Thioperamide information

Thioperamide
Clinical data
ATC code	none;
Identifiers
	IUPAC name N-Cyclohexyl-4-(1H-imidazol-4-yl)piperidine-1-carbothioamide;
CAS Number	106243-16-7 ;
PubChem CID	3035905;
IUPHAR/BPS	1267;
ChemSpider	2300031 ;
UNII	II4319BWUI;
ChEMBL	ChEMBL260374 ;
CompTox Dashboard (EPA)	DTXSID50147555 ;
Chemical and physical data
Formula	C15H24N4S
Molar mass	292.45 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES S=C(NC1CCCCC1)N3CCC(c2cnc[nH]2)CC3;
	InChI InChI=1S/C15H24N4S/c20-15(18-13-4-2-1-3-5-13)19-8-6-12(7-9-19)14-10-16-11-17-14/h10-13H,1-9H2,(H,16,17)(H,18,20) ; Key:QKDDJDBFONZGBW-UHFFFAOYSA-N ;
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Thioperamide is a potent HRH₄ antagonist and selective HRH₃ antagonist capable of crossing the blood–brain barrier.^[1] It was used by Jean-Charles Schwartz in his early experiments regarding the H₃ receptor.^[2] Thioperamide was found to be an antagonist of histamine autoreceptors, which negatively regulate the release of histamine. The drug enhances the activity of histaminergic neurons by blocking autoreceptors, leading to greater release of histamine.

Its action on H₃ receptors is thought to promote wakefulness and improve memory consolidation.

^ "Thioperamide". IUPHAR/BPS Guide to Pharmacology.
^ Schwartz JC (June 2011). "The histamine H3 receptor: from discovery to clinical trials with pitolisant". British Journal of Pharmacology. 163 (4): 713–21. doi:10.1111/j.1476-5381.2011.01286.x. PMC 3111674. PMID 21615387.

[urlIUPHAR_Database_|_Ligand_Summary_|_thioperamide-1] "Thioperamide". IUPHAR/BPS Guide to Pharmacology.

[pmid21615387-2] Schwartz JC (June 2011). "The histamine H3 receptor: from discovery to clinical trials with pitolisant". British Journal of Pharmacology. 163 (4): 713–21. doi:10.1111/j.1476-5381.2011.01286.x. PMC 3111674. PMID 21615387.

Thioperamide information

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Clinical data

ATC code	none
Identifiers
IUPAC name N-Cyclohexyl-4-(1H-imidazol-4-yl)piperidine-1-carbothioamide
CAS Number	106243-16-7^N
PubChem CID	3035905
IUPHAR/BPS	1267
ChemSpider	2300031^Y
UNII	II4319BWUI
ChEMBL	ChEMBL260374^Y
CompTox Dashboard (EPA)	DTXSID50147555
Chemical and physical data
Formula	C₁₅H₂₄N₄S
Molar mass	292.45 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES S=C(NC1CCCCC1)N3CCC(c2cnc[nH]2)CC3
InChI InChI=1S/C15H24N4S/c20-15(18-13-4-2-1-3-5-13)19-8-6-12(7-9-19)14-10-16-11-17-14/h10-13H,1-9H2,(H,16,17)(H,18,20)^Y Key:QKDDJDBFONZGBW-UHFFFAOYSA-N^Y
^NY (what is this?) (verify)