3-{[4,5-dihydro(4,4,5,5-2H4)-1H-imidazol-2-ylmethyl](4-methylphenyl)amino}phenol hydrochloride

• ChemBase ID: 176399
• Molecular Formular: C17H20ClN3O
• Molecular Mass: 317.8132
• Monoisotopic Mass: 317.12948996
• SMILES: c1c(ccc(c1)N(c1cccc(c1)O)CC1=NCCN1)C.Cl
• Canonical SMILES: Cc1ccc(cc1)N(c1cccc(c1)O)CC1=NCCN1.Cl
• InChI: InChI=1S/C17H19N3O.ClH/c1-13-5-7-14(8-6-13)20(12-17-18-9-10-19-17)15-3-2-4-16(21)11-15;/h2-8,11,21H,9-10,12H2,1H3,(H,18,19);1H
• InChIKey: TUEJFGFQYKDAPM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{[4,5-dihydro(4,4,5,5-^2H₄)-1H-imidazol-2-ylmethyl](4-methylphenyl)amino}phenol hydrochloride
• IUPAC Traditional name: 3-{[(4,4,5,5-^2H₄)-1H-imidazol-2-ylmethyl](4-methylphenyl)amino}phenol hydrochloride
• Synonyms: 2-[N-(m-Hydroxyphenyl)-p-toluidinomethyl]imidazoline-d4 Hydrochloride; 3-[[(4,5-Dihydro-1H-imidazol-2-yl)methyl](4-methylphenyl)amino]phenol-d4 Hydrochloride; DNP-d4; Regitine-d4 Hydrochloride; Phentolamine-d4 Hydrochloride

Database IDs

• PubChem SID: 164232309
• PubChem CID: 71751540

CALCULATED PROPERTIES

• Acid pKa: 9.779238
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.5305635
• LogD (pH = 7.4): 1.3010917
• Log P: 2.515108
• Molar Refractivity: 84.2513 cm^3
• Polarizability: 31.93207 Å^3
• Polar Surface Area: 47.86 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - P302552

A labelled Phentolamine (P302550). An adrenergic blocking agent. An antihypertensive. Used for the treatment of pheochromocytoma.

REFERENCES

• Meier, R., et al.: Proc. Soc. Exp. Biol. Med., 71, 70 (1949)
• Spergel, G., et al.: J. Am. Med. Assoc., 211, 266 (1949)
• Gould, L. and Reddy, C.V.R.: Am. Heart J., 92, 397 (1976)