790203-84-8

Basic information

• Product Name: (S)-3-AMINO-3-(4-TRIFLUOROMETHYL-PHENYL)-PROPIONIC ACID
• Synonyms: (S)-3-AMINO-3-[4-(TRIFLUOROMETHYL)PHENYL]PROPANOIC ACID;(S)-3-AMINO-3-(4-TRIFLUOROMETHYL-PHENYL)-PROPIONIC ACID;(S)-BETA-(P-TRIFLUOROMETHYLPHENYL)ALANINE;H-D-PHG(4-CF 3)-(C*CH2)OH;H-BETA-PHE(4-CF3)-OH;(S)-3-(P-TRIFLUOROMETHYLPHENYL)-BETA-ALANINE ;H-b-Phe(4-CF3)-OH;S-4-CF3-PHA
• CAS NO: 790203-84-8
• Molecular Formula: C10H10F3NO2
• Molecular Weight: 233.19
• Product Categories: 3-Amino-3-phenylpropanoic Acid Analogs;B-Amino
• Mol File: 790203-84-8.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 311.5 °C at 760 mmHg
• Flash Point: 142.2 °C
• Appearance: /
• Density: 1.364 g/cm³
• Vapor Pressure: 0.000166mmHg at 25°C
• Refractive Index: 1.501
• Storage Temp.: 2-8°C(protect from light)
• CAS DataBase Reference: (S)-3-AMINO-3-(4-TRIFLUOROMETHYL-PHENYL)-PROPIONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-3-AMINO-3-(4-TRIFLUOROMETHYL-PHENYL)-PROPIONIC ACID(790203-84-8)
• EPA Substance Registry System: (S)-3-AMINO-3-(4-TRIFLUOROMETHYL-PHENYL)-PROPIONIC ACID(790203-84-8)

Safety Data

• Hazardous Substances Data: 790203-84-8(Hazardous Substances Data)

Usage

General Description

(S)-3-AMINO-3-(4-TRIFLUOROMETHYL-PHENYL)-PROPIONIC ACID, also known as tirofiban, is a medication used to prevent blood clots in people who have unstable angina or have had a heart attack. It belongs to a class of medications known as glycoprotein IIb/IIIa inhibitors, which work by preventing platelets in the blood from sticking together and forming clots. Tirofiban is administered intravenously and is typically used in combination with other medications, such as aspirin and heparin, to reduce the risk of further heart-related events. Common side effects may include bleeding, low platelet levels, and allergic reactions. It is important to follow dosing instructions carefully and to seek medical attention if any concerning side effects occur.

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)/t8-/m0/s1

Upstream product

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

Relevant articles and documents

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.