US4127588A
Expired / Lapsed
US
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Sulphur containing derivatives
Assignee: Hoffmann La Roche Inc
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Filing: 1977-11-21
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Granted: 1978-11-28
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Expires: 1997-11-21
Abstract
Abstract A novel class of dithiane and disulfone compound is described. These compounds are pharmaceutically active as coronary dilating agents and thus can be used therapeutically in cases of insufficient cardiac blood supply, i.e., in the treatment of angina pectoris. A preferred compound is N-(3,4-dimethoxyphenethyl)-2-(3,4-dimethoxyphenyl)-N-methyl-m-dithiane -2-propylamine-1,1-3,3-tetraoxide.
Inventors
- 👤 Henri Ramuz
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 19:59
CPC Classifications
C; C07; C07D; C07D339/00; C07D339/02; C07D339/06; C07D339/08
Claims Analysis
Total Claims: 17
Claim 1
Independent Claim
146 words
A compound of the formula ##STR23## wherein R is a group of the formula ##STR24## in which R 4 is hydrogen or lower alkyl; R 5 , R 6 and R 7 each independently is hydrogen, halogen, lower alkyl, lower alkoxy, hydroxy or benzyloxy or two adjacent R 5 , R 6 and R 7 symbols together are methylenedioxy or ethylenedioxy; X is a sulphur atom, SO or SO 2 ; Y is a straight-chain or branched-chain, aliphatic group which may be substituted with hydroxy and containing 2-8 carbon atoms, of which 2-4 carbon atoms are present in the chain; and Z is a straight-chain or branched-chain aliphatic group which may be substituted with hydroxy and containing 1-8 carbon atoms, of which 1-4 carbon atoms are present in the chain; m is zero or 1 and n is 2 or 3, and acid addition salts thereof.
Claim 2
Dependent Claim
146 words
A compound of the formula ##STR23## wherein R is a group of the formula ##STR24## in which R 4 is hydrogen or lower alkyl; R 5 , R 6 and R 7 each independently is hydrogen, halogen, lower alkyl, lower alkoxy, hydroxy or benzyloxy or two adjacent R 5 , R 6 and R 7 symbols together are methylenedioxy or ethylenedioxy; X is a sulphur atom, SO or SO 2 ; Y is a straight-chain or branched-chain, aliphatic group which may be substituted with hydroxy and containing 2-8 carbon atoms, of which 2-4 carbon atoms are present in the chain; and Z is a straight-chain or branched-chain aliphatic group which may be substituted with hydroxy and containing 1-8 carbon atoms, of which 1-4 carbon atoms are present in the chain; m is zero or 1 and n is 2 or 3, and acid addition salts thereof.
Claim 3
Dependent Claim
121 words
A compound of the formula ##STR25## wherein R is a group of the formula ##STR26## in which R 4 is hydrogen or lower alkyl; R 5 , R 6 and R 7 each independently is hydrogen, halogen, lower alkyl, lower alkoxy, hydroxy or benzyloxy or two adjacent R 5 , R 6 and R 7 symbols together are methylenedioxy or ethylenedioxy; Y is a straight-chain or branched-chain, optionally hydroxy-substituted, aliphatic group containing 2-8 carbon atoms, of which 2-4 atoms are present in the chain, and Z represents a straight-chain or branched-chain, optionally hydroxy-substituted aliphatic group containing 1-8 carbon atoms, of which 1-4 carbon atoms are present in the chain, and m stands for zero or 1, and acid addition salts thereof.
Claim 4
Dependent Claim
121 words
A compound of the formula ##STR25## wherein R is a group of the formula ##STR26## in which R 4 is hydrogen or lower alkyl; R 5 , R 6 and R 7 each independently is hydrogen, halogen, lower alkyl, lower alkoxy, hydroxy or benzyloxy or two adjacent R 5 , R 6 and R 7 symbols together are methylenedioxy or ethylenedioxy; Y is a straight-chain or branched-chain, optionally hydroxy-substituted, aliphatic group containing 2-8 carbon atoms, of which 2-4 atoms are present in the chain, and Z represents a straight-chain or branched-chain, optionally hydroxy-substituted aliphatic group containing 1-8 carbon atoms, of which 1-4 carbon atoms are present in the chain, and m stands for zero or 1, and acid addition salts thereof.
Claim 5
Dependent Claim
70 words
A compound of the formula ##STR27## wherein R is a group of the formula ##STR28## in which X is a sulphur atom, SO or SO 2 ; Y is a straight-chain or branched-chain aliphatic group which may be substituted with hydroxy and containing 1-8 carbon atoms, of which 2-4 carbon atoms are present in the chain; R 8 is a leaving atom or group and n is 2 or 3.
Claim 6
Dependent Claim
70 words
A compound of the formula ##STR27## wherein R is a group of the formula ##STR28## in which X is a sulphur atom, SO or SO 2 ; Y is a straight-chain or branched-chain aliphatic group which may be substituted with hydroxy and containing 1-8 carbon atoms, of which 2-4 carbon atoms are present in the chain; R 8 is a leaving atom or group and n is 2 or 3.
