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3546-03-0

3546-03-0 structure
3546-03-0 structure
  • Name: Cyamemazine
  • Chemical Name: Cyamemazine
  • CAS Number: 3546-03-0
  • Molecular Formula: C19H21N3S
  • Molecular Weight: 323.455
  • Catalog: Signaling Pathways GPCR/G Protein 5-HT Receptor
  • Create Date: 2018-07-14 10:07:23
  • Modify Date: 2026-07-07 17:55:34
  • 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].
Name Cyamemazine
Synonyms Kyamepromazin
10-[3-(DiMethylaMino)-2-Methylpropyl]-10H-phenothiazine-2-carbonitrile
TH-2602
Tercian
Cyamromazine
10H-Phenothiazine-2-carbonitrile, 10-[3-(dimethylamino)-2-methylpropyl]
Cianatil
Cyamemazine - Bio-X
10-[3-(dimethylamino)-2-methyl-propyl]phenothiazine-2-carbonitrile
RP-7204
Ciamatil
7204 RP
10-[3-(Dimethylamino)-2-methylpropyl]-10H-phenothiazine-2-carbonitrile
7204 R. E
CiaMatil
cyamemazine
N-desmethyl cyamemazine maleateQ: What is N-desmethyl cyamemazine maleate Q: What is the CAS Number of N-desmethyl cyamemazine maleate Q: What is the storage condition of N-desmethyl cyamemazine maleate
10-[3-(dimethylamino)-2-methylpropyl]phenothiazine-2-carbonitrile
CyaMeMazin
F. I
Kyamromazine
Kyamepromazine
7204 R.E.
CyaMroMezine
2-Cyano-10-(3-diMethylaMino-2-Methylpropyl)phenothiazine
2-Cyano-10-(3-dimethylamino-2-methylpropyl)phenothiazine
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
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.
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

CHEMICAL IDENTIFICATION

RTECS NUMBER :
SN6950000
CHEMICAL NAME :
Phenothiazine-2-carbonitrile, 10-(3-(dimethylamino)-2-methylpropyl)-
CAS REGISTRY NUMBER :
3546-03-0
BEILSTEIN REFERENCE NO. :
0093261
LAST UPDATED :
199703
DATA ITEMS CITED :
3
MOLECULAR FORMULA :
C19-H21-N3-S
MOLECULAR WEIGHT :
323.49
WISWESSER LINE NOTATION :
T C666 BN ISJ B1Y1&1N1&1 ECN

HEALTH HAZARD DATA

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
Symbol GHS09
GHS09
Signal Word Warning
Hazard Statements H410
Precautionary Statements P273-P501
Hazard Codes Xi
RIDADR UN 3077 9 / PGIII
HS Code 2934300000
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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