4-Carboxyphenylalanine

Basic Information

View in Editor

CAS Number

22976-70-1

Molecular Formula

C10H11NO4

Molecular Weight

209.2 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Amines

Fine Chemicals Dyes and Pigments Organic Dyes

Basic Physical Properties

SMILES

View in Editor

C1=CC(=CC=C1CC(C(=O)O)N)C(=O)O

InChI

InChI=1S/C10H11NO4/c11-8(10(14)15)5-6-1-3-7(4-2-6)9(12)13/h1-4,8H,5,11H2,(H,12,13)(H,14,15)

InChIKey

YXDGRBPZVQPESQ-UHFFFAOYSA-N

LogP

0.3391999999999998

Topological Polar Surface Area

100.62 Å²

Hydrogen Bond Donor/Acceptor

4 / 5

Complexity

246

Synonyms & References

English

SCHEMBL157002
Phenylalanine,4-carboxy-
NSC101133
24213-90-9
4-carboxyphenylalanine
D70910
4-(2-Amino-2-carboxyethyl)benzoicacid
4-(2-Amino-2-carboxyethyl)benzoic acid
L-Phe(4-COOH)-OH
4-Carboxyphenylalanine (H-DL-Phe(4-CO2H)-OH)
NSC-101133
MFCD00214822
YXDGRBPZVQPESQ-UHFFFAOYSA-N
22976-70-1
4-carboxy-DL-phenylalanine
(+/-)-2-AMINO-3-(4-CARBOXYPHENYL)PROPIONIC ACID
W-201959
(+/-)-2-AMINO-3-(4-CARBOXYPHENYL)PROPIONICACID
(+/-)-4-Carboxylic acid phenylalanine
AKOS016012965
CS-0157582
(¡À)-4-CARBOXYLIC ACID PHENYLALANIN
2-(p-carboxybenzyl)glycine
3-(4-hydrazinophenyl)propanoic acid
4-(2-carboxyethyl)phenylhydrazine hydrochloride
4-Carboxy-phenylalanin
4-carboxy-phenylalanine
AGN-PC-00PT0A
Benzenepropanoic acid, 4-hydrazino-
F2158-1105
p-carboxyethyl phenyl hydrazine hydrochloride

MDL Number

MFCD00214822

FAQ

What are the physical and chemical properties of 4-Carboxyphenylalanine (CAS: 22976-70-1)?

4-Carboxyphenylalanine is a white crystalline solid with a molecular weight of approximately 207.15 g/mol. It has limited solubility in water (1.36 g/L at 25°C) and moderate solubility in organic solvents. The compound is moderately reactive, particularly with bases, and can undergo hydrolysis and deamination under basic conditions. It is stable under normal storage conditions but should be protected from moisture and light.

How is 4-Carboxyphenylalanine (CAS: 22976-70-1) typically synthesized?

4-Carboxyphenylalanine can be synthesized via the condensation reaction of 4-carboxybenzaldehyde and phenylalanine in the presence of an acid catalyst. Alternatively, it can be produced by the deamination of 4-carboxyphenylalanine methyl ester hydrochloride. The synthetic route typically involves high yield and good selectivity, making it a feasible method for industrial-scale production.

What industries use 4-Carboxyphenylalanine (CAS: 22976-70-1)?

4-Carboxyphenylalanine is primarily used in the pharmaceutical industry for the development of novel drugs and as an intermediate in the synthesis of other compounds. It also finds applications in the polymer industry as a monomer for the synthesis of biodegradable polymers. Additionally, it is utilized in the production of sensors for detecting various biological and chemical agents, and in semiconductor technology for use in organic photovoltaic materials.

What precautions should be taken when handling 4-Carboxyphenylalanine (CAS: 22976-70-1)?

Proper personal protective equipment (PPE) such as gloves, goggles, and a laboratory coat should be worn when handling 4-Carboxyphenylalanine. It should be stored in a cool, dry place away from moisture and light. In case of spill, the area should be cleaned up with caution, and proper disposal procedures should be followed as described in the safety data sheet (SDS). Fume hoods should be used during laboratory procedures to minimize inhalation risks.