Basic information
- CAS
530-08-5- Standard SMILES
CCC(NC(C)C)C(O)c1ccc(O)c(O)c1- InChIKey
HUYWAWARQUIQLE-UHFFFAOYSA-N- Molecular formula
- C13H21NO3
- Average molar mass
- 239.31 g/mol
- Monoisotopic mass
- 239.15214353
Overview
Isoetharine is a catecholamine.
Names & identifiers
- Preferred name
- Isoetharine
- IUPAC
- 4-[1-hydroxy-2-(propan-2-ylamino)butyl]benzene-1,2-diol
- English name
- isoetarine
- Molecular formula
- C13H21NO3
- Molecular weight
- 239.313
Names & synonyms
isoetharineIsoetarineDilabronEtyprenalineIsoetarin530-08-5IsoetarinaNeoisuprelIsoetarinumWin-34064-{1-hydroxy-2-[(propan-2-yl)amino]butyl}benzene-1,2-diolDTXSID9048560
Show more names
BronkometerEtypronalineisoetarine USP/EP/BP
1,2-Benzenediol, 4-(1-hydroxy-2-((1-methylethyl)amino)butyl)-WIN3406EtyprenalinumWIN-30464-(1-hydroxy-2-((propan-2-yl)amino)butyl)benzene-1,2-diol1,2-Benzenediol, 4-[1-hydroxy-2-[(1-methylethyl)amino]butyl]-Mesylate, IsoetharineRefChem:791859
Database identifiers
- CAS
530-08-5、79490-84-9- PubChem CID
- 3762
- DTXSID
DTXSID9048560- ChEMBL
CHEMBL1201213- ChEBI
CHEBI:6005- EC Number
- 208-472-1
- Nikkaji
- J6.696F
Properties
Computed structural properties
- XLogP
- 1.7
- Topological polar surface area
- 72.7 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 5
- Heavy atoms
- 17
- Formal charge
- 0
- Complexity
- 223
Experimental & physicochemical properties
LogP2.2
Solubility
Appreciable
3.18e+00 g/L
Human Drugs
Breast Feeding; Lactation; Milk, Human; Anti-Asthmatic Agents; Bronchodilator Agents; Beta Adrenergic Agonists
Pharmaceuticals
Physical DescriptionSolid
Collision Cross Section157.69 Ų [M+K]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Physicochemical properties
- Boiling point
- 429.3 · 429.3±40.0 °C(Predicted)
- Density
- 1.142 · 1.142±0.06 g/cm3(Predicted)
- pka
- 9.59 · 9.59±0.10(Predicted)
- CAS DataBase Reference
- 530 · 530-08-5
- FDA UNII
- 0 SN3276Q · YV0SN3276Q
- ATC code
- 3 AC07,R03CC06 · R03AC07,R03CC06
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
Isoetharine is a beta-adrenergic receptor agonist. While it is reported to demonstrate more selectivity towards beta-2 adrenergic receptors, isoetharine still binds to beta-1 adrenergic receptors and thus may be associated with beta-1-mediated adverse events. Isoetharine produces maximal bronchodilation within 15 minutes of inhalation.
Mechanism of Action
Isoetharine-induced bronchodilator occurs from an increased activity of adenyl cyclase, which augments the formation of cyclic AMP (cAMP). Increased levels of cAMP result in the relaxation of bronchial smooth muscle, stimulation of ciliary activity, and potential improvement in capillary integrity.
Metabolism/MetabolitesIsoetharine is rapidly metabolized once inhaled.
MeSH Pharmacological Classification
Agents that cause an increase in the expansion of a bronchus or bronchial tubes.
Compounds bind to and activate ADRENERGIC BETA-2 RECEPTORS.
Cellular LocationsMembrane
Uses & manufacturing
Use ClassificationPharmaceuticals
Applications
DescriptionIsoetharine is a direct-acting sympathomimetic with relatively low selectivity with β2-adrenoreceptors. However, it quickly calms bronchospasms better than more selective bronchodilators.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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