180263-44-9

Basic information

• Product Name: 3-AMINO-3-(4-TRIFLUOROMETHYL-PHENYL)-PROPIONIC ACID
• Synonyms: DL-3-AMINO-3-(4-TRIFLUOROMETHYL-PHENYL)-PROPIONIC ACID;DL-BETA-(P-TRIFLUOROMETHYLPHENYL)ALANINE;3-AMINO-3-[4-(TRIFLUOROMETHYL)PHENYL]PROPANOIC ACID;3-AMINO-3-(4-TRIFLUOROMETHYL-PHENYL)-PROPIONIC ACID;RARECHEM AK HW 0019;3-(P-TRIFLUOROMETHYLPHENYL)-DL-BETA-ALANINE ;DL-3-AMINO-3-(4-TRIFLUOROMETHYL-PHENYL)-PHENYLPROPIONIC ACID;DL-beta-(4-Trifluoromethylphenyl)alanine
• CAS NO: 180263-44-9
• Molecular Formula: C₁₀H₁₀F₃NO₂
• Molecular Weight: 233.19
• Product Categories: B-Amino
• Mol File: 180263-44-9.mol

Chemical Properties

• Boiling Point: 317 °C at 760 mmHg
• Flash Point: 145.5 °C
• Appearance: /
• Density: 1.361 g/cm³
• Vapor Pressure: 0.000166mmHg at 25°C
• Refractive Index: 1.501
• Storage Temp.: 2-8°C(protect from light)
• PKA: 3.56±0.10(Predicted)
• CAS DataBase Reference: 3-AMINO-3-(4-TRIFLUOROMETHYL-PHENYL)-PROPIONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 3-AMINO-3-(4-TRIFLUOROMETHYL-PHENYL)-PROPIONIC ACID(180263-44-9)
• EPA Substance Registry System: 3-AMINO-3-(4-TRIFLUOROMETHYL-PHENYL)-PROPIONIC ACID(180263-44-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26
• Hazardous Substances Data: 180263-44-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical and Medicinal Research:
3-AMINO-3-(4-TRIFLUOROMETHYL-PHENYL)-PROPIONIC ACID is used as a building block for the synthesis of various drugs and pharmaceuticals, due to its versatile chemical structure and potential to be incorporated into new medicinal compounds.
Used in Anti-inflammatory and Analgesic Applications:
In the field of medicinal chemistry, 3-AMINO-3-(4-TRIFLUOROMETHYL-PHENYL)-PROPIONIC ACID is studied for its potential anti-inflammatory and analgesic properties, making it a promising candidate for the development of new medications aimed at treating pain and inflammation.
Used in Drug Discovery and Development:
The trifluoromethyl group present in 3-AMINO-3-(4-TRIFLUOROMETHYL-PHENYL)-PROPIONIC ACID enhances the chemical and biological stability of the molecule, which is crucial in drug discovery and development for improving the efficacy and safety of new pharmaceuticals.

InChI:InChI=1/C10H10F3NO2/c11-10(12,13)7-3-1-6(2-4-7)8(14)5-9(15)16/h1-4,8H,5,14H2,(H,15,16)

Upstream product

• 455-19-6 4-Trifluoromethylbenzaldehyde 
• 141-82-2 malonic acid 

Downstream Products

• 933674-13-6 3-amino-3-(4-trifluoromethylphenyl)propionic acid methyl ester 

Relevant articles and documents

Phenyl-oxamideHIV-1 inhibitors and preparation method and application thereof

The invention relates to phenyl-oxamideHIV-1 inhibitors and a preparation method and application thereof. Compounds have the structure shown in the formula I. The invention further relates to drug compositions containing the compounds with the structure s

Structure activity relationships of αv integrin antagonists for pulmonary fibrosis by variation in aryl substituents

Antagonism of αvβ6 is emerging as a potential treatment of idiopathic pulmonary fibrosis based on strong target validation. Starting from an αvβ3 antagonist lead and through simple variation in the nature and position of the aryl substituent, the discovery of compounds with improved αvβ6 activity is described. The compounds also have physicochemical properties commensurate with oral bioavailability and are high quality starting points for a drug discovery program. Compounds 33S and 43E1 are pan αv antagonists having ca. 100 nM potency against αvβ3, αvβ5, αvβ6, and αvβ8 in cell adhesion assays. Detailed structure activity relationships with these integrins are described which also reveal substituents providing partial selectivity (defined as at least a 0.7 log difference in pIC50 values between the integrins in question) for αvβ3 and αvβ5.

Stereoselective chemoenzymatic preparation of β-amino esters: Molecular modelling considerations in lipase-mediated processes and application to the synthesis of (S)-dapoxetine

A wide range of optically active 3-amino-3-arylpropanoic acid derivatives have been prepared by means of a stereoselective chemoenzymatic route. The key step is the kinetic resolution of the corresponding β-amino esters. Although the enzymatic acylations of the amino group with ethyl methoxyacetate showed synthetically useful enantioselectivities, the hydrolyses of the ester group catalyzed by lipase from Pseudomonas cepacia have been identified as the optimal processes concerning both activity and enantioselectivity. The enantiopreference of this lipase in these reactions has been explained, at the molecular level, by using a fragment-based approach in which the most favoured binding site for a phenyl ring and the most stable conformation of the 3-aminopropanoate core nicely match the (S)-configuration of the major products. The conversion and enantioselectivity values of the enzymatic reactions have been compared in order to understand the influence of the different substitution patterns present in the phenyl ring. This chemoenzymatic route has been successfully applied to the preparation of a valuable intermediate in the synthesis of (S)-dapoxetine, which has been chemically synthesised in excellent optical purity.