http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-763217-A
Outgoing Links
Predicate | Object |
---|---|
assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_4acae202b6a15394281949545e70d2f6 |
classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A01N45-02 |
classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A01N45-02 |
filingDate | 1954-08-16-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationDate | 1956-12-12-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationNumber | GB-763217-A |
titleOfInvention | Colchiceine derivatives |
abstract | The invention comprises compounds of the formula <FORM:0763217/IV(b)/1> where R is hydrogen, alkyl or acyl, R is hydrogen, acyl (other than acetyl as in Specification 762,706) or alkyl, and R11 is a substituted or unsubstituted alkyl radical. These are made from the N-acetyl compounds of Specification 762,706 by acid hydrolysis, followed if desired by insertion of the groups R and R1 by normal alkylation or acylation processes (including methane formation). The hydrolysis may remove the group R as well as R1 (especially if a sugar residue is present as R), or alternatively the former may be split off by a previous alkaline hydrolysis; the acid hydrolysis may however affect only the group R1. Similarly the subsequent treatment may affect only the amino group or both amino and hydroxyl groups; if the latter the group R may if desired be subsequently split off. In addition the compound (R = R1 = R11 = methyl) may be obtained from natural "Substance F" (demecolcine) and methyl mercaptan or an alkali metal salt thereof. The reactions are preferably carried out in a solvent at reflux temperature. Examples show the production of the following compounds of the above formula: (1) R = R11 = methyl, R1 = H, from thiocolchicine, demethylthiocolchicine, thiocolchicoside and its tetracetate; (2) R = R1 = R11 = methyl, from N - dedecetyl - thiocolchicine; (3) R = R11 = methyl, R1 = formyl, from N-deacetyl-thiocolchicine; (4) R = H, R1 = formyl, R11 = methyl, from N - deacetyl - demethylthiocolchicine; (5) R = R11 = methyl, R1 = benzoyl, from N-deacetylthiocolchicine; (6) R = R1 = benzoyl, R11 = methyl, from N-deacetyldemethyl-thiocolchicine; (7) R = H, R1 = benzoyl, R11 = methyl, from N - deacetyl - O : N - dibenzoyldemethyl - thiocolchicine; (8) R = R11 = methyl, R1 = carbethoxy, from N - deacetylthiocolchicine; (9) R = H, R1 = acetyl, R11 = methyl, from N - deacetyl - demethylthiocolchicine; (10) R = methyl, R1 = H, R11 = ethyl, from ethylthiocolchicine; (11) R = R1 = R11 = methyl, additionally from natural "Substance F" (demecolcine) and methyl mercaptan.ALSO:Compounds of the formula: <FORM:0763217/I/1> where R and R1 are hydrogen, alkyl or acyl (R1 not being acetyl) and R11 is alkyl or substituted alkyl, are used for the modification of kayokinesis and the production of polyploids either by spreading aqueous solutions or suspensions on the soil or by pretreating seeds with the compounds alone or in a solvent or on a carrier. Suitable compounds are mentioned. |
isCitedBy | http://rdf.ncbi.nlm.nih.gov/pubchem/patent/JP-2013502441-A http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-9458101-B2 |
priorityDate | 1954-02-10-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 32.