CAS No.130-61-0,Thioridazine hydrochloride Suppliers,MSDS download

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Basic Information

Molecular Structure:
CAS No.:	130-61-0
Name:	Thioridazine hydrochloride
Article Data:	2

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

Synthetic route

: (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl 2-{2-[2-(methylthio)-10H-phenothiazin-10-yl]ethyl}piperidine-1-carboxylate

: 130-61-0
thioridazine Hydrochloride

Conditions

Conditions	Yield
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

: 50-52-2, 52496-67-0, 57129-06-3, 114488-10-7
thioridazine

: 130-61-0
thioridazine Hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride In ethanol; water	100%

: 130-61-0
thioridazine Hydrochloride

: 969-99-3
chlorpromazine sulfoxide

Conditions

Conditions	Yield
With dihydrogen peroxide In water for 72h; Ambient temperature;	93%

: 50893-53-3
carbonochloridic acid 1-chloro-ethyl ester

: 130-61-0
thioridazine Hydrochloride

: 1-chloroethyl 2-(2-(2-(methylthio)-10hphenothiazin-10-yl)ethyl)piperidine-1-carboxylate

Conditions

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%

: 513-53-1
1-methyl-1-propanethiol

: 130-61-0
thioridazine Hydrochloride

: 96457-89-5
2-(sec-butylthio)-10-(2-(1-methylpiperidin-2-yl)ethyl)-10H-phenothiazine

Conditions

Conditions	Yield
With Singacycle A1; lithium hexamethyldisilazane In o-xylene at 160℃; for 12h; Glovebox; Sealed tube;	71%

: 1569-69-3
Cyclohexanethiol

: 130-61-0
thioridazine Hydrochloride

: 2-(cyclohexylthio)-10-(2-(1-methylpiperidin-2-yl)ethyl)-10H-phenothiazine

Conditions

Conditions	Yield
With Singacycle A1; lithium hexamethyldisilazane In o-xylene at 160℃; for 12h; Glovebox; Sealed tube;	62%

: 34301-54-7
1-Adamantanethiol

: 130-61-0
thioridazine Hydrochloride

: 2-((adamantan-1-yl)thio)-10-(2-(1-methylpiperidin-2-yl)ethyl)-10H-phenothiazine

Conditions

Conditions	Yield
With Singacycle A1; lithium hexamethyldisilazane In o-xylene at 160℃; for 12h; Glovebox; Sealed tube;	61%

: 130-61-0
thioridazine Hydrochloride

: 100-53-8
phenylmethanethiol

: 97013-68-8
2-(benzylthio)-10-(2-(1-methylpiperidin-2-yl)ethyl)-10H-phenothiazine

Conditions

Conditions	Yield
With Singacycle A1; lithium hexamethyldisilazane In o-xylene at 160℃; for 12h; Glovebox; Sealed tube;	56%

: 110-53-2
1-Bromopentane

: 130-61-0
thioridazine Hydrochloride

: 1-methyl-2-(2-(2-(methylthio)-10H-phenothiazin-10-yl)ethyl)-1-pentylpiperidin-1-ium bromide

Conditions

Conditions	Yield
In acetonitrile for 24h; Reflux; Inert atmosphere;	51%

: 111-88-6
Octanethiol

: 130-61-0
thioridazine Hydrochloride

: 10-(2-(1-methylpiperidin-2-yl)ethyl)-2-(octylthio)-10H-phenothiazine

Conditions

Conditions	Yield
With Singacycle A1; lithium hexamethyldisilazane In o-xylene at 160℃; for 12h; Glovebox; Sealed tube;	49%

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Chemistry

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

Uses

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.

Toxicity Data With Reference

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.

Consensus Reports

EPA Genetic Toxicology Program.

Safety Profile

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 NO_x, SO_x, and HCl.
Hazard Codes: Harmful Xn, Dangerous 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.

Specification

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 .