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US4003914A Expired / Lapsed US ⏱️ 0.0 years remaining

Sulphur containing derivatives

Assignee: Hoffmann La Roche Inc
•
Filing: 1974-12-16
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Granted: 1977-01-18
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Expires: 1994-12-16
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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 13:47
CPC Classifications
C; C07; C07D; C07D339/00; C07D339/08; C07C; C07C45/00; C07C45/45; C07C45/46; C07D339/02; C07D339/06

Claims Analysis

Total Claims: 16
Claim 1
Independent Claim 207 words
A compound of the formula ##STR24##, wherein R is a group of the formula ##STR25##in which R 1 , R 2 and R 3 each independently is hydrogen, halogen, lower alkyl, lower alkoxy, aryl-(lower alkoxy), aryloxy, phenyl, nitro, amino, lower alkylthio, trifluoromethyl, hydroxy, cyano, di(lower alkyl)amino, lower alkanoylamino, carboxyl, lower alkoxycarbonyl, lower alkylsulphonyl, hydroxymethyl, lower alkanoyloxy, amido, lower alkanoyl, sulphamoyl, mono(lower alkyl)-sulphamoyl, di(lower alkyl) sulphamoyl, aminocarbonyloxy, mono(lower alkyl)-amino-carbonyloxy, di(lower alkyl)aminocarbonyloxy or (lower alkylamino)-(lower alkyl) in which "aryl" means unsubstituted or substituted phenyl. The substituent being selected from halogen, lower alkyl, lower alkoxy, nitro and amino; 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; 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 207 words
A compound of the formula ##STR24##, wherein R is a group of the formula ##STR25##in which R 1 , R 2 and R 3 each independently is hydrogen, halogen, lower alkyl, lower alkoxy, aryl-(lower alkoxy), aryloxy, phenyl, nitro, amino, lower alkylthio, trifluoromethyl, hydroxy, cyano, di(lower alkyl)amino, lower alkanoylamino, carboxyl, lower alkoxycarbonyl, lower alkylsulphonyl, hydroxymethyl, lower alkanoyloxy, amido, lower alkanoyl, sulphamoyl, mono(lower alkyl)-sulphamoyl, di(lower alkyl) sulphamoyl, aminocarbonyloxy, mono(lower alkyl)-amino-carbonyloxy, di(lower alkyl)aminocarbonyloxy or (lower alkylamino)-(lower alkyl) in which "aryl" means unsubstituted or substituted phenyl. The substituent being selected from halogen, lower alkyl, lower alkoxy, nitro and amino; 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; 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 29 words
The compound of claim 1, wherein one of the symbols R 1 , R 2 and R 3 is hydrogen and the other symbols each indepenently is lower alkoxy.
Claim 4
Dependent Claim 20 words
The compound of claim 2 wherein two of the symbols R 1 , R 2 and R 3 are methoxy.
Claim 5
Dependent Claim 29 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 independently is lower alkoxy.
Claim 6
Dependent Claim 12 words
The compound of claim 4, wherein said lower alkoxy group is methoxy.
Claim 7
Dependent Claim 18 words
The compound of claim 1, wherein X is a sulphur atom or SO 2 and n is 3.
Claim 8
Dependent Claim 15 words
The compound of claim 1, wherein Y is the group --(CH 2 ) 3 --.
Claim 9
Dependent Claim 24 words
The compound of claim 1, wherein (Z) m is the group --(CH 2 -CH 2 ) m in which m is zero or 1.
Claim 10
Dependent Claim 10 words
The compound of claim 1, wherein R 4 is methyl.
Claim 11
Dependent Claim 40 words
The compound of claim 1 of the formula ##STR26##, wherein R 1 -R 7 and m are as in claim 1; R' 4 is methyl or ethyl; X 1 is a sulphur atom or SO 2 and n is 3.
Claim 12
Dependent Claim 30 words
The compound of claim 10, wherein one of the symbols R 1 , R 2 , and R 3 is hydrogen and the other symbols each independently is lower alkoxy.
Claim 13
Dependent Claim 21 words
The compound of claim 10, wherein two of the symbols R 1 , R 2 and R 3 each is methoxy.
Claim 14
Dependent Claim 28 words
The compound of claim 10, wherein one of the symbols R 5 , R 6 and R 7 is hydrogen and the other symbols each is lower alkoxy.
Claim 15
Dependent Claim 11 words
The compound of claim 13, wherein said lower alkoxy is methoxy.
Claim 16
Dependent Claim 8 words
The compound of claim 14 which is N-(3,4-dimethoxyphenethyl)-2-(3,4-dimethoxyphenyl)-N-methyl-m-dithiane-2-propylamine-1,1,3,3-tetraoxide.

References Cited (Backward Citations)

US3766209A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1980-01-18 1980-07-19 1981-01-18 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-01-18 1984-07-19 1985-01-18 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-01-18 1988-07-19 1989-01-18 $7700.00 Window Closed / Lapsed

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