2,6-dichloro-1-N-[(2E)-imidazolidin-2-ylidene]benzene-1,4-diamine hydrochloride

• ChemBase ID: 160767
• Molecular Formular: C9H11Cl3N4
• Molecular Mass: 281.56944
• Monoisotopic Mass: 280.00492941
• SMILES: c1(c(cc(cc1Cl)N)Cl)N=C1NCCN1.Cl
• Canonical SMILES: Clc1cc(N)cc(c1N=C1NCCN1)Cl.Cl
• InChI: InChI=1S/C9H10Cl2N4.ClH/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);1H
• InChIKey: OTQYGBJVDRBCHC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,6-dichloro-1-N-[(2E)-imidazolidin-2-ylidene]benzene-1,4-diamine hydrochloride
• IUPAC Traditional name: 2,6-dichloro-1-N-[(2E)-imidazolidin-2-ylidene]benzene-1,4-diamine hydrochloride
• Synonyms: 2,6-Dichloro-N1-(4,5-dihydro-1H-imidazol-2-yl)-1,4-benzenediamine Hydrochloride; Iopidine; p-Aminoclonidine Monohydrochloride; AL 02145; ALO 2145; Apraclonidine Hydrochloride

Database IDs

• CAS Number: 73218-79-8
• PubChem SID: 162254902
• PubChem CID: 51763

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -0.20720024
• LogD (pH = 7.4): -0.15802544
• Log P: 1.2084486
• Molar Refractivity: 64.0226 cm^3
• Polarizability: 23.102173 Å^3
• Polar Surface Area: 62.44 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Ethanol; Methanol
• Apperance: White Solid
• Melting Point: >230°C *dec.)

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - A729400

α-Adrenergic agonist; structural analog of clonidine. Used for treatment of post-surgical elevated intraocular pressure.

REFERENCES

• Stump, D.C., et al.: J. Lab. Clin. Med., 102, 779 (1983)
• Abrams, D.A., et al.: Arch. Ophthalmol., 105, 1205 (1983)
• Robin, A.L., et al.: Am. J. Ophthalmol., 120, 423 (1983)