U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C21H19N3O2S
Molecular Weight 377.459
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CBIPES

SMILES

CCS(=O)(=O)N(CC1=CN=CC=C1)C2=CC=CC(=C2)C3=CC=C(C=C3)C#N

InChI

InChIKey=HDVYXILCBYGKGU-UHFFFAOYSA-N
InChI=1S/C21H19N3O2S/c1-2-27(25,26)24(16-18-5-4-12-23-15-18)21-7-3-6-20(13-21)19-10-8-17(14-22)9-11-19/h3-13,15H,2,16H2,1H3

HIDE SMILES / InChI

Molecular Formula C21H19N3O2S
Molecular Weight 377.459
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

CBiPES is a selective positive allosteric modulator of the metabotropic glutamate receptor group II subtype mGluR2. CBiPES attenuated a stress-induced hyperthermia and PCP-induced hyperlocomotor activity in the mouse model.

CNS Activity

Curator's Comment: Known to be CNS penetrant in mice. Human data not available.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: Q14416
Gene ID: 2912.0
Gene Symbol: GRM2
Target Organism: Homo sapiens (Human)
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Metabotropic glutamate 2 receptor potentiators: receptor modulation, frequency-dependent synaptic activity, and efficacy in preclinical anxiety and psychosis model(s).
2005 Apr
Patents

Sample Use Guides

In the mouse model of stress-induced hyperthermia, CBiPES was administered subcutaneously at 100 mg/kg.
Route of Administration: Other
mGluR2 potentiation was tested in cell lines that expressed each of the eight human mGlu receptor, mGlu1a, mGlu2, mGlu3, mGlu4a, mGlu5a, mGlu6, mGlu7a, or mGlu8a, in an AV-12 (ATCC-CRL9595) cell background that also stably expresses the rat glutamate aspartate transporter (EAAT-1 or GLAST). With the group II and III receptors (mGlu2/3/4/6/7/8), the promiscuous G protein Gα15 was also stably expressed. This allowed receptor activation to stimulate phospholipase C, increasing inositol triphosphate formation, and subsequently a transient rise of intracellular calcium. Quantitation utilized to be determined using a calcium-sensitive dye and a Fluorometric Imaging Plate Reader (FLIPR). Treatment with CBiPES potentiated glutamate-induced increase in intracellular calcium concentration with IC50 of 92.8 nM
Substance Class Chemical
Created
by admin
on Sat Dec 16 19:04:52 GMT 2023
Edited
by admin
on Sat Dec 16 19:04:52 GMT 2023
Record UNII
TQ25KB5NW9
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CBIPES
Common Name English
N-(4'-CYANO(1,1'-BIPHENYL)-3-YL)-N-(3-PYRIDINYLMETHYL)ETHANESULFONAMIDE
Systematic Name English
ETHANESULFONAMIDE, N-(4'-CYANO(1,1'-BIPHENYL)-3-YL)-N-(3-PYRIDINYLMETHYL)-
Systematic Name English
Code System Code Type Description
FDA UNII
TQ25KB5NW9
Created by admin on Sat Dec 16 19:04:52 GMT 2023 , Edited by admin on Sat Dec 16 19:04:52 GMT 2023
PRIMARY
PUBCHEM
9864510
Created by admin on Sat Dec 16 19:04:52 GMT 2023 , Edited by admin on Sat Dec 16 19:04:52 GMT 2023
PRIMARY
WIKIPEDIA
CBiPES
Created by admin on Sat Dec 16 19:04:52 GMT 2023 , Edited by admin on Sat Dec 16 19:04:52 GMT 2023
PRIMARY
CAS
353235-01-5
Created by admin on Sat Dec 16 19:04:52 GMT 2023 , Edited by admin on Sat Dec 16 19:04:52 GMT 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY