Ro 25-6981 (CHEBI:92897)

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ChEBI Name	Ro 25-6981

ChEBI ID	CHEBI:92897

Definition	A member of the class of piperidines that is 4-benzylpiperidine substituted by a 3-hydroxy-3-(4-hydroxyphenyl)-2-methylpropyl group at position 1 (the 1R,2S-stereoisomer). It is a potent antagonist of the GluN2B subunit of the N-methyl-D-aspartate (NMDA) receptor.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

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Formula

C22H29NO2

Net Charge

Average Mass

339.479

Monoisotopic Mass

339.21983

InChI

InChI=1S/C22H29NO2/c1-17(22(25)20-7-9-21(24)10-8-20)16-23-13-11-19(12-14-23)15-18-5-3-2-4-6-18/h2-10,17,19,22,24-25H,11-16H2,1H3/t17-,22+/m0/s1

InChIKey

WVZSEUPGUDIELE-HTAPYJJXSA-N

SMILES

C[C@@H](CN1CCC(CC2=CC=CC=C2)CC1)[C@@H](O)C1=CC=C(O)C=C1

Roles Classification
Chemical Role(s):	Bronsted base A molecular entity capable of accepting a hydron from a donor (Bronsted acid). (via organic amino compound )

Biological Role(s):	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(s):	anticonvulsant A drug used to prevent seizures or reduce their severity. antidepressant Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions. neuroprotective agent Any compound that can be used for the treatment of neurodegenerative disorders.

ChEBI Ontology
Outgoing	Ro 25-6981 (CHEBI:92897) has role anticonvulsant (CHEBI:35623) Ro 25-6981 (CHEBI:92897) has role antidepressant (CHEBI:35469) Ro 25-6981 (CHEBI:92897) has role neuroprotective agent (CHEBI:63726) Ro 25-6981 (CHEBI:92897) has role NMDA receptor antagonist (CHEBI:60643) Ro 25-6981 (CHEBI:92897) is a benzenes (CHEBI:22712) Ro 25-6981 (CHEBI:92897) is a phenols (CHEBI:33853) Ro 25-6981 (CHEBI:92897) is a piperidines (CHEBI:26151) Ro 25-6981 (CHEBI:92897) is a secondary alcohol (CHEBI:35681) Ro 25-6981 (CHEBI:92897) is a tertiary amino compound (CHEBI:50996) Ro 25-6981 (CHEBI:92897) is conjugate base of Ro 25-6981(1+) (CHEBI:183314)

Incoming	Ro 25-6981(1+) (CHEBI:183314) is conjugate acid of Ro 25-6981 (CHEBI:92897)

IUPAC Name

4-[(1R,2S)-3-(4-benzylpiperidin-1-yl)-1-hydroxy-2-methylpropyl]phenol

Synonyms	Sources
(αR,βS)-α-(4-Hydroxyphenyl)-β-methyl-4-(phenylmethyl)-1-piperidinepropanol	ChEBI
4-[(1R,2S)-1-hydroxy-2-methyl-3-[4-(phenylmethyl)-1-piperidinyl]propyl]phenol	ChEBI
Ro 25-6981 free base	ChEBI
Ro-25-6981	ChEBI
Ro25-6981	ChEBI

Registry Number	Type	Source
169274-78-6	CAS Registry Number	ChEBI

Last Modified

04 November 2021