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About This Item
Empirical Formula (Hill Notation):
C19H21N3S
CAS Number:
Molecular Weight:
323.46
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
222-594-2
MDL number:
form
powder
InChI key
SLFGIOIONGJGRT-UHFFFAOYSA-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
SMILES string
CC(CN(C)C)CN1c2ccccc2Sc3ccc(cc13)C#N
assay
≥98% (HPLC)
color
light yellow to yellow-green
solubility
DMSO: ≥5 mg/mL
storage temp.
2-8°C
Quality Level
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 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.
Cyamemazine belongs to the class of phenothiazine drugs. It is known to treat severe depression, schizophrenia and bipolar disorder.
signalword
Warning
hcodes
pcodes
Hazard Classifications
Aquatic Acute 1 - Aquatic Chronic 1
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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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
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
Yann Hodé et al.
Psychopharmacology, 217(3), 315-321 (2011-04-12)
Cyamemazine (Tercian®) is an antipsychotic agent blocking central dopamine D(2) receptors, which induces few extrapyramidal adverse effects, due to a potent antagonistic action at serotonin 5-HT(2A) receptors. In vitro studies showed that the desmethyl metabolite of cyamemazine (N-desmethyl cyamemazine) has
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