43153-07-7

Basic information

• Product Name: (2RS)-2-(4-FORMYLPHENYL)PROPANOIC ACID
• Synonyms: IBUPROFEN IMPURITY K;(2RS)-2-(4-FORMYLPHENYL)PROPANOIC ACID;2-(p-Formylphenyl)propionic Acid;4-Formyl-a-methylbenzeneacetic Acid;rac 2-(4-Formylphenyl)propionic Acid (Ibuprofen Impurity K);4-ForMyl-α-Methylbenzeneacetic Acid;Ibuprofen IMpurity-K(EP/BP);rac 2-(4-Formylphenyl)propionic Acid
• CAS NO: 43153-07-7
• Molecular Formula: C₁₀H₁₀O₃
• Molecular Weight: 178.18
• Product Categories: Aromatics;Impurities;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 43153-07-7.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 352.3±17.0 °C(Predicted)
• Appearance: /
• Density: 1.222±0.06 g/cm3(Predicted)
• Storage Temp.: -20°C Freezer, Under Inert Atmosphere
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 4.11±0.10(Predicted)
• CAS DataBase Reference: (2RS)-2-(4-FORMYLPHENYL)PROPANOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (2RS)-2-(4-FORMYLPHENYL)PROPANOIC ACID(43153-07-7)
• EPA Substance Registry System: (2RS)-2-(4-FORMYLPHENYL)PROPANOIC ACID(43153-07-7)

Safety Data

• Hazardous Substances Data: 43153-07-7(Hazardous Substances Data)

Usage

Description

(2RS)-2-(4-FORMYLPHENYL)PROPANOIC ACID, also known as Ibuprofen EP Impurity K, is a degradation product of Ibuprofen that results from oxidative and thermal treatments. It is a white to off-white solid with chemical properties that make it distinct from the parent compound, Ibuprofen.

Uses

Used in Pharmaceutical Industry:
(2RS)-2-(4-FORMYLPHENYL)PROPANOIC ACID is used as an impurity reference substance for the quality control and analysis of Ibuprofen products. Its presence in Ibuprofen samples can indicate the extent of degradation due to oxidative and thermal stress, helping to ensure the safety and efficacy of the medication.
Used in Research and Development:
In the field of pharmaceutical research and development, (2RS)-2-(4-FORMYLPHENYL)PROPANOIC ACID serves as a valuable compound for studying the degradation mechanisms of Ibuprofen and other related drugs. This knowledge can be applied to improve the stability and shelf life of these medications, as well as to develop new formulations with enhanced resistance to degradation.
Used in Quality Control Laboratories:
(2RS)-2-(4-FORMYLPHENYL)PROPANOIC ACID is utilized as a reference material in quality control laboratories to validate and calibrate analytical methods for the detection and quantification of Ibuprofen impurities. This helps to maintain the accuracy and reliability of testing procedures, ensuring that Ibuprofen products meet the required standards for purity and potency.

Upstream product

• 362052-00-4 2-(4-cyano-phenyl)-propionic acid 
• 15687-27-1 ibuprofen 
• 111128-12-2 2-[4-(bromomethyl)phenyl]propanoic acid 
• 80530-55-8 2-[(p-chloromethyl)phenyl]propionic acid 
• 19693-76-6 2-(4-ethenylphenyl)-1,3-dioxolane 
• 124-38-9 carbon dioxide 
• 2510-99-8 ethyl 2-phenylpropanoate 
• 43153-03-3 2-(4-chloromethylphenyl)-propionic ethyl ester 
• 43153-04-4 ethyl 2-(4-formylphenyl)propionate 

Downstream Products

• 63476-31-3 2-[4-(1-Hydroxy-propyl)-phenyl]-propionic acid 
• 41387-33-1 2-(p-Propionylphenyl)propionsaeureethylester 
• 41387-21-7 2-[4-(6-Methyl-3-oxo-cyclohex-1-enyl)-phenyl]-propionic acid 
• 41441-61-6 2-(p-Decanoylphenyl)propionsaeureethylester 
• 344338-25-6 2-4-[(2-oxo-cyclohexylidene)methyl]phenylpropionic acid 
• 34961-64-3 4-formyldihydrocinnamic acid 
• 63476-34-6 2-[4-(1-Hydroxy-decyl)-phenyl]-propionic acid 
• 63476-30-2 2-(4-(1-hydroxyethyl)phenyl)propanoic acid 
• 50685-17-1 2-(4-benzothiazol-2-yl-phenyl)-propionic acid 
• 52787-34-5 2-[4-(4-oxo-thiazolidin-2-yl)-phenyl]-propionic acid 

Relevant articles and documents

Boryl Radical Activation of Benzylic C-OH Bond: Cross-Electrophile Coupling of Free Alcohols and CO2via Photoredox Catalysis

A new strategy for the direct cleavage of the C(sp3)-OH bond has been developed via activation of free alcohols with neutral diphenyl boryl radical generated from sodium tetraphenylborate under mild visible light photoredox conditions. This strategy has been verified by cross-electrophile coupling of free alcohols and carbon dioxide for the synthesis of carboxylic acids. Direct transformation of a range of primary, secondary, and tertiary benzyl alcohols to acids has been achieved. Control experiments and computational studies indicate that activation of alcohols with neutral boryl radical undergoes homolysis of the C(sp3)-OH bond, generating alkyl radicals. After reducing the alkyl radical into carbon anion under photoredox conditions, the following carboxylation with CO2 affords the coupling product.

Preparation method of loxoprofen sodium ring opened impurity

The invention relates to a preparation method of a loxoprofen sodium ring opened impurity, and belongs to the technical field of bulk drug preparation. The preparation method comprises the following steps: step one, carrying out substitution reactions between a compound represented by a formula I and hexamethylene tetramine in an organic solvent A, hydrolyzing the reaction product by inorganic acids to obtain a compound represented by a formula II; carrying out condensation reactions between the compound represented by the formula II and a compound represented by a formula III in an organic solvent B to obtain a compound represented by a formula IV; carrying out oxidation and ring opening reactions of the compound represented by the formula IV under the effect of an oxidant and inorganic alkalis to obtain the loxoprofen sodium ring opened impurity represented by a formula V. The invention provides a preparation method of the loxoprofen sodium ring opened impurity.

Regiocontrolled Photooxygenation of Ibuprofen by Pyrimidopteridinetetrone- and Anthraquinone-Oxygen Systems

Ibuprofen 4 underwent regiocontrolled photooxygenation on the propionic acid and isobutyl moieties in the presence of pyrimidopteridinetetrone 1- and anthraquinone 3- oxygen systems.