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SML0321

Sigma-Aldrich

Cyamemazine

≥98% (HPLC)

Synonym(s):

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

Empirical Formula (Hill Notation):
C19H21N3S
CAS Number:
3546-03-0
Molecular Weight:
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

Related Categories

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.
Cyamemazine is a potent antagonist of 5-HT2C and 5-HT3 receptors.

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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Certificates of Analysis (COA)

Lot/Batch Number
114M4753V
042M4722V

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Michel Bourin et al.
CNS drug reviews, 10(3), 219-229 (2004-10-20)
Several studies have suggested that the antipsychotic compound, cyamemazine, possesses anxiolytic properties in humans. The original pharmacological profile of cyamemazine (D(2), 5-HT(2A), 5-HT(2C), and 5-HT(3) receptor antagonist), which was established by binding, microdialysis and behavioral studies, is consistent with these
Gurmit Singh et al.
Bioorganic & medicinal chemistry letters, 22(6), 2160-2162 (2012-03-01)
A modified Polonovski reaction has been employed to obtain the N-demethylated metabolite of the neuroleptic drug cyamemazine. The synthesis involves N-oxide formation, isolation of the corresponding N-oxide, and a FeSO(4)·7H(2)O mediated Polonovski reaction to afford the desired monodesmethyl cyamemazine. In
Sébastien Duband et al.
Forensic science international, 214(1-3), e26-e29 (2011-08-16)
Forensic pathologists are sometimes confronted with microscopic foreign bodies mixed in with soft tissues surrounding wounds and which are thus difficult to identify. This identification, however, could be primordial in investigating a crime and in determining the weapon used. A
Paula Proença et al.
Journal of analytical toxicology, 44(8), 915-922 (2020-08-12)
Antipsychotic drugs (AP) are widely prescribed for the treatment of schizophrenia and psychosis. The pharmacological treatment of schizophrenia is often performed with the simultaneous use of two or more antipsychotic agents to achieve the desired control of psychotic symptoms Available
Débora Caramelo et al.
Analytical and bioanalytical chemistry, 411(23), 6141-6153 (2019-07-12)
The present work describes the optimization and validation of an analytical method for the determination of six antipsychotic drugs (chlorpromazine, levomepromazine, cyamemazine, clozapine, haloperidol, and quetiapine) in oral fluid samples after solvent extraction from dried saliva spots, by gas chromatography
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