http://rdf.ncbi.nlm.nih.gov/pubchem/patent/SE-7711211-L
Outgoing Links
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|---|---|
| assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_d202e9e866984fe229f6facc38f1d740 |
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| filingDate | 1977-10-06-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| inventor | http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_e7e7ff6f594cc683e155377d2b7c933f http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_891ac6a5d69d14f9249856e85edff4ee http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_f24ab8d704c048f4a000d73aad7939e8 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_7fede43f4ad4b2bc3613dcb9b8437b23 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_c07fc1a3244f2fbb642bde02b00aabcd http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_458789c127476be9294e61ec4fa643d3 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_af693aa33a8a252666e430bf4f792f83 |
| publicationDate | 1977-10-06-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | SE-7711211-L |
| titleOfInvention | MERCAPTOALKYLPYRIDINES AND DERIVATIVES |
| abstract | 1473591 Vinylic and acetylenic pyridines and their N-oxides MERCK & CO Inc 11 June 1974 [15 June 1973 18 April 1974 26 April 1974] 25858/74 Headings C2C and C2P The invention comprises novel compounds (I) and their pharmaceutically acceptable salts, in which m is 0 or 1; x is 0, 1, 2 or 3; A is or -C# C-, where R<SP>7</SP> is hydrogen, chlorine or fluorine; each of R<SP>1</SP> and R<SP>2</SP> is hydrogen or C 1-3 alkyl; R<SP>3</SP> is (a) hydrogen, (b) -SO 3 H, (c) -PO 3 H 2 , (d) amidino, (e) N-(C 1-4 alkyl) 2 , (f) -CH 2 CH(NH 2 )COOH, (g) ethoxycarbonylmethyl, (h) where E represents (1) adamantyl, (2) C 3-8 cycloalkyl, (3) C 1-5 alkoxy, (4) C 2-6 alkyl, (5) N- (C 1-4 alkyl) 2 , (6) phenyl, (7) 2-acetoxyphenyl, (8) 2 - hydroxy - 4 - (2,4 - difluorophenyl)- phenyl, (9) 3 - chloro - 4 - allyloxybenzyl, (10) α - methyl - 4 - isobutylbenzyl, (11) α- methyl - 3 - phenoxybenzyl, (12) α - methyl - 3- benzoylbenzyl, (13) 1 - (6 - methoxynaphth - 2- yl)ethyl, (14) α - methyl - 3 - fluoro - 4 - phenylbenzyl, (15) 2 - (3 - chloro - 4 - cyclohexylbenzoyl)ethyl, (16) 2 - (3 - trifluoromethylanilino)phenyl, (17) 2 - (2,3 - dimethylanilino)- phenyl, (18) 2 - (2,6 - dichloro - 3 - methylanilino)phenyl, (19) 2 - (3 - trifluoromethylanilino - 3 - pyridyl, (20) 2 - (2 - methyl - 3- chloroanilino)-3-pyridyl, or (i) where G represents (1) C 1-4 alkoxy, (2) -S- (alkali metal) or (3) wherein L represents (1) -(CH 2 ) 1-5 -, (2) phenylene, or (3) (m) -S-R<SP>8</SP>, wherein R<SP>8</SP> represents (1) -C(CH 3 ) 2 CH(NH 2 )COOH, (2) C 1-5 alkyl, (3) C 2-5 alkenyl, (4) phenyl-C 1-3 alkyl, (5) phenyl, (6) C 2-5 alkynyl, (7) 2-carboxyphenyl, or (8) R<SP>4</SP> is hydrogen, C 1-3 alkyl, phenyl, chloro, carboxy, C 1-3 alkoxycarbonyl, fluoro; and R is (a) C 1-3 alkyl, (b) hydroxy, (c) (d) hydroxy-C 1-3 alkyl; and (e) when one R is hydroxy adjacent to the group, the oxygen and sulphur thereof may be joined together through a group of formula wherein R<SP>5</SP> and R<SP>5</SP>α are the same or different and each is hydrogen, C 1-6 alkyl, phenyl, dimethylphenyl, or difluorophenyl, or taken together, R<SP>5</SP> and R<SP>5</SP>α represent =O or =S. When R<SP>3</SP> is -SO 3 H and -PO 3 H 2 the compounds exist as internal salts (Ia) and (Ib) and cyclic isomers of certain of the compounds (I) are also described, e.g. as shown in the relationship between (Ic) and (Id) Many standard methods are described for preparing the novel compounds. In particular, 2- methyl - 3 - hydroxy - 5 - vinyl - 4 - pyridylmethylthio-phosphonic acid internal salt is made by acidifying sodium 2 - methyl - 3 - hydroxy - 5- vinyl - 4 - pyridylmethylthiophosphorothioate which is itself obtained by interacting trisodium phosphorothioate and 2-methyl-3-hydroxy - 4 - chloromethyl - 5 - vinylpyridine hydrochloride. Salts (of ylide type) from triphenylphosphine and 2-methyl-3-hydroxy-4- acetylthiomethyl - 5 - chloromethylpyridine, 2- methyl - 3 - hydroxy - 4 - mercaptomethyl - 5- chloromethylpyridine, bis - [2 - methyl - 3- hydroxy - 5 - chloromethylpyridin - 4 - methyl]- disulphide or 2 - methyl - 3 - acetoxy - 4- acetylthiomethyl - 5 - chloromethylpyridine are obtained by interacting triphenylphosphine and the stated pyridine compound. Pharmaceutical preparations having antiinflammatory action and especially suitable for treating rheumatoid arthritis contain (I) as active ingredient. Administration is orally, parenterally, rectally or topically. |
| priorityDate | 1973-06-15-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
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