186320-08-1

Basic information

• Product Name: FMOC-(3-AMINOPHENYL)ACETIC ACID
• Synonyms: FMOC-(3-AMINOPHENYL)ACETIC ACID;3-[[(9H-Fluoren-9-ylMethoxy)carbonyl]aMino]benzeneacetic Acid;3-(Fmoc-amino)benzeneacetic acid;2-(3-(((9H-fluoren-9-yl)methoxy)carbonyl)phenyl)acetic acid
• CAS NO: 186320-08-1
• Molecular Formula: C23H19NO4
• Molecular Weight: 373.4
• Mol File: 186320-08-1.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: FMOC-(3-AMINOPHENYL)ACETIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: FMOC-(3-AMINOPHENYL)ACETIC ACID(186320-08-1)
• EPA Substance Registry System: FMOC-(3-AMINOPHENYL)ACETIC ACID(186320-08-1)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 186320-08-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
FMOC-(3-AMINOPHENYL)ACETIC ACID is used as a synthetic intermediate for the development of new pharmaceuticals and bioactive molecules. Its application in this industry is primarily due to its ability to facilitate the synthesis of complex organic compounds, which can be further modified and optimized for specific therapeutic applications.
Used in Chemical Research:
In the field of chemical research, FMOC-(3-AMINOPHENYL)ACETIC ACID is employed as a key building block for the creation of novel chemical entities. Its unique structure allows researchers to explore new reaction pathways and develop innovative synthetic strategies, ultimately leading to the discovery of new compounds with potential applications in various industries.
Used in Peptide Synthesis:
FMOC-(3-AMINOPHENYL)ACETIC ACID is also utilized as a protected amino acid in the synthesis of peptides and peptide-based drugs. The FMOC (9-Fluorenylmethoxycarbonyl) group serves as a protecting group for the amino group, preventing unwanted side reactions during the peptide assembly process. This protection is crucial for the successful synthesis of complex peptide sequences with desired biological activities.

Upstream product

• 14338-36-4 3-amino phenylacetic acid 
• 82911-69-1 N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide 
• 28920-43-6 (fluorenylmethoxy)carbonyl chloride 

Relevant articles and documents

Discovery of Novel Nonpeptidic PAR2 Ligands

Proteinase-activated receptor 2 (PAR2) is a class A G protein-coupled receptor whose activation has been associated with inflammatory diseases and cancer, thus representing a valuable therapeutic target. Pathophysiological roles of PAR2 are often characterized using peptidic PAR2 agonists. Peptidic ligands are frequently unstable in vivo and show poor bioavailability, and only a few approaches toward drug-like nonpeptidic PAR2 ligands have been described. The herein-described ligand 5a (IK187) is a nonpeptidic PAR2 agonist with submicromolar potency in a functional assay reflecting G protein activation. The ligand also showed substantial β-arrestin recruitment. The development of the compound was guided by the crystal structure of PAR2, when the C-terminal end of peptidic agonists was replaced by a small molecule based on a disubstituted phenylene scaffold. IK187 shows preferable metabolic stability and may serve as a lead compound for the development of nonpeptidic drugs addressing PAR2.

Preparation of 16β-estradiol derivative libraries as bisubstrate inhibitors of 17β-hydroxysteroid dehydrogenase type 1 using the multidetachable sulfamate linker

Combinatorial chemistry is a powerful tool used to rapidly generate a large number of potentially biologically active compounds. In our goal to develop bisubstrate inhibitors of 17β-hydroxysteroid dehydrogenase type 1 (17β-HSD1) that interact with both th