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HomeProduct name listVinorelbine tartrate

Vinorelbine tartrate

Synonym(s):3′,4′-Didehydro-4′-deoxy-C′-norvincaleukoblastine [R-(R*,R*)-2-3-dihydroxybutanedioate (1:2)salt];5′-Noranhydrovinoblastine tartrate;Navelbine tartrate;NVB;Vinorelbine ditartrate salt

  • CAS NO.:125317-39-7
  • Empirical Formula: C53H66N4O20
  • Molecular Weight: 1079.11
  • MDL number: MFCD03613607
  • EINECS: 639-264-2
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-10-31 18:15:48
Vinorelbine tartrate Structural

What is Vinorelbine tartrate?

Chemical properties

Pale Yellow Powder

The Uses of Vinorelbine tartrate

An antineoplastic

The Uses of Vinorelbine tartrate

Vinorelbine Bitartrate is an antineoplastic.

What are the applications of Application

Vinorelbine ditartrate is a selective mitotic microtubule antagonist

Definition

ChEBI: The L-(+)-tartrate salt of vinorelbine.

brand name

Navelbine (Pierre).

General Description

Vinorelbine ditartrate is available in 1- and 5-mL vials at aconcentration of 10 mg/mL for IV use. It is FDA approvedfor the treatment of NSCLC. The agent has also been usedin treating metastatic breast cancer, cervical cancer, uterinecancer, and lung cancer especially in older patients or thosewith physical difficulties. Vinorelbine is the most lipophilicof the vinca alkaloids because of modifications of thecatharanthine ring system and dehydration of the piperidinering. This allows the agent to be quickly taken up into cellsincluding lung tissue where concentrations are 300-foldhigher than plasma concentrations. This is 3 to 13 timeshigher than the lung concentrations seen with vincristine.The agent is highly protein bound (80%–91%) and metabolizedby CYP3A. The major metabolite seen is the 4-Odesacetylderivative, which is equally active with the parentbut only formed in small quantities. The agent is eliminatedprimarily (33%–88%) in the bile with some appearing inthe urine (16%–30%). The elimination half-life is 27 to43 hours. The toxicities seen for vinorelbine includemyelosuppression, which is dose limiting but ceases upondiscontinuation of drug. This is most commonly seen as aneutropenia, and patient’s neutrophil count should be monitoredprior to and during therapy to decrease the chanceof infection. Additional toxicities include nausea/vomiting,elevation of liver function tests, alopecia, generalized fatigue,and inappropriate secretion of antidiuretic hormone.Neurotoxicity is seen with vinorelbine but occurs to a lesserdegree compared with other vinca alkaloids because of itsdecreased affinity for axonal microtubules.

Biological Activity

Selective mitotic microtubule antagonist that exhibits > 20 fold selectivity over axonal microtubules. Inhibits proliferation of multiple human tumor cell lines (IC 50 = 1.25 nM in HeLa cells) and blocks metaphase/anaphase transition by suppression of microtubule dynamics (IC 50 = 3.8 nM). Reduces spindle length by 29% and inhibits microtubule polymerization at micromolar concentrations.

Biochem/physiol Actions

Vinorelbine is a potent anti-mitotic, anti-tumor agent. Vinorelbine inhibits microtubule assembly. Low neurotoxicity is related to its higher affinity for mitotic microtubules than for axonal microtubules.

Properties of Vinorelbine tartrate

Melting point: 181-183°C
storage temp.  2-8°C
solubility  H2O: 10 mg/mL
form  powder
color  off-white
Stability: Light Sensitive, Temperature Sensitive
CAS DataBase Reference 125317-39-7(CAS DataBase Reference)

Safety information for Vinorelbine tartrate

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H317:Sensitisation, Skin
Precautionary Statement Codes P280:Wear protective gloves/protective clothing/eye protection/face protection.

Computed Descriptors for Vinorelbine tartrate

InChIKey PMDHUNWDGZSEMN-WTUOTUPFSA-N

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