299-95-6

Basic information

• Product Name: Isoprenaline sulphate
• Synonyms: 1-(3,4-DIHYDROXYPHENYL)-2-ISOPROPYLAMINOETHANOL HEMISULFATE SALT;1-(3,4-Dihydroxyphenyl)-2-isopropylaminoethanol sulfate (2:1);dl-a-3,4-Dihydroxyphenyl-b-iso-propylaminoethanol sulfate;dl-Isoprenaline sulfate;dl-Isoproterenol sulfate;Novodrin;Novodrine;4-[1-Hydroxy-2-[(1-methylethyl)amino]ethyl]-1,2-benzenediol sulfate (2:1)
• CAS NO: 299-95-6
• Molecular Formula: 2C₁₁H₁₇NO₃*H₂O₄S
• Molecular Weight: 520.6
• EINECS: 206-085-2
• Mol File: 299-95-6.mol
• Article Data: 1

Chemical Properties

• Melting Point: 180 °C
• Boiling Point: 417.5 °C at 760 mmHg
• Flash Point: 179.7 °C
• Appearance: COA
• Vapor Pressure: 1.02E-07mmHg at 25°C
• Water Solubility: almost transparency
• CAS DataBase Reference: Isoprenaline sulphate(CAS DataBase Reference)
• NIST Chemistry Reference: Isoprenaline sulphate(299-95-6)
• EPA Substance Registry System: Isoprenaline sulphate(299-95-6)

Safety Data

• Statements: 22
• Safety Statements: 44
• RTECS: DO2273000
• Hazardous Substances Data: 299-95-6(Hazardous Substances Data)

Usage

Originator

Isonorin,Smith, Miller and Patch,US,1949

Uses

Bronchodilator.

Manufacturing Process

As described in US Patent 2,308,232, 100 g 3,4-dihydroxy-ω- chloroacetophenone, 200 cc ethyl alcohol and 200 cc of about 50% aqueous isopropylamine solution are boiled during 3 hours on the water bath with the use of a reflux condenser, whereupon neutralizing with diluted sulfuric acid is carried out and the sulfate, obtained upon cooling, from alcohol of 50% is recrystallized; its MP is 245°C.21 g 3,4-dihydroxy-ω-isopropylaminoacetophenone sulfate are hydrogenated with 50 cc methyl alcohol and 50 cc water, 0.5 g carbon and 3 cc palladium chloride solution of 2%. After 2 hours the hydrogen absorption comes to a standstill, after the theoretical quantity of hydrogen has been absorbed. After concentrating, the isopropylaminomethyl-(3,4-dihydroxyphenyl)carbinolsulfate crystallizes out. It has a MP of 180°C after refining.

Brand name

Medihaler-ISO (3M Pharmaceuticals).

Therapeutic Function

Bronchodilator

InChI:InChI=1/C11H17NO3.H2O4S/c1-7(2)12-6-11(15)8-3-4-9(13)10(14)5-8;1-5(2,3)4/h3-5,7,11-15H,6H2,1-2H3;(H2,1,2,3,4)

Upstream product

• 27693-62-5 2C₁₁H₁₅NO₃*H₂O₄S 
• 120-80-9 benzene-1,2-diol 

Downstream Products

• 3736-31-0 N-Isopropyl-noradrenochrom 
• 73853-05-1 1-isopropyl-indole-3,5,6-triol 

Relevant articles and documents

Method for preparing isoproterenol sulfate dihydrate

The invention relates to a method for preparing isoproterenol sulfate dihydrate. The method comprises the following steps: (1) preparation of 2-bromo-1-(3, 4-dihydroxy phenyl)-ethanone; (2) preparation of isoproterenol ketone hydrochloride; and (3) preparation of isoproterenol sulfate dihydrate. The method disclosed by the invention adopts a reaction system of bromoacetyl bromide and aluminium chloride instead of a reaction system of monochloro acetic acid and phosphorus oxychloride, so that the method has the advantages that the environmental protection cost is reduced; the reaction yield is increased; the industrial production is benefited; the reaction condition is mild; the catalyst quantity is little; and the process is simple. Compared with conventional synthetic processes, the method disclosed by the invention has obvious economic benefit and environmental benefit.