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Chlorpromazine

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Name

Chlorpromazine

EINECS 200-045-8
CAS No. 50-53-3 Density 1.212g/cm3
PSA 31.78000 LogP 4.95940
Solubility Soluble Melting Point 192 - 196 C (decomposes)
Formula C17H19 Cl N2 S Boiling Point 450.1°Cat760mmHg
Molecular Weight 318.87 Flash Point 226°C
Transport Information 25kgs Appearance white to off-white crystalline powder
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 50-53-3 (Chlorpromazine) Hazard Symbols 6.1 (Packing Group: III) UN NO.
Synonyms

Phenothiazine,2-chloro-10-[3-(dimethylamino)propyl]- (7CI,8CI);2-Chloro-10-[3-(dimethylamino)propyl]phenothiazine; 2-Chloropromazine; 2601A;Aminazin; Aminazine; Ampliactil; Amplictil; BC 135; CPZ; Chlor-Promanyl;Chlordelazin; Chlorderazin; Chlorpromados; Chlorpromazine; Chlropromados;Contomin; Elmarin; Esmind; Fenactil; Fenaktyl; Fraction AB; HL 5746;Largactilothiazine; Largactyl; Megaphen; NSC 167745; NSC 226514; Noiafren;Novomazina; Phenactyl; Proma; Promactil; Promazil; Propaphenin; Prozil; RP4560; SKF 2601A; Sanopron; Sedatil; Thorazin; Thorazine; Wintermin

Article Data 36

Chlorpromazine Synthetic route

1219602-20-6

C11H16ClIN2

6320-02-1

2-bromothiophenol

50-53-3

2-chloro-N,N-dimethyl-10H-phenothiazine-10-propanamine

Conditions
ConditionsYield
With copper(l) iodide; potassium carbonate; L-proline In ethyl methyl ether at 90 - 110℃; Inert atmosphere;78%
50-00-0

formaldehyd

2095-17-2

2-chloro-10-(3-aminopropyl)phenothiazine

50-53-3

2-chloro-N,N-dimethyl-10H-phenothiazine-10-propanamine

Conditions
ConditionsYield
With formic acid In water at 80℃; for 8h; Eschweiler-Clark Amine Methylation; Microwave irradiation;66%
31928-44-6

2-bromo-4-chloroiodobenzene

6320-02-1

2-bromothiophenol

109-55-7

1-amino-3-(dimethylamino)propane

50-53-3

2-chloro-N,N-dimethyl-10H-phenothiazine-10-propanamine

Conditions
ConditionsYield
With 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium(0); sodium t-butanolate In toluene at 60 - 160℃; for 2.33333h; Microwave irradiation;50%
92-39-7

2-chlorophenothiazine

109-54-6

3-(Dimethylamino)propyl chloride

50-53-3

2-chloro-N,N-dimethyl-10H-phenothiazine-10-propanamine

Conditions
ConditionsYield
With sodium amide
(i) NaNH2, toluene, (ii) /BRN= 605294/; Multistep reaction;
With potassium hydroxide; potassium carbonate; tetra(n-butyl)ammonium hydrogensulfate toluene 1.) room temp., 2 h, 2.) reflux, 18 h; Yield given. Multistep reaction;
3179-63-3

3-Dimethylamino-1-propanol

36798-98-8

2-chloro-phenothiazine-10-carbonyl chloride

50-53-3

2-chloro-N,N-dimethyl-10H-phenothiazine-10-propanamine

Conditions
ConditionsYield
With toluene Erhitzen des Reaktionsprodukts unter vermindertem Druck auf 210-220grad;
4414-83-9

3-(2-chloro-10H-phenothiazin-10-yl)propanonitrile

A

2095-17-2

2-chloro-10-(3-aminopropyl)phenothiazine

B

50-53-3

2-chloro-N,N-dimethyl-10H-phenothiazine-10-propanamine

Conditions
ConditionsYield
With nickel; dimethyl amine; benzene at 110 - 116℃; under 58840.6 Torr; Hydrogenation;
109454-48-0

