http://rdf.ncbi.nlm.nih.gov/pubchem/patent/NZ-334951-A
Outgoing Links
| Predicate | Object |
|---|---|
| assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_fc4cd15dbee579bf2da8bc8e45f0b00f |
| classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C227-18 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61P35-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D219-04 |
| classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C229-58 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A61K31-473 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C227-18 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C227-16 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D219-04 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A61K31-435 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A61P35-00 |
| filingDate | 1997-10-17-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| inventor | http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_4508897ad58de2bf11b04f4ea89ba086 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_27595bd58147f2a512fd9ae8801b36a6 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_b36599abf2a354dc8647862fa5c86ca4 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_98b6a6dd296e8a9fa34b55ae0f148055 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_72fe562fd17ebdc5a9443815dd8d6c0a |
| publicationDate | 2000-12-22-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | NZ-334951-A |
| titleOfInvention | Process for the preparation of n-[2-(dimethylamino)ethyl]acridine-4-carboxamide |
| abstract | A process for the production of the anti-cancer drug N-[2-(dimethylamino)ethyl]acridine-4-carboxamide and derivatives thereof. The process involves acridine carboxamide of formula I wherein, each of R1, R2, R5 and R6, which may be the same or different, is H, C1 -C6 alkyl, C1 -C6 alkoxy, aryloxy, aralkyloxy, halogen, phenyl, CF3, NO2, NH2, N(R)2, NHCOR, NHCOOR, NHR4, OH, SH, SR or S (R)2; R4 is H, COR, SO2R, COPh, SO2Ph or C1 -C6 alkyl optionally substituted by OH or amino, and R is C1 -C6 alkyl; or R1 and R2, or R5 and R6, together form a methylenedioxy group; X is an integer of 1 to 6; Y is N(R)2 as defined above; or a pharmaceutically acceptable salt thereof. The process comprises: (a) cyclising a compound of formula (II) wherein R1, R2, R5 and R6 are as defined above and R3 is C1 -C6 alkyl, aryl or aryl-C1 -C3 -alkyl, by treatment with boron trifluoride in an organic solvent, to obtain the tetrafluoroborate salt of formula (IIIa): wherein R1, R2, R3, R5 and R6 are as defined above, followed by treatment of the salt with an inorganic base in EtOAc or CH2Cl2 to generate a compound of formula (III) wherein R1, R2, R3, R5 and R6 are as defined above, and (b) treating either (i) the compound of formula (III) as defined above with a primary alkylamine of the formula (IV): NH2(CH2)xY wherein X and Y are as defined above, or (ii) the carboxylic acid obtainable by hydrolysing the compound of formula (III) as defined above, under basic conditions, with a primary alkyl amine of formula (IV) as defined above in the presence of a suitable coupling agent, to obtain a compound of formula (I) as defined above; and (c) if desired, converting one compound of formula (I) into another compound of formula (I), and/or converting a compound of formula (I) into a pharmaceutically acceptable salt thereof. |
| priorityDate | 1996-10-18-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 39.