Vinorelbine

• Catalog No.: DB00361
• CAS Number: 71486-22-1
• M. F.: C45H54N4O8
• M. W.: 778.93226

SYNONYMS

• IUPAC name: methyl (1R,9R,10S,11R,12R,19R)-11-(acetyloxy)-12-ethyl-4-[(12S)-16-ethyl-12-(methoxycarbonyl)-1,10-diazatetracyclo[12.3.1.0^{3,11}.0^{4,9}]octadeca-3(11),4,6,8,15-pentaen-12-yl]-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.0^{1,9}.0^{2,7}.0^{16,19}]nonadeca-2(7),3,5,13-tetraene-10-carboxylate
• IUPAC Traditional name: NVB
• Brand Name: Navelbine; Navelbine Base
• Synonyms: Vinorelbine Tartrate; Vinorelbin; Vinorelbine Ditartrate; Vinorelbinum [Latin]; Vinorelbina [Spanish]; Vinorelbine Bitartrate; Vinorelbine Ditartarate; vinorelbine

DATABASE IDS

• CAS Number: 71486-22-1

PROPERTIES

• Hydrophobicity(logP): 4

DETAILS

Description (English)

• Drug Groups: approved; investigational
• Description: Vinorelbine (Navelbine®) is an anti-mitotic chemotherapy drug that is given as a treatment for some types of cancer, including breast cancer and non-small cell lung cancer. [Wikipedia]
• Indication: For the treatment of non-small-cell lung carcinoma.
• Pharmacology: Vinorelbine is a vinca alkaloid antineoplastic agent used as a treatment for various cancers including breast cancer, Hodgkin's disease, Kaposi's sarcoma, and testicular cancer. The vinca alkaloids are structurally similar compounds comprised of 2 multiringed units, vindoline and catharanthine. The vinca alkaloids have become clinically useful since the discovery of their antitumour properties in 1959. Initially, extracts of the periwinkle plant (Catharanthus roseus) were investigated because of putative hypoglycemic properties, but were noted to cause marrow suppression in rats and antileukemic effects in vitro. Vinorelbine binds to the microtubular proteins of the mitotic spindle, leading to crystallization of the microtubule and mitotic arrest or cell death. Vinorelbine has some immunosuppressant effect. The vinca alkaloids are considered to be cell cycle phase-specific.
• Affected Organisms: Humans and other mammals
• Half Life: 27.7-43.6 hours
• Protein Binding: ~27%
• Elimination: Vinorelbine undergoes substantial hepatic elimination in humans, with large amounts recovered in feces after intravenous administration to humans.
• Distribution: * 25.4 to 40.1 L/kg
• Clearance: * 0.97 - 1.26 L/hr/kg
• References: Marty M, Fumoleau P, Adenis A, Rousseau Y, Merrouche Y, Robinet G, Senac I, Puozzo C: Oral vinorelbine pharmacokinetics and absolute bioavailability study in patients with solid tumors. Ann Oncol. 2001 Nov;12(11):1643-9. [Pubmed]
• External Links: Wikipedia; RxList; Drugs.com

REFERENCES

• Marty M, Fumoleau P, Adenis A, Rousseau Y, Merrouche Y, Robinet G, Senac I, Puozzo C: Oral vinorelbine pharmacokinetics and absolute bioavailability study in patients with solid tumors. Ann Oncol. 2001 Nov;12(11):1643-9. Pubmed