CHEBI:194340 - apinocaltamide

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ChEBI Name apinocaltamide
ChEBI ID CHEBI:194340
Definition A secondary carboxamide resulting from the formal condensation of the carboxy group of {4-[1-(trifluoromethyl)cyclopropyl]phenyl}acetic acid with the amino group of 6-[(3-amino-1H-pyrazol-1-yl)methyl]pyridine-3-carbonitrile. It is a selective, orally available T-type calcium channel blocker that is being studied as a potential new treatment in epilepsy.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C22H18F3N5O
Net Charge 0
Average Mass 425.415
Monoisotopic Mass 425.14634
InChI InChI=1S/C22H18F3N5O/c23-22(24,25)21(8-9-21)17-4-1-15(2-5-17)11-20(31)28-19-7-10-30(29-19)14-18-6-3-16(12-26)13-27-18/h1-7,10,13H,8-9,11,14H2,(H,28,29,31)
InChIKey LSYANGLAZUZYFX-UHFFFAOYSA-N
SMILES FC(F)(F)C1(CC1)C1=CC=C(CC(=O)NC2=NN(CC3=CC=C(C=N3)C#N)C=C2)C=C1
Roles Classification
Biological Role(s): T-type calcium channel blocker
Any agent that interferes with the activity of T-type calcium channels.
Application(s): anticonvulsant
A drug used to prevent seizures or reduce their severity.
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ChEBI Ontology
Outgoing apinocaltamide (CHEBI:194340) has role anticonvulsant (CHEBI:35623)
apinocaltamide (CHEBI:194340) has role T-type calcium channel blocker (CHEBI:194338)
apinocaltamide (CHEBI:194340) is a benzenes (CHEBI:22712)
apinocaltamide (CHEBI:194340) is a cyclopropanes (CHEBI:51454)
apinocaltamide (CHEBI:194340) is a nitrile (CHEBI:18379)
apinocaltamide (CHEBI:194340) is a organofluorine compound (CHEBI:37143)
apinocaltamide (CHEBI:194340) is a pyrazoles (CHEBI:26410)
apinocaltamide (CHEBI:194340) is a pyridines (CHEBI:26421)
apinocaltamide (CHEBI:194340) is a secondary carboxamide (CHEBI:140325)
IUPAC Name
N-{1-[(5-cyanopyridin-2-yl)methyl]-1H-pyrazol-3-yl}-2-{4-[1-(trifluoromethyl)cyclopropyl]phenyl}acetamide
INNs Sources
apinocaltamida WHO MedNet
apinocaltamide WHO MedNet
apinocaltamide WHO MedNet
apinocaltamidum WHO MedNet
Synonyms Sources
ACT 709478 ChEBI
ACT-709478 ChEBI
ACT709478 ChEBI
N-[1-[(5-cyano-2-pyridinyl)methyl]-1H-pyrazol-3-yl]-4-[1-(trifluoromethyl)cyclopropyl]-benzeneacetamide ChEBI
Manual Xrefs Databases
72379969 ChemSpider
DB16241 DrugBank
View more database links
Registry Number Type Source
1838651-58-3 CAS Registry Number ChEBI
Citations Waiting for Citations Types Sources
29116786 PubMed citation Europe PMC
30372652 PubMed citation Europe PMC
31004346 PubMed citation Europe PMC
31994022 PubMed citation Europe PMC
35295464 PubMed citation Europe PMC
Last Modified
07 February 2023