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Mitomycin A

Mitomycin A structure

CAS No:
4055-39-4
Formula:
C16H19N3O6
Chemical Name:
Mitomycin A
Synonyms:
Azirino[2′,3′:3,4]pyrrolo[1,2-a]indole-4,7-dione,8-[[(aminocarbonyl)oxy]methyl]-1,1a,2,8,8a,8b-hexahydro-6,8a-dimethoxy-5-methyl-,(1aS,8S,8aR,8bS)-;Mitomycin A;Azirino[2′,3′:3,4]pyrrolo[1,2-a]indole-4,7-dione,1,1a,2,8,8a,8b-hexahydro-8-(hydroxymethyl)-6,8a-dimethoxy-5-methyl-,carbamate (ester);Azirino[2′,3′:3,4]pyrrolo[1,2-a]indole-4,7-dione,8-[[(aminocarbonyl)oxy]methyl]-1,1a,2,8,8a,8b-hexahydro-6,8a-dimethoxy-5-methyl-,[1aS-(1aα,8β,8aα,8bα)]-;(1aS,8S,8aR,8bS)-8-[[(Aminocarbonyl)oxy]methyl]-1,1a,2,8,8a,8b-hexahydro-6,8a-dimethoxy-5-methylazirino[2′,3′:3,4]pyrrolo[1,2-a]indole-4,7-dione;NSC 75986;11030-55-0;18462-94-7
Categories:
Active Pharmaceutical Ingredients > Other Chemical Drugs

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Description

Red-Violet Crystals

Mitomycin A Basic Attributes

Molecular Weight：

349.33900

Exact Mass：

349.34

Color/Form：

RED-VIOLET CRYSTALS FROM ACETONE + CARBON TETRACHLORIDE

Characteristics

PSA：

130.10000

XLogP3：

0.00350

Appearance：

red-violet crystals

Density：

1.5g/cm3

Melting Point：

161 °C @ Solvent: Dichloromethane, Hexane

Boiling Point：

587.4ºC at 760 mmHg

Flash Point：

309.1ºC

Refractive Index：

1.638

Water Solubility：

SOL IN WATER, BENZENE, TOLUENE, TRICHLOROETHYLENE, NITROBENZENE & MANY ORG SOLVENTS; PRACTICALLY INSOL IN XYLENE, CARBON TETRACHLORIDE, CARBON DISULFIDE, PETROLEUM ETHER, LIBROIN, CYCLOHEXANE

Storage Conditions：

-20ºC Freezer

Vapor Pressure：

8.83E-14mmHg at 25°C

Toxicity：

LD50 i.v. in mice: 2 mg/kg (Hata, 1956; Kinoshita)

Experimental Properties：

DECOMP AT 159-161 °C

Safety Information

Disposal Methods：

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

Mitomycin A Use and Manufacturing

Methods of Manufacturing

Yamamoto, Kenkyusho, Japan pat. 2898 (1956); Kenkyusho, Brit. pat. 830,874 (1960 to Kyowa); Gourevitch et al, U.S. pat. 3,042583 (1962 to Bristol-Myers) /production of the complex/

Uses

The 6-methoxy analog of Mitomycin C. An antitumor antibiotic

Analytic Methods：

MITOMYCIN A, MITOMYCIN B, & MITOMYCIN C WERE SEPARATED BY HIGH-PRESSURE LIQUID CHROMATOGRAPHY ON CORASIL II.

Computed Properties

Molecular Weight:349.34
XLogP3:0.3
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:8
Rotatable Bond Count:5
Exact Mass:349.12738533
Monoisotopic Mass:349.12738533
Topological Polar Surface Area:130
Heavy Atom Count:25
Complexity:772
Undefined Atom Stereocenter Count:4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes