Cimaterol

Base Information

• Chemical Name: Cimaterol
• CAS No.: 54239-37-1
• Molecular Formula: C₁₂H₁₇N₃O
• Molecular Weight: 219.286
• Hs Code.: 29269090
• European Community (EC) Number: 632-644-9
• UNII: ZPY8VRF0GB
• DSSTox Substance ID: DTXSID2045652
• Nikkaji Number: J153.940J
• Wikipedia: Cimaterol
• Wikidata: Q5120112
• NCI Thesaurus Code: C76017
• Pharos Ligand ID: M61QSDRHRMY8
• ChEMBL ID: CHEMBL1374751
• Mol file: 54239-37-1.mol

Synonyms:5-(1-hydroxy-2-(isopropylamino)ethyl)anthranilonitrile;cimaterol;cimatrol;CL 263,780;CL-263,780

Chemical Property of Cimaterol

Chemical Property:

• Vapor Pressure: 2.15E-08mmHg at 25°C
• Melting Point: 162-164?C
• Boiling Point: 436.6°C at 760 mmHg
• PKA: 13.75±0.20(Predicted)
• Flash Point: 217.8°C
• PSA: 82.07000
• Density: 1.14g/cm³
• LogP: 2.14398
• Storage Temp.: Store at RT
• Solubility.: Soluble in ethanol or DMSO
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 219.137162174
• Heavy Atom Count: 16
• Complexity: 258

Purity/Quality:

99% ^*data from raw suppliers

Cimaterol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36-43
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)NCC(C1=CC(=C(C=C1)N)C#N)O
• Uses: A β-adrenergic agonist, related to Clenbuterol and Mabuterol. A repartitioning agent. antiasthmatic A beta-adrenergic agonist

Technology Process of Cimaterol

There total 10 articles about Cimaterol 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: 30.0%

isopropylamine (75-31-0) + 3-cyano-4-aminophenyl bromomethyl ketone (88167-50-4) → cimaterol (54239-37-1,139052-31-6,139052-32-7)

Guidance literature:

isopropylamine; 3-cyano-4-aminophenyl bromomethyl ketone; In tetrahydrofuran; ethanol; at 0 - 20 ℃; for 4h; Inert atmosphere;

With potassium borohydride; In tetrahydrofuran; ethanol; for 2h; Cooling with ice;

With methanol; In tetrahydrofuran; ethanol; at 20 ℃; for 16h;

Reference yield:

1-(4'-Amino-3'-bromo-5'-cyano-phenyl)-2-isopropylamino-ethanol (54239-38-2) → cimaterol (54239-37-1,139052-31-6,139052-32-7)

Guidance literature:

Reference yield:

4-amino-3-cyanoacetophenone (33720-71-7) → cimaterol (54239-37-1,139052-31-6,139052-32-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 74 percent / CuBr₂ / tetrahydrofuran / Heating

2: ethanol / 0 - 2 °C

3: NaBH₄ / -10 - 25 °C

With sodium tetrahydroborate; copper(ll) bromide; In tetrahydrofuran; ethanol;

upstream raw materials:

l-(4-amino-3-chloro-5-cyanophenyl)-2-isopropylaminoethanol hydrochloride

4-amino-3-cyanoacetophenone

1-(4-amino-3-bromophenyl)-ethanone

p-aminobenzophenone

Downstream raw materials:

C₁₂H₁₇N₃O

Refernces

• 1、 -. "Compositions and methods for inducing adipose tissue cell death". . . Retrieved 2008/06/13.
• 2、 -. "Raising of pigs". . . Retrieved 2008/06/13.