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D2390

Dacarbazine

Name: Dacarbazine
Brand: SIGMA

antineoplastic purine analog

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):

C₆H₁₀N₆O

CAS Number:

4342-03-4

Molecular Weight:

182.18

NACRES:

NA.85

PubChem Substance ID:

24893683

UNSPSC Code:

51102829

EC Number:

224-396-1

MDL number:

MFCD00057167

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Properties

Quality Level

100

form

powder or crystals

solubility

1 M HCl: 50 mg/mL

antibiotic activity spectrum

neoplastics

mode of action

DNA synthesis | interferes

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.

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.

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pictograms

GHS08,GHS07

signalword

Danger

hcodes

H302 + H312 + H332,H315,H319,H335,H340,H350

pcodes

P280 - P301 + P312 - P302 + P352 + P312 - P304 + P340 + P312 - P305 + P351 + P338 - P308 + P313

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Carc. 1B - Eye Irrit. 2 - Muta. 1B - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c