Chemical substance record

Dacarbazine

4342-03-4C₆H₁₀N₆O182.187 g/mol

Organic/Inorganic Small MoleculeChEBI source record

A monocarboxylic acid amide that is 1H-imidazole-4-carboxamide which is substituted at position 5 by a 3,3-dimethyltriaz-1-en-1-yl group. It is used for the treatment of metastatic malignant melanoma, and in combination with other drugs for the treatment of Hodgkin's disease and soft-tissue sarcoma. — ChEBI

Safety references

Safety documents & references

Supplier matching matters

Find the safety document for your specific supplier, product number and grade.

Find a product-specific SDS

Search SDS PDFs Sigma-Aldrich Thermo Fisher

Safety guides and government classification records are not a manufacturer’s SDS. Match supplier, product number, concentration, physical form, region and revision before using a document.

Identity & molecular properties

Source-linked values

CAS number	4342-03-4	ChEBI ↗
Molecular formula	C₆H₁₀N₆O	ChEBI ↗
Molar mass	182.187 g/mol	ChEBI ↗
Monoisotopic mass	182.09161 Da	ChEBI ↗
Formal charge	0	ChEBI ↗
ChEBI identifier	CHEBI:4305	ChEBI ↗

Cross-source molecular data

PubChem

Molar mass	182.18 g/mol	PubChem ↗
Exact mass	182.09160896 Da	PubChem ↗
Computed XLogP	-0.6	PubChem ↗
Topological polar surface area (Å²)	99.7	PubChem ↗
H-bond donors	2	PubChem ↗
H-bond acceptors	5	PubChem ↗
Rotatable bonds	3	PubChem ↗

PubChem computed values are shown separately from the ChEBI record. An exact InChIKey match was used to connect the records. Molecular descriptors do not describe a supplied product’s purity, particle size or performance.

Names & structural identifiers

Copy any identifier

Source preferred name

dacarbazine

IUPAC name

5-(3,3-dimethyltriaz-1-en-1-yl)-1H-imidazole-4-carboxamide

InChIKey

FDKXTQMXEQVLRF-UHFFFAOYSA-N

SMILES

CN(C)N=Nc1ncnc1C(N)=O

InChI

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)

Names & synonyms

5-(3,3-dimethyltriaz-1-en-1-yl)-1H-imidazole-4-carboxamidedacarbazinadacarbazinum

Names are supplied by ChEBI. Trade names and related synonyms may describe a broader product context.

Classification & relationships

ChEBI ontology

imidazolesChEBI parent class · 24780 ↗monocarboxylic acid amideChEBI parent class · 29347 ↗triazene derivativeChEBI parent class · 72573 ↗

organic heterocyclic compound organic molecular entity

Roles recorded in ChEBI

alkylating agentantineoplastic agentprodrugcarcinogenic agent

Database role annotations describe reported biological or chemical roles; they are not product approvals or recommendations for use.

Mass ↔ amount of substance

Calculated from sourced mass

Amount

Input unit

Equivalent amount

0.00548887 mol

Uses 182.187 g/mol from ChEBI. Assumes the substance described by this record; no purity or concentration correction is applied.

Elemental composition

Theoretical mass fractions

N

Nitrogen · 6 atoms

46.13%

C

Carbon · 6 atoms

39.56%

O

Oxygen · 1 atom

8.78%

H

Hydrogen · 10 atoms

5.53%

Calculated theoretical mass fractions from the reported formula and PubChem periodic-table atomic masses. These are not assay or purity results.

Research & patent references

Selected source associations

Toxicity, mutation frequency and mutation spectrum induced by dacarbazine in CHO cells expressing different levels of O(6)-methylguanine-DNA methyltransferase. ↗Mutation research · 2000 Feb 14 · PMID 10751609

Validated high-performance liquid chromatographic assay for simultaneous determination of dacarbazine and the plasma metabolites 5-(3-hydroxymethyl-3-methyl-1-triazeno)imidazole-4-carboxamide and 5-(3-methyl-1-triazeno)imidazole-4-carboxamide. ↗Journal of chromatography. B, Biomedical sciences and applications · 2001 Apr 15 · PMID 11318431

Search PubMed Google Scholar

Sources & record history

Checked 27 Sep 2026

Identity, formula, mass, synonyms & ontologyEMBL-EBI ChEBI · CHEBI:4305

Release 255, 9 September 2026. ChEBI three-star (manually annotated) source entry. View original record ↗ · CC BY 4.0

Additional molecular descriptorsNCBI PubChem · CID 2942 · retrieved 2026-09-27

PubCAS formats source data, connects references and computes explicitly labelled conversions. CAS cross-references are supplied by ChEBI; they do not constitute CAS verification or endorsement.

How this record was assembled Suggest a correction