194471-87-9

Basic information

• Product Name: FMOC-3-AMINO-3-(4-CHLOROPHENYL)PROPIONIC ACID
• Synonyms: RARECHEM AK HF T318;N-FMOC-3-AMINO-3-(4-CHLORO-PHENYL)-PROPIONIC ACID;N-FMOC-DL-3-(4-CHLOROPHENYL)-3-AMINO-PROPIONIC ACID;3-(4-CHLOROPHENYL)-3-([(9H-FLUOREN-9-YLMETHOXY)CARBONYL]AMINO)PROPANOIC ACID;FMOC-DL-3-(4-CHLOROPHENYL)-3-AMINO-PROPIONIC ACID;FMOC-3-AMINO-3-(4-CHLOROPHENYL)PROPIONIC ACID;N-FMOC-DL-3-(4-CHLOROPHENYL)-3-AMINO-PROPIONIC AICD;3-((((9H-fluoren-9-yl)Methoxy)carbonyl)aMino)-3-(4-chlorophenyl)propanoic acid
• CAS NO: 194471-87-9
• Molecular Formula: C₂₄H₂₀ClNO₄
• Molecular Weight: 421.87
• Mol File: 194471-87-9.mol

Chemical Properties

• Melting Point: 193-195°
• Boiling Point: 642.2°Cat760mmHg
• Flash Point: 342.2°C
• Appearance: /
• Density: 1.336g/cm³
• Vapor Pressure: 2.27E-17mmHg at 25°C
• Refractive Index: 1.637
• CAS DataBase Reference: FMOC-3-AMINO-3-(4-CHLOROPHENYL)PROPIONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: FMOC-3-AMINO-3-(4-CHLOROPHENYL)PROPIONIC ACID(194471-87-9)
• EPA Substance Registry System: FMOC-3-AMINO-3-(4-CHLOROPHENYL)PROPIONIC ACID(194471-87-9)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 194471-87-9(Hazardous Substances Data)

Usage

Uses

Used in Peptide Synthesis:
FMOC-3-AMINO-3-(4-CHLOROPHENYL)PROPIONIC ACID is used as a protecting group for the amino group in the synthesis of peptides. The FMOC group allows for selective deprotection, enabling the controlled coupling of amino acids to form peptide chains. This selective protection is vital for the successful synthesis of complex peptides with specific sequences.
Used in Pharmaceutical Development:
In the pharmaceutical industry, FMOC-3-AMINO-3-(4-CHLOROPHENYL)PROPIONIC ACID is utilized in the development of drug candidates. Its role in peptide synthesis aids in the creation of novel therapeutic agents, particularly those that involve peptide-based drugs. FMOC-3-AMINO-3-(4-CHLOROPHENYL)PROPIONIC ACID's ability to protect and deprotect amino groups is essential for the synthesis of bioactive peptides with potential medicinal applications.
Used in Academic Research:
FMOC-3-AMINO-3-(4-CHLOROPHENYL)PROPIONIC ACID is also employed in academic research settings, particularly in the field of peptide chemistry. Researchers use FMOC-3-AMINO-3-(4-CHLOROPHENYL)PROPIONIC ACID to explore the properties and reactions of amino acids, as well as to develop new methods for peptide synthesis. Its presence in the lab allows for the investigation of peptide structure, function, and potential applications in various biological contexts.

InChI:InChI=1/C24H20ClNO4/c25-16-11-9-15(10-12-16)22(13-23(27)28)26-24(29)30-14-21-19-7-3-1-5-17(19)18-6-2-4-8-20(18)21/h1-12,21-22H,13-14H2,(H,26,29)(H,27,28)

Upstream product

• 28920-43-6 (fluorenylmethoxy)carbonyl chloride 
• 19947-39-8 3-amino-3-(4-chlorophenyl)propionic acid 

Relevant articles and documents

Solid-phase synthesis of a nonpeptide RGD mimetic library: New selective αvβ3 integrin antagonists

The solid-phase synthesis of a low molecular weight RGD mimetic library is described. Activities of the compounds in inhibiting the interaction of ligands, vitronectin and fibrinogen, with isolated immobilized integrins αvβ3 and αIIbβ3 were determined in a screening assay. Highly active and selective nonpeptide αvβ3 integrin antagonists with regard to orally bioavailability were developed, based on the aza-glycine containing lead compound 1. An important variation is the substitution of the aspartic amide of 1 by an aromatic residue. Furthermore, different guanidine mimetics have been incorporated to improve the pharmacokinetic profile. Exchange of the β-amino acid NH by a methylene moiety in one set of RGD mimetics leads to the azacarba analogue compounds representing a novel peptidomimetic approach, which should increase the metabolic stability.