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Substance Name: Diphenhydramine [INN:BAN:JAN]
RN: 58-73-1
UNII: 8GTS82S83M
InChIKey: ZZVUWRFHKOJYTH-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
Molecular Weight
- 255.359
- All
- Classifications
- Links to Resources
- Names & Synonyms
- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
- Anesthetics
- Anesthetics, Local
- Anti-Allergic Agents
- Antiemetics
- Antiviral (COVID-19)
- Autonomic Agents
- Central Nervous System Agents
- Central Nervous System Depressants
- Drug / Therapeutic Agent
- Gastrointestinal Agents
- Histamine Agents
- Histamine Antagonists
- Histamine H1 Antagonists
- Human Data
- Hypnotics and Sedatives
- Mutation Data
- Neurotransmitter Agents
- Peripheral Nervous System Agents
- Reproductive Effect
- Sensory System Agents
- Sleep Aids, Pharmaceutical
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Other Resources (Internet Locators)
Search for this InChIKey on the Web
Names and Synonyms
Name of Substance
- Diphenhydramine
- Diphenhydramine [INN:BAN:JAN]
MeSH Heading
- Diphenhydramine
Synonyms
- 2-(Benzhydryloxy)-N,N-dimethylethylamine
- 2-(Diphenylmethoxy)-N,N-dimethylethylamine
- 4-10-00-00125 (Beilstein Handbook Reference)
- Alledryl
- Allergical
- alpha-(2-Dimethylaminoethoxy)diphenylmethane
- Amidryl
- Antistominum
- Antomin
- Automin
- Bagodryl
- Baramine
- Benachlor
- Benadrin
- Benapon
- Benodin
- Benodine
- Benylan
- Benzantine
- Benzhydramine
- Benzhydraminum
- Benzhydril
- Benzhydroamina
- beta-Dimethylamino-aethyl-benzhydryl-aether
- beta-Dimethylamino-aethyl-benzhydryl-aether [German]
- beta-Dimethylaminoethanol diphenylmethyl ether
- beta-Dimethylaminoethylbenzhydrylether
- Betramin
- BRN 1914136
- CCRIS 1959
- Dabylen
- Debendrin
- Dermistina
- Dermodrin
- Desentol
- Diabenyl
- Diabylen
- Dibondrin
- Difedryl
- Difenhidramina
- Difenhidramina [INN-Spanish]
- Difenhydramin
- Difenidramina
- Difenidramina [Italian]
- Dihidral
- Dimedrol base
- Diphantine
- Diphenhydramine
- Diphenhydraminum
- Diphenhydraminum [INN-Latin]
- Drylistan
- Dylamon
- EC 200-396-7
- EINECS 200-396-7
- Etanautine
- Ethanamine, 2-(diphenylmethoxy)-N,N-dimethyl-
- Ethylamine, N,N-dimethyl-2-(diphenylmethoxy)-
- FAR 90X2
- Histaxin
- HSDB 3066
- Hyadrine
- Ibiodral
- Medidryl
- Mephadryl
- N-(2-(Diphenylmethoxy)ethyl)-N,N-dimethylamine
- N-(Benzhydryloksy-etylo)dwumetyloamina
- N-(Benzhydryloksy-etylo)dwumetyloamina [Polish]
- Nausen
- Novamina
- O-Benzhydryldimethylaminoethanol
- PM 255
- Probedryl
- Rigidyl
- S51
- Syntedril
- UNII-8GTS82S83M
Systematic Names
- Diphenhydramine
- Ethanamine, 2-(diphenylmethoxy)-N,N-dimethyl-
- Ethylamine, 2-(diphenylmethoxy)-N,N-dimethyl-
Registry Numbers
CAS Registry Number
- 58-73-1
FDA UNII
- 8GTS82S83M
Other Registry Number
- 2226543-89-9
Related Registry Numbers
- 147-24-0 (hydrochloride)
- 88637-37-0 (citrate (1:1))
System Generated Number
- 0000058731
Structure Descriptors
InChI
InChI=1S/C17H21NO/c1-18(2)13-14-19-17(15-9-5-3-6-10-15)16-11-7-4-8-12-16/h3-12,17H,13-14H2,1-2H3InChIKey
ZZVUWRFHKOJYTH-UHFFFAOYSA-NSmiles
