Mabuterol

Base Information

• Chemical Name: Mabuterol
• CAS No.: 56341-08-3
• Deprecated CAS: 56707-24-5
• Molecular Formula: C13H18ClF3N2O
• Molecular Weight: 310.747
• Hs Code.: 29221990
• UNII: R4K19W6S7Q
• DSSTox Substance ID: DTXSID3048283
• Nikkaji Number: J33.086H
• Wikipedia: Mabuterol
• Wikidata: Q6721687
• NCI Thesaurus Code: C81647
• ChEMBL ID: CHEMBL86749
• Mol file: 56341-08-3.mol

Synonyms:4-amino-alpha-((tert-butylamino)methyl)-3-chloro-5-(trifluoromethyl)benzyl alcohol;mabuterol

Chemical Property of Mabuterol

Chemical Property:

• Vapor Pressure: 2.57E-06mmHg at 25°C
• Melting Point: 85-87oC
• Refractive Index: 1.516
• Boiling Point: 375.9 °C at 760 mmHg
• PKA: 13.37±0.20(Predicted)
• Flash Point: 181.1 °C
• PSA: 58.28000
• Density: 1.278 g/cm³
• LogP: 4.33460
• Storage Temp.: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 310.1059754
• Heavy Atom Count: 20
• Complexity: 320

Purity/Quality:

98%Min ^*data from raw suppliers

Mabuterol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)NCC(C1=CC(=C(C(=C1)Cl)N)C(F)(F)F)O
• Uses: As a β2-adrenergic agonist, Mabuterol can be used as a bronchodilator/antiasthmatic

Technology Process of Mabuterol

There total 7 articles about Mabuterol 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:

d-1-(4'-amino-3'-chloro-5'-trifluoromethyl-phenyl)-2-tert.butylamino-O-[(-)-menthoxy-carbonyl]-ethanol → mabuterol (56341-08-3,56707-24-5,56707-26-7,56707-25-6)

Guidance literature:

With hydrogenchloride; In methanol; ethyl acetate;

Reference yield:

4'-amino-3'-chloro-5'-trifluoromethyl-2-tert.-butylamino-acetophenone hydrochloride → mabuterol (56341-08-3,56707-24-5,56707-26-7,56707-25-6)

Guidance literature:

With sodium tetrahydroborate; In methanol; at -15 - -5 ℃;

Reference yield:

1-(4'-amino-3'-chloro-5'-trifluoromethyl-phenyl)-2-(p-toluenesulfonyloxy)-ethanol → mabuterol (56341-08-3,56707-24-5,56707-26-7,56707-25-6)

Guidance literature:

upstream raw materials:

4'-amino-3'-chloro-5'-trifluoromethyl-2-tert.-butylamino-acetophenone

4'-amino-3'-chloro-5'-trifluoromethyl-acetophenone

1-[4-Amino-3-chloro-5-(trifluoromethyl)phenyl]-2-bromoethanone

Downstream raw materials:

(S)-mabuterol

(R)-mabuterol

d-1-(4-amino-3-chloro-5-trifluoromethyl-phenyl)-2-tert.-butylamino-ethanol

Refernces

• 1、 -. "BRONCHOSPASMOLYTIC 1-(P-AMINO-PHENYL)-2-AMINO-ETHANOLS-(1) AND SALTS". . . Retrieved 2008/06/13.