Vinblastine sulfate
- Product Name
- Vinblastine sulfate
- CAS No.
- 143-67-9
- Chemical Name
- Vinblastine sulfate
- Synonyms
- VLB;exal;velban;VINCALEUKOBLASTINE;VINBLASTINE SULFATE SALT;velbe;Velsar;29060le;nsc49842;Periblastine
- CBNumber
- CB7407655
- Molecular Formula
- C46H60N4O13S
- Formula Weight
- 909.05
- MOL File
- 143-67-9.mol
Vinblastine sulfate Property
- Melting point:
- 267 °C (dec.)(lit.)
- alpha
- -21.7 º (c=2, CH3OH 21 ºC)
- storage temp.
- 2-8°C
- solubility
- H2O: 10 mg/mL
- form
- powder
- color
- white
- PH
- 3.5～5.0 (1g/l, 25℃)
- Water Solubility
- >=1 g/100 mL at 24.5 ºC
- Merck
- 13,10044
- BRN
- 3659812
- InChI
- InChI=1/C46H58N4O9.H2O4S/c1-8-42(54)23-28-24-45(40(52)57-6,36-30(15-19-49(25-28)26-42)29-13-10-11-14-33(29)47-36)32-21-31-34(22-35(32)56-5)48(4)38-44(31)17-20-50-18-12-16-43(9-2,37(44)50)39(59-27(3)51)46(38,55)41(53)58-7;1-5(2,3)4/h10-14,16,21-22,28,37-39,47,54-55H,8-9,15,17-20,23-26H2,1-7H3;(H2,1,2,3,4)/t28-,37+,38-,39-,42+,43-,44-,45+,46+;/s3
- InChIKey
- KDQAABAKXDWYSZ-PNYVAJAMSA-N
- SMILES
- [C@]1(C(OC)=O)(C2C(OC)=CC3=C(C=2)[C@@]24[C@]5(N(CC2)CC=C[C@]5([C@@H](OC(C)=O)[C@](C(OC)=O)([C@@]4(N3C)[H])O)CC)[H])C2NC3C=CC=CC=3C=2CC[N@@]2C[C@@](CC)(O)C[C@@]([H])(C2)C1.S(=O)(=O)(O)O |&1:0,13,14,21,22,27,32,51,53,58,r|
- CAS DataBase Reference
- 143-67-9(CAS DataBase Reference)
- IARC
- 3 (Vol. 26, Sup 7) 1987
- EPA Substance Registry System
- Vinblastine sulfate (143-67-9)
Safety
- Hazard Codes
- Xn,T
- Risk Statements
- 22-37/38-41-61-36/37/38-63-23/24/25
- Safety Statements
- 26-36/39-53-45-37/39-36/37/39
- RIDADR
- 1544
- WGK Germany
- 3
- RTECS
- YY8400000
- F
- 8-10
- HazardClass
- 6.1(a)
- PackingGroup
- II
- HS Code
- 29399990
- Toxicity
- LD50 i.v. in mice: 9.5 mg/kg (Lu, Meistrich)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H341Suspected of causing genetic defects
- Precautionary statements
-
P202Do not handle until all safety precautions have been read and understood.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P308+P313IF exposed or concerned: Get medical advice/attention.
N-Bromosuccinimide Price
- Product number
- PHR2698
- Product name
- Vinblastine Sulfate
- Purity
- Pharmaceutical Secondary Standard; Certified Reference Material, certified reference material, pharmaceutical secondary standard, pkg of 100?mg
- Packaging
- 100MG
- Price
- $365
- Updated
- 2024/03/01
- Product number
- 1713004
- Product name
- Vinblastine sulfate
- Purity
- United States Pharmacopeia (USP) Reference Standard
- Packaging
- 50mg
- Price
- $993
- Updated
- 2024/03/01
- Product number
- J63598
- Product name
- Vinblastine sulfate
- Purity
- 98%
- Packaging
- 10mg
- Price
- $114
- Updated
- 2023/06/20
- Product number
- J63598
- Product name
- Vinblastine sulfate
- Purity
- 98%
- Packaging
- 50mg
- Price
- $417
- Updated
- 2023/06/20
- Product number
- 11762
- Product name
- Vinblastine (sulfate)
- Purity
- ≥95%
- Packaging
- 5mg
- Price
- $57
- Updated
- 2024/03/01
Vinblastine sulfate Chemical Properties,Usage,Production
Description
Vinblastine sulfate is the salt of an alkaloid extracted from Vinca rosea Linn., a common flowering herb known as the periwinkle (more properly known as Catharanthus roseus G. Don). Previously, the generic name was vincaleukoblastine, abbreviated VLB. It is a stathmokinetic oncolytic agent. When treated in vitro with this preparation, growing cells are arrested in metaphase. Chemical and physical evidence indicate that vinblastine sulfate is a dimeric alkaloid containing both indole and dihydroindole moieties.
Chemical Properties
Vinblastine sulfate is a white to off-white crystalline powder that is freely soluble in water, soluble in methane, and slightly soluble in ethanol. Its empiric formula is C46H58N4O9.H2SO4 , and it has a molecular weight of 909.07.
Originator
Velban ,Lilly ,US ,1961
Uses
Anticancer agent; microtubule disrupter; Induces apoptosis.Vinblastine sulfate is therapeutically used as an antineoplastic. It is also used in the treatment of Hodgkin disease, choriocarcinoma, acute and chronic leukemias.
Uses
Vinblastin sulfate USP (Velban) is used to treat Hodgkin’s disease; lymphosarcoma; reticulum cell sarcoma; neuroblastoma; choriocarcinoma; carcinoma of breast, lung, oral cavity, testis, bladder; acute and chronic leukemia; histiocytosis; mycosis fungoides.
