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Substance Name: Bupranolol hydrochloride [JAN]
RN: 15148-80-8
UNII: DTC2G3GDPL
InChIKey: WJUUZHQWGKSLIJ-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.Cl-H

Molecular Weight

  • 308.2467
 

Classification Codes

  • Adrenergic Agents
  • Adrenergic Antagonists
  • Adrenergic beta-Antagonists
  • Anti-Arrhythmia Agents
  • Antihypertensive Agents
  • Cardiovascular Agents
  • Neurotransmitter Agents
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Names and Synonyms

Name of Substance

  • Bupranolol hydrochloride [JAN]

Synonyms

  • (+-)-Kl 255
  • 1-(tert-Butylamino)-3-(2-chloro-5-methylphenoxy)-2-propanol hydrochloride
  • 3-tert-Butylamino-1-(6-chloro-3-methylphenoxy)propan-2-ol hydrochloride
  • B 1312
  • Betadran
  • Betadrenol
  • Betadrenol hydrochloride
  • Bupranolol HCl
  • Bupranolol hydrochloride
  • dl-Bupranolol hydrochloride
  • dl-KL 255
  • EINECS 239-208-3
  • KL 255
  • Looser
  • Panimit
  • SKF 16805A
  • UNII-DTC2G3GDPL

Systematic Name

  • 2-Propanol, 1-(2-chloro-5-methylphenoxy)-3-((1,1-dimethylethyl)amino)-, hydrochloride, (+-)-

Registry Numbers

CAS Registry Number

  • 15148-80-8

FDA UNII

  • DTC2G3GDPL

Other Registry Number

  • 23284-25-5

System Generated Number

  • 0015148808

Structure Descriptors

InChI

1S/C14H22ClNO2.ClH/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;1H

InChIKey

WJUUZHQWGKSLIJ-UHFFFAOYSA-N

Smiles

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

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 oral 438mg/kg (438mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Oyo Yakuri. Pharmacometrics. Vol. 7, Pg. 75, 1973.
mouse LD50 intravenous 39300ug/kg (39.3mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Oyo Yakuri. Pharmacometrics. Vol. 7, Pg. 75, 1973.
mouse LD50 oral 329mg/kg (329mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Oyo Yakuri. Pharmacometrics. Vol. 7, Pg. 75, 1973.
mouse LD50 subcutaneous 567mg/kg (567mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)
Oyo Yakuri. Pharmacometrics. Vol. 7, Pg. 75, 1973.
rabbit LD50 intravenous 15300ug/kg (15.3mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Oyo Yakuri. Pharmacometrics. Vol. 7, Pg. 75, 1973.
rabbit LD50 oral 895mg/kg (895mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Oyo Yakuri. Pharmacometrics. Vol. 7, Pg. 75, 1973.
rat LD50 intraperitoneal 96mg/kg (96mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Oyo Yakuri. Pharmacometrics. Vol. 7, Pg. 75, 1973.
rat LD50 intravenous 15300ug/kg (15.3mg/kg) LUNGS, THORAX, OR RESPIRATION: CHRONIC PULMONARY EDEMA

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Yakkyoku. Pharmacy. Vol. 25, Pg. 813, 1974.
rat LD50 oral 518mg/kg (518mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Oyo Yakuri. Pharmacometrics. Vol. 7, Pg. 75, 1973.
rat LD50 subcutaneous 630mg/kg (630mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)
Oyo Yakuri. Pharmacometrics. Vol. 7, Pg. 75, 1973.