Clorprenaline

Base Information

• Chemical Name: Clorprenaline
• CAS No.: 3811-25-4
• Molecular Formula: C11H16ClNO
• Molecular Weight: 213.707
• Hs Code.: 29221990
• European Community (EC) Number: 223-291-8
• UNII: 3W4327W76O
• DSSTox Substance ID: DTXSID3048316
• Nikkaji Number: J8.260K
• Wikidata: Q27258116
• NCI Thesaurus Code: C83633
• ChEMBL ID: CHEMBL1902627
• Mol file: 3811-25-4.mol

Synonyms:chlorprenaline;clorprenaline;clorprenaline hydrochloride;clorprenaline hydrochloride anhydrous;clorprenaline hydrochloride, (+-)-isomer;clorprenaline hydrochloride, monohydrate;clorprenaline, (+)-isomer;clorprenaline, (-)-isomer;isoprophenamine

Chemical Property of Clorprenaline

Chemical Property:

• Vapor Pressure: 6.99E-05mmHg at 25°C
• Melting Point: 81-82 °C
• Refractive Index: 1.536
• Boiling Point: 329.749 °C at 760 mmHg
• PKA: 13.60±0.20(Predicted)
• Flash Point: 153.227 °C
• PSA: 32.26000
• Density: 1.118 g/cm³
• LogP: 2.76230
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 213.0920418
• Heavy Atom Count: 14
• Complexity: 163

Purity/Quality:

99% ^*data from raw suppliers

Clorprenaline VETRANAL ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)NCC(C1=CC=CC=C1Cl)O
• Uses: Bronchodilator. Clorprenaline is a beta-2 adrenergic agonist with bronchodilatory activity.
• Therapeutic Function: Bronchodilator

Technology Process of Clorprenaline

There total 7 articles about Clorprenaline which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 80.0%

(+/-)-2-amino-1-(2-chlorophenyl)ethanol (23496-56-2) + acetone (67-64-1) → clorprenaline (3811-25-4,29261-25-4,58948-07-5)

Guidance literature:

(+/-)-2-amino-1-(2-chlorophenyl)ethanol; acetone; In methanol; at 20 ℃; for 2h;

With sodium tetrahydroborate; In methanol; at 20 ℃; Cooling with ice;

Reference yield: 54.0%

1-(2-chlorophenyl)-2-hydroxyethanone (27993-71-1) + isopropylamine (75-31-0) → clorprenaline (3811-25-4,29261-25-4,58948-07-5)

Guidance literature:

1-(2-chlorophenyl)-2-hydroxyethanone; isopropylamine; In 1,2-dichloro-ethane; at 25 ℃; for 2h;

With sodium tetrahydroborate; In 1,2-dichloro-ethane; at 0 ℃; for 2h;

Reference yield:

2-chlorophenacyl bromide (5000-66-8) → clorprenaline (3811-25-4,29261-25-4,58948-07-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: acetonitrile / 3 h / 70 °C

2.1: water; hydrogenchloride / 1 h / 120 °C

3.1: sodium tetrahydroborate / methanol / 1.5 h / 20 °C

4.1: methanol / 2 h / 20 °C

4.2: 20 °C / Cooling with ice

With hydrogenchloride; sodium tetrahydroborate; water; In methanol; acetonitrile;

upstream raw materials:

isopropylamine

1-(2-chlorophenyl)-2-hydroxyethanone

1-(2-chlorophenyl)ethanone

(+/-)-2-amino-1-(2-chlorophenyl)ethanol

Downstream raw materials:

(S)-clorprenaline

(-)-Isoprophenamine

Refernces

• 1、 -. "Method for preparing beta-arylamino alcohol drugs such as tulobuterol, clorprenaline, dichloroisoprenaline and sotalol". Paragraph 0094; 0096; 0097. . Retrieved 2019/08/30.