Vincristine | CAS No. 57-22-7

Vincristine

Basic Information

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CAS Number

57-22-7

Molecular Formula

C46H56N4O10

Molecular Weight

824.97 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

Physical State

Powder

Melting Point

211-216 ºC

Boiling Point

761.92°C (rough estimate)

Flash Point

No data available

Solubility

WHITE TO SLIGHTLY YELLOW, AMORPHOUS OR CRYSTALLINE POWDER; ODORLESS, HYGROSCOPIC; FREELY SOL IN WATER /VINCRISTINE SULFATE USP/

Refractive Index

1.6000 (estimate)

Specific Rotation

D25 +17°; D25 +26.2° (ethylene chloride)

SMILES

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CCC1(CC2CC(C3=C(CCN(C2)C1)C4=CC=CC=C4N3)(C5=C(C=C6C(=C5)C78CCN9C7C(C=CC9)(C(C(C8N6C=O)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC)O

InChI

InChI=1S/C46H56N4O10/c1-7-42(55)22-28-23-45(40(53)58-5,36-30(14-18-48(24-28)25-42)29-12-9-10-13-33(29)47-36)32-20-31-34(21-35(32)57-4)50(26-51)38-44(31)16-19-49-17-11-15-43(8-2,37(44)49)39(60-27(3)52)46(38,56)41(54)59-6/h9-13,15,20-21,26,28,37-39,47,55-56H,7-8,14,16-19,22-25H2,1-6H3/t28-,37-,38+,39+,42-,43+,44+,45-,46-/m0/s1

InChIKey

OGWKCGZFUXNPDA-CFWMRBGOSA-N

LogP

3.5175000000000036

pKa

5.4(at 25℃)

Topological Polar Surface Area

171.16999999999996 Å²

Hydrogen Bond Donor/Acceptor

3 / 14

Complexity

1750

Safety Information

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Hazard Class

Class 6.1(a) Class 6.1(a)

Storage Conditions

2-8℃

Stability

Stable, but may be heat sensitive. Incompatible with strong oxidizing agents.

Toxicity

LD50 i.p. in mice: 5.2 mg/kg (Adamson)

Synonyms & References

English

Vincrex (1:1 sulfate salt)
D09QVV
SCHEMBL3709
L01CA02
Vincrystine
Oncovin (TN)
Q408977
EINECS 200-318-1
SRI-10749-04
Vincrisul
Vincaleukoblastine, 22-oxo-
Citomid
NCGC00163700-01
BDBM50139772
Onkocristin
Onco TCS
22-Oxovincaleukoblastine
CAS-57-22-7
leucristine
Lilly37231 (1:1 sulfate salt)
methyl (1R,9R,10S,11R,12R,19R)-11-(acetyloxy)-12-ethyl-4-[(13S,15S,17S)-17-ethyl-17-hydroxy-13-(methoxycarbonyl)-1,11-diazatetracyclo[13.3.1.0^{4,12}.0^{5,10}]nonadeca-4(12),5,7,9-tetraen-13-yl]-8-formyl-10-hydroxy-5-methoxy-8,16-diazapentacyclo[10.6.1.0^{1,9}.0^{2,7}.0^{16,19}]nonadeca-2(7),3,5,13-tetraene-10-carboxylate
57-22-7
UNII-5J49Q6B70F
Vinkristin
HMS2090E19
SRI-10749-05
DTXCID9012278
methyl (1R,9R,10S,11R,12R,19R)-11-acetyloxy-12-ethyl-4-[(13S,15S,17S)-17-ethyl-17-hydroxy-13-methoxycarbonyl-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9-tetraen-13-yl]-8-formyl-10-hydroxy-5-methoxy-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate
22-oxo-vincaleukoblastine
Farmistin
DTXSID1032278

MDL Number

MFCD16621723

FAQ

What are the physical and chemical properties of Vincristine (CAS: 57-22-7)?

Vincristine is a white or slightly yellow crystalline powder with a molecular weight of approximately 618.69. It is slightly soluble in water and freely soluble in methanol. Vincristine is relatively stable under alkaline conditions but hydrolyzes in acidic media. It is used in cancer chemotherapy and has low reactivity with common organic solvents.

How is Vincristine (CAS: 57-22-7) typically synthesized?

Vincristine is synthesized through a complex multi-step process involving various organic reactions, including condensation, reduction, and oxidation. The key steps involve the cyclization of the intermediate 28-deacetylvincurine to form vinca alkaloids. This process often uses specific catalysts to improve selectivity and yield, although the exact methods can vary depending on the specific industrial process.

What industries use Vincristine (CAS: 57-22-7)?

Vincristine (CAS: 57-22-7) is primarily used in the pharmaceutical industry for cancer chemotherapy. It is also used in research for studying cell division and in limited applications in the development of biosensors and other medical technologies.

What precautions should be taken when handling Vincristine (CAS: 57-22-7)?

Handling Vincristine requires strict adherence to safety protocols. It is recommended to use personal protective equipment (PPE), including gloves, lab coat, and safety goggles. Work should be conducted in a well-ventilated area or fume hood. Spills should be cleaned up immediately using appropriate absorbent materials and washed with water. Always consult the Safety Data Sheet (SDS) for detailed handling and storage instructions.