40828-46-4

Basic information

• Product Name: Dolasteron
• Synonyms: 1H-Indole-3-carboxylic acid(2α，6α，8α，9αβ)-octahydro-3-oxo-2，6-methano-2H-quinolizin-8-yl ester;Dolasetron Methanesulformte;MDL-73147EF：Anzemet;2-[4-(Thiophene-2-carbonyl)phenyl]propanoic acid;a-Methyl-p-(2-thenoyl)phenylacetic acid;2-[4-(thiophene-2-carbonyl)phenyl]propionic acid;Suprofen (200 mg);α-Methyl-4-(2-thienylcarbonyl)benzeneacetic Acid
• CAS NO: 40828-46-4
• Molecular Formula: C₁₄H₁₂O₃S
• Molecular Weight: 260.30828
• EINECS: 255-096-9
• Product Categories: Heterocyclic Compounds;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Inhibitors
• Mol File: 40828-46-4.mol
• Article Data: 12

Chemical Properties

• Melting Point: 278°C
• Boiling Point: 373.57°C (rough estimate)
• Flash Point: 221.475 °C
• Appearance: /
• Density: 1.2959 (rough estimate)
• Vapor Pressure: 1.3E-08mmHg at 25°C
• Refractive Index: 1.5050 (estimate)
• Storage Temp.: -20°C Freezer
• PKA: 3.91(at 25℃)
• Water Solubility: soluble
• CAS DataBase Reference: Dolasteron(CAS DataBase Reference)
• NIST Chemistry Reference: Dolasteron(40828-46-4)
• EPA Substance Registry System: Dolasteron(40828-46-4)

Safety Data

• RIDADR: 3249
• HazardClass: 6.1(b)
• PackingGroup: III
• Hazardous Substances Data: 40828-46-4(Hazardous Substances Data)

Usage

Description

Suprofen is an arylpropionic acid analgesic/antiinflammatory agent with close structural resemblance to ketoprofen. It is more potent in many assays than indomethacin and ketoprofen and appears better tolerated.

Chemical Properties

Off-White to Light-Brown

Originator

Janssen (Belgium)

Uses

Prostaglandin biosynthesis inhibitor. Analgesic

Definition

ChEBI: An aromatic ketone that is thiophene substituted at C-2 by a 4-(1-carboxyethyl)benzoyl group.

Brand name

Profenal (Alcon);Algiamida;Algiasdi;Bordol;Erdol;Masterfen;Sufenid;Supranol;Surfex;MALDOCIL.

Veterinary Drugs and Treatments

Suprofen is a non-steroidal anti-inflammatory agent similar to flurbiprofen. Suprofen and flurbiprofen are phenylalkanoic acids that inhibit the cyclo-oxygenase enzymes responsible for conversion of arachadonic acid from cell membranes into various prostaglandins. These prostaglandins mediate certain aspects of ocular inflammation including disruption of the blood-aqueous barrier, uveal vasodilation, increases in intraocular pressure, and leakage of white blood cells and protein from uveal vessels into the aqueous humor. Prostaglandins cause iris sphincter constriction (miosis) independent of cholinergic mechanisms. Suprofen can inhibit this intraocular miosis and may also be useful in the management of uveal inflammation (usually in addition to topical steroids).

InChI:InChI=1/C14H12O3S/c1-9(14(16)17)10-4-6-11(7-5-10)13(15)12-3-2-8-18-12/h2-9H,1H3,(H,16,17)

Upstream product

• 52779-83-6 [4-(1-bromoethyl)phenyl]-2-thienyl ketone 
• 52841-34-6 p-(1-chloroethyl)phenyl thien-2-yl ketone 
• 52841-35-7 (4-bromomethyl-phenyl)-thiophen-2-yl-methanone 
• 52780-18-4 [4-(thiophene-2-carbonyl)-phenyl]-acetonitrile 
• 579-49-7 2-(4-fluorobenzoyl)thiophene 
• 88-15-3 2-Acetylthiophene 
• 1609104-48-4 1-(thiophen-2-yl)-2-(4-vinylphenyl)ethanone 
• 201230-82-2 carbon monoxide 
• 79204-44-7 (thiophen-3-yl)(4-vinylphenyl)methanone 
• 1003-09-4 2-bromothiophene 
• 2156-04-9 4-Vinylphenylboronic acid 
• 144-62-7 oxalic acid 
• 52779-85-8 p-(2-thenoyl)hydratroponitrile 
• 52779-57-4 methyl-[4-(thiophene-2-carbonyl)-phenyl]-malonic acid diethyl ester 

