14161-84-3

Usage

Uses

Used in Pharmaceutical Industry:
2-(3-Chlorophenyl)propionic acid is used as a nonsteroidal anti-inflammatory drug (NSAID) for its pain-relieving and anti-inflammatory properties. It is particularly effective in treating conditions such as arthritis, menstrual cramps, and muscle pain due to its mechanism of action, which involves inhibiting the production of prostaglandins, chemicals in the body that are responsible for causing pain and inflammation.
However, the use of 2-(3-Chlorophenyl)propionic acid should be approached with caution due to potential side effects, including stomach upset, dizziness, and headaches. It is recommended that 2-(3-CHLOROPHENYL)PROPIONIC ACID be used under the supervision of a healthcare professional to ensure safe and effective treatment.

Upstream product

• 124-38-9 carbon dioxide 
• 34887-78-0 1-chloro-3-(1-chloroethyl)benzene 
• 201230-82-2 carbon monoxide 
• 65130-47-4 3-chloro-α-bromoethylbenzene 
• 86998-06-3 benzyl 2-(3-chlorophenyl)-2-benzylsulfonylpropionate 
• 1878-65-5 3-chlorophenylacetic acid 
• 74-88-4 methyl iodide 
• 2039-85-2 3-Chlorostyrene 
• 14271-35-3 rac-2-(3-chlorophenyl)propanenitrile 
• 108-37-2 1-bromo-3-chlorobenzene 
• 62123-73-3 ethyl 2‐(3‐chlorophenyl)‐2‐oxoacetate 
• 1101067-22-4 ethyl 2-(3-chlorophenyl)acrylate 
• 107473-99-4 2-(3-chlorophenyl)acrylic acid 
• 197235-80-6 (S)-2-(3-Chloro-phenyl)-1-((1R,2R)-2-ethyl-1-oxo-1λ⁴-[1,3]dithian-2-yl)-propan-1-one 

Downstream Products

• 103040-42-2 Methyl-2-(3-chlorophenyl) propanoate 
• 14161-87-6 1-Chloro-3-((Z)-1-methyl-2-phenyl-propenyl)-benzene 
• 14161-86-5 1-Chloro-3-(1-methyl-2-phenyl-allyl)-benzene 
• 1394168-74-1 2-(3-chlorophenyl)-2-fluoropropanoic acid 
• 1394168-99-0 ethyl 2-(3-chlorophenyl)-2-fluoropropanoate 
• 64798-35-2 2-(3-chlorophenyl)-2-methylpropanoic acid 
• 1082555-06-3 2-(3-chlorophenyl) propan-1-amine 
• 65487-35-6 2-(3-chlorophenyl) propanamide 
• 99-02-5 3'-Chloroacetophenone 
• 120121-01-9 (R)-1-(3-chlorophenyl)-ethanol 
• 120121-01-9 1-(m-Chlorophenyl)ethanol 
• 103040-42-2 (S)-methyl 2-(3-chlorophenyl)propanoate 

Relevant academic research and scientific papers

2-(Halogenated Phenyl) acetamides and propanamides as potent TRPV1 antagonists

A series consisting of 117 2-(halogenated phenyl) acetamide and propanamide analogs were investigated as TRPV1 antagonists. The structure–activity analysis targeting their three pharmacophoric regions indicated that halogenated phenyl A-region analogs exhibited a broad functional profile ranging from agonism to antagonism. Among the compounds, antagonists 28 and 92 exhibited potent antagonism toward capsaicin for hTRPV1 with Ki[CAP] = 2.6 and 6.9 nM, respectively. Further, antagonist 92 displayed promising analgesic activity in vivo in both phases of the formalin mouse pain model. A molecular modeling study of 92 indicated that the two fluoro groups in the A-region made hydrophobic interactions with the receptor.

Harnessing Applied Potential: Selective β-Hydrocarboxylation of Substituted Olefins

The construction of carboxylic acid compounds in a selective fashion from low value materials such as alkenes remains a long-standing challenge to synthetic chemists. In particular, β-addition to styrenes is underdeveloped. Herein we report a new electrosynthetic approach to the selective hydrocarboxylation of alkenes that overcomes the limitations of current transition metal and photochemical approaches. The reported method allows unprecedented direct access to carboxylic acids derived from β,β-trisubstituted alkenes, in a highly regioselective manner.

Deracemizing α-Branched Carboxylic Acids by Catalytic Asymmetric Protonation of Bis-Silyl Ketene Acetals with Water or Methanol

We report a highly enantioselective catalytic protonation of bis-silyl ketene acetals. Our method delivers α-branched carboxylic acids, including nonsteroidal anti-inflammatory arylpropionic acids such as Ibuprofen, in high enantiomeric purity and high yields. The process can be incorporated in an overall deracemization of α-branched carboxylic acids, involving a double deprotonation and silylation followed by the catalytic asymmetric protonation.

