1-Amino-3-(3,5-dimethylphenoxy)propan-2-ol

Base Information

• Chemical Name: 1-Amino-3-(3,5-dimethylphenoxy)propan-2-ol
• CAS No.: 66766-07-2
• Molecular Formula: C11H17NO2
• Molecular Weight: 195.261
• Hs Code.: 2916151000
• UNII: BLF63EF2IX
• DSSTox Substance ID: DTXSID001268017
• Mol file: 66766-07-2.mol

Synonyms:66766-07-2;1-amino-3-(3,5-dimethylphenoxy)propan-2-ol;1-Amino-3-(3,5-dimethylphenoxy)-2-propanol;2-Propanol, 1-amino-3-(3,5-dimethylphenoxy)-;BLF63EF2IX;3-(3,5-dimethylphenoxy)-2-hydroxypropylamine;Metaxalone aminoalcohol;UNII-BLF63EF2IX;SCHEMBL772842;Metaxalone aminoalcohol [USP];OLZWOGIOHDAKHD-UHFFFAOYSA-N;DTXSID001268017;AKOS000150338;AKOS016045757

Chemical Property of 1-Amino-3-(3,5-dimethylphenoxy)propan-2-ol

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: >153°C (dec.)
• Boiling Point: 361.949oC at 760 mmHg
• Flash Point: 172.701oC
• PSA: 55.48000
• Density: 1.081g/cm3
• LogP: 1.70210
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 195.125928785
• Heavy Atom Count: 14
• Complexity: 153

Purity/Quality:

99.9% ^*data from raw suppliers

1-Amino-3-(3,5-dimethylphenoxy)-2-propanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC(=CC(=C1)OCC(CN)O)C
• Uses: 1-Amino-3-(3,5-dimethylphenoxy)-2-propanol (Metaxalone USP Related Compound B) is a degradation product of Metaxalone (M225850); a muscle relaxant used to relax muscles and relieve pain.

Technology Process of 1-Amino-3-(3,5-dimethylphenoxy)propan-2-ol

There total 4 articles about 1-Amino-3-(3,5-dimethylphenoxy)propan-2-ol 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: 93.0%

3-(3,5-dimethylphenoxy)-1-phthalimido-2-propanol (153757-02-9) → 1-amino-3-(3,5-dimethylphenoxy)-2-propanol (66766-07-2)

Guidance literature:

With hydrazine hydrate; In methanol; for 1.5h; Heating;

DOI:10.1021/jm00020a012

Reference yield:

3-chloro-1-(3,5-dimethylphenoxy)-2-propanol (59961-86-3) → 1-amino-3-(3,5-dimethylphenoxy)-2-propanol (66766-07-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / dimethylformamide / 2 h / Heating

2: 93 percent / hydrazine hydrate / methanol / 1.5 h / Heating

With hydrazine hydrate; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00020a012

Reference yield:

3,5-Dimethylphenol (108-68-9,50356-23-5) → 1-amino-3-(3,5-dimethylphenoxy)-2-propanol (66766-07-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 71 percent / piperidine hydrochloride / 6 h / 100 °C

2: 80 percent / dimethylformamide / 2 h / Heating

3: 93 percent / hydrazine hydrate / methanol / 1.5 h / Heating

With piperidine hydrochloride; hydrazine hydrate; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00020a012

upstream raw materials:

3-(3,5-dimethylphenoxy)-1-phthalimido-2-propanol

3-chloro-1-(3,5-dimethylphenoxy)-2-propanol

3,5-Dimethylphenol

Downstream raw materials:

metaxalone

4-acetamidophenyl N-<3-(3,5-dimethylphenoxy)-2-hydroxypropyl>carbamate

Refernces

• 1、 Vigroux, Alain,Bergon, Michel,Zedde, Chantal. "Cyclization-Activated Prodrugs: N-(Substituted 2-hydroxyphenyl and 2-hydroxypropyl)carbamates Based on Ring-Opened Derivatives of Active Benzoxazolones and Oxazolidinones as Mutual Prodrugs of Acetaminophen". . p. 3983 - 3994. Retrieved 2007/10/03.