http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-1385828-A
Outgoing Links
| Predicate | Object |
|---|---|
| assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_3a5173a7d063a9f70ca7b5e86fc23863 |
| classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C59-90 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61P9-10 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C59-72 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61P3-06 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C51-09 |
| classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A61K31-19 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C67-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A61P3-06 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C51-09 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C59-125 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A61P9-10 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C51-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A61K31-22 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C59-72 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A61K31-215 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C69-712 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C69-708 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C59-90 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C51-367 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C51-363 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/H04N9-66 |
| filingDate | 1973-08-13-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationDate | 1975-03-05-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | GB-1385828-A |
| titleOfInvention | Phenoxyacetic acid and cyclopropa-a-naphthoxyacetic acid derivatives |
| abstract | 1385828 Phenoxyacetic acid and cyclopropa- [a]naphthoxyacetic acid derivatives STERLING DRUG Inc 13 Aug 1973 [29 Aug 1972] 38311/73 Heading C2C Novel compounds of the Formula I wherein R is hydrogen or C 1-6 alkyl; A and A<SP>1</SP> are C 1-3 alkyl; Q is hydrogen, halogen or C 1-3 alkyl; R<SP>1</SP> is hydrogen, C 1-3 alkyl or phenyl; R<SP>2</SP> is hydrogen or halogen; R<SP>2</SP>' is hydrogen or halogen, at least one of R<SP>2</SP> and R<SP>2</SP>' being halogen; R<SP>3</SP> is hydrogen, C 1-3 alkyl or phenyl; R<SP>3</SP>' is hydrogen or C 1-3 alkyl; n is 0 or 1 or a compound I where Q and R<SP>3</SP> together form an ethylene bridge and (CH 2 ) n is a direct bond to the benzene ring ortho to Q and salts of the free acid may be prepared by (1) reacting a compound of the Formula IV: with a mixture of chloroform, a ketone ACOA<SP>1</SP> and an alkali metal hydroxide; (2) reacting a compound IV with a compound of the formula (A)(A<SP>1</SP>)C(Br)CO 2 R, BrCH 2 CN or BrCH 2 COOR in the presence of base and when the latter two compounds are used, dialkylating the product with A-iodide in the presence of base and, if necessary, hydrolysing the cyano group to a carboxy group; (3) reacting a compound of the Formulµ X, Xa or Xb: with a medium generating a carbene of the formula : CR<SP>2</SP>R<SP>2</SP>' and in the case of Xa and Xb thereafter dialkylating and, if necessary, hydrolysing the product as described in (2); (4) for producing the compound Ic, reacting a compound of the formula Xc with a medium generating a carbene : CR<SP>3</SP>R<SP>3'</SP>; (5) for producing 2-[p-(2,2-dichlorocyclopropyl)- phenoxy]-2-methylpropionic acid, subjecting p-(2,2-dichlorocyclopropyl)aniline to diazotization and hydrolysis to yield p-(2,2-dichlorocyclopropyl)phenyl, treating the latter compound as in (1) or (2) using acetone or (CH 3 ) 2 C(Br)COOR respectively; followed optionally by esterifying the free acid, hydrolysing an ester to the free acid and/or forming salts of the free acid. The intermediates of the Formula IV may be prepared by ether cleavage of the corresponding anisole which in turn is prepared by reacting a corresponding alkenyl substituted anisole with a medium generating a carbene of the formula : CR<SP>2</SP>R<SP>2'</SP>. The intermediates of the Formula X in which R 1 is H may be prepared by reacting a phenol VII as in process (1) or (2) to form an intermediate VIII which on treatment with sodium borohydride yields a compound of the Formula IX in which R 1 is hydrogen, which on dehydration yields X in which R 1 is hydrogen. Alternatively the intermediate X may be prepared by reacting a phenol XI by the processes (1) or (2) above to prepare a compound XII followed by treatment with p-Isopropenylanisole may be prepared by treating p-methoxyacetophenone with methyl lithium. Pharmaceutical compositions of the compounds I show hypocholesteremic and hypoglyceridemic activity when administered orally with the usual excipients. |
| isCitedBy | http://rdf.ncbi.nlm.nih.gov/pubchem/patent/EP-0142979-A2 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/EP-0142979-A3 |
| priorityDate | 1972-08-29-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 67.