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Substance Name: Phenoxybenzamine [INN:BAN]
RN: 59-96-1
UNII: 0TTZ664R7Z
InChIKey: QZVCTJOXCFMACW-UHFFFAOYSA-N

Note

  • An alpha-adrenergic antagonist with long duration of action. It has been used to treat hypertension and as a peripheral vasodilator.

Molecular Formula

  • C18-H22-Cl-N-O

Molecular Weight

  • 303.8308
 

Classification Codes

  • Adrenergic Agents
  • Adrenergic alpha-Antagonists
  • Adrenergic Antagonists
  • Antihypertensive Agents
  • Cardiovascular Agents
  • Human Data
  • Mutation Data
  • Neurotransmitter Agents
  • Reproductive Effect
  • Tumor Data
  • Vasodilator Agents
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Names and Synonyms

Name of Substance

  • Phenoxybenzamine
  • Phenoxybenzamine [INN:BAN]

MeSH Heading

  • Phenoxybenzamine

Synonyms

  • 2-(N-Benzyl-2-chloroethylamino)-1-phenoxypropane
  • 4-12-00-02204 (Beilstein Handbook Reference)
  • 688A
  • A 688
  • Bensylyt
  • Benzyl(2-chloroethyl)-(1-methyl-2-phenoxyethyl)amine
  • Benzylyt
  • BRN 2129697
  • CCRIS 505
  • Dibenylene
  • Dibenylin
  • Dibenyline
  • Dibenzyline
  • Dibenzyran
  • EINECS 200-446-8
  • Fenossibenzamina
  • Fenossibenzamina [DCIT]
  • Fenoxibenzamina
  • Fenoxibenzamina [INN-Spanish]
  • HSDB 4005
  • N-(2-Chloroethyl)-N-(1-methyl-2-phenoxyethyl)benzenemethanamine
  • N-(2-Chloroethyl)-N-(1-methyl-2-phenoxyethyl)benzylamine
  • N-Phenoxyisopropyl-N-benzyl-beta-chloroethylamine
  • NSC 37448
  • Phenoxybenzamine
  • Phenoxybenzaminum
  • Phenoxybenzaminum [INN-Latin]
  • UNII-0TTZ664R7Z

Systematic Names

  • Benzenemethanamine, N-(2-chloroethyl)-N-(1-methyl-2-phenoxyethyl)-
  • Benzylamine, N-(2-chloroethyl)-N-(1-methyl-2-phenoxyethyl)-
  • Phenoxybenzamine

Superlist Names

  • Benzenemethanamine, N-(2-chloroethyl)-N-(1-methyl-2-phenoxyethyl)-
  • Phenoxybenzamine

Registry Numbers

CAS Registry Number

  • 59-96-1

FDA UNII

  • 0TTZ664R7Z

Other Registry Number

  • 102737-84-8

Related Registry Number

  • 63-92-3 (hydrochloride)

System Generated Number

  • 0000059961

Structure Descriptors

InChI

InChI=1S/C18H22ClNO/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

InChIKey

QZVCTJOXCFMACW-UHFFFAOYSA-N

Smiles

CC(COc1ccccc1)N(CCCl)Cc2ccccc2

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LDLo intravenous 10mg/kg (10mg/kg)   "Drug Dosages in Laboratory Animals - A Handbook," Rev. ed., Barnes, C.D., and L.G. Eltherington, Berkeley, Univ. of California Press, 1973Vol. -, Pg. 195, 1973.
guinea pig LD50 oral 500mg/kg (500mg/kg)   "Drug Dosages in Laboratory Animals - A Handbook," Rev. ed., Barnes, C.D., and L.G. Eltherington, Berkeley, Univ. of California Press, 1973Vol. -, Pg. 195, 1973.
mouse LD50 oral 1535mg/kg (1535mg/kg)   "Drug Dosages in Laboratory Animals - A Handbook," Rev. ed., Barnes, C.D., and L.G. Eltherington, Berkeley, Univ. of California Press, 1973Vol. -, Pg. 195, 1973.
rat LD50 intracrebral 3400ug/kg (3.4mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD		 Archivum Immunologiae et Therapiae Experimentalis. Vol. 24, Pg. 223, 1976.
rat LD50 oral 2500mg/kg (2500mg/kg)   "Drug Dosages in Laboratory Animals - A Handbook," Rev. ed., Barnes, C.D., and L.G. Eltherington, Berkeley, Univ. of California Press, 1973Vol. -, Pg. 195, 1973.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 39 deg C   EXP
log P (octanol-water) 4.640 (none)   EST
Atmospheric OH Rate Constant 1.09E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.