59490-33-4

Basic information

• Product Name: 2-[(4-CHLOROBENZOYL)AMINO]-3-PHENYLPROPANOIC ACID
• Synonyms: L-Phenylalanine, N-(4-chlorobenzoyl)-
• CAS NO: 59490-33-4
• Molecular Formula: C₁₆H₁₄ClNO₃
• Molecular Weight: 303.74
• Mol File: 59490-33-4.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 533°C at 760 mmHg
• Flash Point: 276.1°C
• Appearance: /
• Vapor Pressure: 3.44E-12mmHg at 25°C
• CAS DataBase Reference: 2-[(4-CHLOROBENZOYL)AMINO]-3-PHENYLPROPANOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[(4-CHLOROBENZOYL)AMINO]-3-PHENYLPROPANOIC ACID(59490-33-4)
• EPA Substance Registry System: 2-[(4-CHLOROBENZOYL)AMINO]-3-PHENYLPROPANOIC ACID(59490-33-4)

Safety Data

• Hazardous Substances Data: 59490-33-4(Hazardous Substances Data)

Usage

Derivative of propanoic acid

It is a modified version of the propanoic acid molecule This means that the compound is derived from or related to propanoic acid, which is a simple carboxylic acid.

Contains a benzene ring

The structure of the compound includes a benzene ring A benzene ring is a six-carbon ring with alternating single and double bonds, which is a fundamental structure in many organic compounds.

Chloro and phenyl group attached

The compound has a chloro (Cl) and a phenyl group (a group containing a benzene ring) attached to the benzene ring These functional groups are responsible for the compound's chemical properties and reactivity.

Potential pharmaceutical properties

The compound has possible applications in the pharmaceutical industry This means that it may have properties that make it useful in the development of drugs or medications.

Used in the synthesis of various drugs

It serves as a building block or intermediate in the creation of different pharmaceutical compounds This indicates that the compound is an important component in the production of other drugs.

Anti-inflammatory and analgesic effects

The compound is known for reducing inflammation and relieving pain These are some of the therapeutic effects that the compound may have, making it a potential candidate for pain-relief medications.

Candidate for pain-relief medications

It is being considered for the development of drugs that alleviate pain This highlights the compound's potential use in creating new medications for pain management.

Studied for potential application in treating various health conditions

Researchers are exploring its possible uses in addressing other medical issues This suggests that the compound may have additional therapeutic effects beyond its known anti-inflammatory and analgesic properties.

InChI:InChI=1/C16H14ClNO3/c17-13-8-6-12(7-9-13)15(19)18-14(16(20)21)10-11-4-2-1-3-5-11/h1-9,14H,10H2,(H,18,19)(H,20,21)/p-1/t14-/m1/s1

Upstream product

• 150-30-1 Phenylalanine 
• 122-01-0 4-chloro-benzoyl chloride 
• 74-11-3 para-chlorobenzoic acid 
• 59490-38-9 N-(p-chlorobenzoyl)phenylalanine methyl ester 
• 63-91-2 L-phenylalanine 

Downstream Products

• 934220-95-8 N-(N-(4-chloro-benzoyl)-L-phenylalanyl)-L-phenylalaninol 
• 59490-38-9 N-(p-chlorobenzoyl)phenylalanine methyl ester 
• 1367346-95-9 (S)-4-benzyl-2-(4-chlorophenyl)oxazol-5(4H)-one 
• 1367347-01-0 (S)-4-allyl-4-benzyl-2-(4-chlorophenyl)oxazol-5(4H)-one 
• 22887-59-8 2-Benzyl-2-(p-chlor-benzamido)-3-dimethylamino-propionsaeure 
• 138111-76-9 D,L-N-(3-Methoxy propyl)-N-pentyl-2-(4-chlorobenzoyl amino)-3-phenyl-propionamide 
• 22887-55-4 4-benzyl-2-(4-chloro-phenyl)-4H-oxazol-5-one 
• 71456-32-1 4-[[2-(4-Chloro-benzoylamino)-3-phenyl-propionyl]-(4-methoxy-phenyl)-amino]-butyric acid 

Relevant articles and documents

Hybrids of aurantiamide acetate and isopropylated genipin as potential anti-inflammatory agents: The design, synthesis, and biological evaluation

A novel series of hybrids designed on the basis of aurantiamide acetate and isopropylated genipin were synthesized and biologically evaluated as anti-inflammatory agents. Among them, compound 7o exhibited the best inhibitory activity against TNF-α secretion (IC50?=?16.90?μM) and was selected for further in vitro and in vivo functional study. The results demonstrated that 7o was capable of suppressing the expression of LPS-induced iNOS and COX-2, as well as reducing the production of NO at the concentration of 5?μM, which may be resulted from its regulation of NF-κB signaling and MAPK signaling. Moreover, compound 7o exhibited favorable in vivo anti-inflammatory activity with an inhibition rate of 53.32% against xylene-induced ear swelling in mice at the dose of 5?mg/kg.

Catalytic, Enantioselective α-Alkylation of Azlactones with Nonconjugated Alkenes by Directed Nucleopalladation

A palladium(II)-catalyzed enantioselective α-alkylation of azlactones with nonconjugated alkenes is described. The reaction employs a chiral BINOL-derived phosphoric acid as the source of stereoinduction, and a cleavable bidentate directing group appended to the alkene to control the regioselectivity and stabilize the nucleopalladated alkylpalladium(II) intermediate in the catalytic cycle. A wide range of azlactones were found to be compatible under the optimal reaction conditions to afford products bearing α,α-disubstituted α-amino-acid derivatives with high yields and high enantioselectivity.

Asymmetric construction of dihydrobenzofuran-2,5-dione derivatives via desymmetrization of p-quinols with azlactones

The desymmetrization of p-quinols through a chiral bisguanidinium hemisalt catalyzed enantioselective Michael addition/lactonization cascade reaction with azlactones was reported. 3-Amino-benzofuran-2,5-diones containing a chiral amino acid residue were achieved with up to 99% ee and >19?:?1 dr. An exploration of the structure of the catalyst bisguanidinium was undertaken, revealing a bifunctional catalytic model.