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Oxaliplatin

Oxaliplatin Structure
CAS No.
63121-00-6
Chemical Name:
Oxaliplatin
Synonyms
Act 078;Oxaplatin;Nsc 271670;Oxaliplatin;(rel)-Oxaliplatin;61825-94-3 (Sp-4-2);Oxalato(1,2-diaminocyclohexane)platinum(ii);1,2-CyclohexanediaMine, platinuM coMplex, trans-;Platinum (ii), (cyclohexane-1,2-diammine)oxalato-;Oxalato(trans-(-)-1,2-cyclohexanediamine)platinum(II)
CBNumber:
CB71383677
Molecular Formula:
C8H12N2O4Pt
Molecular Weight:
395.28
MOL File:
63121-00-6.mol
Modify Date:
2024/6/28 14:37:56

Oxaliplatin Properties

CAS DataBase Reference 63121-00-6(CAS DataBase Reference)

Oxaliplatin Chemical Properties,Uses,Production

Pharmaceutical Applications

Oxaliplatin (cis-[oxalato] trans-1,2-diaminocyclohexane platinum(II)), for example, marketed under the trade name Eloxatin, is considered as a third-generation platinum-based anticancer drug. Its structure differs from previously synthesised platinum compounds by the configuration of its amino substituents. Its platinum centre is coordinated by two chelating ligands, namely an oxalate ligand and a so-called DACH (1,2-diaminocyclohexane) ligand. In comparison to cisplatin, the two chlorine leaving groups are replaced by an oxalato leaving group. The simple amino groups are replaced by the DACH ligand, which is the nonleaving group.
The clinical use of oxaliplatin was approved by the European Union in 1999 and by the FDA in 2002. It is most effective in combination with 5-fluorouracil and leucovorin (5-FU/LV) in the treatment of metastatic carcinomas of the colon or rectum. Oxaliplatin induces less side effects than cisplatin; for example, it is less nephrotoxic and ototoxic and leads to less myelosuppression. Unfortunately, treatment with oxaliplatin can lead to nerve damage, which may not be reversible in the case of chronic exposure of the patient to the drug. Oxaliplatin is usually administered intravenously as infusion over a period of 2–6 h in doses similar to cisplatin. The neurotoxic side effects are dose-limiting .

Pharmacokinetics

Oxaliplatin decomposes in alkaline media and should not be coadministered with drugs that will increase the pH of the IV solution. Oxaliplatin is used in the treatment of metastatic colon or rectal cancer, either alone or in combination with 5-fluorouracil.

Side effects

Oxaliplatin often retains activity in patients who are no longer responding to the “first-generation” organometallics and also is significantly less mutagenic, nephrotoxic, hematotoxic, and ototoxic than cisplatin.

Enzyme inhibitor

This potent anti-cancer drug (FW = 397.29 g/mol; CAS 63121-00-6; IUPAC Name: [(1R,2R)-cyclohexane-1,2-diamine](ethanedioato- O,O')platinum(II)), also known as Eloxatin?, is a intravenously administered DNA crosslinker and mutagen. The combination of amine group- and carboxyl group-donating bidentate ligands results in significantly lower pharmacologic inactivation as a consequence of nonenzymatic hydrolysis. (See also Cisplatin (for mechanism of action) and Carbonatoplatin) Unlike cisplatin, oxaliplatin forms both interstrand and intrastrand DNA cross links that prevent DNA replication and transcription, thereby promoting programmed cell death. Oxaliplatin also crosses the blood-brain barrier. Key Pharmacokinetic Parameters: See Appendix II in Goodman & Gilman’s THE PHARMACOLOGICAL BASIS OF THERAPEUTICS, 12th Edition (Brunton, Chabner & Knollmann, eds.) McGraw-Hill Medical, New York.

Oxaliplatin Preparation Products And Raw materials

Raw materials

Preparation Products

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Oxalato(trans-(-)-1,2-cyclohexanediamine)platinum(II) Oxaliplatin 1,2-CyclohexanediaMine, platinuM coMplex, trans- 61825-94-3 (Sp-4-2) Act 078 Nsc 271670 Oxalato(1,2-diaminocyclohexane)platinum(ii) Platinum (ii), (cyclohexane-1,2-diammine)oxalato- Platinum, (1,2-cyclohexanediamine-kappan,kappan')(ethanedioato(2-)-kappao1,kappao2)-, (sp-4-2-(trans))- Platinum, (1,2-cyclohexanediamine-N,N')(ethanedioato(2-)-o,o')-, (sp-4-2-(trans))- Oxaplatin Platinum(2+) ethanedioate cyclohexane-1,2-diamine (1:1:1) Platinum(2+)ethanedioate-1,2-cyclohexanediamine(1:1:1) (rel)-Oxaliplatin 63121-00-6 61825-93-4 anti cancer PRAXILENE