GB1264737A - - Google Patents
Info
- Publication number
- GB1264737A GB1264737A GB1264737DA GB1264737A GB 1264737 A GB1264737 A GB 1264737A GB 1264737D A GB1264737D A GB 1264737DA GB 1264737 A GB1264737 A GB 1264737A
- Authority
- GB
- United Kingdom
- Prior art keywords
- alkoxy
- alkyl
- amino
- methylthiophenylthio
- methylthio
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C317/00—Sulfones; Sulfoxides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
1,264,737. Salicylic acid derivatives containing sulphur. MERCK & CO. Inc. 18 June, 1970 [25 June, 1969; 20 April, 1970], No. 29538/70. Heading C2C. Novel compounds I (including anhydrides and salts thereof) where R is OH, NH 2 , alkoxy, mono- or di-alkylamino, dialkylamino - alkyl - amino, phenylamino, dialkylaminoalkoxy, hydroxyalkoxy, polyhydroxyalkoxy, alkoxy-alkoxy, optionally substituted phenoxy, phenalkoxy, hydrazino, morpholino, piperidino, pyrrolidino, hydroxyalkylamino or a N-attached radical derived from an amino-acid, R 2 is H, acyl, alkyl or alkoxycarbonyl, R 3 is H, halogen, alkyl, haloalkyl, alkoxy or cycloalkyl, each X which may be the same or different is H, alkyl, halogen, OH, alkoxy, haloalkyl, acyloxy, amino, mono- or di-alkylamino, NO 2 , acylamino, SH, alkylmercapto, alkylsulphinyl, alkylsulphonyl, aminoalkyl, sulphamoyl, sulphinylamido, alkylaminoalkyl, hydroxyalkyl, alkoxyalkyl, mercaptoalkyl, alkylthioalkyl, CN, CO 2 H, alkoxycarbonyl, CONH 2 , aryl, aralkyl or aryloxy and Y is S, SO or SO 2 are made by reacting a compound II (obtained, e.g. by demethylating the corresponding methoxy compound which is itself obtained, e.g. by interacting an appropriate benzenethiol sodium salt and a halophenol-ether in the presence of copper powder) with a carboxylating agent, e.g. CO 2 ; esters, amides and anhydrides are made according to standard methods and I in which Y is S can be oxidized to I in which Y is SO or SO 2 (the SO or SO 2 group can also be introduced at an intermediate stage of the synthesis, i.e. before the demethylation step). In general, compounds I may be converted one into the other if desired. p - Methylthio - benzotrifluoride, obtained by interacting p-methylthio-benzoic acid and sulphur tetra-fluoride, is demethylated in the presence of pyridine hydrochloride to afford p - mercaptobenzotrifluoride; 4- hydroxy - 4<SP>1</SP>- mercaptodiphenylsulphide, which is similarly obtained from p - (p - methylthiophenylthio)- anisole, is converted into p-(4-methylthiophenylthio)-phenol utilizing dimethylsulphate. Pharmaceutical preparations showing, in particular, anti-inflammatory action and also antipyretic, analgesic, diuretic, anti-fibrinolytic and hypoglycaemic action contain I as active ingredient; administration may be orally, rectally, parenterally or topically.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US83661169A | 1969-06-25 | 1969-06-25 | |
US3031970A | 1970-04-20 | 1970-04-20 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1264737A true GB1264737A (en) | 1972-02-23 |
Family
ID=26705903
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB1264737D Expired GB1264737A (en) | 1969-06-25 | 1970-06-18 |
Country Status (5)
Country | Link |
---|---|
CA (1) | CA960227A (en) |
DE (1) | DE2031229A1 (en) |
FR (1) | FR2053014B1 (en) |
GB (1) | GB1264737A (en) |
NL (1) | NL7008629A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2259239A1 (en) * | 1972-07-19 | 1974-02-14 | Renfag Sa | PROCESS FOR THE PREPARATION OF 2ALCOXY-5-ALKYLSULFONYL-BENZOIC ACID |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB9214120D0 (en) * | 1991-07-25 | 1992-08-12 | Ici Plc | Therapeutic amides |
GB9305295D0 (en) * | 1993-03-15 | 1993-05-05 | Zeneca Ltd | Therapeutic compounds |
GB9310095D0 (en) * | 1993-05-17 | 1993-06-30 | Zeneca Ltd | Therapeutic compounds |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US1841636A (en) * | 1925-07-31 | 1932-01-19 | British Dyestuffs Corp Ltd | Amino and nitro derivatives of ortho-hydroxy-carboxy-diphenyl sulphides, and process of preparing same |
US2445939A (en) * | 1941-10-31 | 1948-07-27 | American Cyanamid Co | Metal salts of acyl phenol monosulfides |
US2761873A (en) * | 1953-11-04 | 1956-09-04 | Du Pont | Preparation of 4-substituted mercaptophenyl aldehydes and ketones |
-
1970
- 1970-06-12 NL NL7008629A patent/NL7008629A/xx unknown
- 1970-06-15 CA CA085,561A patent/CA960227A/en not_active Expired
- 1970-06-18 GB GB1264737D patent/GB1264737A/en not_active Expired
- 1970-06-24 FR FR7023327A patent/FR2053014B1/fr not_active Expired
- 1970-06-24 DE DE19702031229 patent/DE2031229A1/en active Pending
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2259239A1 (en) * | 1972-07-19 | 1974-02-14 | Renfag Sa | PROCESS FOR THE PREPARATION OF 2ALCOXY-5-ALKYLSULFONYL-BENZOIC ACID |
Also Published As
Publication number | Publication date |
---|---|
CA960227A (en) | 1974-12-31 |
DE2031229A1 (en) | 1971-01-14 |
NL7008629A (en) | 1970-12-29 |
FR2053014B1 (en) | 1973-08-10 |
FR2053014A1 (en) | 1971-04-16 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed | ||
PLNP | Patent lapsed through nonpayment of renewal fees |