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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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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D A Bennett
Physiology & behavior, 41(3), 241-245 (1987-01-01)
Five compounds that bind to the benzodiazepine (BZ) receptor, but show different pharmacological characteristics from the classical BZs, are profiled. CGS 8216 is a BZ antagonist/inverse agonist that reverses the effects of diazepam and also acts as a proconvulsant. CGS
C Brown et al.
European journal of pharmacology, 103(1-2), 139-143 (1984-08-03)
The pyrazoloquinolinones CGS 9896, CGS 9895 and CGS 8216 potently displace the benzodiazepines from their CNS binding site in vitro but have been reported to display agonist, partial agonist and antagonist activity respectively in a number of in vivo tests
S J Cooper et al.
Psychopharmacology, 89(4), 462-466 (1986-01-01)
Non-deprived male rats were familiarized with a highly palatable diet until baseline consumption in a 30-min daily access period had stabilised. Stereospecificity of the hyperphagic effect of benzodiazepine receptor agonists was demonstrated using two enantiomers, the (S)-enantiomer being Ro11-3128 (methylclonazepam)
K Wegelius et al.
European journal of pharmacology, 263(1-2), 141-147 (1994-09-22)
The effects of benzodiazepine receptor ligands with different intrinsic activity profiles were studied on voluntary ethanol consumption in the selectively bred alcohol-preferring AA (Alko, Alcohol) rat line, and compared to those of an opiate antagonist, naloxone, and a serotonin uptake
P Loo et al.
Neuropharmacology, 26(7A), 775-778 (1987-07-01)
Benzodiazepine receptor ligands are known to modulate the binding of [35S]TBPS to the chloride channel via an allosteric action. In the cases of diazepam, zopiclone and CGS 9895, the enhanced binding of [35S]TBPS induced by these benzodiazepine agonists was antagonized
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