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Substance Name: Promethazine hydrochloride [USP:JAN]
RN: 58-33-3
UNII: R61ZEH7I1I
InChIKey: XXPDBLUZJRXNNZ-UHFFFAOYSA-N

Note

  • A phenothiazine derivative with histamine H1-blocking, antimuscarinic, and sedative properties. It is used as an antiallergic, in pruritus, for motion sickness and sedation, and also in animals.

Molecular Formula

  • C17-H20-N2-S.Cl-H

Molecular Weight

  • 320.8859
 

Classification Codes

  • Anti-Emetic
  • Antihistaminic
  • Drug / Therapeutic Agent
  • Human Data
  • Reproductive Effect
  • Tumor Data

Names and Synonyms

Name of Substance

  • Promethazine hydrochloride [USP:JAN]

Synonyms

  • (+-)-10-(2-(Dimethylamino)propyl)phenothiazine monohydrochloride
  • 10-(2-(Dimethylamino)propyl)phenothiazine monohydrochloride
  • 10-(2-Dimethylamino-1-propyl)phenothiazine hydrochloride
  • 10-(2-Dimethylaminopropyl)phenothiazine hydrochloride
  • 10-(3-Dimethylaminoisopropyl)phenothiazine hydrochloride
  • 10H-Phenothiazine-10-ethanamine, N,N,alpha-trimethyl-, monohydrochloride
  • 10H-Phenothiazine-10-ethanamine, N,N,alpha-trimethyl-, monohydrochloride, (+-)-
  • 3277 R.P.
  • Allerfen
  • Anergan 25
  • Anergan 50
  • Atosil
  • Bonnox
  • CCRIS 5873
  • Closin
  • Diprasine
  • Diprazin
  • Dorme
  • Duplamin
  • EINECS 200-375-2
  • Eusedon Mono
  • Farganesse
  • Fellozine
  • Fenergan
  • Frinova
  • Ganphen
  • Goodnight
  • Hibechin
  • Histantil
  • HL 8700
  • Kinetosin
  • Lergigan
  • Mymethazine Fortis
  • N-(2'-Dimethylamino-2'-methyl)ethylphenothiazine hydrochloride
  • N-(2-Dimethylaminopropyl-1)phenothiazine hydrochloride
  • NSC 231688
  • Phenadoz
  • Phencen
  • Phenergan
  • Phenergan Fortis
  • Phenergan Plain
  • Phenothiazine, 10-(2-(dimethylamino)-propyl)-, hydrochloride
  • Pipolfen
  • Pipolphen
  • Plletia
  • PMS Promethazine
  • Primine
  • Promantine
  • Prome
  • Prometazina
  • Prometh Fortis
  • Prometh Plain
  • Promethacon
  • Promethazine chloride
  • Promethazine HCl
  • Promethazine hydrochloride
  • Promethazine monohydrochloride
  • Promethazine Plain
  • Promethegan
  • Promethiazin
  • Promethiazin [German]
  • Promine
  • Proneurin
  • Prothazin
  • Pyrethia
  • Remsed
  • Romergan
  • Soporil
  • UNII-R61ZEH7I1I
  • V GAN
  • Zipan-25
  • Zipan-50

Systematic Names

  • 10H-Phenothiazine-10-ethanamine, N,N,alpha-trimethyl-, hydrochloride (1:1)
  • 10H-Phenothiazine-10-ethanamine, N,N,alpha-trimethyl-, monohydrochloride
  • Phenothiazine, 10-(2-(dimethylamino)propyl)-, monohydrochloride

Superlist Name

  • Promethazine hydrochloride

Mixture Names

  • Mepergan
  • Phenergan VC
  • Phenergan-D

Registry Numbers

CAS Registry Number

  • 58-33-3

FDA UNII

  • R61ZEH7I1I

Other Registry Numbers

  • 16639-38-6
  • 88208-28-0

System Generated Number

  • 0000058333

Molecular Formulas

Molecular Formula

  • C17-H20-N2-S.Cl-H

Molecular Formula Fragments

  • C17-H20-N2-S
  • Cl-H
  • COMPONENT

Structure Descriptors

InChI

1S/C17H20N2S.ClH/c1-13(18(2)3)12-19-14-8-4-6-10-16(14)20-17-11-7-5-9-15(17)19;/h4-11,13H,12H2,1-3H3;1H

InChIKey

XXPDBLUZJRXNNZ-UHFFFAOYSA-N

Smiles

CC(CN1c2ccccc2Sc3c1cccc3)N(C)C.Cl

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
child TDLo oral 20mg/kg (20mg/kg) BEHAVIORAL: EXCITEMENT

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

BEHAVIORAL: STIFFNESS
Lancet. Vol. 1, Pg. 368, 1980.
dog LD50 subcutaneous 250mg/kg (250mg/kg)   Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 54, Pg. 688, 1958.
guinea pig LD50 intraperitoneal 35mg/kg (35mg/kg)   Pharmazie. Vol. 38, Pg. 749, 1983.
guinea pig LD50 intravenous 42500ug/kg (42.5mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 113, Pg. 313, 1958.
human TDLo oral 3500ug/kg/D (3.5mg/kg) BEHAVIORAL: REGIDITY

BEHAVIORAL: SLEEP

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
American Journal of Psychiatry. Vol. 113, Pg. 654, 1957.
mouse LD50 intraperitoneal 160mg/kg (160mg/kg)   Cesko-Slovenska Farmacie. Vol. 15, Pg. 526, 1966.
mouse LD50 intravenous 50mg/kg (50mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 108, Pg. 340, 1953.
mouse LD50 oral 255mg/kg (255mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 135, Pg. 364, 1962.
mouse LD50 subcutaneous 240mg/kg (240mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 22, Pg. 375, 1980.
rat LD50 intraperitoneal 170mg/kg (170mg/kg)   Cesko-Slovenska Farmacie. Vol. 15, Pg. 526, 1966.
rat LD50 intravenous 15mg/kg (15mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 22, Pg. 375, 1980.
rat LD50 subcutaneous 400mg/kg (400mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 22, Pg. 375, 1980.