http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-922600-A
Outgoing Links
Predicate | Object |
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assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_72aade4b7c60284757463d47545320aa |
classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D211-58 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D211-14 |
filingDate | 1960-05-06-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
inventor | http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_95079160209fd350e44d27b9cd243205 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_9b990a51e9af4413ef9ace0c2666a538 |
publicationDate | 1963-04-03-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationNumber | GB-922600-A |
titleOfInvention | Ortho-tertiary-butyl phenolethers |
abstract | The invention comprises ortho tert. butyl ethylamines of the general formula <FORM:0922600/IV(a)/1> where R1 and R2, which may be the same or different, represent a hydrogen atom or an alkyl group containing 1-4 carbon atoms or a phenethyl group, or R1 and R2 together with a nitrogen atom form a heterocyclic ring, R3 represents a hydrogen atom or an alkyl group containing 1-4 carbon atoms, R4 and R5 may be a hydrogen or an alkyl group containing 1-4 carbon atoms or an alkoxy, hydroxy, amino or acylamino group, together with the acid addition salts and quaternary compounds derived by quaternisation with a compound R6X where R6 represents an alkyl group and X represents the anion associated with the quaternary compound. The compounds may be prepared by (1) reacting the substituted o-tert. butyl phenol with a b -dialkylamino alkyl halide, (2) by converting the phenol to the phenol ether containing a reactive group in the b -position, such as halo or p-toluene sulphonyloxy group, which is subsequently reacted with an alkyl or dialkyl-amine or (3) by converting the phenol to the a -cyanoalkyl ether which is subsequently reduced and the primary amino group converted to a secondary or tertiary amino group if desired. Examples describe the preparation of 2-(b -diethylaminoethoxy)-4-methyl-, 2-(b -aminoethoxy)-4-methyl-, 2-(b -phenethylaminoethoxy)- 4-methyl-, 4-acetamido-2-(b -diethylaminoethoxy)- and 2-(b -diethylaminoethoxy)- 4-hydroxytert. butyl benzene and 2-(2-t. butyl-5-methylphenoxy)-ethyl-triethylammonium iodide, 2-(b - phenethylamino-ethoxy)-4-methyl-tert. butyl benzene isethionate, 2-(2-t. butyl-5-hydroxy-4-methylphenoxy)- ethyl triethylammonium iodide, 2-(2-t. butyl-4-methoxy phenoxy) ethyl trimethylammonium isethionate and 2-(b -N-piperidino-ethoxy)-tert. butyl benzene citrate. A further list of compounds falling within the general formula is also given. The above compounds and their acid addition salts have central nervous depressant and analgesic properties while the quaternary salts have long-acting local anaesthetic and sympathetic nervous system blocking properties. The pharmacological properties are compared with those of pethidine and chloropromazine. |
isCitedBy | http://rdf.ncbi.nlm.nih.gov/pubchem/patent/WO-03011210-A2 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-7223794-B2 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/WO-8803756-A1 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/EP-0269363-A3 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-3408387-A http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-6900243-B2 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-6887871-B2 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/WO-03011210-A3 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/EP-0269363-A2 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/EP-0062596-A1 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-6953797-B2 |
priorityDate | 1960-05-06-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 51.