http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-1469384-A
Outgoing Links
Predicate | Object |
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assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_8a0e90292f2ba83d7878baca3838b8a2 |
classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C67-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C231-12 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C237-26 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C231-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A61K31-65 |
filingDate | 1975-06-20-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationDate | 1977-04-06-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationNumber | GB-1469384-A |
titleOfInvention | Tetracyclines |
abstract | 1469384 Alkyl- and methylthioalkyl-tetracyclines SOC FARMACEUTICI ITALIA SpA 20 June 1975 [25 June 1974] 26270/75 Heading C2C A tetracycline of the general Formula I wherein R 1 represents a hydrogen atom, a hydroxy group or an acyloxy group having from 1 to 4 carbon atoms; R 2 represents a hydrogen atom or a methyl group; R 3 represents a hydrogen atom when R 2 represents a methyl group or otherwise represents a hydrogen atom, an alkyl group having from 1 to 4 carbon atoms, a methylthioalkyl group having from 2 to 5 carbon atoms or a dimethylamino group; R 4 represents a hydrogen atom when R 3 represents a dimethylamino group or otherwise represents a hydrogen atom, an alkyl group having from 1 to 4 carbon atoms or a methylthioalkyl group having from 2 to 5 carbon atoms; and R 5 represents a hydrogen atom, is reacted in the presence of a strong acid and in the absence of water with a sulphide of the general formula wherein R represents a hydrogen atom or an alkyl group having up to 3 carbon atoms, thereby to introduce according to the following stipulations one or more methylthioalkyl substituents of the formula(e) CH 3 -S-CHR- wherein R is as above defined: (a) if R 2 , R 3 and R 4 all represented hydrogen atoms, for one of R 3 and R 4 , both of R 3 and R 4 or all of R 3 , R 4 and R 5 , (b) if R 2 represented a methyl group and R 4 represented a hydrogen atom, for R 4 or both of R 4 and R 5 , (c) if R 2 represented a methyl group and R 4 did not represent a hydrogen atom, for R 5 , (d) if R 2 and R 3 both represented hydrogen atoms and R 4 did not represent a hydrogen atom, for R 3 or both of R 3 and R 5 , (e) if R 3 represented a dimethylamino group, for R 5 , (f) if R 3 represented neither a dimethylamino group nor a hydrogen atom and R 4 represented a hydrogen atom, for R 4 or both of R 4 and R 5 , (g) if R 3 represented neither a dimethylamino group nor a hydrogen atom and R<SP>4</SP> did not represent a hydrogen atom, for R 5 , and the methylthioalkyltetracycline derivative is either isolated or demethylthionated by refluxing in a solvent with Raney nickel to give the corresponding alkyltetracycline derivative (in which the or each alkyl substituent is of the formula RCH 2 -). Tetracycline derivatives of the general Formula I wherein R 1 represents a hydrogen atom, a hydroxy group or an acyloxy group having from 1 to 4 carbon atoms; R 2 represents a hydrogen atom or a methyl group; R 3 represents a hydrogen atom, an alkyl group having from 1 to 4 carbon atoms, a methylthioalkyl group having from 2 to 5 carbon atoms or a dimethylamino group; and R 4 and R 5 each represents a hydrogen atom, an alkyl group having from 1 to 4 carbon atoms or a methylthioalkyl group having from 2 to 5 carbon atoms: with the provisos that R 3 and R 4 do not simultaneously represent hydrogen atoms, that when R 2 represents a methyl group R 3 represents a hydrogen atom, that when R 3 represents a dimethylamino group R 4 represents a hydrogen atom and R 5 does not represent a hydrogen atom, and that when R 5 represents a hydrogen atom R 3 and R 4 do not represent (i) a hydrogen atom and a butyl group respectively, or (ii) a methyl group and a butyl group respectively, or (iii) a methyl group and a hydrogen atom respectively, are novel. |
isCitedBy | http://rdf.ncbi.nlm.nih.gov/pubchem/patent/EP-2289871-A1 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-8304445-B2 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-8518912-B2 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-8252777-B2 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-7056902-B2 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/AU-2005244988-C1 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/AU-2005244988-B2 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-7851460-B2 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-8288570-B2 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-7612053-B2 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/AU-2001271642-B2 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-7820641-B2 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-8048867-B2 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-8513223-B2 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-8168810-B2 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-9090541-B2 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/AU-2012202559-B2 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/WO-0204407-A3 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-8318706-B2 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/WO-0204407-A2 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-9481639-B2 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-7893282-B2 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-8492365-B2 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-7897784-B2 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-7323492-B2 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-7326696-B2 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/EP-3354637-B1 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-8258120-B2 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-8106225-B2 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-7094806-B2 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-9012433-B2 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-7001918-B2 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-9533943-B2 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-6818635-B2 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-7875649-B2 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-7696187-B2 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-7696186-B2 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-8211937-B2 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-7696188-B2 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-7696358-B2 |
priorityDate | 1974-06-25-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
type | http://data.epo.org/linked-data/def/patent/Publication |
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Total number of triples: 67.