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M149

Sigma-Aldrich

Methiothepin mesylate salt

≥98% (HPLC), solid

Synonym(s):

1-[10,11-Dihydro-8-(methylthio)dibenzo[b,f]thiepin-10-yl]-4-methylpiperazine mesylate salt, Metitepine mesylate salt

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About This Item

Linear Formula:
C20H24N2S2 · CH3SO3H
CAS Number:
74611-28-2
Molecular Weight:
452.65
MDL number:
MFCD00153831
UNSPSC Code:
12352200
PubChem Substance ID:
24278104
NACRES:
NA.77

Assay

≥98% (HPLC)

form

solid

storage condition

desiccated

color

white

solubility

H2O: 13 mg/mL

SMILES string

CS(O)(=O)=O.CSc1ccc2Sc3ccccc3CC(N4CCN(C)CC4)c2c1

InChI

1S/C20H24N2S2.CH4O3S/c1-21-9-11-22(12-10-21)18-13-15-5-3-4-6-19(15)24-20-8-7-16(23-2)14-17(18)20;1-5(2,3)4/h3-8,14,18H,9-13H2,1-2H3;1H3,(H,2,3,4)

InChI key

CZMDZGZYKOGLJY-UHFFFAOYSA-N

Gene Information

human ... HTR1A(3350) , HTR1B(3351) , HTR1D(3352) , HTR1E(3354) , HTR1F(3355) , HTR6(3362) , HTR7(3363)

General description

Methiothepin belongs to a new class of dibenzothiophenes. Methiothepin possesses neuroleptic activity.

Application

Methiothepin mesylate salt has been used to explore the relationship between circulating cells and the niche. It has also been used in serotonin (5-HT) and antagonists in vivo bioassays and in in vivo antagonist and lipopolysaccharide stimulations.

Biochem/physiol Actions

Methiothepin mesylate salt is a 5-HT1, 5-HT6, 5-HT7 serotonin receptor antagonist, which blocks serotonin autoreceptors.

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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P Schoeffter et al.
British journal of pharmacology, 117(6), 993-994 (1996-03-01)
Human uterine artery smooth muscle cells in culture were shown to express constitutively both 5-ht7 receptor mRNA and 5-ht7-like receptors functionally linked to cyclic AMP formation. 5-Carboxamidotryptamine (5-CT) and 5-HT enhanced forskolin-stimulated cyclic AMP accumulation in these cells, with pEC50
Yuan Lai et al.
Neurobiology of learning and memory, 173, 107278-107278 (2020-07-12)
Conditioned taste aversion (CTA) learning induces the devaluation of a preferred food through its pairing with a stimulus inducing internal illness. In invertebrates, it is still unclear how this aversive learning impairs the memories of stimuli that had been associated
Blockade of central 5-hydroxytryptamine receptors by methiothepin
Monachon M A, et al.
Naunyn-Schmiedeberg'S Archives of Pharmacology, 274(2), 192-197 (1972)
D J McLoughlin et al.
Journal of neurochemistry, 74(1), 347-357 (2000-01-05)
Mechanisms of agonist and inverse agonist action at the serotonin 5-HT1A receptor have been studied using the modulation of guanosine 5'-O-(3-[35S]thiotriphosphate) ([35S]GTPgammaS) binding in membranes of Chinese hamster ovary (CHO) cells expressing the receptor (CHO-5-HTA1A cells). A range of agonists
F G Boess et al.
Molecular pharmacology, 54(3), 577-583 (1998-09-09)
Ro 63-0563 [4-amino-N-(2,6 bis-methylamino-pyridin-4-yl)-benzene sulfonamide] is a high affinity 5-hydroxytryptamine6 (HT6) receptor antagonist with more than 100-fold selectivity for the 5-HT6 receptor compared with 69 other receptors and binding sites. The present study describes the properties of [3H]Ro 63-0563, the
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