Dazoxiben

Base Information

• Chemical Name: Dazoxiben
• CAS No.: 78218-09-4
• Molecular Formula: C12H12 N2 O3
• Molecular Weight: 232.239
• UNII: 09ZFC7974Q
• DSSTox Substance ID: DTXSID9045639
• Nikkaji Number: J32.867G
• Wikipedia: Dazoxiben
• Wikidata: Q5243688
• NCI Thesaurus Code: C171920
• Pharos Ligand ID: BU5T7G9Q3BUM
• Metabolomics Workbench ID: 147592
• ChEMBL ID: CHEMBL267473
• Mol file: 78218-09-4.mol

Synonyms:4-(2-(1H-imidazol-1-yl)ethoxy)benzoic acid hydrochloride;dazoxiben;dazoxiben hydrochloride;UK 37248;UK 37248-01;UK-37,248;UK-37,248-01;UK-37248

Chemical Property of Dazoxiben

Chemical Property:

• Vapor Pressure: 1.83E-10mmHg at 25°C
• Melting Point: 230-235 ºC
• Refractive Index: 1.593
• Boiling Point: 491.2 °C at 760 mmHg
• Flash Point: 250.9 °C
• PSA: 64.35000
• Density: 1.25 g/cm³
• LogP: 1.66030
• Storage Temp.: 2-8°C
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 232.08479225
• Heavy Atom Count: 17
• Complexity: 252

Purity/Quality:

99% ^*data from raw suppliers

Dazoxiben 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)O)OCCN2C=CN=C2

Technology Process of Dazoxiben

There total 5 articles about Dazoxiben 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:

4-(2-Imidazol-1-yl-ethoxy)-benzoic acid ethyl ester (78712-84-2) → dazoxiben (78218-09-4)

Guidance literature:

With sodium hydroxide; for 1h; Ambient temperature;

DOI:10.1021/jm00142a005

Reference yield:

4-(2-Bromo-ethoxy)-benzoic acid ethyl ester (41386-38-3) → dazoxiben (78218-09-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaH / 1.) DMF, 90 deg C, 1 h, 2.) DMF, 90 deg C, 1 h

2: aq. NaOH / 1 h / Ambient temperature

With sodium hydroxide; sodium hydride;

DOI:10.1021/jm00142a005

Reference yield:

methyl 4-(2-bromoethoxy)benzoate (56850-91-0) → dazoxiben (78218-09-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 91.7 percent / glacial AcOH, 92percent H₂SO₄ / 5 h / Heating

2: butan-1-ol / 10 h / Heating

With sulfuric acid; acetic acid; In butan-1-ol;

DOI:10.1007/BF02226528

upstream raw materials:

4-(2-Imidazol-1-yl-ethoxy)-benzoic acid ethyl ester

1H-imidazole

4-(β-bromoethoxy)benzoic acid

methyl 4-(2-bromoethoxy)benzoate

Downstream raw materials:

N-[4-(2-imidazol-1-yl)ethoxybenzoyl]morpholine

3-ethyl 5-[2-[4-[2-(1-imidazolyl)-ethoxy]-benzoyloxy]-ethyl]2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

N-Methylsulphonyl-4-[2-(1-imidazolyl)ethoxy]benzenecarboximidic acid

N-methylsulphonyl-4-[2-(1-imidazolyl)ethoxy]benzenecarboxamidic acid

Refernces

• 1、 Iizuka,Akahane,Momose,Nakazawa,Tanouchi,Kawamura,Ohyama,Kajiwara,Iguchi,Okada,Taniguchi,Miyamoto,Hayashi. "Highly selective inhibitors of thromboxane synthetase. 1. Imidazole derivatives". . p. 1139 - 1148. Retrieved 2007/10/02.