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Substance Name: Chlorpromazine hydrochloride [USP:BAN:JAN]
RN: 69-09-0
UNII: 9WP59609J6
InChIKey: FBSMERQALIEGJT-UHFFFAOYSA-N

Note

  • The prototypical phenothiazine antipsychotic drug. Like the other drugs in this class chlorpromazine's antipsychotic actions are thought to be due to long-term adaptation by the brain to blocking DOPAMINE RECEPTORS. Chlorpromazine has several other actions and therapeutic uses, including as an antiemetic and in the treatment of intractable hiccup.

Molecular Formula

  • C17-H19-Cl-N2-S.Cl-H

Molecular Weight

  • 355.331
 

Classification Codes

  • Anti-Emetic
  • Antipsychotic
  • Drug / Therapeutic Agent
  • Human Data
  • Mutation Data
  • Reproductive Effect
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Names and Synonyms

Name of Substance

  • Chlorpromazine hydrochloride [USP:BAN:JAN]

Synonyms

  • 10-(3-Dimethylaminopropyl)-2-chlorophenothiazine monohydrochloride
  • 2-Chloro-10-(3-(dimethylamino)propyl)phenothiazine monohydrochloride
  • AI3-28023
  • Aminazin monohydrochloride
  • Aminazinum
  • Ampliactil monohydrochloride
  • CCRIS 6221
  • Chloractil
  • Chlorazin
  • Chloropromazine monohydrochloride
  • Chlorpromazine HCl
  • Chlorpromazine hydrochloride
  • Chlorpromazine hydrochloride intensol
  • Chlorpromazine monohydrochloride
  • Chlorpromazinium chloride
  • Contomin hydrochloride
  • CPZ (VAN)
  • EINECS 200-701-3
  • Fenactil monohydrochloride
  • Hebanil
  • Hibernal
  • Hybernal
  • Klorproman
  • Klorpromex
  • Largactil monohydrochloride
  • Lomazine
  • Marazine
  • Megaphen hydrochloride
  • Megatil
  • NCI-C05210
  • Neurazine
  • Norcozine
  • NSC 17479
  • Plegomazin
  • Promachel
  • Promacid
  • Promapar
  • Promexin
  • Propaphenin
  • Sonazine
  • Taroctyl
  • Thorazine
  • Tranzine
  • UNII-9WP59609J6
  • Unitensen

Systematic Names

  • 10H-Phenothiazine-10-propanamine, 2-chloro-N,N-dimethyl-, hydrochloride (1:1)
  • 10H-Phenothiazine-10-propanamine, 2-chloro-N,N-dimethyl-, monohydrochloride
  • Chlorpromazine hydrochloride
  • Phenothiazine, 2-chloro-10-(3-(dimethylamino)propyl)-, monohydrochloride

Registry Numbers

CAS Registry Number

  • 69-09-0

FDA UNII

  • 9WP59609J6

System Generated Number

  • 0000069090

Molecular Formulas

Molecular Formula

  • C17-H19-Cl-N2-S.Cl-H

Molecular Formula Fragments

  • C17-H19-Cl-N2-S
  • Cl-H
  • COMPONENT

Structure Descriptors

InChI

InChI=1S/C17H19ClN2S.ClH/c1-19(2)10-5-11-20-14-6-3-4-7-16(14)21-17-9-8-13(18)12-15(17)20;/h3-4,6-9,12H,5,10-11H2,1-2H3;1H

InChIKey

FBSMERQALIEGJT-UHFFFAOYSA-N

Smiles

Cl.CN(C)CCCN1c2ccccc2Sc3ccc(Cl)cc13

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
chicken LD50 intraperitoneal 160mg/kg (160mg/kg)   Toxicology and Applied Pharmacology. Vol. 2, Pg. 558, 1960.
chicken LD50 intravenous 28mg/kg (28mg/kg)   Toxicology and Applied Pharmacology. Vol. 2, Pg. 558, 1960.
guinea pig LD50 intraperitoneal 109mg/kg (109mg/kg)   Pharmazie. Vol. 38, Pg. 749, 1983.
guinea pig LD50 subcutaneous 420mg/kg (420mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 137, Pg. 375, 1962.
man TDLo intravenous 1786ug/kg/2D- (1.786mg/kg) BEHAVIORAL: IRRITABILITY

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION

SKIN AND APPENDAGES (SKIN): SWEATING: OTHER		 Biological Psychiatry. Vol. 18, Pg. 1441, 1983.
man TDLo oral 6071ug/kg (6.071mg/kg)   Israel Journal of Medical Sciences. Vol. 5, Pg. 1254, 1969.
man TDLo oral 18mg/kg (18mg/kg)   Israel Journal of Medical Sciences. Vol. 5, Pg. 1254, 1969.
monkey LDLo oral > 30mg/kg (30mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: MUSCLE WEAKNESS

BEHAVIORAL: REGIDITY		 Archives Internationales de Pharmacodynamie et de Therapie. Vol. 122, Pg. 129, 1959.
mouse LC50 inhalation 40mg/m3/2H (40mg/m3)   "Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 1106, 1986.
mouse LD50 intraperitoneal 92200ug/kg (92.2mg/kg)   Toxicology and Applied Pharmacology. Vol. 2, Pg. 558, 1960.
mouse LD50 intravenous 20mg/kg (20mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 21, Pg. 808, 1971.
mouse LD50 oral 135mg/kg (135mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: REGIDITY

BEHAVIORAL: ALTERATION OF CLASSICAL CONDITIONING		 Chemical and Pharmaceutical Bulletin. Vol. 24, Pg. 1179, 1976.
mouse LD50 subcutaneous 420mg/kg (420mg/kg)   British Journal of Pharmacology and Chemotherapy. Vol. 22, Pg. 301, 1964.
rabbit LD50 intravenous 5mg/kg (5mg/kg)   "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 15, 1972.
rat LC50 inhalation 40mg/m3/2H (40mg/m3)   "Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 1106, 1986.
rat LD50 intraperitoneal 62mg/kg (62mg/kg)   Psychopharmacologia Vol. 12, Pg. 142, 1968.
rat LD50 intravenous 25mg/kg (25mg/kg)   Fortschritte der Arzneimittelforschung. Progress in Drug Research. Vol. 5, Pg. 269, 1963.
rat LD50 oral 145mg/kg (145mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 148, Pg. 151, 1965.
rat LD50 unreported 90mg/kg (90mg/kg)   "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 15, 1972.
women TDLo intravenous 822ug/kg (0.822mg/kg) CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP

BEHAVIORAL: EXCITEMENT

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)		 Annals of Emergency Medicine. Vol. 17, Pg. 380, 1988.
women TDLo oral 6mg/kg (6mg/kg) BEHAVIORAL: ANOREXIA (HUMAN

GASTROINTESTINAL: OTHER CHANGES		 Postgraduate Medical Journal. Vol. 60, Pg. 564, 1984.
women TDLo oral 35gm/kg/16Y-I (35000mg/kg) BEHAVIORAL: REGIDITY

CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION		 Biological Psychiatry. Vol. 18, Pg. 1441, 1983.