Basic information
- Name:
Ethanamine,2-(diphenylmethoxy)-N,N-dimethyl-
- Superlist Name:
- Diphenhydramine
- CAS No.:
58-73-1
- Molecular Structure:
- Formula:
- C17H21NO
- Molecular Weight:
- 255.39
- Synonyms:
- Ethanamine, 2-(diphenylmethoxy)-N,N-dimethyl-;Ethylamine,2-(diphenylmethoxy)-N,N-dimethyl- (7CI,8CI);2-(Diphenylmethoxy)-N,N-dimethylethylamine;Benzhydramine;Dimedrol base;FAR 90X2;N-[2-(Diphenylmethoxy)ethyl]-N,N-dimethylamine;O-Benzhydryldimethylaminoethanol;Probedryl;a-(2-Dimethylaminoethoxy)diphenylmethane;b-Dimethylaminoethylbenzhydrylether;
- EINECS:
- 200-396-7
- Density:
- 1.024 g/cm3
- Melting Point:
- 167-172 °C
- Boiling Point:
- 343.7 °C at 760 mmHg
- Flash Point:
- 101.5 °C
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Chemistry
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IUPAC Name: 2-Benzhydryloxy-N,N-dimethylethanamine
Molecular Formula: C17H21NO
Molecular Weight: 255.35474 g/mol
EINECS: 200-396-7
Classification Code: Anesthetics; Anesthetics, local; Anti-allergic agents; Antiemetics; 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
Melting Point: 167-172 °C
Index of Refraction: 1.551
Molar Refractivity: 79.56 cm3
Molar Volume: 249.2 cm3
Surface Tension: 38.6 dyne/cm
Density: 1.024 g/cm3
Flash Point: 101.5 °C
Enthalpy of Vaporization: 58.76 kJ/mol
Boiling Point: 343.7 °C at 760 mmHg
Vapour Pressure of Diphenhydramine (CAS NO.58-73-1): 6.9E-05 mmHg at 25 °C
Uses
Diphenhydramine (CAS NO.58-73-1) is a first-generation antihistamine drug. Despite being one of the oldest antihistamines on the market it is more effective than even some of the latest prescription drugs.[9] Consequently, it is frequently used when an allergic reaction requires fast, effective reversal of the often dangerous effects of a massive histamine release.It has sedative properties and is widely used in nonprescription sleep aids with a maximum recommended dose of 50 mg (as the hydrochloride salt) being mandated by the U.S. FDA.
Toxicity Data With Reference
| 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: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) | 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: "HALLUCINATIONS, DISTORTED PERCEPTIONS" BEHAVIORAL: ATAXIA BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY) | 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: "HALLUCINATIONS, DISTORTED PERCEPTIONS" BEHAVIORAL: MUSCLE WEAKNESS BEHAVIORAL: COMA | Toxicology Letters. Vol. 109(Suppl, |
| women | TDLo | oral | 178mg/kg (178mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD CARDIAC: EKG CHANGES NOT DIAGNOSTIC OF ABOVE VASCULAR: BP ELEVATION NOT CHARACTERIZED IN AUTONOMIC SECTION | Annals of Emergency Medicine. Vol. 33, Pg. 104, 1999. |
Consensus Reports
Reported in EPA TSCA Inventory.
Safety Profile
Deadly human poison by an unspecified route. Poison by ingestion, intravenous, intraperitoneal, and subcutaneous routes. Experimental reproductive effects. Human systemic effects by ingestion: somnolence, alteration of operant conditioning, changes in psychophysiological tests. Human mutation data reported. When heated to decomposition it emits toxic fumes of NOx.
Specification
Diphenhydramine (CAS NO.58-73-1), its Synonyms are 2-(Benzhydryloxy)-N,N-dimethylethylamine ; 2-(Diphenylmethoxy)-N,N-dimethylethylamine ; Alledryl ; Allergical ; Amidryl ; Antistominum ; Benzantine ; Benzhydramine ; beta-Dimethylaminoethanol diphenylmethyl ether ; beta-Dimethylaminoethylbenzhydrylether ; Ethanamine, 2-(diphenylmethoxy)-N,N-dimethyl- ; Ethylamine, 2-(diphenylmethoxy)-N,N-dimethyl- .