ChemicalBook--->CAS DataBase List--->3546-03-0

3546-03-0

3546-03-0 Structure

3546-03-0 Structure
IdentificationBack Directory
[Name]

cyamemazine
[CAS]

3546-03-0
[Synonyms]

RP-7204
TH-2602
Tercian
7204 RP
Cianatil
CiaMatil
CyaMeMazin
7204 R. E.
F. I. 6229
cyamemazine
Cyamepromazine
CyaMeproMezine
Kyamepromazine
2-Cyano-10-(3-diMethylaMino-2-Methylpropyl)phenothiazine
10-[3-(dimethylamino)-2-methylpropyl]phenothiazine-2-carbonitrile
10-[3-(dimethylamino)-2-methyl-propyl]phenothiazine-2-carbonitrile
10-[3-(DiMethylaMino)-2-Methylpropyl]-10H-phenothiazine-2-carbonitrile
10H-Phenothiazine-2-carbonitrile, 10-[3-(dimethylamino)-2-methylpropyl]-
[EINECS(EC#)]

222-594-2
[Molecular Formula]

C19H21N3S
[MDL Number]

MFCD00868180
[MOL File]

3546-03-0.mol
[Molecular Weight]

323.46
Chemical PropertiesBack Directory
[Melting point ]

90-95°C
[Boiling point ]

bp0.2-0.5 205-220°
[density ]

1.21±0.1 g/cm3(Predicted)
[storage temp. ]

Refrigerator
[solubility ]

DMSO: ≥5mg/mL
[form ]

powder
[pka]

9.31±0.28(Predicted)
[color ]

light yellow to yellow-green
[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
[InChIKey]

SLFGIOIONGJGRT-UHFFFAOYSA-N
[SMILES]

CC(CN(C)C)CN1c2ccccc2Sc3ccc(cc13)C#N
Safety DataBack Directory
[Hazard Codes ]

Xi,N
[Risk Statements ]

50
[Safety Statements ]

61
[RIDADR ]

UN 3077 9 / PGIII
[WGK Germany ]

3
[REACH Registrations]

Active
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Aquatic Acute 1
Aquatic Chronic 1
[Toxicity]

LDLo oral in man: 107mg/kg
Hazard InformationBack Directory
[Chemical Properties]

Greenish Yellow Solid
[Originator]

Terckian,Theraplix,France,1972
[Uses]

Cyamemazine is an anxiolytic antipsychotic, which reduces ethanol withdrawal symptoms.
[Definition]

ChEBI: Cyamemazine is a member of phenothiazines.
[Manufacturing Process]

The following is taken from US Patent 3,057,851. Milorganite was extracted with water to obtain an aqueous extract containing vitamin B12 active substances. This aqueous extract was purified by treatment with an ion exchange resin according to the following method. An aqueous extract of milorganite, 100 ml containing 300 μg of vitamin B12 active substances and 4.5 grams of total solids, was combined with 0.5 gram of sodium nitrite and 0.4 gram of potassium cyanide. The resulting solution was adjusted to pH 4.0 with hydrochloric acid and heated to boiling. The boiled solution was filtered through a Super-Cel filter surface, and the filter was then washed with water. The filtrate was obtained in a total volume of 130 ml including the washings.
Amerlite XE-97, an ion exchange resin of the carboxyl type (Rohm and Haas), was classified to an average wet particle size of 100 to 150 mesh. The classified resin was utilized in the hydrogen form, and was not buffered during the ion exchange fractionation. The classified resin, in the amount of 35 ml, was packed into a glass column having a diameter of 25 mm and a height of 250 mm. The cyanide-treated aqueous extract of milorganite was infused gravitationally into the ion exchange bed at a rate of 3 ml per minute.
The effluent was discarded and the resin bed was then washed with the following solutions in the specified sequence: (1) 120 ml of an aqueous 0.1 N hydrochloric acid solution; (2) 75 ml of an aqueous 85% acetone solution; and (3) 70 ml of an aqueous 0.1 N hydrochloric acid solution. After washing, the resin bed was eluted with an aqueous 60% dioxane solution containing 0.1 N of hydrochloric acid. In this elution, 8 ml of colored eluate was collected. This portion of the eluate was found to contain 295 μg of cyanocobalamin and 9 mg of total solids.
[Therapeutic Function]

Tranquilizer
[Biological Activity]

Cyamemazine belongs to the class of phenothiazine drugs. It is known to tre at severe depressionschizophrenia and bipolar disorder.''Cyamemazine is a potent antagonist of 5-HT2C and 5-HT3 receptors with antipsychotic and anxiolytic properties.
Spectrum DetailBack Directory
[Spectrum Detail]

cyamemazine(3546-03-0)1HNMR
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