CN(C)Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
guinea pig | LD50 | intraperitoneal | 75mg/kg (75mg/kg) | Therapie. Vol. 28, Pg. 767, 1973. | |
guinea pig | LD50 | subcutaneous | 56mg/kg (56mg/kg) | Arzneimittel-Forschung. Drug Research. Vol. 4, Pg. 189, 1954. | |
human | TDLo | oral | 714ug/kg (0.714mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: ALTERATION OF OPERANT CONDITIONING BEHAVIORAL: CHANGES IN PSYCHOPHYSIOLOGICAL TESTS | Drug Development Research. Vol. 27, Pg. 33, 1992. |
man | LDLo | unreported | 7353ug/kg (7.353mg/kg) | "Poisoning; Toxicology, Symptoms, Treatments," 2nd ed., Arena, J.M., Springfield, IL, C.C. Thomas, 1970Vol. 2, Pg. 73, 1970. | |
mouse | LD50 | intraperitoneal | 56mg/kg (56mg/kg) | Yakkyoku. Pharmacy. Vol. 34, Pg. 27, 1983. | |
mouse | LD50 | intravenous | 29mg/kg (29mg/kg) | BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | Russian Pharmacology and Toxicology Vol. 40, Pg. 42, 1977. |
mouse | LD50 | oral | 160mg/kg (160mg/kg) | Chimica Therapeutica. Vol. 7, Pg. 224, 1972. | |
mouse | LD50 | subcutaneous | 50mg/kg (50mg/kg) | Bollettino Chimico Farmaceutico. Vol. 111, Pg. 293, 1972. | |
rat | LD50 | intraperitoneal | 280mg/kg (280mg/kg) | Indian Journal of Medical Research. Vol. 59, Pg. 614, 1971. | |
rat | LD50 | intravenous | 42mg/kg (42mg/kg) | Drugs in Japan Vol. -, Pg. 476, 1990. | |
rat | LD50 | oral | 390mg/kg (390mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) | Russian Pharmacology and Toxicology Vol. 40, Pg. 42, 1977. |
rat | LD50 | subcutaneous | 474mg/kg (474mg/kg) | Drugs in Japan Vol. -, Pg. 476, 1990. | |
women | TDLo | multiple routes | 793ug/kg/1H-I (0.793mg/kg) | BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY) BEHAVIORAL: ATAXIA BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS" | Pharmacotherapy Vol. 14, Pg. 492, 1994. |
women | TDLo | oral | 30mg/kg (30mg/kg) | BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS" CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP VASCULAR: BP ELEVATION NOT CHARACTERIZED IN AUTONOMIC SECTION | Deutsche Medizinische Wochenschrift. Vol. 120, Pg. 1695, 1995. |
women | TDLo | oral | 82mg/kg (82mg/kg) | BEHAVIORAL: MUSCLE WEAKNESS BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS" BEHAVIORAL: COMA | Toxicology Letters. Vol. 109(Suppl, |
women | TDLo | oral | 178mg/kg (178mg/kg) | CARDIAC: EKG CHANGES NOT DIAGNOSTIC OF ABOVE VASCULAR: BP ELEVATION NOT CHARACTERIZED IN AUTONOMIC SECTION BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | Annals of Emergency Medicine. Vol. 33, Pg. 104, 1999. |
Physical Properties
Physical Property | Value | Units | Temp (deg C) | Source |
---|---|---|---|---|
Melting Point | 168 | deg C | EXP | |
pKa Dissociation Constant | 8.98 | (none) | EXP | |
log P (octanol-water) | 3.27 | (none) | EXP | |
Water Solubility | 3060 | mg/L | 37 | EXP |
Vapor Pressure | 3.70E-05 | mm Hg | 25 | EST |
Henry's Law Constant | 3.70E-09 | atm-m3/mole | 25 | EST |
Atmospheric OH Rate Constant | 1.27E-10 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.