Mitomycin C, Thermo Scientific Chemicals

Description

Mitomycin C, CAS # 50-07-7, is a methylazirinopyrroloindoledione compound showing antineoplastic and antibiotic activities. It is active against a broad-spectrum of gram-positive, gram-negative, and acid-fast bacilli bacteria.

Mitomycin C is used as a chemotherapeutic agent due to its antitumor activity. It is used to treat upper gastro-intestinal cancers. It serves as an antineoplastic agent which inhibits DNA synthesis and induces apoptosis.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

General Description

• Mitomycin C is a methylazirinopyrroloindoledione compound isolated from the bacterium Streptomyces caespitosus, and other Streptomyces bacterial species that has antineoplastic and antibiotic activities
• This compound acts as an inhibitor of DNA synthesis, nuclear division, as well as an apoptosis inducer. It can create oxygen radicals, and produce inter-strand DNA crosslinks, inhibiting DNA synthesis
• Mitomycin C shows alkylating activity and mainly targets the guanine nucleoside sequence 5′-CpG-3′. It inhibits DNA synthesis by covalently reacting with DNA, forming crosslinks between complementary strands of DNA. Consequently, this interaction prevents the separation of complementary DNA strands, inhibiting DNA replication

Application

• Mitomycin C is active against a broad-spectrum of gram-positive, gram-negative, and acid-fast bacilli bacteria
• Mitomycin C has strong antineoplastic activity, mainly against Ehrlich ascites tumor cell lines
• This compound can inhibit B and T cells and macrophage proliferation. It can also impair antigen presentation, as well as the secretion of interferon-γ, TNF- α, and IL-2
• This compound is used to generate mitotically inactive feeder cells in cell culture systems, such as the mitotically inactive fibroblasts used in embryonic stem cell systems
• It has been used to treat basal-like cancer cell line in vitro experiments
• It is particularly toxic to hypoxic cells inhibiting RNA and protein synthesis at high concentrations

Specifications

Chemical Identifiers

• CAS: 50-07-7
• Molecular Formula: C15H18N4O5
• Molecular Weight (g/mol): 334.332
• MDL Number: MFCD00078109
• InChI Key: NWIBSHFKIJFRCO-WUDYKRTCSA-N
• PubChem CID: 5746
• ChEBI: CHEBI:27504
• SMILES: CC1=C(C(=O)C2=C(C1=O)N3CC4C(C3(C2COC(=O)N)OC)N4)N

• Type: Mitomycin C
• Physical Form: Powder
• Melting Point: 360°C
• UN Number: UN2811
• Beilstein: 7231816
• Merck Index: 14,6215
• Solubility Information: Soluble in methanol,water and dimethyl sulfoxide.
• Formula Weight: 334.33
• Color: Blue to Purple
• Quantity: 10 mg
• Chemical Name or Material: Mitomycin C

Safety and Handling

Hazard Category	H301-H351-H373
Hazard Statement	GHS H Statement H300-H351 Fatal if swallowed. Suspected of causing cancer.
Precautionary Statement	P201-P202-P260-P264b-P270-P281-P301+P310-P308+P313-P330-P501c
DOTInformation	Transport Hazard Class: 6.1; Packing Group: II; Proper Shipping Name: TOXIC SOLIDS, ORGANIC, N.O.S.
EINECSNumber	200-008-6
RTECSNumber	CN0700000
TSCA	Yes
Recommended Storage	Keep cold

SDS

RUO – Research Use Only