Diphenhydramine hydrochloride
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Diphenhydramine hydrochloride
structure -
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CAS No:
147-24-0
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Formula:
C17H21NO.ClH
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Chemical Name:
Diphenhydramine hydrochloride
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Synonyms:
Ethanamine,2-(diphenylmethoxy)-N,N-dimethyl-,hydrochloride (1:1);Ethylamine,2-(diphenylmethoxy)-N,N-dimethyl-,hydrochloride;Ethanamine,2-(diphenylmethoxy)-N,N-dimethyl-,hydrochloride;Bena;Benadryl;Benzhydramine hydrochloride;2-(Benzhydryloxy)-N,N-dimethylethylamine hydrochloride;β-Dimethylaminoethyl benzhydryl ether hydrochloride;Diphenhydramine hydrochloride;2-Diphenylmethoxy-N,N-dimethylethylamine hydrochloride;Difenhydramine hydrochloride;Denydryl;Dimedrol;Dimedrol hydrochloride;Allergan;Allergival;Benadril hydrochloride;Restamin;Vena;Resmin;Benzhydrol β-dimethylaminoethyl ether hydrochloride;Halbmond;Benocten;Sekundal D;Allergina;Noctomin;Bagodryl;Bena-Fedrin;Amidryl;Alledryl;Fenylhist;Bax;Dibondrin;S 8;Wehydryl;Benylin;Syntedril;Sedopretten;Diphantine;Benodine;Histacyl;Benzantin;Asdrin;Benison;Theraflu;Dimedrolum;Psilo-Balsam;[2-(Diphenylmethoxy)ethyl]dimethylamine hydrochloride;8052-21-9
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CAS No:
Description
White or almost white, crystalline powder.ChEBI: The hydrochloride salt of diphenhydramine.Diphenhydramine hydrochloride is an antihistamine drug having the chemical name 2-(Diphenylmethoxy)- N,N-dimethylethylamine hydrochloride. It occurs as a white, crystalline powder, is freely soluble in water and alcohol and has a molecular weight of 291.82.
Diphenhydramine hydrochloride appears as white or almost-white crystalline powder. Odorless with a bitter numbing taste. pH (5% aqueous solution) 4-6. (NTP, 1992)
Diphenhydramine hydrochloride appears as white or almost-white crystalline powder. Odorless with a bitter numbing taste. pH (5% aqueous solution) 4-6. (NTP, 1992)|Diphenhydramine Hydrochloride is the hydrochloride salt form of diphenhydramine, an ethanolamine and first-generation histamine antagonist with anti-allergic activity. Diphenhydramine hydrochloride competitively blocks H1receptors, thereby preventing the actions of histamine on bronchial smooth muscle, capillaries, and gastrointestinal (GI) smooth muscle. This prevents histamine-induced bronchoconstriction, vasodilation, increased capillary permeability, and GI smooth muscle spasms.|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.
Diphenhydramine hydrochloride Basic Attributes
291.81600
291.13900
205-687-2
TC2D6JAD40
756729|33299
DTXSID4020537
C300
2933990090
Characteristics
12.47000
4.15620
Diphenhydramine hydrochloride appears as white or almost-white crystalline powder. Odorless with a bitter numbing taste. pH (5% aqueous solution) 4-6. (NTP, 1992)
1.024g/cm3
166-170 °C
163-167 °C @ Press: 3 Torr
101.5ºC
1.5800 (estimate)
H2O: 1000 g/L
Keep in a cool, dry, dark location in a tightly sealed container or cylinder. Keep away from incompatible materials, ignition so
LD50 orally in rats: 500 mg/kg (Gruhzit, Fisken)
162.7 Ų [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]
Water soluble. Aqueous solutions are acidic.
Ethers
DIPHENHYDRAMINE HYDROCHLORIDE gives acidic solutions in water. Neutralizes bases. May react with strong oxidizing and strong reducing agents. May catalyze organic reactions. Slowly darkens on exposure to light.
Safety Information
UN 2811
3
R22
S36
KR7000000
Xn
Stable, but slowly darkens upon exposure to light. Incompatible with strong oxidizing agents.
