benzyl(2-chloroethyl)(1-phenoxypropan-2-yl)amine hydrochloride

• ChemBase ID: 103447
• Molecular Formular: C18H23Cl2NO
• Molecular Mass: 340.28732
• Monoisotopic Mass: 339.11566972
• SMILES: Cl.CC(COc1ccccc1)N(CCCl)Cc1ccccc1
• 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-phenoxypropan-2-yl)amine hydrochloride
• IUPAC Traditional name: phenoxybenzamine hydrochloride
• Synonyms: Phenoxybenzamine hydrochloride; benzyl(2-chloroethyl)(1-phenoxypropan-2-yl)amine hydrochloride; N-(2-Chloroethyl)-N-(1-methyl-2-phenoxyethyl)benzenemethanamine Hydrochloride; N-2-Phenoxyisopropyl-N-benzyl-β-chloroethylamine Hydrochloride; Dibenzyline Chloride; Dibenzyline Hydrochloride; Dibenzyran; NSC 37448; Phenoxybenzamine Hydrochloride; Benzene methanamine; N-(2-Chloroethyl)-N-(1-methyl-2-phenoxyethyl)-benzylamine Hydrochloride; PHENOXYBENZAMINE; Phenoxybenzamine HCl

Database IDs

• CAS Number: 63-92-3
• EC Number: 200-569-7
• MDL Number: MFCD00055152
• PubChem SID: 24277760; 162102874
• PubChem CID: 5284441

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: 35.003498 Å^3
• Polar Surface Area: 12.47 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: alcohol: soluble; Chloroform; DMSO; H2O: slightly soluble; Methanol; propylene glycol: soluble
• Apperance: white powder; White Solid
• Melting Point: 137.5-140; 140-142°C; 141 - 143°C
• Hydrophobicity(logP): 4.917

Safety Information

• Storage Condition: 2-8°C; Refrigerator, Under Inert Atmosphere
• RTECS: DP3750000
• European Hazard Symbols: Toxic (T); Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-40; R:45-36/37/38
• Safety Statements: 22-36/37/39-45; S:28-29-36/37/39-45-53
• GHS Pictograms: GHS07; GHS08
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H351
• GHS Precautionary statements: P281
• Personal Protective Equipment: Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• Storage Temperature: 2-8°C

Pharmacology Properties

• Target: Androgen Receptor
• Gene Information: human ... ADRA1A(148), ADRA1B(147), ADRA1D(146), ADRA2A(150), ADRA2B(151), ADRA2C(152)

Product Information

• Purity: ≥97%; 95%
• Salt Data: HCl

DETAILS

MP Biomedicals - 02151821

Hydrochloride
Selective α-adrenergic blocking agent. Irreversible calmodulin inhibitor.

Sigma Aldrich - B019

Biochem/physiol Actions
Calmodulin antagonist; α-adrenoceptor antagonist.

Toronto Research Chemicals - P227990

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)