(S)-2-amino-4-(2-formamidophenyl)-4-oxobutanoic acid

Basic Information

View in Editor

CAS Number

3978-11-8

Molecular Formula

C11H12N2O4

Molecular Weight

236.23 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ketones

Basic Chemical Raw Materials Organic Chemicals Amines

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

SMILES

View in Editor

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

InChI

InChI=1S/C11H12N2O4/c12-8(11(16)17)5-10(15)7-3-1-2-4-9(7)13-6-14/h1-4,6,8H,5,12H2,(H,13,14)(H,16,17)/t8-/m0/s1

InChIKey

BYHJHXPTQMMKCA-QMMMGPOBSA-N

LogP

0.23959999999999942

Topological Polar Surface Area

109.48999999999998 Å²

Hydrogen Bond Donor/Acceptor

4 / 6

Complexity

306

Synonyms & References

English

(2S)-2-amino-4-(2-formamidophenyl)-4-oxobutanoic acid
BENZENEBUTANOIC ACID, .ALPHA.-AMINO-2-(FORMYLAMINO)-.GAMMA.-OXO-, (.ALPHA.S)-
(2S)-2-amino-4-[2-(formylamino)phenyl]-4-oxobutanoic acid
CHEMBL3577708
(S)-2-Amino-4-(2-formamidophenyl)-4-oxobutanoicacid
N'-formyl-L-Kynurenine
NSC-334199
Kynurenine, N'-formyl-
Formyl-L-Kynurenine
TRYPTOPHAN IMPURITY E [EP IMPURITY]
NSC 334199
CHEBI:30249
BYHJHXPTQMMKCA-QMMMGPOBSA-N
L-Formylkynurenine
SCHEMBL145723
Benzenebutanoic acid, alpha-amino-2-(formylamino)-gamma-oxo-, (alphaS)-
PS20W0733S
(S)-2-Amino-4-(2-formamidophenyl)-4-oxobutanoic acid
N-FORMYLKYNURENINE [EP IMPURITY]
3-(2-formamidobenzoyl)-L-alanine
Q27104120
MFCD23135611
3978-11-8
N'-formylkynurenine
Formylkynurenine
UNII-PS20W0733S
(2S)-2-AMINO-4-(2-(FORMYLAMINO)PHENYL)-4-OXOBUTANOIC ACID
C02700
N-ACETYLTRYPTOPHAN IMPURITY E [EP IMPURITY]
N-Formyl-L-kynurenine
Formylkynurenine, (S)-

MDL Number

MFCD23135611

FAQ

What are the physical and chemical properties of (S)-2-amino-4-(2-formamidophenyl)-4-oxobutanoic acid (CAS: 3978-11-8)?

(S)-2-amino-4-(2-formamidophenyl)-4-oxobutanoic acid (CAS: 3978-11-8) is a crystalline compound with a molecular weight of approximately 212.2 g/mol. It is slightly soluble in water and very soluble in organic solvents. It exhibits moderate reactivity, especially under basic conditions, and can undergo condensation reactions. The compound is stable under normal conditions but should be stored away from strong acids and bases to prevent degradation.

How is (S)-2-amino-4-(2-formamidophenyl)-4-oxobutanoic acid (CAS: 3978-11-8) typically synthesized?

(S)-2-amino-4-(2-formamidophenyl)-4-oxobutanoic acid (CAS: 3978-11-8) can be synthesized through the condensation of 2-formamidophenylacetic acid with glycine under mild conditions. Common methods include using a dehydrating agent like dicyclohexylcarbodiimide (DCC) in the presence of a catalytic amount of 4-(dimethylamino)pyridine (DMAP) as a base. The yield is typically around 70-80% with high selectivity for the (S) enantiomer.

What industries use (S)-2-amino-4-(2-formamidophenyl)-4-oxobutanoic acid (CAS: 3978-11-8)?

(S)-2-amino-4-(2-formamidophenyl)-4-oxobutanoic acid (CAS: 3978-11-8) finds applications in the pharmaceutical industry for the synthesis of chiral compounds and as a building block in drug development. It is also used in polymer synthesis, where its chiral nature can influence the properties of polymers. Additionally, it has potential uses in sensor technologies and semiconductor manufacturing due to its unique reactivity and structural properties.

What precautions should be taken when handling (S)-2-amino-4-(2-formamidophenyl)-4-oxobutanoic acid (CAS: 3978-11-8)?

When handling (S)-2-amino-4-(2-formamidophenyl)-4-oxobutanoic acid (CAS: 3978-11-8), it is essential to wear appropriate personal protective equipment (PPE), including gloves, safety goggles, and a lab coat. Always work in a well-ventilated area or fume hood to minimize inhalation risks. Spills should be managed carefully using appropriate absorbent materials. Refer to the Safety Data Sheet (SDS) for specific handling and disposal instructions to ensure safe laboratory practices.