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Chemical substance record

Proguanil

500-92-5C11H16ClN5253.737 g/mol

A biguanide compound which has isopropyl and p-chlorophenyl substituents on the terminal N atoms. A prophylactic antimalarial drug, it works by inhibiting the enzyme dihydrofolate reductase, which is involved in the reproduction of the malaria parasites Plasmodium falciparum and P. vivax within the red blood cells. — ChEBI

Safety references

Safety documents & references

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Identity & molecular properties

Source-linked values
CAS number500-92-5ChEBI ↗
Molecular formulaC11H16ClN5ChEBI ↗
Molar mass253.737 g/molChEBI ↗
Monoisotopic mass253.10942 DaChEBI ↗
Formal charge0ChEBI ↗
ChEBI identifierCHEBI:8455ChEBI ↗

Cross-source molecular data

PubChem
Molar mass253.73 g/molPubChem ↗
Exact mass253.1094232 DaPubChem ↗
Computed XLogP1.5PubChem ↗
Topological polar surface area (Ų)88.8PubChem ↗
H-bond donors3PubChem ↗
H-bond acceptors1PubChem ↗
Rotatable bonds4PubChem ↗

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

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proguanil
N-(4-chlorophenyl)-N'-(propan-2-yl)imidodicarbonimidic diamide
SSOLNOMRVKKSON-UHFFFAOYSA-N
CC(C)NC(=N)NC(=N)Nc1ccc(Cl)cc1
InChI=1S/C11H16ClN5/c1-7(2)15-10(13)17-11(14)16-9-5-3-8(12)4-6-9/h3-7H,1-2H3,(H5,13,14,15,16,17)

Names & synonyms

N-(4-chlorophenyl)-N'-(propan-2-yl)imidodicarbonimidic diamideproguanilum

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

Classification & relationships

ChEBI ontology

Roles recorded in ChEBI

antiinfective agentantiprotozoal drugantimalarialEC 1.5.1.3 (dihydrofolate 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
Equivalent amount
0.00394109 mol

Uses 253.737 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 · 11 atoms
52.07%
N
Nitrogen · 5 atoms
27.60%
Cl
Chlorine · 1 atom
13.97%
H
Hydrogen · 16 atoms
6.36%

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
A mechanism for the synergistic antimalarial action of atovaquone and proguanil. ↗Antimicrobial agents and chemotherapy · 1999 Jun · PMID 10348748
Anaphylaxis to chlorhexidine. Case report. Implication of immunoglobulin E antibodies and identification of an allergenic determinant. ↗Clinical and experimental allergy : journal of the British Society for Allergy and Clinical Immunology · 2000 Jul · PMID 10848923

Sources & record history

Checked 27 Sep 2026
EMBL-EBI ChEBI · CHEBI:8455

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

NCBI PubChem · CID 4923 · 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.