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US4073797A Expired / Lapsed US ⏱️ 0.0 years remaining

Sulphur containing derivatives

Assignee: Hoffmann La Roche Inc
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Filing: 1976-10-01
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Granted: 1978-02-14
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Expires: 1996-10-01
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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 2026-11-03 03:08
CPC Classifications
C; C07; C07D; C07D339/00; C07D339/08; C07C; C07C45/00; C07C45/45; C07C45/46; C07D339/02; C07D339/06

Claims Analysis

Total Claims: 10
Claim 1
Independent Claim 162 words
A compound of the formula ##STR23## wherein R is a group of the formula ##STR24## in which two adjacent R 1 , R 2 and R 3 symbols together are methylenedioxy, ethylenedioxy or butadien-1,3-ylene-1,4; 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 salts thereof.
Claim 2
Dependent Claim 162 words
A compound of the formula ##STR23## wherein R is a group of the formula ##STR24## in which two adjacent R 1 , R 2 and R 3 symbols together are methylenedioxy, ethylenedioxy or butadien-1,3-ylene-1,4; 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 salts thereof.
Claim 3
Dependent Claim 8 words
The compound of claim 1 which is N-(3,4-dimethoxyphenethyl)-N-methyl-2-(3,4-methylenedioxyphenyl)-m-dithiane-2-propylamine.
Claim 4
Dependent Claim 9 words
The compound of claim 1 which is N-(3,4-dimethoxyphenethyl)-N-methyl-2-(3,4-methylene-dioxphenyl)-m-dithiane-2-propylamine-1,1,3,3-tetraoxide hydrochloride.
Claim 5
Dependent Claim 138 words
A compound of the formula ##STR25## wherein R is a group of the formula ##STR26## in which two adajcent R 1 , R 2 and R 3 symbols together are methylenedioxy, ethylenedioxy or butadien-1,3-xylene-1,4; 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 repesents 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 6
Dependent Claim 138 words
A compound of the formula ##STR25## wherein R is a group of the formula ##STR26## in which two adajcent R 1 , R 2 and R 3 symbols together are methylenedioxy, ethylenedioxy or butadien-1,3-xylene-1,4; 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 repesents 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 7
Dependent Claim 165 words
A compound of the formula ##STR27## , wherein R is a group of the formula ##STR28## in which two adjacent R 1 , R 2 and R 3 symbols together are methylenedioxy, ethylenedioxy or butadien-1,3-ylene1,4; 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 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 8
Dependent Claim 165 words
A compound of the formula ##STR27## , wherein R is a group of the formula ##STR28## in which two adjacent R 1 , R 2 and R 3 symbols together are methylenedioxy, ethylenedioxy or butadien-1,3-ylene1,4; 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 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 9
Dependent Claim 165 words
A compound of the formula ##STR29## ##STR30## , wherein R is a group of the formula in which two adjacent R 1 , R 2 , and R 3 symbols together are methylenedioxy, ethylenedioxy or butadien-1,3-ylene-1,4; R 5 , R 6 and R 7 each independently is hydrogen, halogen, lower alkyl, lower alkoxy, hydroxy or benzyloxy ot 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 ##STR31## wherein R 4 is hydrogen or lower alkyl.
Claim 10
Dependent Claim 165 words
A compound of the formula ##STR29## ##STR30## , wherein R is a group of the formula in which two adjacent R 1 , R 2 , and R 3 symbols together are methylenedioxy, ethylenedioxy or butadien-1,3-ylene-1,4; R 5 , R 6 and R 7 each independently is hydrogen, halogen, lower alkyl, lower alkoxy, hydroxy or benzyloxy ot 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 ##STR31## wherein R 4 is hydrogen or lower alkyl.

References Cited (Backward Citations)

US3766209A Cited
US3948946A Cited
US3894048A Cited
US3894046A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-02-13 1981-08-15 1982-02-14 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-02-13 1985-08-15 1986-02-14 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-02-13 1989-08-15 1990-02-14 $7700.00 Window Closed / Lapsed

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