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SML0376

Sigma-Aldrich

CGS 9895

≥98% (HPLC)

Synonym(s):

2,5-Dihydro-2-(4-methoxyphenyl)-3H-pyrazolo[4,3-c]quinolin-3-one, NSC 373970

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About This Item

Empirical Formula (Hill Notation):
C17H13N3O2
CAS Number:
77779-50-1
Molecular Weight:
291.30
MDL number:
MFCD23704790
UNSPSC Code:
12352200
PubChem Substance ID:
329825377
NACRES:
NA.77

Quality Level

100

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

light yellow to light brown

solubility

DMSO: >2 mg/mL (warmed)

storage temp.

2-8°C

SMILES string

COc1ccc(cc1)N2N=C3C(=CNc4ccccc34)C2=O

InChI

1S/C17H13N3O2/c1-22-12-8-6-11(7-9-12)20-17(21)14-10-18-15-5-3-2-4-13(15)16(14)19-20/h2-10,18H,1H3

InChI key

KSKRJZMRHSNRBX-UHFFFAOYSA-N

Biochem/physiol Actions

CGS 9895 is a GABA antagonist that acts via the benzodiazepine binding site of ag containing GABA receptors. CGS 9895 is the only known compound that can specifically enhance GABA-induced currents in ab subunit containing receptors, and acts at the extracellular a1+b3- subunit interface.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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K Takada et al.
Life sciences, 44(4), 289-299 (1989-01-01)
Rats were trained to respond under 3-min fixed-interval schedules of food presentation, and effects of the benzodiazepine-receptor ligands, flumazenil, 2-(4-methoxy-phenyl)-pyrazolo[4,3-c]quinolin-3(5H)-one (CGS 9895), 3-carbo-t-butoxy-beta-carboline (beta-CCtB), and beta-carboline-3-carboxylic acid ethyl ester (beta-CCE) were assessed before and after the induction of tolerance to
N J Katzman et al.
The Journal of pharmacology and experimental therapeutics, 235(3), 589-595 (1985-12-01)
CGS 9895, a pyrazoloquinolone benzodiazepine receptor ligand, was administered alone and concomitantly with diazepam in order to assess its agonist and diazepam-antagonist properties on various behaviors in rodents. In mice, CGS 9895 neither potentiated nor blocked the convulsant effects of
H E Shannon et al.
European journal of pharmacology, 92(1-2), 155-157 (1983-08-19)
The diazepam-like agonist and diazepam antagonist properties of the pyrazoloquinoline benzodiazepine receptor ligands CGS8216, CGS9895 and CGS9896 were evaluated in rats trained to discriminate between saline and 1.0 mg/kg of diazepam in a two-choice, discrete-trial procedure. None of the three
H E Shannon et al.
Pharmacology, biochemistry, and behavior, 23(2), 317-323 (1985-08-01)
The effects of diazepam and the pyrazoloquinoline benzodiazepine receptor ligands CGS8216, CGS9896, and CGS9895 on schedule-controlled responding were studied in dogs. Responding was maintained under a multiple fixed-interval (FI) 5-min fixed-ratio (FR) 30 response schedule of food presentation. Diazepam (PO)
L T Schove et al.
Medicinal chemistry research : an international journal for rapid communications on design and mechanisms of action of biologically active agents, 4(5), 307-314 (1994-01-01)
Four pyrazoloquninolinone compounds, variations of known high affinity ligands for the GABA A/Benzodiazepine receptors (BDZRs), were synthesized and their affinities for BDZRs in cerebellum and spinal cord measured and compared to the parent compounds, CGS 8216, CGS 9895, and CGS
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