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T123

Sigma-Aldrich

Thioperamide maleate salt

solid

Synonyme(s) :

MR-12842, N-Cyclohexyl-4-(1H-imidazol-4-yl)-1-piperidinecarbothioamide maleate salt

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About This Item

Formule empirique (notation de Hill):
C15H24N4S · C4H4O4
Numéro CAS:
148440-81-7
Poids moléculaire :
408.52
Numéro MDL:
MFCD00083209
Code UNSPSC :
12352200
ID de substance PubChem :
24277809
Nomenclature NACRES :
NA.77

Pureté

≥98% (HPLC)

Forme

solid

Conditions de stockage

desiccated
under inert gas

Couleur

white

Solubilité

H2O: >10 mg/mL
DMSO: 12 mg/mL
ethanol: 3 mg/mL

Chaîne SMILES 

OC(=O)\C=C/C(O)=O.S=C(CC1CCCCC1)N2CCC(CC2)c3c[nH]cn3

InChI

1S/C16H25N3S.C4H4O4/c20-16(10-13-4-2-1-3-5-13)19-8-6-14(7-9-19)15-11-17-12-18-15;5-3(6)1-2-4(7)8/h11-14H,1-10H2,(H,17,18);1-2H,(H,5,6)(H,7,8)/b;2-1-

Clé InChI

REZRBLGMJZZSID-BTJKTKAUSA-N

Informations sur le gène

human ... HRH3(11255)

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Application

Thioperamide maleate salt was used to study the sympathetic and autonomic nerve activity in mammalian white adipose tissue.

Actions biochimiques/physiologiques

Potent and selective H3 histamine receptor antagonist that crosses the blood-brain barrier.
Thioperamide is a potent and selective H3 histamine receptor antagonist that crosses the blood-brain barrier. It affects the central histaminergic system and decreases the duration of seizures and convulsions in mice. It also improves learning deficit induced by other drugs such as scopolamine.

Caractéristiques et avantages

This compound is featured on the Histamine Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

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Neuroscience letters, 444(2), 166-171 (2008-08-30)
Previously, we showed that orexin-A, a 33-aa peptide, influences renal sympathetic nerve activity. Because the autonomic nervous system plays an important role in the regulation of lipid metabolism, we investigated the in vivo effects of orexin-A on the sympathetic nerve
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Journal of pharmaceutical and biomedical analysis, 168, 148-154 (2019-02-27)
Our previous study has shown that a single dose of S-1-propenylcysteine (S1PC) exerted an antihypertensive effect in spontaneously hypertensive rats (SHR), while its mode of action remained to be further investigated. The aim of this study was to explore the
H Yokoyama et al.
European journal of pharmacology, 234(1), 129-133 (1993-03-30)
The effect of thioperamide, a histamine H3 receptor antagonist, on electrically induced convulsions was studied in mice. Thioperamide significantly and dose dependently decreased the duration of each phase of convulsion and raised the electroconvulsive threshold. Its anticonvulsant effects were prevented
Jiao Shen et al.
Neuroscience letters, 441(1), 100-104 (2008-07-05)
Previously, we showed that l-carnosine, a bioactive dipeptide, influences the sympathetic nerve activity innervating kidney and brown adipose tissue. Because the autonomic nervous system plays an important role in the regulation of lipid metabolism, we investigated the in vivo effects
S Miyazaki et al.
Life sciences, 57(23), 2137-2144 (1995-01-01)
We examined the effects of thioperamide and (R)-alpha-methylhistamine, a histamine H3-receptor antagonist and an agonist, respectively, on a scopolamine-induced learning deficit using an elevated plus-maze test in mice. Thioperamide alone slightly improved the learning deficit induced by scopolamine, and pretreatment
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