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D138

5,7-Dichlorokynurenic acid monohydrate

Name: 5,7-Dichlorokynurenic acid monohydrate
Brand: SIGMA

solid, ≥98% (HPLC)

Synonym(s):

5,7-Dichloro-4-hydroxyquinoline-2-carboxylic acid monohydrate

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About This Item

Empirical Formula (Hill Notation):

C₁₀H₅Cl₂NO₃· H₂O

CAS Number:

190908-40-8

Molecular Weight:

276.07

MDL number:

MFCD11045951

UNSPSC Code:

12352200

PubChem Substance ID:

24277976

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assay

≥98% (HPLC)

form

solid

color

light yellow

solubility

DMSO: >10 mg/mL
H₂O: insoluble

SMILES string

O.OC(=O)c1cc(O)c2c(Cl)cc(Cl)cc2n1

InChI

1S/C10H5Cl2NO3.H2O/c11-4-1-5(12)9-6(2-4)13-7(10(15)16)3-8(9)14;/h1-3H,(H,13,14)(H,15,16);1H2

InChI key

READYYZXDSXRQJ-UHFFFAOYSA-N

Gene Information

human ... GRIN1(2902) , NGFR(4804)
mouse ... Gria1(14799) , Grin2a(14811)
rat ... Gria1(50592) , Grik1(29559) , Grin2a(24409) , Grin2b(24410)

Biochem/physiol Actions

Potent excitatory amino acid receptor antagonist; active at the strychnine-insensitive glycine binding site of the NMDA glutamate receptor.

pictograms

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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[3H]5,7-dichlorokynurenic acid, a novel radioligand labels NMDA receptor-associated glycine binding sites.

B M Baron et al.

European journal of pharmacology, 206(2), 149-154 (1991-02-25)

A strychnine-insensitive glycine binding site is located on the N-methyl-D-aspartate (NMDA)-preferring glutamate receptor complex. Kynurenic acid analogs are antagonists at this binding site. A derivative of kynurenic acid, 5,7-dichlorokynurenic acid (5,7-DCKA) was radiolabeled with 3H and used to study antagonist

Activity of 5,7-dichlorokynurenic acid, a potent antagonist at the N-methyl-D-aspartate receptor-associated glycine binding site.

B M Baron et al.

Molecular pharmacology, 38(4), 554-561 (1990-10-01)

5,7-Dichlorokynurenic acid (5,7-DCKA), one of the most potent excitatory amino acid receptor antagonists yet described, binds to a strychnine-insensitive glycine binding site located on the N-methyl-D-aspartate (NMDA) receptor complex (Ki = 79 nM versus [3H]glycine). 5,7-DCKA (10 microM) antagonized the

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