Bromazine

Base Information

• Chemical Name: Bromazine
• CAS No.: 118-23-0
• Molecular Formula: C₁₇H₂₀BrNO
• Molecular Weight: 334.256
• Hs Code.: 2922199090
• European Community (EC) Number: 204-238-8
• UNII: T032BI7727
• DSSTox Substance ID: DTXSID6022688
• Nikkaji Number: J5.295G
• Wikipedia: Bromazine
• Wikidata: Q4926102
• NCI Thesaurus Code: C61654
• Pharos Ligand ID: ABLNZVJHDR3H
• Metabolomics Workbench ID: 145958
• ChEMBL ID: CHEMBL1201245
• Mol file: 118-23-0.mol

Synonyms:ambodryl;bromazine;bromodiphenhydramine;bromodiphenhydramine hydrochloride

Chemical Property of Bromazine

Chemical Property:

• Boiling Point: 397.3°Cat760mmHg
• PKA: pKa 8.64(H2O t = 25 c = 0.002 to 0.01) (Uncertain)
• Flash Point: 194.1°C
• PSA: 12.47000
• Density: 1.259g/cm³
• LogP: 4.11670
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 333.07283
• Heavy Atom Count: 20
• Complexity: 258

Purity/Quality:

98%,99%, ^*data from raw suppliers

BROMODIPHENHYDRAMINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)CCOC(C1=CC=CC=C1)C2=CC=C(C=C2)Br
• Uses: Antihistaminic.
• Therapeutic Function: Antihistaminic

Technology Process of Bromazine

There total 3 articles about Bromazine 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: 76.0%

2-(N,N-dimethylamino)ethanol (108-01-0) + 1-bromo-4-<(bromophenyl)methyl>benzene (18066-89-2) → 2-[(4-bromophenyl)phenylmethoxy]-N,N-dimethylethaneamine (118-23-0,29048-32-6)

Guidance literature:

In para-xylene; for 24h; Reflux; Inert atmosphere;

DOI:10.1021/acs.joc.9b03032

Reference yield:

phenyl(4-bromophenyl)methanol (29334-16-5) → 2-[(4-bromophenyl)phenylmethoxy]-N,N-dimethylethaneamine (118-23-0,29048-32-6)

Guidance literature:

Multi-step reaction with 2 steps

1: Acetyl bromide / benzene / 11 h / Reflux

2: 5,5-dimethyl-1,3-cyclohexadiene / 24 h / Reflux

With Acetyl bromide; In 5,5-dimethyl-1,3-cyclohexadiene; benzene;

DOI:10.1007/s00044-011-9891-y

Reference yield:

2-(N,N-dimethylamino)ethanol (108-01-0) → 2-[(4-bromophenyl)phenylmethoxy]-N,N-dimethylethaneamine (118-23-0,29048-32-6)

Guidance literature:

With xylene;

upstream raw materials:

2-(N,N-dimethylamino)ethanol

1-bromo-4-<(bromophenyl)methyl>benzene

phenyl(4-bromophenyl)methanol

Downstream raw materials:

[2-(4-bromo-benzhydryloxy)-ethyl]-dimethyl-amine; hydrochloride

4-[α-(2-dimethylamino-ethoxy)-benzyl]-phenol

Refernces

• 1、 Ahmadi, Abbas,Khalili, Mohsen,Hajikhani, Ramin,Safari, Narjes,Nahri-Niknafs, Babak. "Anti-inflammatory effects of two new methyl and morpholine derivatives of diphenhydramine on rats". . p. 3532 - 3540. Retrieved 2013/02/25.