Bermoprofen

Base Information

• Chemical Name: Bermoprofen
• CAS No.: 78499-27-1
• Deprecated CAS: 72619-34-2
• Molecular Formula: C₁₈H₁₆O₄
• Molecular Weight: 296.323
• UNII: CWU66767HF
• DSSTox Substance ID: DTXSID30868150
• Nikkaji Number: J20.560E
• Wikidata: Q27275866
• NCI Thesaurus Code: C73078
• ChEMBL ID: CHEMBL10634
• Mol file: 78499-27-1.mol

Synonyms:2-(8-methyl-10,11-dihydro-11-oxodibenz(b,f)oxepin-2-yl)propionic acid;AD 1590;AD-1590;bermoprofen

Chemical Property of Bermoprofen

Chemical Property:

• Melting Point: 128-129°
• Refractive Index: 1.5400 (estimate)
• Boiling Point: 397.92°C (rough estimate)
• PSA: 63.60000
• Density: 1.1874 (rough estimate)
• LogP: 3.71420
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 296.10485899
• Heavy Atom Count: 22
• Complexity: 446

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Safety Statements: Poison by ingestion, intraperitoneal, and subcutaneous routes. Experimental reproductive effects. When heated to decomposition i

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1)OC3=C(C=C(C=C3)C(C)C(=O)O)C(=O)C2

Technology Process of Bermoprofen

There total 6 articles about Bermoprofen 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: 65.3%

dl-2-[4-(2'-carboxymethyl-4'-methylphenoxy)phenyl]propionic acid (78490-40-1) → Bermoprofen (78499-27-1,72619-34-2)

Guidance literature:

With PPA; In water;

Reference yield:

1-(2-iodo-5-methylphenyl)ethanone (52107-82-1) → Bermoprofen (78499-27-1,72619-34-2)

Guidance literature:

Multi-step reaction with 4 steps

1: K₂CO₃, Cu, pyridine / 3 h / 140 - 150 °C

2: S / 5 h / 140 - 150 °C

3: aq. H₂SO₄, AcOH / 6 h / Heating

4: 64 percent / PPA / 0.5 h / 130 °C

With pyridine; sulfuric acid; copper; potassium carbonate; sulfur; acetic acid;

DOI:10.1021/jm00351a012

Reference yield:

methyl 2-(4-hydroxyphenyl)propanoate (65784-33-0) → Bermoprofen (78499-27-1,72619-34-2)

Guidance literature:

Multi-step reaction with 4 steps

1: K₂CO₃, Cu, pyridine / 3 h / 140 - 150 °C

2: S / 5 h / 140 - 150 °C

3: aq. H₂SO₄, AcOH / 6 h / Heating

4: 64 percent / PPA / 0.5 h / 130 °C

With pyridine; sulfuric acid; copper; potassium carbonate; sulfur; acetic acid;

DOI:10.1021/jm00351a012

upstream raw materials:

dl-2-[4-(2'-carboxymethyl-4'-methylphenoxy)phenyl]propionic acid

1-(2-iodo-5-methylphenyl)ethanone

methyl 2-(4-hydroxyphenyl)propanoate

2-[4-(2-Acetyl-4-methyl-phenoxy)-phenyl]-propionic acid methyl ester

Downstream raw materials:

2-(2-hydroxyethoxy)ethyl dl-2-(8-methyl-10,11-dihydro-11-oxodibenz[b,f]oxepin-2-yl)propionate

2-(7-Methyl-9-oxo-9H-xanthen-2-yl)-propionic acid

2-(1-Carboxy-ethyl)-9-hydroxy-7-methyl-9H-xanthene-9-carboxylic acid

C₁₈H₁₆O₇

Refernces

• 1、 Nagai, Yasutaka,Irie, Akira,Nakamura, Hideo,Hino, Katsuhiko,Uno, Hitoshi,Nishimura, Haruki. "Nonsteroidal Antiinflammatory Agents. 1. 10,11-Dihydro-11-oxodibenzoxepinacetic Acids and Related Compounds". . p. 1065 - 1070. Retrieved 2007/10/02.