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SML0321

Sigma-Aldrich

Cyamemazine

≥98% (HPLC)

Sinónimos:

10-[3-(Dimethylamino)-2-methylpropyl]-10H-phenothiazine-2-carbonitrile, 7204 R. E., 7204 RP, Ciamatil, Cianatil, Cyamemazin, R.P. 7204, TH 2602

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About This Item

Fórmula empírica (notación de Hill):
C19H21N3S
Número de CAS:
3546-03-0
Peso molecular:
323.46
EC Number:
222-594-2
MDL number:
MFCD00868180
UNSPSC Code:
12352200
PubChem Substance ID:
329825326
NACRES:
NA.77

Quality Level

100

assay

≥98% (HPLC)

form

powder

color

light yellow to yellow-green

solubility

DMSO: ≥5 mg/mL

storage temp.

2-8°C

SMILES string

CC(CN(C)C)CN1c2ccccc2Sc3ccc(cc13)C#N

InChI

1S/C19H21N3S/c1-14(12-21(2)3)13-22-16-6-4-5-7-18(16)23-19-9-8-15(11-20)10-17(19)22/h4-10,14H,12-13H2,1-3H3

InChI key

SLFGIOIONGJGRT-UHFFFAOYSA-N

Application

Cyamemazine has been used as an internal standard and antipsychotic drug to spike plasma samples in mass spectrometry studies. It has also been used as an analytical standard in gas chromatography-tandem mass spectroscopic (GC-MS/MS) analysis.

Biochem/physiol Actions

Cyamemazine belongs to the class of phenothiazine drugs. It is known to treat severe depression, schizophrenia and bipolar disorder.
Cyamemazine is a potent antagonist of 5-HT2C and 5-HT3 receptors with antipsychotic and anxiolytic properties.

pictograms

Environment
GHS09

signalword

Warning

hcodes

H410

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Amine Benyamina et al.
European journal of pharmacology, 578(2-3), 142-147 (2007-10-16)
Animal and human pharmacological studies indicate that the antipsychotic action of cyamemazine results from blockade of dopamine D(2) receptors, its anxiolytic properties from serotonin 5-HT(2C) receptor antagonism and the low incidence of extrapyramidal side effects from a potent 5-HT(2A) receptor
William Crumb et al.
European journal of pharmacology, 532(3), 270-278 (2006-02-24)
The antipsychotic and anxiolytic phenothiazine, cyamemazine, was investigated for its effects on the hERG (human ether-à-go-go related gene) channel expressed in HEK 293 cells and on native INa, ICa, Ito, Isus, or IK1 of human atrial myocytes. Moreover, cyamemazine and
Marjorie Chèze et al.
Forensic science international, 196(1-3), 14-17 (2010-02-02)
The authors present 3 cases that demonstrate a return to DFC following periods of inactivity. The offences occurred in Paris and its suburbs and in each of the cases there were two distinct periods of activity by the offenders with
Multi-trajectories of antidepressant and antipsychotic use: a 11-year naturalistic study in a community-based sample
<BIG>Verdoux H, et al.</BIG>
Acta Psychiatrica Scandinavica (2019)
Cathy M Jacobs et al.
Analytical and bioanalytical chemistry, 413(6), 1729-1737 (2021-02-01)
Volumetric absorptive microsampling (VAMS), an emerging microsampling technique, is expected to overcome some disadvantages of dried blood spots such as volume inaccuracy and influence of hematocrit (HT). This study aimed to develop and evaluate a VAMS-based strategy for quantification of
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