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1-Propanamine,3-(2-chloro-9H-thioxanthen-9-ylidene)-N,N-dimethyl-, hydrochloride (1:1), (3Z)- (6469-93-8)

Identification
Name:1-Propanamine,3-(2-chloro-9H-thioxanthen-9-ylidene)-N,N-dimethyl-, hydrochloride (1:1), (3Z)-
Synonyms:1-Propanamine,3-(2-chloro-9H-thioxanthen-9-ylidene)-N,N-dimethyl-, hydrochloride, (3Z)-(9CI);1-Propanamine, 3-(2-chloro-9H-thioxanthen-9-ylidene)-N,N-dimethyl-,hydrochloride, (Z)-;Thioxanthene-D9,g-propylamine,2-chloro-N,N-dimethyl-, hydrochloride, (Z)- (8CI);9H-Thioxanthene,1-propanamine deriv.;Chlorprothixene hydrochloride;Truxal hydrochloride;cis-Chlorprothixene hydrochloride;
CAS:6469-93-8
EINECS: 229-289-3
Molecular Formula: C18H18ClNS . ClH
Molecular Weight: 352.32116
InChI: InChI=1S/C18H18ClNS.ClH/c1-20(2)11-5-7-14-15-6-3-4-8-17(15)21-18-10-9-13(19)12-16(14)18;/h3-4,6-10,12H,5,11H2,1-2H3;1H/b14-7-;
Molecular Structure: (C18H18ClNS.ClH) 1-Propanamine,3-(2-chloro-9H-thioxanthen-9-ylidene)-N,N-dimethyl-, hydrochloride, (3Z)-(9CI);1-Propa...
Properties
Transport:UN 2811 6
Melting Point: 221ºC
Water Solubility:Freely soluble in water
Solubility:Freely soluble in water
Appearance:White powder
Specification:

 Chlorprothixene hydrochloride , with cas registry number of  6469-93-8, has many other names such as 3-(2-Chlorothioxanthen-9-ylidene)-N,N-dimethyl-propan-1-amine hydrochloride . Its IUPAC name is (3Z)-3-(2-chlorothioxanthen-9-ylidene)-N,N-dimethylpropan-1-amine hydrochloride . Besides these names, its own systematic name is called 3-(2-chloro-9H-thioxanthen-9-ylidene)-N,N-dimethylpropan-1-amine hydrochloride . The descriptors about its structure include SMILES: Cl.CN(C)CCC=C1c3ccccc3Sc2ccc(Cl)cc12, and InChI: InChI=1/C18H18ClNS.ClH/c1-20(2)11-5-7-14-15-6-3-4-8-17(15)21-18-10-9-13(19)12-16(14)18;/h3-4,6-10,12H,5,11H2,1-2H3;1H.

 Some of physical properties include: H bond acceptors: 1, H bond donors: 0, Freely Rotating Bonds: 3, Enthalpy of Vaporization: 73.65 kJ/mol, Vapour Pressure: 6.29E-09 mmHg at 25°C. It is harmful by inhalation, in contact with skin and if swallowed. When use it, remember wear suitable protective clothing. And it should be stored at temp. of 2-8°C.

  Chlorprothixene hydrochloride has been used as drug which is a kind of Antipsychotics. So a lot of toxicity data has been done such as:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 98mg/kg (98mg/kg)   Cesko-Slovenska Farmacie. Vol. 15, Pg. 526, 1966.
mouse LD50 intravenous 43mg/kg (43mg/kg) AUTONOMIC NERVOUS SYSTEM: OTHER (DIRECT) PARASYMPATHOMIMETIC

BEHAVIORAL: EXCITEMENT

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)		 Archives Internationales de Pharmacodynamie et de Therapie. Vol. 144, Pg. 481, 1963.
mouse LD50 oral 242mg/kg (242mg/kg) BEHAVIORAL: ATAXIA Collection of Czechoslovak Chemical Communications. Vol. 45, Pg. 3166, 1980.
mouse LD50 subcutaneous 140mg/kg (140mg/kg)   "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 65, 1972.
rat LD50 intravenous 25mg/kg (25mg/kg)   "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 65, 1972.
rat LD50 oral 200mg/kg (200mg/kg)   "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 65, 1972.

As a drug, the purity is very important. There has been developed a liquid chromatographic method to control the related substances. The selective is both for  (Z) chlorprothixene hydrochloride and its E-isomer with a limit of detection of 0.3 microgram ml-1.

Packinggroup: III
Storage Temperature: 2-8°C
Usage:Antipsychotic.
Safety Data
Hazard Symbols Xn: Harmful
 

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