Linopirdine

Linopirdine
Clinical data
ATC code	N06BX09 (WHO) ;
Identifiers
	IUPAC name 1-phenyl-3,3-bis(pyridin-4-ylmethyl)-1,3-dihydro-2H-indol-2-one;
CAS Number	105431-72-9 ;
PubChem CID	3932;
IUPHAR/BPS	2599;
ChemSpider	3795 ;
UNII	I5TB3NZ94T;
KEGG	D04741 ;
ChEMBL	ChEMBL319111 ;
E number	{{#property:P628}}
ECHA InfoCard	{{#property:P2566}}Lua error in Module:EditAtWikidata at line 36: attempt to index field 'wikibase' (a nil value).
Chemical and physical data
Formula	C26H21N3O
Molar mass	391.465 g/mol
3D model (JSmol)	Interactive image;
	SMILES O=C2N(c1ccccc1C2(Cc3ccncc3)Cc4ccncc4)c5ccccc5;
	InChI InChI=1S/C26H21N3O/c30-25-26(18-20-10-14-27-15-11-20,19-21-12-16-28-17-13-21)23-8-4-5-9-24(23)29(25)22-6-2-1-3-7-22/h1-17H,18-19H2 ; Key:YEJCDKJIEMIWRQ-UHFFFAOYSA-N ;
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Linopirdine is a putative cognition-enhancing drug with a novel mechanism of action. Linopirdine blocks the KCNQ2\3 heteromer M current with an IC50 of 2.4nM^[1] disinhibiting acetylcholine release, and increasing hippocampal CA3-schaffer collateral mediated glutamate release onto CA1 pyramidal neurons.^[2] In a murine model linopirdine is able to nearly completely reverse the senescence-related decline in cortical c-FOS, an effect which is blocked by atropine and MK-801, suggesting Linopirdine can compensate for the age related decline in acetylcholine release.^[3] Linopirdine also blocks homomeric KCNQ1 and KCNQ4 voltage gated potassium channels which contribute to vascular tone with substantially less selectivity than KCNQ2/3.^[1]

References

↑ ^1.0 ^1.1 PMID 9694925 (PMID 9694925)
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↑ PMID 22674722 (PMID 22674722)
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↑ PMID 11378256 (PMID 11378256)
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Template:Nootropics Template:Channel blockers

[pmid9694925-1] 1.0 ^1.1 PMID 9694925 (PMID 9694925)
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[pmid22674722-2] PMID 22674722 (PMID 22674722)
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[pmid11378256-3] PMID 11378256 (PMID 11378256)
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[1]

[2]

[3]

Clinical data

ATC code	N06BX09 (WHO)
Identifiers
IUPAC name 1-phenyl-3,3-bis(pyridin-4-ylmethyl)-1,3-dihydro-2H-indol-2-one
CAS Number	105431-72-9^N
PubChem CID	3932
IUPHAR/BPS	2599
ChemSpider	3795^Y
UNII	I5TB3NZ94T
KEGG	D04741^Y
ChEMBL	ChEMBL319111^Y
E number	{{#property:P628}}
ECHA InfoCard	{{#property:P2566}}Lua error in Module:EditAtWikidata at line 36: attempt to index field 'wikibase' (a nil value).
Chemical and physical data
Formula	C₂₆H₂₁N₃O
Molar mass	391.465 g/mol
3D model (JSmol)	Interactive image
SMILES O=C2N(c1ccccc1C2(Cc3ccncc3)Cc4ccncc4)c5ccccc5
InChI InChI=1S/C26H21N3O/c30-25-26(18-20-10-14-27-15-11-20,19-21-12-16-28-17-13-21)23-8-4-5-9-24(23)29(25)22-6-2-1-3-7-22/h1-17H,18-19H2^Y Key:YEJCDKJIEMIWRQ-UHFFFAOYSA-N^Y
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Linopirdine

References

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