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Details

Stereochemistry ACHIRAL
Molecular Formula C23H16N4O
Molecular Weight 364.3993
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CDPPB

SMILES

O=C(NC1=CC(=NN1C2=CC=CC=C2)C3=CC=CC=C3)C4=CC(=CC=C4)C#N

InChI

InChIKey=BKUIZWILNWHFHD-UHFFFAOYSA-N
InChI=1S/C23H16N4O/c24-16-17-8-7-11-19(14-17)23(28)25-22-15-21(18-9-3-1-4-10-18)26-27(22)20-12-5-2-6-13-20/h1-15H,(H,25,28)

HIDE SMILES / InChI

Molecular Formula C23H16N4O
Molecular Weight 364.3993
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/19627999 | https://www.ncbi.nlm.nih.gov/pubmed/21067920 | https://www.ncbi.nlm.nih.gov/pubmed/25921744 | https://www.ncbi.nlm.nih.gov/pubmed/16155210

CDPPB is a drug used in scientific research which acts as a positive allosteric modulator (PAM) selective for the metabotropic glutamate receptor subtype mGluR5 CDPPB was shown to be the first systemically available mGlu5 PAM, thus allowing for behavioral assessment in antipsychotic models, including reversal of amphetamine-induced hyperlocomotion and reversal of deficits in prepulse inhibition, both of which have translational validity in patients with schizophrenia eliciting positive symptoms and cognitive deficits in sensorimotor gating, respectively. CDPPB was shown to be efficacious in both of these models at moderate subcutaneous (s.c.) doses between 10 and 30 mg/kg. Numerous in vivo studies using CDPPB have recently surfaced which continue to add evidence and support for the potential to treat CNS disorders associated with aberrant NMDA receptor function, including the cognitive impairments and negative symptoms of schizophrenia.

Originator

Curator's Comment: # Merck Research Laboratories

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
250.0 nM [Ki]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Discovery of positive allosteric modulators for the metabotropic glutamate receptor subtype 5 from a series of N-(1,3-diphenyl-1H- pyrazol-5-yl)benzamides that potentiate receptor function in vivo.
2004 Nov 18
Patents

Patents

Sample Use Guides

3-cyano-N-1,3-diphenyl-1H-pyrazol-5-yl)benzamide (CDPPB) was suspended in a vehicle consisting of 10% v/v Tween 80 and administered to male Sprague-Dawley rats once daily at a dose of 20 mg/kg via the subcutaneous (s.c.) route in a volume of 0.5 ml for ten consecutive days.
Route of Administration: Other
CDPPB was diluted into assay buffer (Hanks’ balanced salt solution, 20 mM HEPES, and 2.5 mM probenecid) to a 5X stock that was applied to the astrocytes. Astrocytes were preincubated with CDPPB for 1 min, potentiator or antagonist was added, and the cells were incubated for an additional 5 min. Cells were then stimulated for 2 min with an appropriate concentration of glutamate.
Substance Class Chemical
Created
by admin
on Sat Dec 16 15:25:55 GMT 2023
Edited
by admin
on Sat Dec 16 15:25:55 GMT 2023
Record UNII
Y4F3R8YW3G
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CDPPB
Common Name English
Benzamide, 3-cyano-N-(1,3-diphenyl-1H-pyrazol-5-yl)-
Systematic Name English
3-CYANO-N-(2,5-DIPHENYLPYRAZOL-3-YL)BENZAMIDE
Systematic Name English
3-Cyano-N-(1,3-diphenyl-1H-pyrazol-5-yl)benzamide
Systematic Name English
Code System Code Type Description
PUBCHEM
11245456
Created by admin on Sat Dec 16 15:25:55 GMT 2023 , Edited by admin on Sat Dec 16 15:25:55 GMT 2023
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CAS
781652-57-1
Created by admin on Sat Dec 16 15:25:55 GMT 2023 , Edited by admin on Sat Dec 16 15:25:55 GMT 2023
PRIMARY
EPA CompTox
DTXSID80459996
Created by admin on Sat Dec 16 15:25:55 GMT 2023 , Edited by admin on Sat Dec 16 15:25:55 GMT 2023
PRIMARY
FDA UNII
Y4F3R8YW3G
Created by admin on Sat Dec 16 15:25:55 GMT 2023 , Edited by admin on Sat Dec 16 15:25:55 GMT 2023
PRIMARY
WIKIPEDIA
CDPPB
Created by admin on Sat Dec 16 15:25:55 GMT 2023 , Edited by admin on Sat Dec 16 15:25:55 GMT 2023
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