P210-P260-P280-P301 + P310-P311
H302
Flash point data for this chemical are not available; however, it is probably combustible. (NTP, 1992)
|Danger|H302: Harmful if swallowed [Warning Acute toxicity, oral]|P201, P202, P260, P263, P264, P270, P281, P301+P312, P307+P311, P308+P313, P314, P321, P330, P405, and P501
Fires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
SMALL SPILLS AND LEAKAGE: If you spill this chemical, you should dampen the solid spill material with water, then transfer the dampened material to a suitable container. Use absorbent paper dampened with water to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Wash all contaminated surfaces with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. STORAGE PRECAUTIONS: You should protect this material from exposure to light, and store it at ambient temperatures. (NTP, 1992)
RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)
Drug Information
Mild to moderate pain with sleeplessness
Drugs that block nerve conduction when applied locally to nerve tissue in appropriate concentrations. They act on any part of the nervous system and on every type of nerve fiber. In contact with a nerve trunk, these anesthetics can cause both sensory and motor paralysis in the innervated area. Their action is completely reversible. (From Gilman AG, et. al., Goodman and Gilman's The Pharmacological Basis of Therapeutics, 8th ed) Nearly all local anesthetics act by reducing the tendency of voltage-dependent sodium channels to activate. (See all compounds classified as Anesthetics, Local.)|Drugs used to induce SLEEP, prevent SLEEPLESSNESS, or treat SLEEP INITIATION AND MAINTENANCE DISORDERS. (See all compounds classified as Sleep Aids, Pharmaceutical.)|Drugs that selectively bind to but do not activate histamine H1 receptors, thereby blocking the actions of endogenous histamine. Included here are the classical antihistaminics that antagonize or prevent the action of histamine mainly in immediate hypersensitivity. They act in the bronchi, capillaries, and some other smooth muscles, and are used to prevent or allay motion sickness, seasonal rhinitis, and allergic dermatitis and to induce somnolence. The effects of blocking central nervous system H1 receptors are not as well understood. (See all compounds classified as Histamine H1 Antagonists.)|Agents that are used to treat allergic reactions. Most of these drugs act by preventing the release of inflammatory mediators or inhibiting the actions of released mediators on their target cells. (From AMA Drug Evaluations Annual, 1994, p475) (See all compounds classified as Anti-Allergic Agents.)|Drugs used to prevent NAUSEA or VOMITING. (See all compounds classified as Antiemetics.)|Drugs used to induce drowsiness or sleep or to reduce psychological excitement or anxiety. (See all compounds classified as Hypnotics and Sedatives.)
SYMPTOMS: Symptoms of exposure to this compound may include photosensitivity, hypotension, headache, hemolytic anemia, dizziness, disturbed coordination, nervousness, tremor, insomnia, blurred vision, tinnitus, epigastric distress, nausea, vomiting, diarrhea, constipation and tightness of the chest. Other symptoms may include anaphylactic shock, fatigue, confusion, restlessness, euphoria, diplopia, urinary frequency, drowsiness, urticaria, drug rash, excessive perspiration, chills, dryness of the mouth, nose and throat, palpitations, tachycardia, extrasystoles, thrombocytopenia, agranulocytosis, sedation, excitation, irritability, paresthesia, acute labyrinthitis, neuritis convulsions, anorexia, difficult urination, urinary retention, early menses, thickening of bronchial secretions, wheezing and nasal stuffiness. Other symptoms may include inability to concentrate, muscular weakness, nightmares, difficulty in micturition, elation, depression, hyperpyrexia, muscle twitching lassitude, tingling, heaviness, and weakness of hands. Overdosage reactions may include atropine-like symptoms, dry mouth, fixed and dilated pupils, flushing, gastrointestinal symptoms, central nervous system depression to stimulation, hallucinations, convulsions and death. ACUTE/CHRONIC HAZARDS: When heated to decomposition this chemical emits very toxic fumes of nitrogen oxides and hydrogen chloride. (NTP, 1992)
EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing. INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)
2-Diphenylmethoxy-N,N-dimethylethylamine
Diphenhydramine hydrochloride Use and Manufacturing
The method for preparing diphenhydramine hydrochloride adopts the preparation method of diphenhydramine according to any one of the embodiments 6-9, and after preparing diphenhydramine, the obtained diphenhydramine is dissolved in 5.0 mol ethanol solution. in. Then, dry hydrogen chloride gas was added to saturation, stirred at room temperature for 1 hour, and the solvent was evaporated under reduced pressure to obtain diphenhydramine hydrochloride.
H1-Histamine receptor antagonist. Antihistaminic; sedative, hypnotic 1) Antihistamine has the effect of competing with histamine released from tissues for H1 receptors on effector cells, thereby preventing allergic reactions. (2) Inhibition of central nervous system activity causes sedative and hypnotic effects (3) Strengthening of antitussives Function (4) It also has anti-vertigo and anti-tremor paralysis effects
Human Drugs -> EU pediatric investigation plans|Human Drugs -> FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book) -> Active Ingredients
Computed Properties
Molecular Weight:291.8
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:6
Exact Mass:291.1389920
Monoisotopic Mass:291.1389920
Topological Polar Surface Area:12.5
Heavy Atom Count:20
Complexity:211
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes
Drug Function and Efficacy
It has ① antihistamine effect, which can compete with histamine released from tissues for H1 receptors on effector cells, thereby stopping allergic reactions; ② at the same time, it inhibits central nervous system activity and causes sedative and hypnotic effects; ③ it enhances the effect of antitussive drugs.
Registered Holders
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GLAND PHARMA LTD
Active
India
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Biobetta Pharmaceuticals (Shanghai) Co., Ltd.
Active
China
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Harmony PharmaTech (Nanjing) Co., Ltd.
Active
China
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