40828-46-4Relevant articles and documents
Preparation method of aryl propionic acid compound
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Page/Page column 0121-0125, (2020/10/04)
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.
Synthesis of bis(heteroaryl) ketones by removal of benzylic CHR and CO groups
Maji, Arun,Rana, Sujoy,Akanksha,Maiti, Debabrata
, p. 2428 - 2432 (2014/03/21)
A copper-catalyzed method for synthesis of diaryl ketones (Ar-CO-Ar′) through removal of benzylic -CH2-, -CO-, and -CHR- groups from Ar-CO-CXR-Ar′ has been discovered. A number of symmetrical and unsymmetrical heterocyclic ketones, which are usually difficult to synthesize, can be prepared in good to excellent yields. This method was applied to the synthesis of the nonsteroidal anti-inflammatory drug suprofen (47 % yield over three steps). Based on preliminary mechanistic and kinetic studies, an active Cu/O2 species is proposed to mediate the rearrangement reaction. Snip snip: A copper-catalyzed method for synthesis of diaryl ketones by removal of benzylic CH2, CO, and CHR groups has been discovered. A number of symmetrical and unsymmetrical heterocyclic ketones, which are usually difficult to synthesize, can be prepared in good to excellent yields. Preliminary mechanistic studies indicate that an active Cu/O2 species mediates the rearrangement. Copyright
An efficient and practical sequential one-pot synthesis of suprofen, ketoprofen and other 2-arylpropionic acids
Neumann, Helfried,Brennfuehrer, Anne,Beller, Matthias
scheme or table, p. 2437 - 2442 (2009/10/06)
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.
A general synthesis of diarylketones by means of a three-component cross-coupling of aryl and heteroaryl bromides, carbon monoxide, and boronic acids
Neumann, Helfried,Brennfuehrer, Anne,Beller, Matthias
scheme or table, p. 3645 - 3652 (2009/04/11)
Pd(OAc)2/di-1-adamantyl-n-butylphosphine (cataCXium A) is highly active in the three-component Suzuki carbonylation and represents the most general catalyst system reported up to now. A broad range of aryl/heteroaryl bromides and aryl boronic acids can be coupled to the corresponding diarylketones at low catalyst loadings.
Easy and General Method for the Preparation of m- and p-Acylbenzoic Acids: A New Synthesis of rac-Suprofen
Camps, Pelayo,Gimenez, Silvia,Farres, Xavier,Mauleon, David,Carganico, Germano
, p. 641 - 644 (2007/10/02)
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
Prodrug derivatives of carboxylic acid drugs
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, (2008/06/13)
Novel ester derivatives of carboxylic acid medicaments of formula (I), wherein R--COO--represents the acyloxy residue of a carboxylic acid drug or medicament, n is an integrer from 1 to 3, and R1 and R2 are the same or different and are selected from a group consisting of an alkyl, an alkenyl, an aryl, an aralkyl, a cycloalkyl and which group may be unsubstituted or substituted, or R1 and R2 together with the N forms a 4-, 5-, 6- or 7-membered heterocyclic ring, which in addition to the nitrogen atom may contain one or two further heteroatoms selected from the group consisting of nitrogen, oxygen and sulfur and which heterocyclic group may be substituted. These compounds are highly biolabile prodrug forms of the corresponding carboxylic acid compounds and are highly susceptible to undergoing enzymatic hydrolysis in vivo whereas they are highly stable in aqueous solution. The novel derivatives are less irritating to mucosa than the parent carboxylic acids and may provide an improved bio-availability of the drugs.
Derivatives of antiphlogistically effective carboxylic acids, their preparation and medicinal use
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, (2008/06/13)
Compounds of Formula I STR1 wherein R1 is the residue of an antiphlogistically effective carboxylic acid of the formula R1 COOH, n is an integer 1, 2, or 3, and X is oxygen, sulfur, or optionally alkylated nitrogen have valuable antiinflammatory activity.
Esters and amides containing the 1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indole-3-acetyl moiety
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, (2008/06/13)
Compounds of the formula STR1 wherein each X, which may be identical or different from the other X, is oxygen or imino; R1 is hydrogen, fluorine, chlorine or bromine; R2 and R3, which may be identical or different from each other, are each hydrogen; unsubstituted or mono-substituted alkyl of 1 to 6 carbon atoms, where the substituent is phenyl or dialkylamino with 1 to 3 carbon atoms in each alkyl moiety; pyridyl; or cycloalkyl of 5 to 7 carbon atoms; R2 and R3, together with each other and the nitrogen atoms to which they are attached, are pyrrolidino, piperidino, hexamethyleneimino, morpholino, N-aryl-piperazino or N-(alkyl of 1 to 3 carbon atoms)-piperazino; A is cycloalkylene of 5 to 7 carbon atoms; unsubstituted or substituted alkylene of 2 to 10 carbon atoms, where the substituents are one to two alkyls of 1 to 3 carbon atoms each, one to two carbalkoxys of 2 to 4 carbon atoms each, one to two phenyls, one to four hydroxyls, one halomethyl, one hydroxymethyl, one alkanoyloxy of 1 to 18 carbon atoms, one alkanoyloxymethyl of 1 to 18 carbon atoms in the alkanoyl moiety or one STR2 where R1, R2 and R3 have the meanings previously defined; or alkylene of 2 to 10 carbon atoms interrupted by oxygen, sulfur, sulfoxide, sulfonyl, phenyl, cyclohexyl, pyridyl, piperazino or unsubstituted or substituted imino, where the substituent on the imino group is alkyl of 1 to 6 carbon atoms, phenyl or phenylalkyl of 1 to 3 carbon atoms in the alkyl moiety; B is the acyl residue of an antiphlogistic carboxylic acid; and their non-toxic, pharmacologically acceptable acid addition salts. The compounds as well as their salts are useful as anti-inflammatories.
Topical anti-inflammatory drug therapy
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, (2008/06/13)
A pharmaceutical composition for topical treatment of cutaneous disorders or disruptions characterized by skin inflammation or hyperproliferative epidermal activity comprises the combination of a topically active anti-inflammatory corticosteroid and a non-steroidal anti-inflammatory agent which is an inhibitor of prostaglandin synthetase selected from the group consisting of the hydratropic acid derivatives; acetylsalicylic acid; the pyrazolone derivatives; the fenamic acid derivatives; the aroyl-substituted pyrroles and the substituted arylacetohydroxamic acids in a pharmaceutically acceptable topical vehicle. Treatment of above cutaneous disorders may also be effected by concurrent therapy using separate applications of corticosteroid and non-steroid.
Novel α-thio-alkanoic acid derivatives
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, (2008/06/13)
Novel α-thio-alkanoic acid derivatives and a process for their preparation. These novel compounds can be easily converted to useful medicines.