N'-[2-(2-bromo-phenylsulfanyl)-5-chloro-phenyl]-N,N-dimethyl-propanediyldiamine

50-53-3

2-chloro-N,N-dimethyl-10H-phenothiazine-10-propanamine

Conditions
ConditionsYield
With copper; potassium carbonate; N,N-dimethyl-formamide
969-99-3

chlorpromazine sulfoxide

50-53-3

2-chloro-N,N-dimethyl-10H-phenothiazine-10-propanamine

Conditions
ConditionsYield
With iron; acetic acid; xylene
41951-57-9

1-(2-chloro-phenothiazin-10-yl)-3-methanesulfonyloxy-propane

50-53-3

2-chloro-N,N-dimethyl-10H-phenothiazine-10-propanamine

Conditions
ConditionsYield
With dimethyl amine
103278-35-9

bis-[3-(2-chloro-phenothiazin-10-yl)-propyl]-methyl-amine

A

63615-79-2

10-Allyl-2-chlorophenothiazine

B

50-53-3

2-chloro-N,N-dimethyl-10H-phenothiazine-10-propanamine

Conditions
ConditionsYield
With sodium hydroxide; methyl iodide

Chlorpromazine Chemical Properties

MF: C17H19ClN2S
MW: 318.86416
MS:
EINECS: 200-045-8
Product Categories: 
Mol File: 50-53-3.mol
Surface Tension: 46.6 dyne/cm 
Density: 1.212 g/cm3 
Flash Point: 226 °C 
Enthalpy of Vaporization: 70.89 kJ/mol 
Boiling Point: 450.1 °C at 760 mmHg 
Vapour Pressure: 2.72E-08 mmHg at 25°C  
 

Chlorpromazine Uses

3-(2-chlorophenothiazin-10-yl)-N,N-dimethylpropan-1-amine(50-53-3) have good effect on have good effect on schizophrenia, severe depression and anxiety, hyperactive children, you can also use 3-(2-chlorophenothiazin-10-yl)-N,N-dimethylpropan-1-amine(50-53-3) to relieve nausea, belching.

Chlorpromazine Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LD50 subcutaneous > 10mg/kg (10mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 11, Pg. 932, 1961.
 
cat LDLo oral 100mg/kg (100mg/kg) behavioral: altered sleep time (including change in righting reflex)
behavioral: regidity
gastrointestinal: nausea or vomiting
 
Oyo Yakuri. Pharmacometrics. Vol. 11, Pg. 561, 1976.
child LDLo oral 37500ug/kg (37.5mg/kg) behavioral: convulsions or effect on seizure threshold
behavioral: coma
 
New England Journal of Medicine. Vol. 256, Pg. 527, 1957.
dog LD50 intravenous 30mg/kg (30mg/kg) ungs, thorax, or respiration: emphysema
blood: hemorrhage
lungs, thorax, or respiration: acute pulmona
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 118, Pg. 358, 1959.
 
dog LD50 subcutaneous > 20mg/kg (20mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 11, Pg. 932, 1961.
 
dog LDLo oral 250mg/kg (250mg/kg) behavioral: altered sleep time (including change in righting reflex)
behavioral: regidity
gastrointestinal: nausea or vomiting
Oyo Yakuri. Pharmacometrics. Vol. 11, Pg. 561, 1976.
guinea pig LD50 intraperitoneal 87mg/kg (87mg/kg)   Medicina Experimentalis. Vol. 8, Pg. 237, 1963.
guinea pig LDLo oral 250mg/kg (250mg/kg) behavioral: altered sleep time (including change in righting reflex)
behavioral: regidity
gastrointestinal: nausea or vomiting
 
Oyo Yakuri. Pharmacometrics. Vol. 11, Pg. 561, 1976.
human TDLo oral 8570ug/kg/12D (8.57mg/kg) behavioral: wakefulness
behavioral: muscle weakness
 behavioral: tremor
 
Arzneimittel-Forschung. Drug Research. Vol. 22, Pg. 93, 1972.
 
infant TDLo oral 20mg/kg (20mg/kg) vascular: bp lowering not characterized in autonomic section
 behavioral: somnolence (general depressed activity)
 
American Journal of Diseases of Children. Vol. 130, Pg. 507, 1976.
 
mammal (species unspecified) LD50 oral 500mg/kg (500mg/kg) behavioral: anticonvulsant
 behavioral: alteration of classical conditioning
 
Journal of Medicinal Chemistry. Vol. 8, Pg. 836, 1965.
man TDLo oral 8900ug/kg (8.9mg/kg) lungs, thorax, or respiration: dyspnea
 
American Journal of Emergency Medicine. Vol. 14, Pg. 467, 1996.
 
man TDLo oral 217mg/kg/19D (217mg/kg) blood: agranulocytosis
skin and appendages (skin): "dermatitis, allergic: after systemic exposure"
 
Journal of Clinical Psychiatry. Vol. 46, Pg. 341, 1985.
 
