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3-Cyano-N-(1,3-diphenyl-1H-pyrazol-5-yl)benzamide

Product Name
3-Cyano-N-(1,3-diphenyl-1H-pyrazol-5-yl)benzamide
CAS No.
781652-57-1
Chemical Name
3-Cyano-N-(1,3-diphenyl-1H-pyrazol-5-yl)benzamide
Synonyms
CDPPB;mGluR5 Ligand, CDPPB;CDPPB, 10 mM in DMSO;CDPPB, positive allosteric modulator for mGlu5;3-Cyano-N-(1,3-diphenyl-1H-pyrazol-5-yl)benzamide;mGluR5 Ligand, CDPPB - CAS 781652-57-1 - Calbiochem;Benzamide, 3-cyano-N-(1,3-diphenyl-1H-pyrazol-5-yl)-
CBNumber
CB32498277
Molecular Formula
C23H16N4O
Formula Weight
364.4
MOL File
781652-57-1.mol
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3-Cyano-N-(1,3-diphenyl-1H-pyrazol-5-yl)benzamide Property

Melting point:
210-212°C
storage temp. 
2-8°C
solubility 
DMSO: ≥5mg/mL at warmed to 60°C
form 
powder
color 
white to beige
InChI
1S/C23H16N4O.H2O/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);1H2
InChIKey
GZHZEGYXLNXEBV-UHFFFAOYSA-N
SMILES
O.O=C(Nc1cc(nn1-c2ccccc2)-c3ccccc3)c4cccc(c4)C#N
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Safety

Hazard Codes 
Xn
Risk Statements 
22
WGK Germany 
3
Storage Class
11 - Combustible Solids
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML0235
Product name
CDPPB
Purity
≥98% (HPLC)
Packaging
5mg
Price
$98.8
Updated
2025/07/31
Sigma-Aldrich
Product number
445865
Product name
mGluR5 Ligand, CDPPB
Packaging
1mg
Price
$129
Updated
2022/05/15
Sigma-Aldrich
Product number
SML0235
Product name
CDPPB
Purity
≥98% (HPLC)
Packaging
25mg
Price
$595
Updated
2025/07/31
Tocris
Product number
3235
Product name
CDPPB
Purity
≥98%(HPLC)
Packaging
50
Price
$818
Updated
2021/12/16
Tocris
Product number
3235
Product name
CDPPB
Purity
≥98%(HPLC)
Packaging
10
Price
$195
Updated
2021/12/16
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3-Cyano-N-(1,3-diphenyl-1H-pyrazol-5-yl)benzamide Chemical Properties,Usage,Production

Uses

CDPPB may be used in mGluR5-mediated cell signaling studies.

Uses

3-Cyano-N-(1,3-diphenyl-1H-pyrazol-5-yl)benzamide is a glutamate metabotropic (mGluR5) positive allosteric modulator, used in the treatment of Phelan-McDermid syndrome caused by 22qI3 deletion. Studies have shown that 3-Cyano-N-(1,3-diphenyl-1H-pyrazol-5-yl)benzamide suppresses the incre ase of LDH release and caspase-3 activation induced by traumatic neuronal injury.

Biochem/physiol Actions

CDPPB is a glutamate metabotropic mGluR5 positive allosteric modulator.

in vivo

CDPPB (1-30 mg/kg, s.c., 20 min prior to Amphetamine injection (locomotor test) or 20 min after Amphetamine injection (PPI test)) suppresses Amphetamine-induced locomotor activity without affecting spontaneous locomotor activity and reverses Amphetamine-induced deficits in PPI in rats[1].
CDPPB (10 mg/kg/day, i.p., 14 days) improves Phencyclidine-induced cognitive deficits in mice[4].
CDPPB (5 mg/kg, i.p., 14 days) improves cognitive impairment and partially reverses the lesion-induced changes in eNOS and nNOS expressions in olfactory bulbectomized rats[5].
CDPPB (1.5 mg/kg, s.c., 18 weeks) ameliorates pathology and phenotypic signs of Huntington's disease mice[6].
CDPPB (20 mg/kg, p.o., single) attenuates depressive-like behavior induced by repeated social defeat stress in mice[7].
CDPPB (10 mg/kg, i.p., adolescence) reverses MK-801 (HY-15084B)-induced locomotor hyperactivity and anhedonia in mice[8].
CDPPB (1-5 mg/kg, i.p., 8 days) improves neuronal survival and prevents memory deficits in C57BL/6 mice injected intrahippocampally with Aβ. [9].

Animal Model:Male Sprague-Dawley rats (250–300 g at the time of surgery, age not specified in this context for this part) with olfactory bulbectomy[5]
Dosage:2.5 or 5 mg/kg, dissolved in 0.5% methylcellulose
Administration: Intraperitoneal injection (i.p.), once daily for 14 days
Result:Reversed the cognitive impairment in the passive avoidance test at 5 mg/kg.
Partially abolished the lesion-induced increase in total eNOS protein in the prefrontal cortex.
Reversed the lesion - induced changes in both total eNOS protein and D/M ratio in the striatum.
Had no impact on the lesion - induced decrease in total nNOS protein in the hippocampus but counteracted the lesion - induced increase in total nNOS protein in the striatum.
Decreased DDAH1 expression in the hippocampus and striatum of lesioned animals and reduced RAGEs expression in the hippocampi of sham animals and in the striata of OB animals.

IC 50

mGluR5: 27 nM (EC50)

storage

+4°C

3-Cyano-N-(1,3-diphenyl-1H-pyrazol-5-yl)benzamide Preparation Products And Raw materials

Raw materials

Preparation Products

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3-Cyano-N-(1,3-diphenyl-1H-pyrazol-5-yl)benzamide Suppliers

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781652-57-1, 3-Cyano-N-(1,3-diphenyl-1H-pyrazol-5-yl)benzamideRelated Search:

FORMANILIDE Acetanilide 1H-Benzotriazole

  • 3-Cyano-N-(1,3-diphenyl-1H-pyrazol-5-yl)benzamide
  • CDPPB
  • mGluR5 Ligand, CDPPB
  • mGluR5 Ligand, CDPPB - CAS 781652-57-1 - Calbiochem
  • Benzamide, 3-cyano-N-(1,3-diphenyl-1H-pyrazol-5-yl)-
  • CDPPB, positive allosteric modulator for mGlu5
  • CDPPB, 10 mM in DMSO
  • 781652-57-1