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D2390 Sigma-Aldrich

Dacarbazine

antineoplastic purine analog

Synonym: 5-(3,3-Dimethyl-1-triazenyl)imidazole-4-carboxamide, DTIC

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Properties

Related Categories Antibiotics, Antibiotics A to Z, Antibiotics by Application, Antibiotics by Mechanism of Action, Antibiotics  A-F,
form   powder
solubility   1 M HCl: 50 mg/mL
Mode of action   DNA synthesis | interferes
antibiotic activity spectrum   neoplastics
storage temp.   2-8°C
SMILES string   CN(C)\N=N\c1[nH]cnc1C(N)=O
InChI   1S/C6H10N6O/c1-12(2)11-10-6-4(5(7)13)8-3-9-6/h3H,1-2H3,(H2,7,13)(H,8,9)/b11-10+
InChI key   FDKXTQMXEQVLRF-ZHACJKMWSA-N

Description

Application

Dacarbazine is a triazine antineoplastic agent that is used for DNA methylation via formation of methyl adducts. It is used to treat metastatic malignant melanomas and Hodgkin′s when used in combination with other antineoplastic agents.

Packaging

1 g in glass bottle

100 mg in glass bottle

Biochem/physiol Actions

Dacarbazine is a purine analog of naturally occurring purine precursor 5-amino-1H-imidazole-4-carboxamide (AIC). It is a synthetic triazine antineoplastic agent that exerts cytotoxic effects by acting as an alkylating agent and by inhibiting DNA synthesis and inducing apoptosis. It is known to induce hepatotoxicity in mice. Dacarbazine is not cell cycle-phase specific.

Other Notes

Keep container tightly closed in a dry and well-ventilated place.

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Target organs 
Respiratory system
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
RTECS 
NI3950000
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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