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75802-84-5 molecular structure
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2-amino-4-(2-amino-4-chlorophenyl)-4-oxobutanoic acid

ChemBase ID: 164340
Molecular Formular: C10H11ClN2O3
Molecular Mass: 242.65894
Monoisotopic Mass: 242.0458199
SMILES and InChIs

SMILES:
c1c(ccc(c1N)C(=O)CC(N)C(=O)O)Cl
Canonical SMILES:
OC(=O)C(CC(=O)c1ccc(cc1N)Cl)N
InChI:
InChI=1S/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)
InChIKey:
HQLHZNDJQSRKDT-UHFFFAOYSA-N

Cite this record

CBID:164340 http://www.chembase.cn/molecule-164340.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
2-amino-4-(2-amino-4-chlorophenyl)-4-oxobutanoic acid
IUPAC Traditional name
2-amino-4-(2-amino-4-chlorophenyl)-4-oxobutanoic acid
Synonyms
α,2-Diamino-4-chloro-γ-oxobenzenebutanoic Acid
(+/-)-α,2-Diamino-4-chloro-γ-oxobenzenebutanoic Acid
4-Cl-KYN
(+/-)-AV-101
4-Chloro Kynurenine
CAS Number
75802-84-5
PubChem SID
162258475
PubChem CID
173480

DATA SOURCES

DATA SOURCES

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Data Source Data ID
TRC C366940 external link Add to cart
PubChem 173480 external link
Data Source Data ID Price
TRC
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Data Source Data ID
PubChem 173480 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 0.92498934  H Acceptors
H Donor LogD (pH = 5.5) -1.3038341 
LogD (pH = 7.4) -1.3144238  Log P -1.3039242 
Molar Refractivity 59.855 cm3 Polarizability 22.890831 Å3
Polar Surface Area 106.41 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Safety Information Product Information Bioassay(PubChem)
MSDS Link
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Certificate of Analysis
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DETAILS

DETAILS

TRC TRC
Toronto Research Chemicals - C366940 external link
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

REFERENCES

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  • • Leeson, P., et al.: J. Med. Chem., 37, 4053 (1994)
  • • Hilmas, C., et al.: J. Neurosci., 2001, 21, 7463 (1994)
  • • Palmer, G., et al.: Curr. Drug Targets, 2, 241 (1994)
  • • Wu, H., et al.: Exp. Neurol., 177, 222 (1994)
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PATENTS

PATENTS

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INTERNET

INTERNET

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