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Vincristine sulfate

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Vincristine sulfate Basic information

Product Name:
Vincristine sulfate
Synonyms:
  • VINCRISTINE SULFATE
  • VINCRISTINE SULFATE, APOCYNACEAE SPECIES
  • VINCRISTINE SULFATE SALT
  • VINCRISTINE SULPHATE
  • VCR
  • VCR, LEUKOCRISTINE SULFATE
  • VCR SULFATE
  • Vincristine,Leurocristine,Oncovin,Vinblastine
CAS:
2068-78-2
MF:
C46H58N4O14S
MW:
923.04
EINECS:
218-190-0
Product Categories:
  • API
  • Caspases/Apoptosis
  • Signalling
  • Chiral Reagents
  • Heterocycles
  • Alkaloids
  • VINCRISTINE SULPHATE
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Additional Affinity PurificationRecombinant Protein Expression and Analysis
  • Plant Proteomics
  • Protein Purification
  • Purification and Detection
  • V5
  • API's
  • Inhibitors
  • Anti-cancer & immunity
  • Antineoplastic
  • CLARINEX
  • chemical reagent
  • pharmaceutical intermediate
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract
Mol File:
2068-78-2.mol
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Vincristine sulfate Chemical Properties

Melting point:
300 °C
alpha 
D26 +8.5° (c = 0.8)
Boiling point:
273-281 °C
storage temp. 
2-8°C
solubility 
methanol: soluble20mg/mL
form 
lyophilized powder
color 
white to off-white
Water Solubility 
>=1 g/100 mL at 24 ºC
BRN 
3924631
IARC
3 (Vol. 26, Sup 7) 1987
EPA Substance Registry System
Vincristine sulfate (2068-78-2)
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Safety Information

Hazard Codes 
T
Risk Statements 
61-36/37/38-63-23/24/25-68-62-25
Safety Statements 
22-24/25-53-45-37/39-26-36/37/39-36/37
RIDADR 
UN 2811 6.1/PG 2
WGK Germany 
3
RTECS 
OH6340000
8-10
HazardClass 
6.1(a)
PackingGroup 
II
HS Code 
29399990
Toxicity
LD50 intraperitoneal in mouse: 3mg/kg

MSDS

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Vincristine sulfate Usage And Synthesis

Chemical Properties

Crystalline Solid

Originator

Oncovin,Lilly ,US ,1963

Uses

Vincristin sulfate USP (Oncovin) is used to treat acute leukemia in children; lymphocytic leukemia; Hodgkin’s disease; non-Hodgkin’s lymphomas; Wilm’s tumor; neuroblastoma; rhabdomyosarcoma.

Uses

An antitumor alkaloid isolated from Vinca rosea Linn. An antineoplastic.

Uses

H1-antihistamine

Manufacturing Process

The alkaloid mixture from the extraction of Vinca rosea plants (as in vinblastine extraction) was chromatographed to give vincristine which was then converted to the sulfate, according to US Patent 3,205,220.
Vincristine may also be prepared in a semisynthetic process starting from vinblastine. Vinblastine or a salt thereof, preferably the sulfate, is oxidized with chromic acid or with one of its salts at a low temperature, the reaction mixture is neutralized or rendered alkaline and the product is separated therefrom by extraction, the extract is evaporated to dryness, the dry residue is optionally formylated, vincristine, and optionally N-demethylvinblastine also, are isolated from the product, and the product(s) are optionally converted into their salts; preferably into the sulfates, according to US Patent 3,899,493.

brand name

Oncovin (Lilly); Vincasar (Sicor).

Therapeutic Function

Cancer chemotherapy

General Description

Vincristine sulfate is available as a 1-mg/mL solution in 1-,2-, and 5-mL vials for IV administration in acute leukemiaand as part of a multidrug regime for Hodgkin’s and neuroblastoma, Ewing sarcoma, Wilms tumor, soft tissuesarcoma, testicular cancer, liver cancer, and head and neckcancers. It has also been utilized in treating pediatric cancer.Vincristine is highly protein bound (75%) and may also bindto platelets that contain large amounts of tubulin. Numerousmetabolites have been detected and several have been identified,one of which is the 4-O-desacetyl derivative. The metabolismthat does occur is believed to largely be mediatedby CYP3A. Elimination occurs primarily in the bile with aterminal elimination half-life of 23 to 85 hours. The mostcommonly seen toxicity for vincristine is a dose-limitingneurotoxicity caused by effects on axonal microtubules.Symptoms are variable and include peripheral neuropathy,ataxia, seizure, bone pain, and coma. Constipation is also acommonly seen toxicity, and laxatives may be used prophylactically.Other toxicities include alopecia, skin rash, mildmyelosuppression, secretion of antidiuretic hormone,azospermia, and amenorrhea.

General Description

An anticancer drug. White to slightly yellow, amorphous or crystalline powder. Sensitive to light. Odorless. pH (0.1% solution) 3.5 - 4.5.

Air & Water Reactions

Very hygroscopic. Water soluble.

Reactivity Profile

Sensitive to hydrolysis, oxidation and heat. Incompatible with strong oxidizing agents. .

Fire Hazard

Flash point data for Vincristine sulfate are not available; however, Vincristine sulfate is probably combustible.

Biological Activity

Anticancer agent; microtubule disrupter. Induces apoptosis in human lymphoma cells.

Veterinary Drugs and Treatments

Vincristine is used as an antineoplastic primarily in combination drug protocols in dogs and cats in the treatment of lymphoid and hematopoietic neoplasms. In dogs, it may be used alone in the therapy of transmissible venereal neoplasms.
Because vincristine can induce thrombocytosis (at low doses) and has some immunosuppressant activity, it may also be employed in the treatment of immune-mediated thrombocytopenia.

Purification Methods

The salt is recrystallised from MeOH. It has UV max at 220, 255 and 296nm (log  4.65, 4.21 and 4.18). It is a monoamine oxidase inhibitor and is used in cancer research [Son et al. J Med Chem 33 1845 1990, Horio et al. Proc Natl Acad Sci USA 85 3580 1988].

Vincristine sulfate Preparation Products And Raw materials

Preparation Products

Vincristine sulfateSupplier

Guangzhou Isun Pharmaceutical Co., Ltd Gold
Tel
020-39119399-
Email
isunpharm@qq.com
Guangzhou Tomums Life Science Co., Ltd. Gold
Tel
020-31155029-
Email
sales@tomums.cn
Shaanxi Pioneer Biotech Co.,Ltd Gold
Tel
029-86107037-8021
Email
sales@pioneerbiotech.com
J & K SCIENTIFIC LTD.
Tel
010-82848833- ;010-82848833-
Email
jkinfo@jkchemical.com;market6@jkchemical.com
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
21-61259100-
Email
sh@meryer.com