Nifenalol

Base Information

• Chemical Name: Nifenalol
• CAS No.: 7413-36-7
• Deprecated CAS: 5054-57-9
• Molecular Formula: C11H16 N2 O3
• Molecular Weight: 224.26
• European Community (EC) Number: 231-023-6
• UNII: D1DE63830P
• DSSTox Substance ID: DTXSID9048693
• Nikkaji Number: J41.849H
• Wikipedia: Nifenalol
• Wikidata: Q15634006
• NCI Thesaurus Code: C76554
• ChEMBL ID: CHEMBL127349,CHEMBL4753415
• Mol file: 7413-36-7.mol

Synonyms:1-(4-nitrophenyl)-2-isopropylaminoethanol;inpea;nifenalol;nifenalol monohydrochloride, (+-)-isomer;nifenalol monohydrochloride, (R)-isomer;nifenalol monohydrochloride, (S)-isomer;nifenalol, (+-)-isomer;nifenalol, (R)-isomer;nifenalol, (S)-isomer

Chemical Property of Nifenalol

Chemical Property:

• Vapor Pressure: 2.29E-06mmHg at 25°C
• Melting Point: 98°
• Boiling Point: 377.4°C at 760 mmHg
• Flash Point: 182°C
• PSA: 78.08000
• Density: 1.173g/cm³
• LogP: 2.54030
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 224.11609238
• Heavy Atom Count: 16
• Complexity: 220

Purity/Quality:

98% ^*data from raw suppliers

Nifenalol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)NCC(C1=CC=C(C=C1)[N+](=O)[O-])O
• Uses: Nifenalol?is a beta adrenergic antagonist. In addition, compounds containing 2-amino-1-arylethanol are often α- or?β-adrenergic blocking agents that are useful for developing treatments for cardiovascular disease, cardiac failure, asthma and glaucoma.

Technology Process of Nifenalol

There total 16 articles about Nifenalol 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: 90.0%

(2R)-2-(4-nitrophenyl)oxirane (6388-74-5,53631-32-6,78038-42-3,78038-43-4,38201-14-8,71884-55-4) + isopropylamine (75-31-0) → (-)-Nifenalol (5054-57-9,5302-35-2,5302-36-3,7413-36-7)

Guidance literature:

In ethanol; for 24h; Ambient temperature;

DOI:10.1016/S0040-4020(97)00639-X

Reference yield: 90.0%

isopropylamine (75-31-0) + (R)-(-)-2-bromo-1-(4-nitrophenyl)ethanol (125653-67-0) → (-)-Nifenalol (5054-57-9,5302-35-2,5302-36-3,7413-36-7)

Guidance literature:

In methanol; at 35 ℃; for 2h; sonication;

DOI:10.1016/j.tetasy.2004.12.016

Reference yield: 61.0%

(R)-2-amino-1-(4-nitrophenyl)ethanol + acetone (67-64-1) → (-)-Nifenalol (5054-57-9,5302-35-2,5302-36-3,7413-36-7)

Guidance literature:

(R)-2-amino-1-(4-nitrophenyl)ethanol; acetone; With sodium cyanoborohydride; at 0 - 23 ℃; for 1h;

With water; In dichloromethane;

DOI:10.1016/j.tet.2012.02.044

upstream raw materials:

p-Nitrophenyloxirane

isopropylamine

(2R)-2-(4-nitrophenyl)oxirane

(R)-(-)-2-bromo-1-(4-nitrophenyl)ethanol

Downstream raw materials:

2-(Isopropyl-methyl-amino)-1-(4-nitro-phenyl)-ethanol

2-[(2-Hydroxy-ethyl)-isopropyl-amino]-1-(4-nitro-phenyl)-ethanol

(+)-Nifenalol

(-)-Nifenalol

Refernces

• 1、 Xia, Xuelin,Meng, Jingjing,Wu, Hanxin,Cheng, Tanyu,Liu, Guohua. "Integration of multiple active sites on large-pore mesoporous silica for enantioselective tandem reactions". . p. 1638 - 1641. Retrieved 2017/02/10.
• 2、 Gogaladze, Khatuna,Chankvetadze, Lali,Tsintsadze, Maia,Farkas, Tivadar,Chankvetadze, Bezhan. "Effect of basic and acidic additives on the separation of some basic drug enantiomers on polysaccharide-based chiral columns with acetonitrile as mobile phase". . p. 228 - 234. Retrieved 2015/03/18.