Chemical substance record

Apraclonidine

66711-21-5C₉H₁₀Cl₂N₄245.113 g/mol

Organic/Inorganic Small MoleculeChEBI source record

An imidazoline that is 2-amino 4,5-dihydro-1H-imidazoline in which one of the exocyclic amino hydrogens has been replaced by a 4-amino-2,6-dichlorophenyl group. — ChEBI

Safety references

Safety documents & references

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Identity & molecular properties

Source-linked values

CAS number	66711-21-5	ChEBI ↗
Molecular formula	C₉H₁₀Cl₂N₄	ChEBI ↗
Molar mass	245.113 g/mol	ChEBI ↗
Monoisotopic mass	244.02825 Da	ChEBI ↗
Formal charge	0	ChEBI ↗
ChEBI identifier	CHEBI:2788	ChEBI ↗

Cross-source molecular data

PubChem

Molar mass	245.11 g/mol	PubChem ↗
Exact mass	244.0282517 Da	PubChem ↗
Computed XLogP	1.3	PubChem ↗
Topological polar surface area (Å²)	62.4	PubChem ↗
H-bond donors	3	PubChem ↗
H-bond acceptors	2	PubChem ↗
Rotatable bonds	2	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

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Source preferred name

apraclonidine

IUPAC name

2,6-dichloro-N(1)-(4,5-dihydro-1H-imidazol-2-yl)benzene-1,4-diamine

InChIKey

IEJXVRYNEISIKR-UHFFFAOYSA-N

SMILES

Nc1cc(Cl)c(NC2=NCCN2)c(Cl)c1

InChI

InChI=1S/C9H10Cl2N4/c10-6-3-5(12)4-7(11)8(6)15-9-13-1-2-14-9/h3-4H,1-2,12H2,(H2,13,14,15)

Names & synonyms

2,6-dichloro-N(1)-(4,5-dihydro-1H-imidazol-2-yl)benzene-1,4-diamineapraclonidinaapraclonidinum

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

Classification & relationships

ChEBI ontology

dichlorobenzeneChEBI parent class · 23697 ↗guanidinesChEBI parent class · 24436 ↗imidazolinesChEBI parent class · 53095 ↗

organochlorine compound organic heterocyclic compound organic molecular entity

Roles recorded in ChEBI

diagnostic agentbeta-adrenergic agonistalpha-adrenergic agonistantiglaucoma drugophthalmology drug

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

0.00407975 mol

Uses 245.113 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 · 9 atoms

44.10%

Cl

Chlorine · 2 atoms

28.93%

N

Nitrogen · 4 atoms

22.86%

H

Hydrogen · 10 atoms

4.11%

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

Topical apraclonidine testing of pupillary sympathetic denervation in diabetic patients. ↗Journal of neuro-ophthalmology : the official journal of the North American Neuro-Ophthalmology Society · 2006 Dec · PMID 17204928

Adverse effects of apraclonidine used in the diagnosis of Horner syndrome in infants. ↗Journal of AAPOS : the official publication of the American Association for Pediatric Ophthalmology and Strabismus · 2007 Jun · PMID 17572343

US4517199 · Patent reference ↗Patent cross-reference supplied by ChEBI. Association alone does not establish claim scope.

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Sources & record history

Checked 27 Sep 2026

Identity, formula, mass, synonyms & ontologyEMBL-EBI ChEBI · CHEBI:2788

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

Additional molecular descriptorsNCBI PubChem · CID 2216 · 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.

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