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DL-2-(4-Carboxyphenyl)propionic Acid, also known as 4-Carboxy-α-methylbenzeneacetic acid, is a degradation product of Ibuprofen that arises from oxidative and thermal treatments. It is an impurity found in Ibuprofen, a widely used nonsteroidal anti-inflammatory drug (NSAID) for pain relief, fever reduction, and inflammation management.

67381-50-4

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67381-50-4 Usage

Uses

Since DL-2-(4-Carboxyphenyl)propionic Acid is a degradation product and impurity of Ibuprofen, its primary use is in the context of pharmaceutical manufacturing and quality control. It is important to monitor and control the presence of this impurity in Ibuprofen products to ensure safety, efficacy, and compliance with regulatory standards.
Used in Pharmaceutical Manufacturing:
DL-2-(4-Carboxyphenyl)propionic Acid is used as a reference compound for the development and validation of analytical methods to detect and quantify impurities in Ibuprofen products. This helps in maintaining the quality and purity of the final drug product.
Used in Quality Control:
DL-2-(4-Carboxyphenyl)propionic Acid is used as a control substance in quality control testing of Ibuprofen products. It helps in assessing the performance of analytical methods and ensuring that the Ibuprofen products meet the required specifications and standards.

Check Digit Verification of cas no

The CAS Registry Mumber 67381-50-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,7,3,8 and 1 respectively; the second part has 2 digits, 5 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 67381-50:
(7*6)+(6*7)+(5*3)+(4*8)+(3*1)+(2*5)+(1*0)=144
144 % 10 = 4
So 67381-50-4 is a valid CAS Registry Number.
InChI:InChI=1/C10H10O4/c1-6(9(11)12)7-2-4-8(5-3-7)10(13)14/h2-6H,1H3,(H,11,12)(H,13,14)

67381-50-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-Carboxy-α-methylbenzeneacetic Acid

1.2 Other means of identification

Product number -
Other names 4-(1-Carboxyethyl)benzoic acid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:67381-50-4 SDS

67381-50-4Relevant academic research and scientific papers

Preparation method of organic carboxylic acid

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Paragraph 0050-0052, (2019/10/15)

The invention discloses a preparation method of organic carboxylic acid. The preparation method comprises the following steps that catalysts, olefins, water and solvents are added into a reaction container; CO is introduced; heating reaction is performed; after the reaction completion, separation is performed to obtain organic carboxylic acid; the catalysts comprise transition metal catalysts, ligands and catalysis assistants; the catalysis assistants comprise Lewis acid salt. The preparation method has the advantages that the dependency on protonic acid in the prior art is avoided; the Lewisacid salt is used as the catalysis assistant, so that the corrosion of a reaction system on equipment can be effectively prevented; the requirements on equipment are lowered. The preparation method has excellent substrate practicability; the operation steps are simple and fast; the reaction conditions are mild and are easy to control; the raw materials are cheap and can be easily obtained; the product yield and the product purity are high; the preparation method is suitable for large-scale industrial production; the normal/iso ratio of reaction products can be regulated and controlled throughthe catalysis assistants; the defects of regulating and controlling the normal/iso ratio of the reaction products by traditional phosphine ligands are overcome; the reaction progress of the reaction is simplified; the cost is favorably reduced.

Abiotic degradation and environmental toxicity of ibuprofen: Roles of mineral particles and solar radiation

Rubasinghege, Gayan,Gurung, Rubi,Rijal, Hom,Maldonado-Torres, Sabino,Chan, Andrew,Acharya, Shishir,Rogelj, Snezna,Piyasena, Menake

, p. 22 - 32 (2017/12/26)

The growing medical and personal needs of human populations have escalated release of pharmaceuticals and personal care products into our natural environment. This work investigates abiotic degradation pathways of a particular PPCP, ibuprofen, in the presence of a major mineral component of soil (kaolinite clay), as well as the health effects of the primary compound and its degradation products. Results from these studies showed that the rate and extent of ibuprofen degradation is greatly influenced by the presence of clay particles and solar radiation. In the absence of solar radiation, the dominant reaction mechanism was observed to be the adsorption of ibuprofen onto clay surface where surface silanol groups play a key role. In contrast, under solar radiation and in the presence of clay particles, ibuprofen breaks down to several fractions. The decay rates were at least 6-fold higher for irradiated samples compared to those of dark conditions. Toxicity of primary ibuprofen and its secondary residues were tested on three microorganisms: Bacillus megaterium, Pseudoaltermonas atlantica; and algae from the Chlorella genus. The results from the biological assays show that primary PPCP is more toxic than the mixture of secondary products. Overall, however, biological assays carried out using only 4-acetylbenzoic acid, the most abundant secondary product, show a higher toxic effect on algae compared to its parent compound.

Regioselectivity inversion tuned by iron(iii) salts in palladium-catalyzed carbonylations

Huang, Zijun,Cheng, Yazhe,Chen, Xipeng,Wang, Hui-Fang,Du, Chen-Xia,Li, Yuehui

supporting information, p. 3967 - 3970 (2018/04/23)

Impactful regioselectivity control is crucial for cost-effective chemical synthesis. By using cheap and abundant iron(iii) salts, the hydroxycarbonylations of both aromatic and aliphatic alkenes were significantly enhanced in both reactivity and selectivity (iso/n or n/iso up to >99:1). Moreover, Pd-catalyzed carbonylation selectivity can be switched from branched to linear by using different Fe(iii) salts. In addition, similar results were obtained for the carbonylation of secondary alcohols.

Investigations in sono-enzymatic degradation of ibuprofen

Chakma, Sankar,Moholkar, Vijayanand S.

, p. 485 - 494 (2015/11/24)

The drug ibuprofen (IBP) appears frequently in the wastewater discharge from pharmaceutical industries. This paper reports studies in degradation of IBP employing hybrid technique of sono-enzymatic treatment. This paper also establishes synergy between individual mechanisms of enzyme and sonolysis for IBP degradation by identification of degradation intermediates, and Arrhenius & thermodynamic analysis of the experimental data. Positive synergy between sonolysis and enzyme treatment is attributed to formation of hydrophilic intermediates during degradation. These intermediates form due to hydroxylation and oxidation reactions induced by radicals formed during transient cavitation. Activation energy and enthalpy change in sono-enzymatic treatment are lower as compared to enzyme treatment, while frequency factor and entropy change are higher as compared to sonolysis. Degradation of IBP in sono-enzymatic treatment is revealed to be comparable with other hybrid techniques like photo-Fenton, sono-photocatalysis, and sono-Fenton.

SUBSTITUTED PHENYLLUREAS AND PHENYLAMIDES AS VANILLOID RECEPTOR LIGANDS

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Page/Page column 94; 95, (2010/11/18)

The invention relates to substituted phenylureas and phenylamides of formula (I), to processes for the preparation thereof, to pharmaceutical compositions containing these compounds and also to the use of these compounds for preparing pharmaceutical compositions.

DIRECT, REGIOSELECTIVE HYDROCARBOXYLATION OF ALKYNES TO SATURATED ACIDS BY COBALT AND NICKEL CATALYSTS UNDER PHASE TRANSFER CONDITIONS

Lee, Jong-Tae,Alper, Howard

, p. 1769 - 1770 (2007/10/02)

Phase transfer catalyzed carbonylation of alkynes in the presence of cobalt chloride, potassium cyanide, and nickel cyanide affords saturated carboxylic acids, with good selectivity observed for the branched-chain isomer.

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