AZABICYCLO AND DIAZEPINE DERIVATIVES FOR TREATING OCULAR DISORDERS

The present invention provides in one aspect azabicycio and diazepine derivatives useful as modulators of muscarinic receptors. In another aspect, the present invention provides pharmaceutical compositions for treating ocular diseases, the compositions comprising at least one muscarinic receptor modulator. Formulae (I) & (II):

Enantioselective Decarboxylative Cyanation Employing Cooperative Photoredox Catalysis and Copper Catalysis

The merger of photoredox catalysis with asymmetric copper catalysis have been realized to convert achiral carboxylic acids into enantiomerically enriched alkyl nitriles. Under mild reaction conditions, the reaction exhibits broad substrate scope, high yields and high enantioselectivities. Furthermore, the reaction can be scaled up to synthesize key chiral intermediates to bioactive compounds.

New Strategy for Forging Contiguous Quaternary Carbon Centers via H 2 O 2 -Mediated Ring Contraction

Stereospecific construction of contiguous quaternary carbon centers constitutes a major challenge in natural product synthesis. A general protocol that enables stereospecific construction of all stereoisomers of such a moiety remains elusive. In this article, we will discuss the oxidative ring contraction of all-substituted cyclic α-formyl ketones mediated by H 2 O 2, which provides a facile access to the stereospecific construction of contiguous quaternary carbon centers.

Asymmetric Hydrogenation of α-Substituted Acrylic Acids Catalyzed by a Ruthenocenyl Phosphino-oxazoline-Ruthenium Complex

Asymmetric hydrogenation of various α-substituted acrylic acids was carried out using RuPHOX-Ru as a chiral catalyst under 5 bar H2, affording the corresponding chiral α-substituted propanic acids in up to 99% yield and 99.9% ee. The reaction could be performed on a gram-scale with a relatively low catalyst loading (up to 5000 S/C), and the resulting product (97%, 99.3% ee) can be used as a key intermediate to construct bioactive chiral molecules. The asymmetric protocol was successfully applied to an asymmetric synthesis of dihydroartemisinic acid, a key intermediate required for the industrial synthesis of the antimalarial drug artemisinin.

Ferrocenyl chiral bisphosphorus ligands for highly enantioselective asymmetric hydrogenation via noncovalent ion pair interaction

A new class of ferrocenyl chiral bisphosphorus ligand, Wudaphos, was developed, and exhibits excellent ee and activity (ee up to 99%, TON up to 20000) for the asymmetric hydrogenation of both 2-aryl and 2-alkyl acrylic acids through ion pair noncovalent interaction under base free and mild reaction conditions. Well-known anti-inflammatory drugs such as naproxen and ibuprofen together with the intermediate for the preparation of Roche ester and some bioactive compounds were also efficiently obtained with excellent ee. Control experiments were conducted and revealed that the ion pair noncovalent interaction and chain length played important roles.

Chiral diphosphine ligand in asymmetric hydrogenation thereof and related application of the catalyst in the reaction (by machine translation)

The invention discloses a chiral diphosphine ligand based on ferrocene skeleton in asymmetric hydrogenation thereof and related application of the catalyst in the reaction. This kind of novel chiral diphosphine ligand has as the general formula I The structure of the shown, wherein R 1 can be is methyl, phenyl, tert-butyl, hydroxy, etc.. R 2 can be ethyl, phenyl, cyclohexyl, methyl phenyl, tert-butyl, 3,5-dimethyl phenyl, 3,5-di-tert-butyl phenyl, 3,5-di-tert-butyl-4-methoxybenzene, 2,6-dimethoxyphenyl, 2,6-dimethyl phenyl, anthryl. At the same time, two phosphine atom bridged between the can is phenyl, naphthyl, alkyl or the like. At the same time, this invention has disclosed this kind of novel chiral diphosphine ligand synthesis and in preparation of chiral pharmaceutical ibuprofen and a naproxen, and the like. (by machine translation)

Oxidative rearrangement of malondialdehyde: Substrate scope and mechanistic insights

A novel oxidative rearrangement of malondialdehyde was described. Under the effect of H2O2, malondialdehyde smoothly transferred to carboxylic acid with C-C bond cleavage in good to excellent yields. Mechanistic studies showed that this reaction proceeded via the formation of a 1,2-dioxolane intermediate, followed by concert C-C, O-O, C-H bond cleavage and a hydride shift.