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Substance Name: Nadolol [USAN:USP:INN:BAN:JAN]
RN: 42200-33-9
UNII: FEN504330V
InChIKey: VWPOSFSPZNDTMJ-UHFFFAOYSA-N

Note

  • A non-selective beta-adrenergic antagonist with a long half-life, used in cardiovascular disease to treat arrhythmias, angina pectoris, and hypertension. Nadolol is also used for MIGRAINE DISORDERS and for tremor.

Molecular Formula

  • C17-H27-N-O4

Molecular Weight

  • 309.4033
 

Classification Codes

  • Adrenergic Agents
  • Adrenergic Antagonists
  • Adrenergic beta-Antagonists
  • Anti-Adrenergic (beta-Receptor)
  • Anti-Arrhythmia Agents
  • Antihypertensive Agents
  • Autonomic Agents
  • Cardiovascular Agents
  • Drug / Therapeutic Agent
  • Human Data
  • Neurotransmitter Agents
  • Peripheral Nervous System Agents
  • Reproductive Effect
  • Sympatholytics

Names and Synonyms

Name of Substance

  • Nadolol
  • Nadolol [USAN:USP:INN:BAN:JAN]

MeSH Heading

  • Nadolol

Synonyms

  • (2R,3S)-5-(3-(tert-Butylamino)-2-hydroxypropoxy)-1,2,3,4-tetrahydronaphthalene-2,3-diol
  • 1-(tert-Butylamino)-3-((5,6,7,8-tetrahydro-cis-6,7-dihydroxy-1-naphthyl)oxy)-2-propanol
  • 2,3-cis-1,2,3,4-Tetrahydro-5-((2-hydroxy-3-tert-butylamino)propoxy)-2,3-naphthalenediol
  • 5-(3-((1,1-Dimethylethyl)amino)-2-hydroxypropoxy)-1,2,3,4-tetrahydro-2,3-naphthalenediol
  • Anabet
  • CCRIS 1048
  • Corgard
  • Corzide
  • EINECS 255-706-3
  • HSDB 6532
  • Nadolol
  • Nadololum
  • Nadololum [INN-Latin]
  • Solgol
  • SQ 11725
  • UNII-FEN504330V

Systematic Names

  • 2,3-Naphthalenediol, 5-(3-((1,1-dimethylethyl)amino)-2-hydroxypropoxy)-1,2,3,4-tetrahydro-, cis-
  • Nadolol

Mixture Name

  • Corzide

Registry Numbers

CAS Registry Number

  • 42200-33-9

FDA UNII

  • FEN504330V

System Generated Number

  • 0042200339

Structure Descriptors

InChI

1S/C17H27NO4/c1-17(2,3)18-9-12(19)10-22-16-6-4-5-11-7-14(20)15(21)8-13(11)16/h4-6,12,14-15,18-21H,7-10H2,1-3H3

InChIKey

VWPOSFSPZNDTMJ-UHFFFAOYSA-N

Smiles

CC(C)(C)NCC(O)COc1cccc2CC(O)C(O)Cc12

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 oral > 500mg/kg (500mg/kg)   Drugs in Japan Vol. -, Pg. 767, 1990.
man TDLo oral 571ug/kg (0.571mg/kg) SENSE ORGANS AND SPECIAL SENSES: VISUAL FIELD CHANGES: EYE Annals of Internal Medicine. Vol. 97, Pg. 454, 1982.
man TDLo oral 64mg/kg/4W-I (64mg/kg) GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF ENDOCRINE PANCREAS British Journal of Clinical Practice. Vol. 43, Pg. 74, 1989.
mouse LD50 intraperitoneal 270mg/kg (270mg/kg)   "Pharmacology of Antihypertensive Drugs," Scriabine, A., ed., New York, Raven Press, 1980Vol. -, Pg. 295, 1980.
mouse LD50 intravenous 47100ug/kg (47.1mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 16, Pg. 1461, 1985.
mouse LD50 oral 3800mg/kg (3800mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: ANTIPSYCHOTIC

LUNGS, THORAX, OR RESPIRATION: CYANOSIS
Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 9, Pg. 527, 1981.
mouse LD50 subcutaneous > 1gm/kg (1000mg/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 9, Pg. 527, 1981.
rat LD50 intraperitoneal 322mg/kg (322mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 16, Pg. 1461, 1985.
rat LD50 intravenous 59200ug/kg (59.2mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 16, Pg. 1461, 1985.
rat LD50 oral 5300mg/kg (5300mg/kg)   "Pharmacology of Antihypertensive Drugs," Scriabine, A., ed., New York, Raven Press, 1980Vol. -, Pg. 295, 1980.
rat LD50 subcutaneous > 1gm/kg (1000mg/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 9, Pg. 527, 1981.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 124-136 deg C   EXP
log P (octanol-water) 0.81 (none)   EXP
Water Solubility 8330 mg/L 25 EXP
Vapor Pressure 2.25E-11 mm Hg 25 EST
Henry's Law Constant 1.37E-14 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.80E-10 cm3/molecule-sec 25 EST

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