CAS 3546-03-0|Cyamemazine
| Common Name | Cyamemazine | ||
|---|---|---|---|
| CAS Number | 3546-03-0 | Molecular Weight | 323.455 |
| Density | 1.2±0.1 g/cm3 | Boiling Point | 479.0±45.0 °C at 760 mmHg |
| Molecular Formula | C19H21N3S | Melting Point | / |
| MSDS | ChineseUSA | Flash Point | 243.5±28.7 °C |
| Symbol | GHS09 | Signal Word | Warning |
Names
| Name | Cyamemazine |
|---|---|
| Synonym | More Synonyms |
Cyamemazine BiologicalActivity
| Description | Cyamemazine is a neuroleptic agent that contains the phenothiazine chromophore. Cyamemazine is often used as an anxiolytic. Cyamemazine is a potent 5-HT3 (Ki of 12 nM), 5-HT2A (Ki = 1.5 nM) and 5-HT2C (Ki of 75 nM) receptors antagonist with antipsychotic activity[1][2]. |
|---|---|
| Related Catalog | Research Areas >>Neurological DiseaseSignaling Pathways >>GPCR/G Protein >>5-HT ReceptorSignaling Pathways >>Neuronal Signaling >>5-HT Receptor |
| Target | 5-HT2A Receptor:1.5 nM (Ki) 5-HT2C Receptor:12 nM (Ki) 5-HT3 Receptor:75 nM (Ki) |
| In Vitro | Cyamemazine exhibits a high affinity for dopamine receptors, which is consistent with its antipsychotic activity. The antagonist activity of Cyamemazine at muscarinic receptors is consistent with its affinity for M1 (Ki = 13 nM), M2 (Ki = 42 nM), M3 (Ki = 321 nM), M4 (Ki = 12 nM), and M5 (Ki = 35 nM) receptors[1]. |
| In Vivo | Cyamemazine behaves as an antagonist at the 5-HT3, 5-HT2C, and 5-HT2A receptors in 5-HT3-dependent contraction of isolated guinea pig ileum and bradycardic responses in rats, in 5-HT2C-dependent phospholipase C stimulation in the rat brain membrane, and in 5-HT2A-dependent contraction of isolated rat aorta rings and isolated guinea pig trachea. Cyamemazine antagonizes 5-HT3 and 5-HT2C receptors and that this effect is partially involved in its therapeutic activity in anxiety disorders. Acute administration of low doses of Cyamemazine can reduces extracellular dopamine and metabolite concentrations in rat striatum[1]. |
| References | [1]. Bourin M, et al. Preclinical and clinical pharmacology of cyamemazine: anxiolytic effects and prevention of alcohol and benzodiazepine withdrawal syndrome. CNS Drug Rev. 2004 Fall;10(3):219-29. [2]. Vendrell-Criado V, et al. Photobehavior of the antipsychotic drug cyamemazine in a supramolecular gel protective environment. J Photochem Photobiol B. 2020 Jan;202:111686. |
Chemical & Physical Properties
| Density | 1.2±0.1 g/cm3 |
|---|---|
| Boiling Point | 479.0±45.0 °C at 760 mmHg |
| Molecular Formula | C19H21N3S |
| Molecular Weight | 323.455 |
| Flash Point | 243.5±28.7 °C |
| Exact Mass | 323.145630 |
| PSA | 55.57000 |
| LogP | 4.62 |
| Vapour Pressure | 0.0±1.2 mmHg at 25°C |
| Index of Refraction | 1.655 |
| InChIKey | SLFGIOIONGJGRT-UHFFFAOYSA-N |
| SMILES | CC(CN(C)C)CN1c2ccccc2Sc2ccc(C#N)cc21 |
Toxicological Information
CHEMICAL IDENTIFICATION |
ACUTE TOXICITY DATA - TYPE OF TEST :
- Standard Draize test
- ROUTE OF EXPOSURE :
- Administration into the eye
- SPECIES OBSERVED :
- Rodent - rabbit
- REFERENCE :
- FCTOD7 Food and Chemical Toxicology. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.20- 1982- Volume(issue)/page/year: 20,573,1982
- TYPE OF TEST :
- Rinsed with water
- ROUTE OF EXPOSURE :
- Administration into the eye
- SPECIES OBSERVED :
- Rodent - rabbit
- REFERENCE :
- FCTOD7 Food and Chemical Toxicology. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.20- 1982- Volume(issue)/page/year: 20,573,1982 ** ACUTE TOXICITY DATA **
- TYPE OF TEST :
- LDLo - Lowest published lethal dose
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Human - man
- DOSE/DURATION :
- 107 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- JATOD3 Journal of Analytical Toxicology. (Preston Pub. Inc., POB 48312, Niles, IL 60648) V.1- 1977- Volume(issue)/page/year: 17,386,1993
Safety Information
| Symbol | GHS09 |
|---|---|
| Signal Word | Warning |
| Hazard Statements | H410 |
| Precautionary Statements | P273-P501 |
| Hazard Codes | Xi |
| RIDADR | UN 3077 9 / PGIII |
| HS Code | 2934300000 |
Customs
| HS Code | 2934300000 |
|---|---|
| Summary | 2934300000. other compounds containing in the structure a phenothiazine ring-system (whether or not hydrogenated), not further fused. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0% |
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Synonyms
| Kyamepromazin |
| Kyamepromazine |
| 10H-Phenothiazine-2-carbonitrile, 10-[3-(dimethylamino)-2-methylpropyl]- |
| 7204 R.E. |
| Ciamatil |
| Cyamemazine |
| 10-[3-(Dimethylamino)-2-methylpropyl]-10H-phenothiazine-2-carbonitrile |
| 2-Cyano-10-(3-dimethylamino-2-methylpropyl)phenothiazine |
| Tercian |
| 10-[3-(dimethylamino)-2-methylpropyl]phenothiazine-2-carbonitrile |