monkey LD50 subcutaneous > 5mg/kg (5mg/kg)

 blood: agranulocytosis
skin and appendages (skin): "dermatitis, allergic: after systemic exposure"

 

Arzneimittel-Forschung. Drug Research. Vol. 11, Pg. 932, 1961.
 
mouse LC50 inhalation 209mg/m3/2H (209mg/m3)
behavioral: muscle weakness
cardiac: pulse rate increase without fall in bp
blood: leukopenia
 
Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv. Toxicology of New Industrial Chemical Substances. For English translation, see TNICS*. Vol. 10, Pg. 73, 1968.
mouse LD50 intraperitoneal 14mg/kg (14mg/kg)   Farmaco, Edizione Scientifica. Vol. 14, Pg. 269, 1959.
mouse LD50 intravenous 16mg/kg (16mg/kg)

behavioral: muscle weakness

cardiac: pulse rate increase without fall in bp

blood: leukopenia

Arzneimittel-Forschung. Drug Research. Vol. 11, Pg. 932, 1961.
 
mouse LD50 oral 135mg/kg (135mg/kg) lbehavioral: convulsions or effect on seizure threshold
lungs, thorax, or respiration: other changes
 
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 118, Pg. 358, 1959.
 
mouse LD50 subcutaneous 33mg/kg (33mg/kg) behavioral: ataxia
behavioral: regidity
 
Arzneimittel-Forschung. Drug Research. Vol. 11, Pg. 932, 1961.
 
mouse LD50 unreported 82500ug/kg (82.5mg/kg)   Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 53, Pg. 2S, 1957.
mouse LDLo intramuscular 300mg/kg (300mg/kg)   Therapie. Vol. 15, Pg. 1064, 1960.
rabbit LD50 intravenous 16mg/kg (16mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 120, Pg. 450, 1959.
 
rat LC50 inhalation 209mg/m3/2H (209mg/m3) behavioral: muscle weakness
cardiac: pulse rate increase without fall in bp
blood: leukopenia
Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv. Toxicology of New Industrial Chemical Substances. For English translation, see TNICS*. Vol. 10, Pg. 73, 1968.
rat LD50 intraperitoneal 137mg/kg (137mg/kg)   German Offenlegungsschrift Patent Document. Vol. #2350222,
rat LD50 intravenous 23mg/kg (23mg/kg)  behavioral: muscle weakness
cardiac: pulse rate increase without fall in bp
blood: leukopenia
 
Farmaco, Edizione Pratica. Vol. 26, Pg. 585, 1971.
 
rat LD50 oral 142mg/kg (142mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 18, Pg. 261, 1968.
 
rat LD50 subcutaneous 75mg/kg (75mg/kg)   Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 56, Pg. 377, 1960.
women TDLo oral 200ug/kg (0.2mg/kg) behavioral: sleep
liver: "jaundice, other or unclassified"
New York State Journal of Medicine. Vol. 57, Pg. 1922, 1957.
 
women TDLo oral 16800ug/kg/3W (16.8mg/kg) blood: agranulocytosis Postgraduate Medical Journal. Vol. 69, Pg. 885, 1993.
 
women TDLo oral 166mg/kg/18D- (166mg/kg) blood: other hemolysis with or without anemia
blood: other changes
Postgraduate Medical Journal. Vol. 53, Pg. 278, 1977.
 
women TDLo oral 240mg/kg/30D- (240mg/kg) blood: agranulocytosis
blood: changes in leucocyte (wbc) count
blood: agranulocytosis
Journal of Clinical Psychiatry. Vol. 46, Pg. 341, 1985.
 
women TDLo oral 240mg/kg/30D (240mg/kg)
skin and appendages (skin): "dermatitis, allergic: after systemic exposure"
 
Journal of Clinical Psychiatry. Vol. 46, Pg. 341, 1985.
 

Chlorpromazine Specification

IUPAC: 3-(2-chlorophenothiazin-10-yl)-N,N-dimethylpropan-1-amine(50-53-3)
CAS: 50-53-3
Synonyms: 10H-Phenothiazine-10-propanamine, 2-chloro-N,N-dimethyl-;2601-A;2-Chloro-10-[3-(dimethyamino)propyl]phenothiazine;2-Chloropromazine;2-Cloro-10 (3-dimetilaminopropil)fenotiazina;3-(2-Chloro-10H-phenothiazin-10-yl)-N,N-dimethyl-1-propanamine;4560 R.P.;Aminasine
 

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