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CAS No.: | 130-61-0 |
---|---|
Name: | Thioridazine hydrochloride |
Article Data: | 2 |
Molecular Structure: | |
Formula: | C21H27ClN2S2 |
Molecular Weight: | 407.044 |
Synonyms: | 10H-Phenothiazine,10-[2-(1-methyl-2-piperidinyl)ethyl]-2-(methylthio)-, monohydrochloride (9CI);Phenothiazine, 10-[2-(1-methyl-2-piperidyl)ethyl]-2-(methylthio)-,hydrochloride (6CI,7CI);Phenothiazine,10-[2-(1-methyl-2-piperidyl)ethyl]-2-(methylthio)-, monohydrochloride (8CI);10-[3-(1-Methyl-2-piperidyl)ethyl]-2-(methylthio)phenothiazine hydrochloride;2-Methylmercapto-10-[2-(N-methyl-2-piperidyl)ethyl]phenothiazine hydrochloride;Aldazine;Mallorol;Mellaril;Mellaril hydrochloride;Melleretten;Melleril (tablet);NSC 186060;Novoridazine;Orsanil;Stalleril;10-(2-(1-Methyl-2-piperidyl)ethyl)-2-methylthiophenothiazine hydrochloride;10H-Phenothiazine,10-[2-(1-methyl-2-piperidinyl)ethyl]-2-(methylthio)-, hydrochloride (1:1); |
EINECS: | 204-992-8 |
Density: | 1.1227 (rough estimate) |
Melting Point: | 158-160 °C |
Boiling Point: | 515.7 °C at 760 mmHg |
Flash Point: | 265.7 °C |
Solubility: | Soluble in water (75 mM), DMSO (100 mM), chloroform, ethanol, and methanol. |
Appearance: | Pale yellow solid |
Hazard Symbols: | Xn, N |
Risk Codes: | 22-36/37/38-50/53 |
Safety: | 26-36-60-61 |
Transport Information: | UN 3077 9/PG 3 |
PSA: | 57.08000 |
LogP: | 6.69050 |
thioridazine Hydrochloride
Conditions | Yield |
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Stage #1: (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl 2-{2-[2-(methylthio)-10H-phenothiazin-10-yl]ethyl}piperidine-1-carboxylate With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 50℃; for 18h; Inert atmosphere; Stage #2: With hydrogenchloride In ethanol; water | 100% |
Multi-step reaction with 2 steps 1: lithium aluminium tetrahydride / tetrahydrofuran / 18 h / 0 - 50 °C / Inert atmosphere 2: hydrogenchloride / ethanol; water View Scheme |
thioridazine
thioridazine Hydrochloride
Conditions | Yield |
---|---|
With hydrogenchloride In ethanol; water | 100% |
Conditions | Yield |
---|---|
With dihydrogen peroxide In water for 72h; Ambient temperature; | 93% |
carbonochloridic acid 1-chloro-ethyl ester
thioridazine Hydrochloride
Conditions | Yield |
---|---|
Stage #1: thioridazine Hydrochloride With triethylamine In 1,2-dichloro-ethane at 20℃; for 0.333333h; Inert atmosphere; Stage #2: carbonochloridic acid 1-chloro-ethyl ester In 1,2-dichloro-ethane for 12h; Inert atmosphere; Reflux; | 84% |
1-methyl-1-propanethiol
thioridazine Hydrochloride
2-(sec-butylthio)-10-(2-(1-methylpiperidin-2-yl)ethyl)-10H-phenothiazine
Conditions | Yield |
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With Singacycle A1; lithium hexamethyldisilazane In o-xylene at 160℃; for 12h; Glovebox; Sealed tube; | 71% |
Conditions | Yield |
---|---|
With Singacycle A1; lithium hexamethyldisilazane In o-xylene at 160℃; for 12h; Glovebox; Sealed tube; | 62% |
1-Adamantanethiol
thioridazine Hydrochloride
Conditions | Yield |
---|---|
With Singacycle A1; lithium hexamethyldisilazane In o-xylene at 160℃; for 12h; Glovebox; Sealed tube; | 61% |
thioridazine Hydrochloride
phenylmethanethiol
2-(benzylthio)-10-(2-(1-methylpiperidin-2-yl)ethyl)-10H-phenothiazine
Conditions | Yield |
---|---|
With Singacycle A1; lithium hexamethyldisilazane In o-xylene at 160℃; for 12h; Glovebox; Sealed tube; | 56% |
Conditions | Yield |
