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M120

Metaphit methanesulfonate salt

Name: Metaphit methanesulfonate salt
Brand: SIGMA

≥98% (HPLC), solid

Synonym(s):

1-[1-(3-Isothiocyanato)phenyl]cyclohexylpiperidine methanesulfonate salt

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About This Item

Linear Formula:

C₁₈H₂₄N₂S · CH₃SO₃H

CAS Number:

99287-12-4

Molecular Weight:

396.57

MDL number:

MFCD00069307

UNSPSC Code:

12352200

PubChem Substance ID:

24278579

assay

≥98% (HPLC)

form

solid

storage condition

desiccated

color

white

solubility

H₂O: >20 mg/mL

storage temp.

−20°C

SMILES string

CS(O)(=O)=O.S=C=Nc1cccc(c1)C2(CCCCC2)N3CCCCC3

InChI

1S/C18H24N2S.CH4O3S/c21-15-19-17-9-7-8-16(14-17)18(10-3-1-4-11-18)20-12-5-2-6-13-20;1-5(2,3)4/h7-9,14H,1-6,10-13H2;1H3,(H,2,3,4)

InChI key

ZASHKPXYYPYQRI-UHFFFAOYSA-N

Gene Information

human ... OPRS1(10280)

Biochem/physiol Actions

Metaphit methanesulfonate salt is an irreversible, non-competitive antagonist at the phencyclidine site on the NMDA receptor; sigma receptor irreversible, competitive antagonist.

Caution

Hygroscopic

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number

018K4606

018K4608

045K4606

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Acylation of sigma receptors by Metaphit, an isothiocyanate derivative of phencyclidine.

L S Bluth et al.

European journal of pharmacology, 161(2-3), 273-277 (1989-02-28)

Pretreatment of guinea pig brain membranes with 1-[1-(3-isothiocyanatophenyl)cyclohexyl]piperidine (Metaphit) caused irreversible and differential inhibition of ligand binding to sigma (sigma) receptors. The concentration of Metaphit required to produce 50% inhibition of binding of [3H]1,3-di-o-tolylguanidine ([3H]DTG), [3H](+)-3-(3-hydroxy-phenyl)-N-(1-propyl)piperidine ([3H](+)-3-PPP), and [3H](+)-N-allylnormetazocine ([3H](+)-SKF

Long-term blockade of the dopamine uptake complex by metaphit, an isothiocyanate derivative of phencyclidine.

I Zimányi et al.

Synapse (New York, N.Y.), 3(3), 239-245 (1989-01-01)

[3H]Mazindol was used to label the dopamine uptake complex in mouse striatum in vitro in the presence and absence of metaphit, an isothiocyanate derivative of phencyclidine. In some experiments, metaphit was present in the incubation fluid throughout the procedure; in

Metaphit, a proposed phencyclidine (PCP) antagonist, prevents PCP-induced locomotor behavior through mechanisms unrelated to specific blockade of PCP receptors.

E D French et al.

European journal of pharmacology, 140(3), 267-274 (1987-08-21)

Metaphit, a derivative of phencyclidine (PCP) which irreversibly binds to a population of PCP receptor sites in rat brain, has been considered as a potentially specific PCP antagonist. In whole animal studies, however, metaphit has been shown to have either

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