N-{2-[(4-benzylpiperidin-1-yl)methyl]benzimidazol-5-yl}methanesulfonamide (CHEBI:177875)

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CHEBI:177875 - N-{2-[(4-benzylpiperidin-1-yl)methyl]benzimidazol-5-yl}methanesulfonamide

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ChEBI ID	CHEBI:177875
ChEBI Name	N-{2-[(4-benzylpiperidin-1-yl)methyl]benzimidazol-5-yl}methanesulfonamide
Stars
ASCII Name	N-{2-[(4-benzylpiperidin-1-yl)methyl]benzimidazol-5-yl}methanesulfonamide
Definition	A member of the class of benzimidazoles that is 1H-benzimidazole substituted by (4-benzylpiperidin-1-yl)methyl and (methylsulfonyl)amino groups at positions 2 and 6, respectively. It is a potent antagonist of the GluN2B subunit of the N-methyl-D-aspartate (NMDA) receptor.
Last Modified	17 September 2021
Submitter	slaulederkind
Downloads	Molfile

Formula	C21H26N4O2S
Net Charge	0
Average Mass	398.532
Monoisotopic Mass	398.17765
SMILES	CS(=O)(=O)Nc1ccc2nc(CN3CCC(Cc4ccccc4)CC3)nc2c1
InChI	InChI=1S/C21H26N4O2S/c1-28(26,27)24-18-7-8-19-20(14-18)23-21(22-19)15-25-11-9-17(10-12-25)13-16-5-3-2-4-6-16/h2-8,14,17,24H,9-13,15H2,1H3,(H,22,23)
InChIKey	WAUCNDQNILDAKL-UHFFFAOYSA-N

Roles Classification

Chemical Role:	Bronsted base A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:	NMDA receptor antagonist Any substance that inhibits the action of N-methyl-D-aspartate (NMDA) receptors. They tend to induce a state known as dissociative anesthesia, marked by catalepsy, amnesia, and analgesia, while side effects can include hallucinations, nightmares, and confusion. Due to their psychotomimetic effects, many NMDA receptor antagonists are used as recreational drugs.
Application:	neuroprotective agent Any compound that can be used for the treatment of neurodegenerative disorders.

ChEBI Ontology

Outgoing Relation(s)
	N-{2-[(4-benzylpiperidin-1-yl)methyl]benzimidazol-5-yl}methanesulfonamide (CHEBI:177875) has role neuroprotective agent (CHEBI:63726)
	N-{2-[(4-benzylpiperidin-1-yl)methyl]benzimidazol-5-yl}methanesulfonamide (CHEBI:177875) has role NMDA receptor antagonist (CHEBI:60643)
	N-{2-[(4-benzylpiperidin-1-yl)methyl]benzimidazol-5-yl}methanesulfonamide (CHEBI:177875) is a benzenes (CHEBI:22712)
	N-{2-[(4-benzylpiperidin-1-yl)methyl]benzimidazol-5-yl}methanesulfonamide (CHEBI:177875) is a benzimidazoles (CHEBI:22715)
	N-{2-[(4-benzylpiperidin-1-yl)methyl]benzimidazol-5-yl}methanesulfonamide (CHEBI:177875) is a piperidines (CHEBI:26151)
	N-{2-[(4-benzylpiperidin-1-yl)methyl]benzimidazol-5-yl}methanesulfonamide (CHEBI:177875) is a sulfonamide (CHEBI:35358)
	N-{2-[(4-benzylpiperidin-1-yl)methyl]benzimidazol-5-yl}methanesulfonamide (CHEBI:177875) is a tertiary amino compound (CHEBI:50996)

IUPAC Name
N-{2-[(4-benzylpiperidin-1-yl)methyl]-1H-benzimidazol-6-yl}methanesulfonamide

Synonyms	Source
N-[2-(4-benzyl-piperidin-1-ylmethyl)-3H-benzoimidazol-5-yl]-methanesulfonamide	SUBMITTER
N-{2-[(4-benzylpiperidin-1-yl)methyl]benzimidazol-5-yl}methanesulphonamide	ChEBI
N-{2-[(4-benzylpiperidin-1-yl)methyl]benzimidazol-5-yl}propane-2-sulfonamide	ChEBI
XK1	SUBMITTER

Manual Xrefs	Databases
7997968	ChemSpider

Citations