Definition
ChEBI: Vincaleukoblastine sulfate is an alkaloid sulfate salt. It is functionally related to a vincaleukoblastine.
brand name
Velban (Lilly).
Therapeutic Function
Cancer chemotherapy
General Description
Vinblastine Sulfate is the sulfate salt of vinblastine, a natural alkaloid isolated from the plant Catharanthus roseus (Madagascar periwinkle) with antineoplastic properties. Vinblastine disrupts microtubule formation and function during mitosis and interferes with glutamic acid metabolism. (NCI04)
Air & Water Reactions
Water soluble..Rapidly hydrolyzes.
Reactivity Profile
Vinblastine sulfate is sensitive to light, hydrolysis, oxidation, and heat. Vinblastine sulfate is very hygroscopic. .
Health Hazard
SYMPTOMS: Symptoms of exposure to Vinblastine sulfate include temporary mental depression, paresthesias, loss of deep-tendon reflexes, headache, convulsions, psychoses; dysfunction of the autonomic nervous system, with marked constipation, paralytic ileus, urinary retention, bilateral pain and tenderness of the parotid glands associated with dryness of the mouth, sinus tachycardia; nausea, vomiting, anorexia, diarrhea; loss of hair, vesicular mucositis of the mouth, and dermatitis.
Biological Activity
Anticancer agent; microtubule disrupter. Induces apoptosis in cultured hepatocytes and human lymphoma cells.
Biochem/physiol Actions
Primary TargetInteraction of tubulin with microtubule-associated proteins, specifically Tau and MAP2
Clinical Use
Vinblastine sulfate is available as a powder in 10-mg vials and as a solution in 10- and 25-mL vials for IV administrationin the treatment of various cancers including Hodgkin’sdisease, lymphocytic lymphoma, histiocytic lymphoma, advancedmycosis fungoides, advanced testicular carcinoma,and Kaposi sarcoma. It has also been used in treating choriocarcinomaand breast cancer when other therapies havefailed.
Side effects
The major toxic effect of vinblastine is a dose-related bone marrow depression. This is more frequent and severe than with the close structural analog, vincristine. Dose-related leukopenia occurs with a nadir of 4 to 10 days and with recovery occurring over another 7 to 14 days. Because of the relatively predictable nadir, it may be possible to administer vinblastine cautiously as often as every 7 to 10 days. Thrombocytopenia typically occurs; however, with standard dosing regimens, serious platelet depressions are infrequent. Erythrocytes are usually only slightly depressed.
Safety Profile
Poison by ingestion, intraperitoneal, and intravenous routes. An experimental teratogen. Human systemic effects by intravenous route: blood leukopenia and hair changes. Experimental reproductive effects. Questionable carcinogen. Human mutation data reported. When heated to decomposition it emits very toxic fumes of NOx and SOx. See also VINCALEUKOBLASTINE and SULFATES.
Veterinary Drugs and Treatments
Vinblastine may be employed in the treatment of lymphomas, carcinomas, mastocytomas, and splenic tumors in small animals. It is more effective than vincristine in the treatment of canine mast cell tumors.
Drug interactions
Potentially hazardous interactions with other drugs
Aldesleukin: avoid concomitant use.
Antibacterials: toxicity increased by erythromycin
- avoid; possible increased risk of ventricular
arrhythmias with delamanid.
Antiepileptics: phenytoin levels may be reduced.
Antifungals: possible increased risk of toxicity with
itraconazole; metabolism possibly inhibited by
posaconazole (increased risk of neurotoxicity).
Antimalarials: avoid with piperaquine with
artenimol.
Antipsychotics: avoid with clozapine (increased risk
of agranulocytosis).
Metabolism
Vinblastine is extensively metabolised mainly in
the liver by the CYP3A group of isoenzymes to
desacetylvinblastine, which is more active than the parent
compound. 33
% of the drug is slowly excreted in the urine
and 21
% in the faeces within 72 hours.
storage
Store at -20°C
Purification Methods
Crystallise the sulfate from MeOH or EtOH and dry it in vacuo over conc H2SO4. The free base crystallises from EtOH or MeOH m 211-216o (+ 2MeOH .1 H2O) and forms a stable etherate from Et2O with m 201-211o, and [] D +42o (CHCl3), and UV max at 214 and 259nm (log 4.73 and 4.21). The dihydrochloride has m 244-246o(dec)(MeOH). It is a monoamine oxidase B inhibitor and induces microtubule aggregation. It is an antineoplastic drug for Hodgkin’s lymphoma. [Neuss et al. J Am Chem Soc 81 4754 1959, Jong-KeunSon et al. J Med Chem 33 1845 1990, Warfield & Bouck Science 186 1219 1974, Beilstein 26 III/IV 3167.]
Mode of action
Vinblastine binds to tubulin and inhibits microtubule assembly. This inhibition prevents mitotic spindle formation and results in an accumulation of cells in metaphase.
Vinblastine is considered cell cycle phase speci c for mitosis; however, the cytotoxic effect probably occurs in S phase and is expressed only in M phase. At high doses, direct effects may be expressed in S and G1 phases. Vinblastine is assumed to have stathmokinetic (cell cycle arrest) effects similar to vincristine.
Vinblastine sulfate Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Vinblastine sulfate manufacturers
- Product
- Vinblastine Sulfate 143-67-9
- Price
- US $9.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 50000tons
- Release date
- 2023-05-30
- Product
- Vinblastine sulfate 143-67-9
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 2000ton
- Release date
- 2023-09-07
- Product
- Vinblastine sulfate 143-67-9
- Price
- US $0.00/KG
- Min. Order
- 100g
- Purity
- 98%+
- Supply Ability
- 100kg
- Release date
- 2021-05-07