Brofoxine

Base Information

• Chemical Name: Brofoxine
• CAS No.: 21440-97-1
• Molecular Formula: C10H10BrNO2
• Molecular Weight: 256.099
• Hs Code.: 2934999090
• European Community (EC) Number: 244-389-7
• UNII: 6P1O8U403T
• DSSTox Substance ID: DTXSID4057685
• Nikkaji Number: J10.783B
• Wikidata: Q27265258
• NCI Thesaurus Code: C166953
• ChEMBL ID: CHEMBL2106168
• Mol file: 21440-97-1.mol

Synonyms:brofoxine;F.I. 6820

Chemical Property of Brofoxine

Chemical Property:

• Appearance/Colour: White or almost-white crystalline powder
• Vapor Pressure: 0.00711mmHg at 25°C
• Melting Point: 203-205oC
• Refractive Index: 1.554
• Boiling Point: 269.8 °C at 760 mmHg
• Flash Point: 117 °C
• PSA: 38.33000
• Density: 1.468 g/cm³
• LogP: 3.38430
• Storage Temp.: 2-8°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 254.98949
• Heavy Atom Count: 14
• Complexity: 255

Purity/Quality:

97% ^*data from raw suppliers

6-Bromo-4,4-dimethyl-1,4-dihydrobenzo-[d][1,3]oxazin-2-one 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C2=C(C=CC(=C2)Br)NC(=O)O1)C
• Uses: Antipsychotic.

Technology Process of Brofoxine

There total 7 articles about Brofoxine 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: 100.0%

1,1'-carbonyldiimidazole (530-62-1) + 2-(2-amino-5-bromophenyl)-propan-2-ol (304853-89-2) → brofoxine (21440-97-1)

Guidance literature:

In tetrahydrofuran; at 50 ℃;

DOI:10.1021/jm025555e

Reference yield: 72.8%

2-amino-4-bromo-benzoic acid methyl ester (135484-83-2) + methylmagnesium bromide (75-16-1) → brofoxine (21440-97-1)

Guidance literature:

2-amino-4-bromo-benzoic acid methyl ester; methylmagnesium bromide; In tetrahydrofuran; at 0 - 20 ℃; for 7h; Inert atmosphere;

With 1,1'-carbonyldiimidazole; In tetrahydrofuran; for 3h; Inert atmosphere;

Reference yield:

1,4-Dihydro-4,4-dimethyl-1,3-benzo[d]oxazin-2-one (21440-96-0) → brofoxine (21440-97-1)

Guidance literature:

With N-Bromosuccinimide; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 4h;

upstream raw materials:

1,1'-carbonyldiimidazole

2-(2-amino-5-bromophenyl)-propan-2-ol

5-bromo-2-aminobenzoic acid methyl ester

2-aminoacetophenone

Downstream raw materials:

(1,4-dihydro-4,4-dimethyl-2-oxo-2H-3,1-benzoxazin-6-yl)boronic acid

6-(3-Fluoro-phenyl)-4,4-dimethyl-1,4-dihydro-benzo[d] [1,3]-oxazin-2-one

6-(3-Methoxy-phenyl)4,4-dimethyl-1,4-dihydro-benzo [d] [1,3]-oxazin-2one

6-(3-chlorophenyl)-4,4-dimethyl-1,4-dihydro-2H-benzo[d][1,3]oxazine-2-one