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T123

Sigma-Aldrich

Thioperamide maleate salt

solid

Synonym(s):

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

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10 MG
$134.00
25 MG
$289.80
100 MG
$879.30

$134.00

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10 MG
$134.00
25 MG
$289.80
100 MG
$879.30

About This Item

Empirical Formula (Hill Notation):
C15H24N4S · C4H4O4
CAS Number:
148440-81-7
Molecular Weight:
408.52
MDL number:
MFCD00083209
UNSPSC Code:
12352200
PubChem Substance ID:
24277809
NACRES:
NA.77

$134.00

In StockDetails

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assay

≥98% (HPLC)

form

solid

storage condition

desiccated
under inert gas

color

white

solubility

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

SMILES string

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-

Inchi Key

REZRBLGMJZZSID-BTJKTKAUSA-N

Gene Information

human ... HRH3(11255)

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Application

Thioperamide maleate salt was used to study the sympathetic[1] and autonomic[2] nerve activity in mammalian white adipose tissue.

Biochem/physiol Actions

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.[3] It also improves learning deficit induced by other drugs such as scopolamine.[4]

Features and Benefits

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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000258202
0000227178
0000227210
0000221444
0000221445

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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
Toshiaki Matsutomo et al.
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
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
Jiao Shen et al.
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
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
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