136450-06-1

Basic information

• Product Name: 3''-ACETYL-2''-HYDROXY-4-(4-PHENYLBUTOXY)BENZANILIDE
• Synonyms: 3''-ACETYL-2''-HYDROXY-4-(4-PHENYLBUTOXY)BENZANILIDE;N-(3-acetyl-2-hydroxyphenyl)-4-(4-phenylbutoxy)benzamide;3-[4-(4-Phenylbutoxy)benzoylamino]-2-hydroxyacetophenone;3'-[4-(4-Phenylbutoxy)benzoylamino]-2'-hydroxyacetophenone (Pranlukast)
• CAS NO: 136450-06-1
• Molecular Formula: C₂₅H₂₅NO₄
• Molecular Weight: 403.47
• EINECS: 416-150-9
• Mol File: 136450-06-1.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 528 oC at 760mmHg
• Flash Point: 273.2 oC
• Appearance: /
• Density: 1.213g/cm³
• Vapor Pressure: 9.1E-12mmHg at 25°C
• Refractive Index: 1.626
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 9.50±0.40(Predicted)
• CAS DataBase Reference: 3''-ACETYL-2''-HYDROXY-4-(4-PHENYLBUTOXY)BENZANILIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3''-ACETYL-2''-HYDROXY-4-(4-PHENYLBUTOXY)BENZANILIDE(136450-06-1)
• EPA Substance Registry System: 3''-ACETYL-2''-HYDROXY-4-(4-PHENYLBUTOXY)BENZANILIDE(136450-06-1)

Safety Data

• Statements: 53
• Safety Statements: 61
• Hazardous Substances Data: 136450-06-1(Hazardous Substances Data)

Usage

General Description

3''-Acetyl-2''-hydroxy-4-(4-phenylbutoxy)benzanilide, also known as hydroxyphenbutazone, is a chemical compound that belongs to the class of benzanilides. It is an analgesic and anti-inflammatory drug that is a derivative of phenylbutazone, with an additional acetyl group and hydroxy group attached to the benzene ring. 3''-ACETYL-2''-HYDROXY-4-(4-PHENYLBUTOXY)BENZANILIDE has been used in the treatment of pain and inflammation, and its mechanism of action is believed to involve inhibition of prostaglandin synthesis. However, due to potential side effects and safety concerns, its use has been limited and it is no longer widely used in clinical practice.

InChI:InChI=1/C25H25NO4/c1-18(27)22-11-7-12-23(24(22)28)26-25(29)20-13-15-21(16-14-20)30-17-6-5-10-19-8-3-2-4-9-19/h2-4,7-9,11-16,28H,5-6,10,17H2,1H3,(H,26,29)

Upstream product

• 203311-23-3 4-(4-phenylbutoxy)iodobenzene 
• 70977-72-9 3'-Amino-2'-hydroxyacetophenone 
• 108807-05-2 4-(4-phenyl-1-butoxy)benzoyl chloride 
• 30131-16-9 4-(4-phenyl-1-butoxy)benzoic acid 
• 99-03-6 1-(3-aminophenyl)ethanone 

Downstream Products

• 103177-37-3 pranlukast 

Relevant articles and documents

Preparation method of pranlukast intermediate

The invention relates to the field of medicine synthesis, and particularly discloses a preparation method of a pranlukast intermediate. The preparation method of the pranlukast intermediate comprisesthe following steps: taking 4-phenylbutoxy benzoic acid and 3-amino-2-hydroxyacetophenone as raw materials, adding a phosphotungstic acid catalyst into a reaction system, and carrying out amidation reaction to obtain a target product 3-[4-(4-phenylbutoxy)benzoylamino]-2-hydroxyacetophenone. The preparation method provided by the invention has the advantage of environmental protection on the premise of ensuring the yield and purity of the target product.

New preparation method of Pranlukast

The invention provides a new preparation method of drug Pranlukast for treating asthma. The new preparation method includes the specific steps that with 2-aminophenol-4-sulfonic acid as a starting material, a key intermediate 3-amino-2-hydroxyacetophenone is prepared by means of acylation, Fries rearrangement and deprotection, then reacts with 4-(phenylbutoxy)benzoic acid, and then is subjected to condensation with ethyl 1H-tetrazole-5-acetate, and finally preparation is achieved through ring closing under the acidic condition. Compared with the prior art, the raw material used for the new preparation method is low in price and easy to obtain, industrialization of a process can be achieved easily, and the obtained final product is high in purity; and no dangerous process exists, equipment is simple, and the route is novel.

Process for the preparation of benzopyran compounds

PCT No. PCT/EP97/04328 Sec. 371 Date Feb. 8, 1999 Sec. 102(e) Date Feb. 8, 1999 PCT Filed Aug. 5, 1997 PCT Pub. No. WO98/06718 PCT Pub. Date Feb. 19, 1998A process for preparing certain substituted benzopyran compounds is disclosed.