Basic information
- CAS
38677-81-5- Standard SMILES
CC(C)(C)NCC(O)c1ccc(O)c(CO)n1- InChIKey
VQDBNKDJNJQRDG-UHFFFAOYSA-N- Molecular formula
- C12H20N2O3
- Average molar mass
- 240.3 g/mol
- Monoisotopic mass
- 240.1473925
Overview
Pirbuterol is a member of pyridines.
Names & identifiers
- Preferred name
- Pirbuterol
- IUPAC
- 6-[2-(tert-butylamino)-1-hydroxyethyl]-2-(hydroxymethyl)pyridin-3-ol
- English name
- Pirbuterol
- Molecular formula
- C12H20N2O3
- Molecular weight
- 240.3
Names & synonyms
PIRBUTEROL38677-81-5Pirbuterolum6-[2-(tert-butylamino)-1-hydroxyethyl]-2-(hydroxymethyl)pyridin-3-olOG645J8RVWARA-211Ethanol, 2-tert-butylamino-1-(5-hydroxy-6-hydroxymethyl-2-pyridyl)-pyrbuterolDTXSID0046937pirbuteroloCP-24315-16-(2-(tert-butylamino)-1-hydroxyethyl)-2-(hydroxymethyl)pyridin-3-ol
Show more names
314-14Pirbuterol USP/EP/BP2-tert-Butylamino-1-(5-hydroxy-6-hydroxymethyl-2-pyridyl)ethanol6-[2-(tert-Butylamino)-1-hydroxyethyl]-3-hydroxy-2-pyridinemethanol6-[(1S)-2-(tert-butylamino)-1-hydroxyethyl]-2-(hydroxymethyl)-3-pyridinol2,6-Pyridinedimethanol, a6-[[(1,1-dimethylethyl)amino]methyl]-3-hydroxy- (9CI)
(+-)-PirbuterolRefChem:863636DTXCID8026937R03CC07Pirbuterolum [INN-Latin](+/-)-PirbuterolPirbuterol (INN)PIRBUTEROL [INN]
Database identifiers
- CAS
38677-81-5- PubChem CID
- 4845
- DTXSID
DTXSID0046937- ChEMBL
CHEMBL1094966- ChEBI
CHEBI:8245- UNII
- OG645J8RVW
- Nikkaji
- J16.427E
Properties
Computed structural properties
- XLogP
- -0.1
- Topological polar surface area
- 85.6 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 5
- Heavy atoms
- 17
- Formal charge
- 0
- Complexity
- 230
Experimental & physicochemical properties
Solubility6.22e+00 g/L
Human Drugs
Breast Feeding; Lactation; Milk, Human; Anti-Asthmatic Agents; Bronchodilator Agents; Beta Adrenergic Agonists
Pharmaceuticals
Physical DescriptionSolid
Physicochemical properties
- Boiling point
- 489.3 · 489.3±40.0 °C(Predicted)
- Density
- 1.196 · 1.196±0.06 g/cm3(Predicted)
- pka
- 8.01 · pKa 8.01/10.64(H2O,t =25±0.05,I=0.010) (Uncertain)
- CAS DataBase Reference
- 38677 · 38677-81-5
- FDA UNII
- 645 J8RVW · OG645J8RVW
- ATC code
- 3 AC08,R03CC07 · R03AC08,R03CC07
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Toxicology
Effects During Pregnancy and Lactation◉ Summary of Use during Lactation
Chemistry & industry
Pharmacology
ATC Code
R - Respiratory system
R - Respiratory system
QR - Respiratory system
QR - Respiratory system
Pharmacodynamics
Pirbuterol is a beta-2 adrenergic bronchodilator. In vitro studies and in vivo pharmacologic studies have demonstrated that pirbuterol has a preferential effect on beta-2 adrenergic receptors compared with isoproterenol. While it is recognized that beta-2 adrenergic receptors are the predominant receptors in bronchial smooth muscle, data indicate that there is a population of beta-2 receptors in the human heart, existing in a concentration between 10-50%. The precise function of these receptors has not been established.
Mechanism of Action
The pharmacologic effects of beta adrenergic agonist drugs, including pirbuterol, are at least in proof attributable to stimulation through beta adrenergic receptors of intracellular adenyl cyclase, the enzyme which catalyzes the conversion of adenosine triphosphate (AlP) to cyclic-3† ,5†-adenosine monophosphate (c-AMP). Increased c-AMP levels are associated with relaxation of bronchial smooth muscle and inhibition of release of mediators of immediate hypersensitivity from cells, especially from mast cells.
Biological Half-Life2 hours.
FDA Pharmacological Classification
OG645J8RVW
PIRBUTEROL
Mechanisms of Action [MoA] - Adrenergic beta2-Agonists
Established Pharmacologic Class [EPC] - beta2-Adrenergic Agonist
Pirbuterol is a beta2-Adrenergic Agonist. The mechanism of action of pirbuterol is as an Adrenergic beta2-Agonist.
MeSH Pharmacological Classification
Agents that cause an increase in the expansion of a bronchus or bronchial tubes.
Agents that have a strengthening effect on the heart or that can increase cardiac output. They may be CARDIAC GLYCOSIDES; SYMPATHOMIMETICS; or other drugs. They are used after MYOCARDIAL INFARCT; CARDIAC SURGICAL PROCEDURES; in SHOCK; or in congestive heart failure (HEART FAILURE).
Compounds bind to and activate ADRENERGIC BETA-2 RECEPTORS.
Cellular LocationsMembrane
Uses & manufacturing
Use ClassificationPharmaceuticals
Applications
DescriptionPirbuterol is a β2-agonist in the management of disorders with reversible airways obstruction. It is given by inhalation and orally.
UsesThis relatively selective β2-adrenergic receptor agonist is structurally very similar to albuterol, and it displays similar broncholytic properties. It is used as an inhaled drug for treating bronchial asthma.
UsesBronchodilator.
Upstream & downstream products
Upstream raw materials
Suppliers11 total
成都超九八生物科技有限公司13348960310 13348960310 · [email protected]
武汉鹏胤药业有限公司13163333255 · [email protected]
陕西缔都医药化工有限公司029-81024372 17792795018 · [email protected]
Chongqing jooe co., ltd+86-15223382610 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
南通全益生物科技有限公司0513-66337626 18051384581 · [email protected]
上海陶术生物科技股份有限公司13564774135 · [email protected]
苏州爱玛特生物科技有限公司0512-56316828 400-867-5858;400-867-5858 · [email protected]
TargetMol中国（陶术生物）4008200310 15002144251 · [email protected]
TLC梯尔希（南京）药物研发有限公司18012923235 18012923235 · [email protected]
Dideu Industries Group Limited+86-29-81148696 +86-15129568250 · [email protected]
Additional notes
DefinitionChEBI: Pirbuterol is a member of pyridines.
Related reactions
3 records
Compound notes
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