3,5-dichloro-4-[(4,5-dihydro-1H-imidazol-2-yl)amino]phenol

• ChemBase ID: 170355
• Molecular Formular: C9H9Cl2N3O
• Molecular Mass: 246.09326
• Monoisotopic Mass: 245.01226728
• SMILES: c1(cc(cc(c1NC1=NCCN1)Cl)O)Cl
• Canonical SMILES: Oc1cc(Cl)c(c(c1)Cl)NC1=NCCN1
• InChI: InChI=1S/C9H9Cl2N3O/c10-6-3-5(15)4-7(11)8(6)14-9-12-1-2-13-9/h3-4,15H,1-2H2,(H2,12,13,14)
• InChIKey: NTWBRPXHGAXREI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,5-dichloro-4-[(4,5-dihydro-1H-imidazol-2-yl)amino]phenol
• IUPAC Traditional name: 3,5-dichloro-4-(4,5-dihydro-1H-imidazol-2-ylamino)phenol
• Synonyms: 3,5-Dichloro-4-[(4,5-dihydro-1H-imidazol-2-yl)amino]phenol; p-Hydroxyclonidine; ST 666; 4-Hydroxy Clonidine

Database IDs

• CAS Number: 57101-48-1
• PubChem SID: 164226265
• PubChem CID: 92660

CALCULATED PROPERTIES

• Acid pKa: 8.673006
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 0.024432234
• LogD (pH = 7.4): 1.4637877
• Log P: 1.7845898
• Molar Refractivity: 61.0697 cm^3
• Polarizability: 22.595646 Å^3
• Polar Surface Area: 56.65 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H918400

A metabolite of Clonidine.

REFERENCES

• Rouot, B., et al.: J. Med. Chem., 19, 1049 (1976)
• Broto, P., et al.: Eur. J. Med. Chem., 19, 71 (1976)
• Akamatsu, M., et al.: J. Pharm. Sci., 83, 1026 (1976)