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Substance Name: Diphenhydramine hydrochloride [USP:BAN:JAN]
RN: 147-24-0
UNII: TC2D6JAD40
InChIKey: PCHPORCSPXIHLZ-UHFFFAOYSA-N

Note

  • A histamine H1 antagonist used as an antiemetic, antitussive, for dermatoses and pruritus, for hypersensitivity reactions, as a hypnotic, an antiparkinson, and as an ingredient in common cold preparations. It has some undesired antimuscarinic and sedative effects.

Molecular Formula

  • C17-H21-N-O.Cl-H

Molecular Weight

  • 291.8198
 

Classification Codes

  • Antihistamine
  • Antihistaminic
  • Drug / Therapeutic Agent
  • Human Data
  • Mutation Data
  • Reproductive Effect
  • Tumor Data

Names and Synonyms

Name of Substance

  • Diphenhydramine hydrochloride [USP:BAN:JAN]

Synonyms

  • 2-(Benzhydryloxy)-N,N-dimethylethylamine hydrochloride
  • 2-(Diphenylmethoxy)-N,N-dimethylethylamine hydrochloride
  • Alledryl
  • Allergan
  • Allergival
  • alpha-Hydroxydiphenylmethane-beta-dimethylaminoethyl ether hydrochloride
  • Ambenyl
  • Antitussive
  • Asdrin
  • Bagodryl
  • Banophen
  • Beldin
  • Belix
  • Bena
  • Bena-Fedrin
  • Benadryl
  • Benadryl preservative free
  • Bendylate
  • Benylin
  • Benzantin
  • Benzantin hydrochloride
  • Benzhydramine hydrochloride
  • Benzhydrol, beta-dimethylaminoethyl ether hydrochloride
  • beta-Dimethylaminoethyl benzhydryl ether hydrochloride
  • Carphenamine
  • Carphenex
  • Cathejell
  • CCRIS 2383
  • Denydryl
  • Dibenil
  • Difenhydramine hydrochloride
  • Dimedrol
  • Dimedrol hydrochloride
  • Dimedrolum
  • Diphamine
  • Diphen
  • Diphenhydramine HCl
  • Diphenhydramine hydrochloride
  • Diphenhydramine hydrochloride preservative free
  • Diphenylhydramine hydrochloride
  • Dipjemhist
  • Dobacen hydrochloride
  • EINECS 205-687-2
  • Eldadryl
  • Felben
  • Fenylhist
  • Halbmond
  • Histacyl
  • Hydramine
  • NCI-C56075
  • Noctomin
  • NSC 33299
  • Paradryl
  • Prodryl
  • Resmin
  • Restamin
  • Sedopretten
  • Sekundal-D
  • Silphen
  • TheraFlu
  • Tranquil
  • UNII-TC2D6JAD40
  • Vena
  • Vicks Formula 44
  • Wehydryl

Systematic Names

  • Diphenhydramine hydrochloride
  • Ethanamine, 2-(diphenylmethoxy)-N,N-dimethyl-, hydrochloride
  • Ethanamine, 2-(diphenylmethoxy)-N,N-dimethyl-, hydrochloride (1:1)

Superlist Name

  • Diphenhydramine hydrochloride

Mixture Names

  • Actifed Sinus Nighttime
  • Alahist
  • Bayer Select Night Time Pain Relief
  • Bena-Fedrin
  • Benacine
  • Benylin
  • Caladryl
  • Contac Day & Night Allergy Sinus Night Caplets
  • Contac Day & Night Cold/Flu Night Caplets
  • Midol PM Night Time Formula
  • Quiet World
  • Sleep-Eze-3
  • Tylenol Allergy Sinus Night Time Caplets
  • Tylenol Cold Night Time Liquid
  • Tylenol Flu Night Time Gelcaps
  • Tylenol Flu Night Time Powder
  • Tylenol PM Tablets/Caplets
  • Ziradryl

Registry Numbers

CAS Registry Number

  • 147-24-0

FDA UNII

  • TC2D6JAD40

Other Registry Number

  • 8052-21-9

Related Registry Number

  • 58-73-1 (Parent)

