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Substance Name: Albuterol [USAN:USP]
RN: 18559-94-9
UNII: QF8SVZ843E
InChIKey: NDAUXUAQIAJITI-UHFFFAOYSA-N

Note

  • A short-acting beta-2 adrenergic agonist that is primarily used as a bronchodilator agent to treat ASTHMA. Albuterol is prepared as a racemic mixture of R(-) and S(+) stereoisomers. The stereospecific preparation of R(-) isomer of albuterol is referred to as levalbuterol.

Molecular Formula

  • C13-H21-N-O3

Molecular Weight

  • 239.3129
 

Classification Codes

  • Adrenergic Agents
  • Adrenergic Agonists
  • Adrenergic beta-2 Receptor Agonists
  • Adrenergic beta-Agonists
  • Anti-Asthmatic Agents
  • Autonomic Agents
  • Bronchodilator
  • Bronchodilator Agents
  • Drug / Therapeutic Agent
  • Human Data
  • Neurotransmitter Agents
  • Peripheral Nervous System Agents
  • Reproductive Control Agents
  • Reproductive Effect
  • Respiratory System Agents
  • Tocolytic Agents

Names and Synonyms

Name of Substance

  • Albuterol
  • Albuterol [USAN:USP]
  • Salbutamol [INN:BAN]

MeSH Heading

  • Albuterol

Synonyms

  • 1,3-Benzenedimethanol, alpha(sup 1)-(((1,1-dimethylethyl)amino)methyl)-4-hydroxy-
  • 1-(tert-Butylaminomethyl)-4-hydroxy-m-xylene-alpha1,alpha3-diol
  • 2-(tert-Butylamino)-1-(4-hydroxy-3-hydroxymethylphenyl)ethanol
  • 4-Hydroxy-3-hydroxymethyl-alpha-((tert-butylamino)methyl)benzyl alcohol
  • Aerolin
  • AH 3365
  • Airomir
  • Albuterol
  • Almotex
  • alpha'-((tert-Butylamino)methyl)-4-hydroxy-m-xylene-alpha,alpha'-diol
  • alpha(sup 1)-((tert-Butylamino)methyl)-4-hydroxy-m-xylene-alpha,alpha'-diol
  • Alti-Salbutamol
  • Anebron
  • Arubendol-Salbutamol
  • Asmadil
  • Asmanil
  • Asmasal
  • Asmatol
  • Asmaven
  • Asmidon
  • Asmol
  • Asmol Uni-Dose
  • Asthalin
  • BRN 2213614
  • Broncho-Spray
  • Broncovaleas
  • Bronter
  • Bugonol
  • Bumol
  • Butamol
  • Buto-Asma
  • Butohaler
  • Butotal
  • Butovent
  • Buventol
  • Cobutolin
  • Dilatamol
  • dl-Albuterol
  • DL-N-tert-Butyl-2-(4-hydroxy-3-hydroxymethylphenyl)-2-hydroxyethylamine
  • dl-Salbutamol
  • EC 242-424-0
  • EINECS 242-424-0
  • Eolene
  • Farcolin
  • Gerivent
  • Grafalin
  • HSDB 7206
  • Libretin
  • m-Xylene-alpha,alpha'-diol, alpha-((tert-butylamino)methyl)-4-hydroxy-
  • Medolin
  • Mozal
  • Novosalmol
  • Parasma
  • Pneumolat
  • Proventil
  • Proventil HFA
  • Proventil Inhaler
  • Respax
  • Respolin
  • Sabutal
  • Salamol
  • Salbetol
  • Salbron
  • Salbu-BASF
  • Salbu-Fatol
  • Salbuhexal
  • Salbulin
  • Salbupur
  • Salbusian
  • Salbutalan
  • Salbutamol
  • Salbutamolum
  • Salbutamolum [INN-Latin]
  • Salbutan
  • Salbutol
  • Salbuven
  • Salbuvent
  • Sallbupp
  • Salmaplon
  • Salomol
  • Salvent
  • Saventol
  • Servitamol
  • Spreor
  • Sultanol
  • Sultanol N
  • Suprasma
  • Suxar
  • Theosal
  • Tobybron
  • UNII-QF8SVZ843E
  • Vencronyl
  • Ventamol
  • Ventilan
  • Ventiloboi
  • Ventodisks
  • Ventolin
  • Ventolin Inhaler
  • Ventolin Rotacaps
  • Ventoline
  • Volare albuterol HFA
  • Volare easi-breathe
  • Volmax
  • Vospire
  • Vospire ER
  • Zaperin

