benzyl(2-chloroethyl)[1-(2H5)phenoxypropan-2-yl]amine hydrochloride

• ChemBase ID: 176282
• Molecular Formular: C18H23Cl2NO
• Molecular Mass: 340.28732
• Monoisotopic Mass: 339.11566972
• SMILES: c1(OCC(N(Cc2ccccc2)CCCl)C)ccccc1.Cl
• Canonical SMILES: ClCCN(C(COc1ccccc1)C)Cc1ccccc1.Cl
• InChI: InChI=1S/C18H22ClNO.ClH/c1-16(15-21-18-10-6-3-7-11-18)20(13-12-19)14-17-8-4-2-5-9-17;/h2-11,16H,12-15H2,1H3;1H
• InChIKey: VBCPVIWPDJVHAN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl(2-chloroethyl)[1-(^2H₅)phenoxypropan-2-yl]amine hydrochloride
• IUPAC Traditional name: benzyl(2-chloroethyl)[1-(^2H₅)phenoxypropan-2-yl]amine hydrochloride
• Synonyms: N-(2-Chloroethyl)-N-(1-methyl-2-phenoxyethyl)benzenemethanamine-d5 Hydrochloride; N-2-Phenoxyisopropyl-N-benzyl-β-chloroethylamine-d5 Hydrochloride; Dibenzyline-d5 Chloride; Dibenzyline-d5 Hydrochloride; Dibenzyran-d5; NSC 37448-d5; Phenoxybenzamine-d5 Hydrochloride

Database IDs

• PubChem SID: 164232192
• PubChem CID: 71751495

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.206733
• LogD (pH = 7.4): 3.966591
• Log P: 4.639757
• Molar Refractivity: 88.915 cm^3
• Polarizability: 35.028496 Å^3
• Polar Surface Area: 12.47 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - P227992

An irreversible α-antagonist. Used in the treatment of hypertension, it has a relatively slow onset and prolonged effect when compared to alternative α-blockers.

REFERENCES

• Glass, B., et al.: J. Pharm. Pharm. Sci., 9, 398 (2006)
• Huang, R., et al.: Chem. Res. Toxicol., 21, 659 (2006)
• Gohil, V., et al.: Nat. Biotechnol., 28, 249 (2006)