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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:
Molecular Weight:
408.52
MDL number:
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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

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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