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T6060

Sigma-Aldrich

Thioperamide maleate salt

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C15H24N4S · C4H4O4
CAS Number:
148440-81-7
Molecular Weight:
408.52
MDL number:
MFCD00083209
UNSPSC Code:
12352200

solubility

H2O: soluble 10 mg/mL
DMSO: soluble 12 mg/mL
ethanol: soluble 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

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Application

Thioperamide maleate has been used to study its effect on tau and TDP-43 aggregation3. It has also been used to study its effects on histamine induced contraction of trachealis in horses4.

Biochem/physiol Actions

Thioperamide is a H3 histamine receptor antagonist. Studies have reported that it can enhance MK-801-induced behavioral changes in rats5.

Preparation Note

Thioperamide maleate is soluble in water at 10 mg/ml, in ethanol at 3 mg/ml and in DMSO at 12 mg/ml.

replaced by

Product No.
Description
Pricing

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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M A Olszewski et al.
The American journal of physiology, 277(2 Pt 1), L327-L333 (1999-08-13)
In addition to their direct contractile effects, histamine (Hist), serotonin [5-hydroxytryptamine (5-HT)], and leukotriene (LT) D(4), in low concentrations, dramatically augment electrical field stimulation (EFS)-induced smooth muscle contractions in equine airways. To determine the mechanism of their action, we studied
Mark E Bardgett et al.
Psychopharmacology, 205(4), 589-597 (2009-05-26)
Recent studies have raised the possibility that antagonists of H(3) histamine receptors possess cognitive-enhancing and antipsychotic properties. However, little work has assessed these compounds in classic animal models of schizophrenia. The purpose of this study was to determine if a
M Garbarg et al.
European journal of pharmacology, 164(1), 1-11 (1989-05-02)
The interaction of the potent histamine H3-receptor ligands i.e. (R)alpha-methylhistamine, an agonist, and thioperamide, an antagonist, with the three classes of cerebral histamine receptors was studied in vitro and in vivo. The histamine-induced stimulation of 3',5'-cyclic AMP accumulation in slices
Makiko Yamashita et al.
FEBS letters, 583(14), 2419-2424 (2009-06-30)
Amyotrophic lateral sclerosis (ALS) and frontotemporal lobar degeneration with ubiquitinated inclusions (FTLD-U) are major neurodegenerative diseases with TDP-43 pathology. Here we investigated the effects of methylene blue (MB) and dimebon, two compounds that have been reported to be beneficial in
R Oishi et al.
Journal of neurochemistry, 52(5), 1388-1392 (1989-05-01)
To study the feedback control by histamine (HA) H3-receptors on the synthesis and release of HA at nerve endings in the brain, the effects of a potent and selective H3-agonist, (R)-alpha-methylhistamine, and an H3-antagonist, thioperamide, on the pargyline-induced accumulation of

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