Systematic Names

  • 1,3-Benzenedimethanol, alpha(sup 1)-(((1,1-dimethylethyl)amino)methyl)-4-hydroxy-
  • 1,3-Benzenedimethanol, alpha1-(((1,1-dimethylethyl)amino)methyl)-4-hydroxy-
  • m-Xylene-alpha,alpha'-diol, alpha'-((tert-butylamino)methyl)-4-hydroxy-
  • Salbutamol

Registry Numbers

CAS Registry Number

  • 18559-94-9

FDA UNII

  • QF8SVZ843E

Other Registry Number

  • 35763-26-9

System Generated Number

  • 0018559949

Structure Descriptors

InChI

1S/C13H21NO3/c1-13(2,3)14-7-12(17)9-4-5-11(16)10(6-9)8-15/h4-6,12,14-17H,7-8H2,1-3H3

InChIKey

NDAUXUAQIAJITI-UHFFFAOYSA-N

Smiles

CC(C)(C)NCC(O)c1ccc(O)c(CO)c1

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
child TDLo oral 600ug/kg (0.6mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING Human & Experimental Toxicology. Vol. 12, Pg. 397, 1993.
child TDLo oral 1700ug/kg (1.7mg/kg)   American Journal of Emergency Medicine. Vol. 12, Pg. 64, 1994.
child TDLo oral 1700ug/kg (1.7mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING

CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP
American Journal of Emergency Medicine. Vol. 12, Pg. 64, 1994.
child TDLo oral 1850ug/kg (1.85mg/kg) BEHAVIORAL: TREMOR

BEHAVIORAL: EXCITEMENT

CARDIAC: CHANGE IN RATE
British Medical Journal. Vol. 282, Pg. 1932, 1981.
human TDLo intravenous 6ug/kg (0.006mg/kg) CARDIAC: CHANGE IN RATE

VASCULAR: CHANGE IN PLASMA OR BLOOD VALUME

CARDIAC: ARRHYTHMIAS (INCLUDING CHANGES IN CONDUCTION)
British Medical Journal. Vol. 1, Pg. 365, 1976.
man TCLo inhalation 36ug/kg/6H (0.036mg/kg) BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS"

BEHAVIORAL: IRRITABILITY
British Medical Journal. Vol. 292, Pg. 1430, 1986.
man TDLo oral 5714ug/kg (5.714mg/kg)   Annals of Emergency Medicine. Vol. 22, Pg. 1474, 1993.
man TDLo oral 5714ug/kg (5.714mg/kg) CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP

BEHAVIORAL: TREMOR
Annals of Emergency Medicine. Vol. 22, Pg. 1474, 1993.
mouse LD50 intraperitoneal 167mg/kg (167mg/kg)   Veterinary and Human Toxicology. Vol. 39, Pg. 214, 1997.
mouse LD50 intravenous 48700ug/kg (48.7mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 4, Pg. 193, 1973.
mouse LD50 oral 2707mg/kg (2707mg/kg) AUTONOMIC NERVOUS SYSTEM: OTHER (DIRECT) PARASYMPATHOMIMETIC

BEHAVIORAL: MUSCLE WEAKNESS

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Toksikologicheskii Vestnik. Vol. (5), Pg. 41, 1994.
mouse LD50 subcutaneous 737mg/kg (737mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 4, Pg. 193, 1973.
rat LD50 intraperitoneal 295mg/kg (295mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 4, Pg. 193, 1973.
rat LD50 intravenous 57100ug/kg (57.1mg/kg)   United States Patent Document. Vol. #4026897,
rat LD50 oral 660mg/kg (660mg/kg)   United States Patent Document. Vol. #4026897,
rat LD50 subcutaneous > 2500mg/kg (2500mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 4, Pg. 193, 1973.
women TDLo oral 1600ug/kg (1.6mg/kg) BEHAVIORAL: TREMOR Human & Experimental Toxicology. Vol. 12, Pg. 397, 1993.
women TDLo oral 2240ug/kg (2.24mg/kg) BEHAVIORAL: TREMOR

CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP
Annals of Emergency Medicine. Vol. 22, Pg. 1474, 1993.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 151 deg C   EXP
log P (octanol-water) 0.640 (none)   EST
Water Solubility 1.43E+04 mg/L   EXP
Atmospheric OH Rate Constant 1.35E-10 cm3/molecule-sec 25 EST

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