CAS 75802-84-5

α,2-Diamino-4-chloro-γ-oxobenzenebutanoic acid

Description:

α,2-Diamino-4-chloro-γ-oxobenzenebutanoic acid, with the CAS number 75802-84-5, is an organic compound characterized by its amino acid structure, which includes both amino and carboxylic acid functional groups. This compound features a chloro substituent on the aromatic ring, contributing to its reactivity and potential biological activity. The presence of the γ-oxobutanoic acid moiety indicates that it has a keto group adjacent to the carboxylic acid, which can participate in various chemical reactions, including condensation and nucleophilic addition. The compound's amino groups can engage in hydrogen bonding and may influence its solubility and interaction with biological systems. Typically, such compounds are of interest in medicinal chemistry and biochemistry due to their potential roles as intermediates in the synthesis of pharmaceuticals or as bioactive molecules. The specific properties, such as solubility, melting point, and reactivity, would depend on the compound's molecular structure and the surrounding conditions.

Formula: C₁₀H₁₁ClN₂O₃

InChI: InChI=1/C10H11ClN2O3/c11-5-1-2-6(7(12)3-5)9(14)4-8(13)10(15)16/h1-3,8H,4,12-13H2,(H,15,16)

InChI key: InChIKey=HQLHZNDJQSRKDT-UHFFFAOYSA-N

SMILES: C(CC(C(O)=O)N)(=O)C1=C(N)C=C(Cl)C=C1

Synonyms:

• Benzenebutanoic acid, α,2-diamino-4-chloro-γ-oxo-
• 2-Amino-4-(2-amino-4-chlorophenyl)-4-oxobutanoic acid
• Benzenebutanoic acid, α,2-diamino-4-chloro-γ-oxo-, (±)-
• α,2-Diamino-4-chloro-γ-oxobenzenebutanoic acid
• 4-chlorokynurenine
• Vitamin A Impurity 17 (13-Cis-Retinal)

4-Chloro Kynurenine

Controlled Product

CAS: 75802-84-5

Applications 7-Cl-kynurenic acid (7-Cl-KYNA) is a potent, selective antagonist of the NMDA/glycine receptor but penetrates poorly through the blood-brain barrier.  Its prodrug, L-4-Cl-kynurenine (4-Cl-KYN), readily enters the brain from the circulation and provides antiexcitotoxic neuroprotection after systemic application.
References Leeson, P., et al.: J. Med. Chem., 37, 4053 (1994), Hilmas, C., et al.: J. Neurosci., 2001, 21, 7463 (2001), Palmer, G., et al.: Curr. Drug Targets, 2, 241 (2001), Wu, H., et al.: Exp. Neurol., 177, 222 (2002),

Formula: C₁₀H₁₁ClN₂O₃

Color and Shape: Neat

Molecular weight: 242.66

Ref: TR-C366940

4-Chloro Kynurenine

CAS: 75802-84-5

4-Chloro Kynurenine is an aminotransferase activator that has been shown to produce antidepressant responses in animals. It is also a prodrug of rapamycin, which acts as an immunosuppressant and prevents the uptake of glutamate. 4-Chloro Kynurenine is used for the treatment of treatment-resistant depression. It inhibits glycogen synthase kinase-3 (GSK-3) and enhances the uptake of glutamate by organic anion transporters (OATs). This inhibition increases neurotrophic factors such as brain-derived neurotrophic factor (BDNF) and nerve growth factor (NGF). These findings suggest that 4-chloro kynurenine may be a novel drug for the treatment of depression.

Formula: C₁₀H₁₁ClN₂O₃

Purity: Min. 95%

Color and Shape: Off-White Powder

Molecular weight: 242.66 g/mol

Ref: 3D-FC34922

4-Chlorokynurenine

CAS: 75802-84-5

4-Chlorokynurenine is a prodrug of 7-Cl-kynurenic acid (7-Cl-KYNA), a potent, selective antagonist of the NMDA/glycine receptor.

Formula: C₁₀H₁₁ClN₂O₃

Color and Shape: Solid

Molecular weight: 242.66

Ref: TM-T71760