CHEBI:90724 - AM-251

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ChEBI Name AM-251
ChEBI ID CHEBI:90724
Definition A carbohydrazide obtained by formal condensation of the carboxy group of 1-(2,4-dichlorophenyl)-5-(4-iodophenyl)-4-methyl-1H-pyrazole-3-carboxylic acid with the amino group of 1-aminopiperidine. An antagonist at the CB1 cannabinoid receptor.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C22H21Cl2IN4O
Net Charge 0
Average Mass 555.240
Monoisotopic Mass 554.01371
InChI InChI=1S/C22H21Cl2IN4O/c1-14-20(22(30)27-28-11-3-2-4-12-28)26-29(19-10-7-16(23)13-18(19)24)21(14)15-5-8-17(25)9-6-15/h5-10,13H,2-4,11-12H2,1H3,(H,27,30)
InChIKey BUZAJRPLUGXRAB-UHFFFAOYSA-N
SMILES N=1N(C(=C(C1C(=O)NN2CCCCC2)C)C3=CC=C(C=C3)I)C4=CC=C(C=C4Cl)Cl
Roles Classification
Biological Role(s): CB1 receptor antagonist
An antagonist that binds to and deactivates type 1 cannabinoid receptors.
apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
Application(s): antidepressant
Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
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ChEBI Ontology
Outgoing AM-251 (CHEBI:90724) has role antidepressant (CHEBI:35469)
AM-251 (CHEBI:90724) has role antineoplastic agent (CHEBI:35610)
AM-251 (CHEBI:90724) has role apoptosis inducer (CHEBI:68495)
AM-251 (CHEBI:90724) has role CB1 receptor antagonist (CHEBI:73416)
AM-251 (CHEBI:90724) is a amidopiperidine (CHEBI:48613)
AM-251 (CHEBI:90724) is a carbohydrazide (CHEBI:35363)
AM-251 (CHEBI:90724) is a dichlorobenzene (CHEBI:23697)
AM-251 (CHEBI:90724) is a organoiodine compound (CHEBI:37142)
AM-251 (CHEBI:90724) is a pyrazoles (CHEBI:26410)
IUPAC Name
1-(2,4-dichlorophenyl)-5-(4-iodophenyl)-4-methyl-N-(piperidin-1-yl)-1H-pyrazole-3-carboxamide
Synonyms Sources
AM 251 KEGG COMPOUND
AM251 KEGG COMPOUND
Manual Xrefs Databases
AM251 Wikipedia
C20220 KEGG COMPOUND
LSM-4057 LINCS
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Registry Numbers Types Sources
183232-66-8 CAS Registry Number ChemIDplus
7780333 Reaxys Registry Number Reaxys
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Last Modified
08 July 2016