Basic Information | Post buying leads | Suppliers | Cas Database |
Name |
Diphenhydramine |
EINECS | 200-396-7 |
CAS No. | 58-73-1 | Density | 1.025 g/cm3 |
PSA | 12.47000 | LogP | 3.35420 |
Solubility | N/A | Melting Point |
167-172 °C |
Formula | C17H21NO | Boiling Point | 343.734 °C at 760 mmHg |
Molecular Weight | 255.36 | Flash Point | 101.53 °C |
Transport Information | N/A | Appearance | clear light yellow liquid |
Safety | Risk Codes | N/A | |
Molecular Structure | Hazard Symbols | N/A | |
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;N-[2-(Diphenylmethoxy)ethyl]-N,N-dimethylamine; |
Article Data | 39 |
2-(N,N-dimethylamino)ethanol
1,1-Diphenylmethanol
2-diphenylmethoxy-N,N-dimethylethanamine
Conditions | Yield |
---|---|
With di(n-butyl)tin oxide; 3-methyl-1-propylimidazolium bromide In neat (no solvent) for 8h; Reagent/catalyst; Reflux; | 98% |
2-(N,N-dimethylamino)ethanol
diphenylchloromethane
2-diphenylmethoxy-N,N-dimethylethanamine
Conditions | Yield |
---|---|
With sodium hydroxide In water at 175℃; under 12929 Torr; for 0.266667h; | 93% |
In acetonitrile at 200℃; for 0.0833333h; Temperature; |
1,1-Diphenylmethanol
2-(dimethylamino)ethyl chloride
2-diphenylmethoxy-N,N-dimethylethanamine
Conditions | Yield |
---|---|
With sodium hydride In benzene 1. room temperature, 90 min; 2. 60 deg C, 30 min; | 92% |
Conditions | Yield |
---|---|
With aluminum (III) chloride; water In acetonitrile at 20℃; Irradiation; | 88% |
2-diphenylmethoxyethanol
dimethyl amine
A
2-diphenylmethoxy-N,N-dimethylethanamine
B
2-(dimethylamino)-3,3-diphenylpropan-1-ol
Conditions | Yield |
---|---|
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; bis[2-(diphenylphosphino)phenyl] ether In toluene at 20℃; Inert atmosphere; Reflux; | A 10% B 67% |
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid at 60℃; for 36h; | 35% |
2-(Diphenylmethoxy)-N,N-dimethylacetamid
2-diphenylmethoxy-N,N-dimethylethanamine
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride; diethyl ether |
1,1'-[(2-chloroethoxy)methylene]bis-benzene
dimethyl amine
2-diphenylmethoxy-N,N-dimethylethanamine
2-(N,N-dimethylamino)ethanol
Bromodiphenylmethane
2-diphenylmethoxy-N,N-dimethylethanamine
Conditions | Yield |
---|---|
With sodium carbonate; benzene at 120 - 125℃; | |
In acetonitrile at 200℃; for 0.166667h; Temperature; | |
In toluene for 20h; Williamson Ether Synthesis; Reflux; |
2-(N,N-dimethylamino)ethanol
diazodiphenylmethane
2-diphenylmethoxy-N,N-dimethylethanamine
Conditions | Yield |
---|---|
With benzene |
Reported in EPA TSCA Inventory.
The Diphenhydramine, with the CAS registry number 58-73-1, is also known as N-[2-(Diphenylmethoxy)ethyl]-N,N-dimethylamine. Its EINECS number is 200-396-7. This chemical's molecular formula is C17H21NO and molecular weight is 255.35. What's more, its systematic name is 2-(Diphenylmethoxy)-N,N-dimethylethanamine. Its classification codes are: (1)Anesthetics; (2)Anesthetics, local; (3)Anti-allergic agents; (4)Antiemetics; (5)Autonomic Agents; (6)Central Nervous System Agents; (7)Central Nervous System Depressants; (8)Drug / Therapeutic Agent; (9)Gastrointestinal Agents; (10)Histamine Agents; (11)Histamine Antagonists; (12)Histamine H1 antagonists; (13)Human Data; (14)Hypnotics and Sedatives; (15)Mutation data; (16)Neurotransmitter Agents; (17)Peripheral Nervous System Agents; (18)Reproductive Effect; (19)Sensory System Agents. This chemical is a first generation (typical) antihistamine used to treat a number of conditions including: allergic symptoms and itchiness, the common cold, insomnia, motion sickness, and extrapyramidal symptoms. It has 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.
Physical properties of Diphenhydramine are: (1)ACD/LogP: 2.997; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.13; (4)ACD/LogD (pH 7.4): 1.63; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 4.78; (7)ACD/KOC (pH 5.5): 1.37; (8)ACD/KOC (pH 7.4): 43.56; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 6; (12)Polar Surface Area: 12.47 Å2; (13)Index of Refraction: 1.551; (14)Molar Refractivity: 79.568 cm3; (15)Molar Volume: 249.226 cm3; (16)Polarizability: 31.543×10-24cm3; (17)Surface Tension: 38.67 dyne/cm; (18)Density: 1.025 g/cm3; (19)Flash Point: 101.53 °C; (20)Enthalpy of Vaporization: 58.762 kJ/mol; (21)Boiling Point: 343.734 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.
Preparation: this chemical can be prepared by (2-chloro-ethyl)-dimethyl-amine and diphenylmethanol at the room temperature. This reaction will need reagent NaH and solvent benzene with the reaction time of 1.5 hours. The yield is about 92%.
Uses of Diphenhydramine: it can be used to produce C22H28NO3(1+)·Cl(1-). It will need reagent acetone. The yield is about 80%.
You can still convert the following datas into molecular structure:
(1)SMILES: O(CCN(C)C)C(c1ccccc1)c2ccccc2
(2)Std. 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,13-14H2,1-2H3
(3)Std. InChIKey: ZZVUWRFHKOJYTH-UHFFFAOYSA-N
The toxicity data is as follows:
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 (.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 (.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. |