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Mitomycin

Catalog No. DB00305 Name DrugBank
CAS Number 50-07-7 Website http://www.ualberta.ca/
M. F. C15H18N4O5 Telephone (780) 492-3111
M. W. 334.32722 Fax (780) 492-1071
Purity Email david.wishart@ualberta.ca
Storage Chembase ID: 190

SYNONYMS

IUPAC name
[(4S,6S,7R,8S)-11-amino-7-methoxy-12-methyl-10,13-dioxo-2,5-diazatetracyclo[7.4.0.0^{2,7}.0^{4,6}]trideca-1(9),11-dien-8-yl]methyl carbamate
IUPAC Traditional name
mitomycin-C
Brand Name
Mitomycin (TN)
Mytozytrex
Mitomycinum
Mitocin-C
Mito-C
Ametycin
Ametycine
Mitomycin C
Mitomycyna C [Polish]
Mitozytrex
Mutamycin
Mytomycin
Mit-C
Mitomycin-C
Mitomycinum C
Muamycin
Synonyms
7-Amino-9&alpha
-methoxymitosane
Mitamycin
MMC

DATABASE IDS

PubChem SID 46508353
CAS Number 50-07-7
PubChem CID 5746

PROPERTIES

Hydrophobicity(logP) -1.6
Solubility Soluble (8430 mg/L)

DETAILS

Description (English)
Item Information
Drug Groups approved
Description An antineoplastic antibiotic produced by Streptomyces caespitosus. It is one of the bi- or tri-functional alkylating agents causing cross-linking of DNA and inhibition of DNA synthesis. [PubChem]
Indication For treatment of malignant neoplasm of lip, oral cavity, pharynx, digestive organs, peritoneum, female breast, and urinary bladder. Also used as an adjunct to ab externo glaucoma surgery.
Pharmacology Mitomycin is one of the older chemotherapy drugs, which has been around and in use for decades. It is an antibiotic which has been shown to have antitumor activity. Mitomycin selectively inhibits the synthesis of deoxyribonucleic acid (DNA). The guanine and cytosine content correlates with the degree of mitomycin-induced cross-linking. At high concentrations of the drug, cellular RNA and protein synthesis are also suppressed. Mitomycin has been shown in vitro to inhibit B cell, T cell, and macrophage proliferation and impair antigen presentation, as well as the secretion of interferon gamma, TNFa, and IL-2.
Toxicity Oral, mouse: LD50 = 23 mg/kg; Oral, rat: LD50 = 30 mg/kg. Symptoms of overdose include nausea and vomiting.
Affected Organisms
Humans and other mammals
Biotransformation Primarily hepatic, some in various other tissues.
Absorption Erratic.
Half Life 8-48 min
Elimination Approximately 10% of a dose of mitomycin is excreted unchanged in the urine.
External Links
Wikipedia
RxList
Drugs.com

REFERENCES