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In acetonitrile for 24h; Reflux; Inert atmosphere; | 51% |
Conditions | Yield |
---|---|
With Singacycle A1; lithium hexamethyldisilazane In o-xylene at 160℃; for 12h; Glovebox; Sealed tube; | 49% |
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IUPAC NAME: 10-[2-(1-Methylpiperidin-2-yl)ethyl]-2-methylsulfanylphenothiazine hydrochloride
EINECS: 204-992-8
Molecular Formula: C21H27ClN2S2
Molecular Weight: 407.04 g/mol
Flash Point: 265.7 °C
Boiling Point: 515.7 °C at 760 mmHg
Enthalpy of Vaporization: 78.76 kJ/mol
Vapour Pressure: 9.65E-11 mmHg at 25 °C
Appearance: Pale Yellow Solid
Melting Point: 158-160 °C
Product Categories: Miscellaneous ; Intermediates & Fine Chemicals ; Pharmaceuticals ; Dopamine receptor
Classification Code of 10-(2-(1-Methyl-2-piperidyl)ethyl)-2-methylthiophenothiazine hydrochloride (CAS NO.130-61-0): Antipsychotic; Drug / Therapeutic Agent; Human Data; Mutation data; Sedative-hypnotic
10-(2-(1-Methyl-2-piperidyl)ethyl)-2-methylthiophenothiazine hydrochloride (CAS NO.130-61-0) is used for acute schizophrenia, bipolar disorder, menopause, mental illness, nervous depression.
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
dog | LD50 | oral | 160mg/kg (160mg/kg) | "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 53, 1972. | |
mouse | LD50 | intraperitoneal | 100mg/kg (100mg/kg) | National Technical Information Service. Vol. AD277-689, | |
mouse | LD50 | intravenous | 33mg/kg (33mg/kg) | Therapie. Vol. 14, Pg. 793, 1959. | |
mouse | LD50 | oral | 360mg/kg (360mg/kg) | "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 53, 1972. | |
rabbit | LD50 | intravenous | 26mg/kg (26mg/kg) | "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 53, 1972. | |
rabbit | LD50 | oral | 1100mg/kg (1100mg/kg) | "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 53, 1972. | |
rat | LD50 | intravenous | 71mg/kg (71mg/kg) | "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 53, 1972. | |
rat | LD50 | oral | 1060mg/kg (1060mg/kg) | Drugs in Japan Vol. 6, Pg. 458, 1982. | |
women | TDLo | oral | 864mg/kg/18D- (864mg/kg) | CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP ENDOCRINE: EVIDENCE OF THYROID HYPERFUNCTION | Postgraduate Medical Journal. Vol. 60, Pg. 445, 1984. |
EPA Genetic Toxicology Program.
Poison by ingestion and intravenous routes. Human systemic effects: evidence of thyroid hyperfunction, increased body temperature, pulse rate increase. Mutation data reported. When heated to decomposition it emits very toxic fumes of NOx, SOx, and HCl.
Hazard Codes: Xn,N
Risk Statements:
R22: Harmful if swallowed.
R36/37/38: Irritating to eyes, respiratory system and skin.
R50/53: Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
Safety Statements:
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36: Wear suitable protective clothing.
S60: This material and its container must be disposed of as hazardous waste.
S61: Avoid release to the environment. Refer to special instructions / safety data sheets.
10-(2-(1-Methyl-2-piperidyl)ethyl)-2-methylthiophenothiazine hydrochloride (CAS NO.130-61-0), its Synonyms are Thioridazine hydrochloride ; 10H-Phenothiazine, 10-(2-(1-methyl-2-piperidinyl)ethyl)-2-(methylthio)-, monohydrochloride ; 2-Methylmercapto-10-(2-(N-methyl-2-piperidyl)ethyl)phenothiazine hydrochloride ; Mellaril ; Mellaril hydrochloride ; Melleril (tablet) ; Melzine ; Sonapax hydrochloride ; Thioridazine HCl ; Thioridazine chloride .