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SML0321

Sigma-Aldrich

Cyamemazine

≥98% (HPLC)

Synonyme(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

Formule empirique (notation de Hill):
C19H21N3S
Numéro CAS:
3546-03-0
Poids moléculaire :
323.46
Numéro CE :
222-594-2
Numéro MDL:
MFCD00868180
Code UNSPSC :
12352200
ID de substance PubChem :
329825326
Nomenclature NACRES :
NA.77

Pureté

≥98% (HPLC)

Forme

powder

Couleur

light yellow to yellow-green

Solubilité

DMSO: ≥5 mg/mL

Température de stockage

2-8°C

Chaîne SMILES 

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

Clé InChI

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.

Actions biochimiques/physiologiques

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.

Pictogrammes

Environment
GHS09

Mention d'avertissement

Warning

Mentions de danger

H410

Conseils de prudence

P273 - P391 - P501

Classification des risques

Aquatic Acute 1 - Aquatic Chronic 1

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Christophe Arbus et al.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences, 32(4-5), 357-366 (2007-10-24)
Recombinant human liver microsomal enzymes of the cytochrome P450 family (CYP1A2, CYP2A6, CYP3A4, CYP2B6, CYP2C8, CYP2C9, CYP2C19, CYP2D6, CYP2E1) were used to determine the metabolic fate of the antipsychotic anxiolytic agent cyamemazine. An LC/MS-MS tandem methodology was developed specifically for
Bernard Marc et al.
Presse medicale (Paris, France : 1983), 36(10 Pt 1), 1399-1403 (2007-06-15)
The toxic effects of Datura stramonium most often include visual and auditory hallucinations, confusion and agitation. Severe and even fatal complications (coma, respiratory distress or death in more than 5% of cases) are not rare since the lethal concentration of
F-J Baylé et al.
L'Encephale, 37 Suppl 1, S83-S89 (2011-05-28)
Anxiety is a major and frequent symptom of schizophrenia, which is associated with an increased risk of relapse, impaired functioning, lower quality of life and increased incidence of suicide attempts. Despite its clinical relevance, anxiety in schizophrenia remains poorly understood.
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
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
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