Chemical substance record

Triapine

143621-35-6C₇H₉N₅S195.251 g/mol

Organic/Inorganic Small MoleculeChEBI source record

A thiosemicarbazone resulting from the formal condensation of the formyl group of 3-aminopicolinaldehyde with the non-thioacylated amino group of hydrazinecarbothioamide. It is a ribonucleotide reductase inhibitor that exhibits anti-cancer properties. — ChEBI

Safety references

Safety documents & references

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Identity & molecular properties

Source-linked values

CAS number	143621-35-6	ChEBI ↗
Molecular formula	C₇H₉N₅S	ChEBI ↗
Molar mass	195.251 g/mol	ChEBI ↗
Monoisotopic mass	195.05787 Da	ChEBI ↗
Formal charge	0	ChEBI ↗
ChEBI identifier	CHEBI:231347	ChEBI ↗

Names & structural identifiers

Copy any identifier

Source preferred name

triapine

IUPAC name

2-[(3-aminopyridin-2-yl)methylidene]hydrazinecarbothioamide

InChIKey

XMYKNCNAZKMVQN-UHFFFAOYSA-N

SMILES

[H]C(=NNC(N)=S)c1ncccc1N

InChI

InChI=1S/C7H9N5S/c8-5-2-1-3-10-6(5)4-11-12-7(9)13/h1-4H,8H2,(H3,9,12,13)

Names & synonyms

2-[(3-aminopyridin-2-yl)methylidene]hydrazinecarbothioamide

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

Classification & relationships

ChEBI ontology

thiosemicarbazoneChEBI parent class · 156467 ↗aminopyridineChEBI parent class · 38207 ↗

organosulfur compound organic heterocyclic compound organic molecular entity

Roles recorded in ChEBI

radiosensitizing agentantineoplastic agentiron chelatorneuroprotective agentapoptosis inducerEC 1.17.4.1 (ribonucleoside-diphosphate reductase) inhibitor

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

0.00512161 mol

Uses 195.251 g/mol from ChEBI. Assumes the substance described by this record; no purity or concentration correction is applied.

Elemental composition

Theoretical mass fractions

C

Carbon · 7 atoms

43.06%

N

Nitrogen · 5 atoms

35.87%

S

Sulfur · 1 atom

16.42%

H

Hydrogen · 9 atoms

4.65%

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

Synthesis and antitumor activity of amino derivatives of pyridine-2-carboxaldehyde thiosemicarbazone. ↗Journal of medicinal chemistry · 1992 Oct 2 · PMID 1433178

PAN-811 (3-aminopyridine-2-carboxaldehyde thiosemicarbazone), a novel neuroprotectant, elicits its function in primary neuronal cultures by up-regulating Bcl-2 expression. ↗Neuroscience · 2005 · PMID 16084648

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Sources & record history

Checked 27 Sep 2026

Identity, formula, mass, synonyms & ontologyEMBL-EBI ChEBI · CHEBI:231347

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

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.

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