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

• ChemBase ID: 153514
• Molecular Formular: C9H11Cl3N4
• Molecular Mass: 281.56944
• Monoisotopic Mass: 280.00492941
• SMILES: c1c(cc(c(c1Cl)NC1=NCCN1)Cl)N.Cl
• Canonical SMILES: Nc1cc(Cl)c(c(c1)Cl)NC1=NCCN1.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-(4,5-dihydro-1H-imidazol-2-yl)benzene-1,4-diamine hydrochloride; 2,6-dichloro-N1-(4,5-dihydro-1H-imidazol-2-yl)benzene-1,4-diamine hydrochloride
• IUPAC Traditional name: apraclonidine hydrochloride
• Synonyms: 2,6-Dichloro-N1-(4,5-dihydro-1H-imidazol-2-yl)benzene-1,4-diamine hydrochloride; 2-(4-Amino-2,6-dichloroanilino)-2-imidazoline hydrochloride; Apraclonidine hydrochloride; p-Aminoclonidine hydrochloride; 2-(4-amino-2,6-dichloroanilino)-2-imidazoline hydrochloride

Database IDs

• CAS Number: 73218-79-8
• MDL Number: MFCD00135922
• PubChem SID: 162247653; 24277751
• PubChem CID: 51763

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -0.65617114
• LogD (pH = 7.4): 0.5622336
• Log P: 1.6561627
• Molar Refractivity: 63.7892 cm^3
• Polarizability: 23.09249 Å^3
• Polar Surface Area: 62.44 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 0.1 M HCl: soluble (Solutions may be stored for several days at 4 °C); 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: soluble1.4 mg/mL (Solutions may be stored for several days at 4 °C); boiling water: soluble100 mg/mL (Solutions may be stored for several days at 4 °C); methanol: soluble (Solutions may be stored for several days at 4 °C)
• Apperance: white solid

Safety Information

• European Hazard Symbols: Toxic (T)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 1
• Risk Statements: 23/24/25
• Safety Statements: 22-36/37/39-45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H311-H331
• GHS Precautionary statements: P261-P280-P301 + P310-P311
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 1
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: human ... ADRA2A(150), ADRA2B(151), ADRA2C(152)

Product Information

• Purity: 95+%; 98%
• Empirical Formula (Hill Notation): C9H10Cl2N4 · xHCl

DETAILS

Sigma Aldrich - A0779

Biochem/physiol Actions
α2-adrenoceptor agonist.