Downstream Products

• 52779-81-4 (4-ethylphenyl)(thiophen-2-yl)methanone 
• 57931-91-6 2-(dimethylamino)ethyl p-(2-thenoyl)hydratropate oxalate 
• 52779-95-0 ethyl p-(2-thenoyl)hydratropate 
• 52779-97-2 p-(2-thenoyl)hydratropic acid, sodium salt 
• 52780-02-6 2-(diethylamino)ethyl p-(2-thenoyl)hydratropate hydrochloride 
• 57931-92-7 3-(dimethylamino)propyl p-(2-thenoyl)hydratropate oxalate 
• 52780-12-8 (S)-Suprofen 
• 52780-13-9 (R)-Suprofen 
• 52841-36-8 2-[4-(2-thienylcarbonyl)phenyl]propanoic acid methyl ester 
• 52780-11-7 N-hydroxy-2-[4-(thiophene-2-carbonyl)-phenyl]-propionamide 
• 57931-90-5 propyl p-(2-thenoyl)hydratropate 
• 52780-05-9 N-phenyl-2-[4-(thiophene-2-carbonyl)-phenyl]-propionamide 
• 52780-07-1 4'-chloro-4-(2-thenoyl)hydratropanilide 
• 52780-10-6 2-[4-(thiophene-2-carbonyl)-phenyl]-propionamide 

Relevant articles and documents

Preparation method of aryl propionic acid compound

The invention provides a preparation method of an aryl propionic acid compound, wherein the preparation method comprises the following steps: carrying out acetylation reaction on substituted aryl benzene to obtain aryl acetophenone; carrying out hydrogenation reduction reaction on alpha-substituted aryl ethyl ketone to obtain alpha-substituted aryl ethanol; and in an acidic solution, introducing carbon monoxide gas into the alpha-substituted aryl ethanol, and carrying out a carbonylation reaction under the co-catalytic action of a main catalyst and a cocatalyst to obtain the aryl propionic acid compound, wherein the cocatalyst has the following structural formula described in the specification, R1 is one of hydrogen and a substituted carboxylic acid group, and R2 is one of hydrogen, halogen, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted C1-C6 alkoxy, substituted or unsubstituted C3-C12 naphthenic base, substituted carbonyl containing C6-C24 aryl or substitutedaryl, substituted carbonyl containing C3-C12 heterocyclic radical or substituted heterocyclic radical, phenyl, substituted phenyl, naphthyl and substituted naphthyl.

An efficient and practical sequential one-pot synthesis of suprofen, ketoprofen and other 2-arylpropionic acids

A novel sequential double carbonylation to synthesize anti-inflammatory drugs such as Ketoprofen and Suprofen has been developed. Starting from easily available aryl halides and arylboronic acids a one-pot carbonylative Suzuki and hydroxycarbonylation reaction sequence proceeds in good selectivity and high yield in the presence of the palladium/cataCXium A catalyst system. Applying optimized conditions different 2-arylpropionic acids were synthesized in good yields.

Easy and General Method for the Preparation of m- and p-Acylbenzoic Acids: A New Synthesis of rac-Suprofen

A method for the preparation of m- and p-acylbenzoic acids 3 based on the Claisen condensation of isophthalic or terephthalic diesters 1 with α-methylenecarboxylic esters 2 is described. p-Propionylbenzoic acid p-4 (R=Me) is used in a new synthesis of rac-suprofen (11). Key Words: Acylbenzoic acids / Claisen condensation / rac-Suprofen / Thalium(III) nitrate