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Substance Name: Bupranolol [INN:DCF]
RN: 14556-46-8
UNII: 858YGI5PIT
InChIKey: HQIRNZOQPUAHHV-UHFFFAOYSA-N

Note

  • An adrenergic-beta-2 antagonist that has been used for cardiac arrhythmia, angina pectoris, hypertension, glaucoma, and as an antithrombotic.

Molecular Formula

  • C14-H22-Cl-N-O2

Molecular Weight

  • 271.7858
 

Classification Codes

  • Adrenergic Agents
  • Adrenergic Antagonists
  • Adrenergic beta-Antagonists
  • Anti-Arrhythmia Agents
  • Antihypertensive Agents
  • Cardiovascular Agents
  • Drug / Therapeutic Agent
  • Neurotransmitter Agents
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Names and Synonyms

Name of Substance

  • Bupranolol [INN:DCF]
  • SK&F 16805-A

MeSH Heading

  • Bupranolol

Synonyms

  • 1-(tert-Butylamino)-3-((6-chloro-m-tolyl)-oxy)-2-propanol
  • 2-Propanol, 1-(2-chloro-5-methylphenoxy)-3-((1,1-dimethylethyl)amino)-
  • 2-Propanol, 1-(tert-butylamino)-3-(6-chloro-m-tolyloxy)-
  • 3-(tert-Butylamino)-1-(6-chloro-m-tolyloxy)-2-propanol
  • B 1312
  • B 1312 [as hydrochloride]
  • BRN 2272923
  • Bupranolol
  • Bupranololum
  • Bupranololum [INN-Latin]
  • KL 255
  • KL-255 [as hydrochloride]
  • Ophtorenin
  • UNII-858YGI5PIT

Systematic Names

  • 1-(tert-Butylamino)-3-((6-chloro-m-tolyl)-oxy)-2-propanol
  • 1-t-Butylamino-3-(2-chloro-5-methylphenoxy) -2-propanol
  • 2-Propanol, 1-(tert-butylamino)-3-((6-chloro-m-tolyl)oxy)- (8CI)
  • 2-Propanol, 1-(tert-butylamino)-3-(2-chloro-5-methylphenoxy)-

Registry Numbers

CAS Registry Number

  • 14556-46-8

FDA UNII

  • 858YGI5PIT

Other Registry Number

  • 70578-42-6

System Generated Number

  • 0014556468

Structure Descriptors

InChI

InChI=1S/C14H22ClNO2/c1-10-5-6-12(15)13(7-10)18-9-11(17)8-16-14(2,3)4/h5-7,11,16-17H,8-9H2,1-4H3

InChIKey

HQIRNZOQPUAHHV-UHFFFAOYSA-N

Smiles

Cc1ccc(Cl)c(OCC(O)CNC(C)(C)C)c1

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 45mg/kg (45mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 27, Pg. 1022, 1977.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 220-222 deg C   EXP
log P (octanol-water) 2.97 (none)   EXP
Water Solubility 739 mg/L 25 EST
Vapor Pressure 5.71E-07 mm Hg 25 EST
Henry's Law Constant 8.88E-12 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.08E-10 cm3/molecule-sec 25 EST

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