cr lower alkyl, R 6 is hydrogen, lower alkyl or -CH 2 SR. S in which R 8 is hydrogen or acyl, and R 7 is hydrogen or acyl, or R 7 and R 5 jointly represent a single bond when R 6 is -CH 2 SR 8 , which comprises reacting a compound of the formula: wherein all the symbols are as defined above, with a compound of the formula: wherein R 6 and R 7 are as defined above, or its reactive derivative at the carboxy funetion.
References Cited (Backward Citations)
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