Claim 7
Dependent Claim
74 words
A compound of the formula ##STR29## wherein R is a group of the formula ##STR30## in which R 4 is hydrogen or lower alkyl; X is a sulphur atom, SO or SO 2 ; Y is a straight-chain or branched-chain, aliphatic group which may be substituted with hydroxy and containing 2-8 carbon atoms, of which 2-4 carbon atoms are present in the chain and n is 2 or 3, and acid addition salts thereof.
Claim 8
Dependent Claim
74 words
A compound of the formula ##STR29## wherein R is a group of the formula ##STR30## in which R 4 is hydrogen or lower alkyl; X is a sulphur atom, SO or SO 2 ; Y is a straight-chain or branched-chain, aliphatic group which may be substituted with hydroxy and containing 2-8 carbon atoms, of which 2-4 carbon atoms are present in the chain and n is 2 or 3, and acid addition salts thereof.
Claim 9
Dependent Claim
148 words
A compound of the formula ##STR31## wherein R is a group of the formula ##STR32## in which R 4 is hydrogen or lower alkyl; R 5 , R 6 and R 7 each independently is hydrogen, halogen, lower alkyl, lower alkoxy, hydroxy, or benzyloxy or two adjacent R 5 , R 6 and R 7 symbols together are methlenedioxy or ethylenedioxy; X is a sulphur atom, SO or SO 2 ; Y 1 is a straight-chain or branched-chain aliphatic group which may be substituted with hydroxy and containing 2-8 carbon atoms, of which 2-4 carbon atoms are present in the chain; Z 1 is a straight chain or branched-chain, aliphatic group which may be substituted with carbonyl and containing 1-8 carbon atoms, of which 1-4 carbon atoms are present in the chain; m is zero or 1 and n is 2 or 3, and acid addition salts thereof.
Claim 10
Dependent Claim
148 words
A compound of the formula ##STR31## wherein R is a group of the formula ##STR32## in which R 4 is hydrogen or lower alkyl; R 5 , R 6 and R 7 each independently is hydrogen, halogen, lower alkyl, lower alkoxy, hydroxy, or benzyloxy or two adjacent R 5 , R 6 and R 7 symbols together are methlenedioxy or ethylenedioxy; X is a sulphur atom, SO or SO 2 ; Y 1 is a straight-chain or branched-chain aliphatic group which may be substituted with hydroxy and containing 2-8 carbon atoms, of which 2-4 carbon atoms are present in the chain; Z 1 is a straight chain or branched-chain, aliphatic group which may be substituted with carbonyl and containing 1-8 carbon atoms, of which 1-4 carbon atoms are present in the chain; m is zero or 1 and n is 2 or 3, and acid addition salts thereof.
Claim 11
Dependent Claim
146 words
A compound of the formula ##STR33## wherein R is a group of the formula ##STR34## in which R 5 , R 6 and R 7 each independently is hydrogen, halogen, lower alkyl, lower alkoxy, hydroxy or benzyloxy or two adjacent R 5 , R 6 and R 7 symbols together are methylenedioxy or ethylenedioxy; X is a sulphur atom, SO or SO 2 ; Y is a straight-chain or branched-chain aliphatic group which may be substituted with hydroxy and containing 2-8 carbon atoms, of which 2-4 carbon atoms are present in the chain; Z is a straight-chain or branched-chain aliphatic group which may be substituted with hydroxy and containing 1-8 carbon atoms, of which 1-4 carbon atoms are present in the chain; m is zero of 1; n is 2 or 3 and A is the group ##STR35## wherein R 4 is hydrogen or lower alkyl.
Claim 12
Dependent Claim
146 words
A compound of the formula ##STR33## wherein R is a group of the formula ##STR34## in which R 5 , R 6 and R 7 each independently is hydrogen, halogen, lower alkyl, lower alkoxy, hydroxy or benzyloxy or two adjacent R 5 , R 6 and R 7 symbols together are methylenedioxy or ethylenedioxy; X is a sulphur atom, SO or SO 2 ; Y is a straight-chain or branched-chain aliphatic group which may be substituted with hydroxy and containing 2-8 carbon atoms, of which 2-4 carbon atoms are present in the chain; Z is a straight-chain or branched-chain aliphatic group which may be substituted with hydroxy and containing 1-8 carbon atoms, of which 1-4 carbon atoms are present in the chain; m is zero of 1; n is 2 or 3 and A is the group ##STR35## wherein R 4 is hydrogen or lower alkyl.
Claim 13
Dependent Claim
28 words
The compound of claim 1 wherein one of the symbols R 5 , R 6 and R 7 is hydrogen and the other symbols each is lower alkoxy.
Claim 14
Dependent Claim
12 words
The compound of claim 7 wherein the said lower alkoxy is methoxy.
Claim 15
Dependent Claim
23 words
The compound of claim 7 wherein (Z) m is the group (CH 2 --CH 2 ) m wherein m is zero or 1.
Claim 16
Dependent Claim
10 words
The compound of claim 9 wherein R 4 is methyl.
Claim 17
Dependent Claim
9 words
The compound of claim 10 which is N-(3,4-dimethoxyphenethyl)-N-methyl-2-(thienyl)-m-dithiane-2-propylamine hydrochloride.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1981-11-27 | 1982-05-29 | 1982-11-28 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-11-27 | 1986-05-29 | 1986-11-28 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-11-27 | 1990-05-29 | 1990-11-28 | $7700.00 | Window Closed / Lapsed |