System Generated Number

  • 0000147240

Molecular Formulas

Molecular Formula

  • C17-H21-N-O.Cl-H

Molecular Formula Fragments

  • C17-H21-N-O
  • Cl-H
  • COMPONENT

Structure Descriptors

InChI

1S/C17H21NO.ClH/c1-18(2)13-14-19-17(15-9-5-3-6-10-15)16-11-7-4-8-12-16;/h3-12,17H,13-14H2,1-2H3;1H

InChIKey

PCHPORCSPXIHLZ-UHFFFAOYSA-N

Smiles

CN(C)CCOC(c1ccccc1)c2ccccc2.Cl

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
child TDLo oral 12500ug/kg (12.5mg/kg) CARDIAC: ARRHYTHMIAS (INCLUDING CHANGES IN CONDUCTION)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Journal of Pediatrics. Vol. 90, Pg. 1017, 1977.
child TDLo skin 60mg/kg/6H-I (60mg/kg) SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE

BEHAVIORAL: ATAXIA

BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS"
Clinical Pediatrics Vol. 25, Pg. 163, 1986.
dog LD50 intravenous 24mg/kg (24mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: EXCITEMENT
Journal of Pharmacology and Experimental Therapeutics. Vol. 89, Pg. 227, 1947.
guinea pig LD50 intraperitoneal 75mg/kg (75mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 83, Pg. 120, 1945.
guinea pig LD50 oral 280mg/kg (280mg/kg)   Journal of Allergy. Vol. 27, Pg. 57, 1956.
guinea pig LD50 subcutaneous 40mg/kg (40mg/kg) BEHAVIORAL: TREMOR

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)
Journal of Pharmacology and Experimental Therapeutics. Vol. 113, Pg. 72, 1955.
hamster LD50 intravenous 18mg/kg (18mg/kg) BEHAVIORAL: EXCITEMENT

BEHAVIORAL: TREMOR

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Journal of Pharmacology and Experimental Therapeutics. Vol. 97, Pg. 371, 1949.
mammal (species unspecified) LD50 intraperitoneal 80mg/kg (80mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 3, Pg. 328, 1953.
man TDLo oral 10714ug/kg (10.714mg/kg) AUTONOMIC NERVOUS SYSTEM: PARASYMPATHOLYTIC

VASCULAR: BP ELEVATION NOT CHARACTERIZED IN AUTONOMIC SECTION

BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS"
American Journal of Emergency Medicine. Vol. 4, Pg. 369, 1986.
mouse LD50 intraperitoneal 56mg/kg (56mg/kg) BEHAVIORAL: EXCITEMENT

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Journal of Pharmacology and Experimental Therapeutics. Vol. 112, Pg. 318, 1954.
mouse LD50 intravenous 20mg/kg (20mg/kg) BEHAVIORAL: ATAXIA

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Arzneimittel-Forschung. Drug Research. Vol. 5, Pg. 72, 1955.
mouse LD50 oral 164mg/kg (164mg/kg)   Drugs in Japan Vol. -, Pg. 550, 1995.
mouse LD50 subcutaneous 99200ug/kg (99.2mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

SKIN AND APPENDAGES (SKIN): HAIR: OTHER

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 54, Pg. 33, 1958.
pigeon LD50 intramuscular 63mg/kg (63mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 46, Pg. 140, 1957.
rabbit LD50 intravenous 10mg/kg (10mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: EXCITEMENT

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Federation Proceedings, Federation of American Societies for Experimental Biology. Vol. 4, Pg. 150, 1945.
rat LD50 intraperitoneal 82mg/kg (82mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 102, Pg. 250, 1951.
rat LD50 intravenous 35mg/kg (35mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 12, Pg. 2769, 1984.
rat LD50 oral 500mg/kg (500mg/kg)   Drugs in Japan Vol. 6, Pg. 334, 1982.
rat LD50 subcutaneous 201mg/kg (201mg/kg)   Yakugaku Zasshi. Journal of Pharmacy. Vol. 81, Pg. 261, 1961.
women TDLo oral 83mg/kg (83mg/kg) CARDIAC: ARRHYTHMIAS (INCLUDING CHANGES IN CONDUCTION)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: COMA
Critical Care Medicine. Vol. 16, Pg. 1161, 1988.