50-96-4

Basic information

• Product Name: 4-[1-hydroxy-2-(propan-2-ylamino)butyl]benzene-1,2-diol hydrochloride
• Synonyms: 4-[1-hydroxy-2-(propan-2-ylamino)butyl]benzene-1,2-diol hydrochloride;Isoetharine hydrochloride;1-(3,4-Dihydroxyphenyl)-2-isopropylamino-1-butanol hydrochloride;Benzyl alcohol, 3,4-dihydroxy-alpha-(1-(isopropylamino)propyl)-, hydrochloride;Bronkometer hydrochloride;Dilabron hydrochloride;Etyprenaline hydrochloride;Isoctarine hydrochloride
• CAS NO: 50-96-4
• Molecular Formula: C13H22ClNO3
• Molecular Weight: 275.77
• EINECS: 200-089-8;219-927-9
• Product Categories: Agonist, Amines, Aromatics, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 50-96-4.mol
• Article Data: 0

Chemical Properties

• Melting Point: 170-171℃
• Boiling Point: 429.3°Cat760mmHg
• Flash Point: 156.7°C
• Appearance: /
• Density: g/cm³
• Water Solubility: Soluble
• CAS DataBase Reference: 4-[1-hydroxy-2-(propan-2-ylamino)butyl]benzene-1,2-diol hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: 4-[1-hydroxy-2-(propan-2-ylamino)butyl]benzene-1,2-diol hydrochloride(50-96-4)
• EPA Substance Registry System: 4-[1-hydroxy-2-(propan-2-ylamino)butyl]benzene-1,2-diol hydrochloride(50-96-4)

Safety Data

• Hazard Codes: Xi:Irritant
• Statements: R36/37/38:
• Safety Statements: S26:; S36:
• Hazardous Substances Data: 50-96-4(Hazardous Substances Data)

Usage

Description

4-[1-hydroxy-2-(propan-2-ylamino)butyl]benzene-1,2-diol hydrochloride is a chemical compound that belongs to the class of hydrochloride salts. It is derived from the parent compound 4-[1-hydroxy-2-(propan-2-ylamino)butyl]benzene-1,2-diol, which is a derivative of benzene with a hydroxyl and aminobutyl functional groups attached to it. 4-[1-hydroxy-2-(propan-2-ylamino)butyl]benzene-1,2-diol hydrochloride exhibits properties of both hydrophilic and hydrophobic nature due to the presence of hydroxyl and alkyl groups, respectively.

Uses

Used in Pharmaceutical Industry:
4-[1-hydroxy-2-(propan-2-ylamino)butyl]benzene-1,2-diol hydrochloride is used as a bronchodilator for the treatment of respiratory conditions such as bronchospasm and asthma. It functions as a β2-adrenergic receptor agonist, which helps in relaxing the smooth muscles of the airways, providing quick relief from respiratory distress.
However, it is important to note that the use of this compound may lead to the development of resistance to β-adrenoceptor stimulants, which could limit its effectiveness over time. Therefore, it is crucial to monitor the dosage and duration of treatment to minimize the risk of resistance development.

Clinical Use

The α-ethyl group confers β2-selectivity, and the β-hydroxyl group and catechol nucleus makes this a direct-acting drug. It is susceptible to COMT metabolism; however, the α-ethyl group inhibits MAO. Therefore, one would expect some oral activity.

Side effects

Isoetharine is dispensed as a solution only for inhalation administration to treat reversible bronchospasm of asthma. It has fallen into relative disuse, because with high doses, there is a significant incidence of cardiovascular (β1-receptor) adverse effects and it has a low β2-receptor potency compared to newer β2-selective agonists. It has a 2- to 4-minute onset of action when inhaled and a duration of action of 3 hours. Isoetharine has adverse effects similar to those of EPI, including palpitations, tachycardia, nausea and vomiting, dizziness, tremor, and headache. Isoetharine may cause decreased levels of theophylline when coadministered. Cardiovascular effects are a concern when isoetharine is taken with other asthma drugs.

InChI:InChI=1/C11H17NO3.ClH/c1-7(2)12-6-11(15)8-3-4-9(13)10(14)5-8;/h3-5,7,11-15H,6H2,1-2H3;1H/p-1