523-87-5 Usage
Description
Dimenhydrinate, also known as Dramamine, Dadalon, Emedyl, Travelin, and Dommanate, is a complex compound of N,N-dimethyl (2-diphenylmethoxy)ethylamine—diphenhydramine with 8-chlorotheophylline. It is a white crystalline, odorless powder that is highly soluble in water and freely soluble in alcohol and chloroform. Dimenhydrinate is an antihistamine with antiemetic properties, primarily used to prevent and treat nausea, vomiting, and dizziness associated with various conditions.
Uses
Used in Motion Sickness Treatment:
Dimenhydrinate is used as an antiemetic for preventing and stopping sea or airsickness, as well as nausea and vomiting caused by motion sickness. It works by blocking the H1 receptor and simultaneously acting on the vomiting center.
Used in Pregnancy-Induced Nausea and Vomiting:
Dimenhydrinate is used for treating vertigo, motion sickness, and nausea associated with pregnancy, specifically for hyperemesis gravidarum (nausea of pregnancy).
Used in Nausea and Vomiting Induced by Other Conditions:
Dimenhydrinate is suitable for treating nausea, vomiting, and dizziness caused by conditions such as radiation therapy and surgery.
Used in Drug Formulation:
Dimenhydrinate is used in the formulation of various medications under different brand names, such as Dramamine, Dadalon, Emedyl, Travelin, and Dommanate, targeting the prevention and treatment of motion sickness and related symptoms.
Anti-motion sickness
Dimenhydrinate is a complex salt of diphenhydramine and 8-chloro-theophylline. Antihistamine effect is weaker than diphenhydramine , and its anti-motion sickness and antiemetic effects are stronger. Mainly it is used to prevent and control nausea, vomiting, dizziness and Meniere's syndrome caused by motion sickness, .It is effective to treat a variety of dizziness, vomiting caused by radiation therapy, pregnancy, surgery, inner ear infections, and the use of drugs (such as streptomycin) .
Traits
Dimenhydrinate is transparent white crystalline powder, odorless, slightly soluble in water, soluble in ethanol.
Effect
As a complex salt of diphenhydramine and 8-chloro-theophylline,its role is the same as diphenhydramine hydrochloride, but its anti-histamine effect is weaker than the latter. It can inhibit medulla vomiting chemosensory area and it has a general central pivot inhibition effect and anticholinergic effects, which makes it have sedative and antiemetic effects.
It is quickly and completely absorbed after oral administration, it is effective after 15 to 60 minutes , the role is sustainable after 3-6 hours, the elimination phase half-life (t1/2β) is 4~6 hours, plasma protein binding rate is high. Mainly it is metabolized in the liver, it is excreted in urine in the form of metabolites . Patients with hepatic insufficiency using this service,because it can accumulate in the body , the dose should be reduced.
The above information is edited by the lookchem of Tian Ye.
Medicine interactions
1.It can not be taken with other CNS depressants and it cannot be taken after drinking.
2. It can be used to make ethanol, central nervous system depressants, tricyclic antidepressants more effective. It can momentarily affect barbiturates and sulfacetamide sodium absorption; if it is used with sodium aminosalicylate , plasma concentration of the latter is decreased.
3. Administration with food or milk can reduce the irritation of the stomach of the drug .
Precautions
1. The composition of the production and other ethanolamine allergies, newborns and premature infants are disabled.
2. It pregnant women in early pregnancy within four months use the drug, the incidence of congenital cardiovascular abnormalities and inguinal hernia of the fetus may be increased, the relationship with drug use has not been confirmed. Early pregnancy should not take this product.
3. The anti-emetic effect of the product can adds difficulty in diagnosing appendicitis and drug-induced reactions.
4. Lethargy , inability to concentrate etc.,can occur after treatment, ,patients should not drive cars, boats, etc., and it is not suitable to engage in the highly difficult and dangerous machine operation.
Adverse reactions
Low toxicity, high doses can cause drowsiness, and even cause a rash. Long-term use may cause blood diseases.
Originator
Dramamine,Searle,US,1949
Manufacturing Process
58.8 grams of 8-chlorotheophylline and 70 grams of β-dimethylaminoethyl
benzohydryl ether are dissolved in 150 cc of hot methanol. Then 5 grams of
activated charcoal are added and the mixture is boiled for an hour. It is
filtered hot and the filtrate cooled. The crystalline precipitate of βdimethylaminoethyl benzohydryl ether 8-chlorotheophyllinate is collected on a
filter, washed with ether and dried. It melts at 96-99°C. It is dissolved in
boiling ethyl acetate, filtered hot to remove any insoluble material, and then
chilled. The salt so obtained melts at 102.5°-104°C after filtration, washing
with ether and drying.
Therapeutic Function
Antinauseant
Air & Water Reactions
Slightly soluble in water. Slightly acidic.
Health Hazard
SYMPTOMS: Symptoms associated with Dimenhydrinate include: drowsiness, lethargy, fatigue hypnosis and coma. Initial sedation may be followed by central nervous system hyperexcitability. Also, the victim may experience dry mouth, anorexia, nausea, vomiting, abdominal distress, constipation, and/or diarrhea.
Fire Hazard
Flash point data for Dimenhydrinate are not available but Dimenhydrinate is probably non-flammable.
Safety Profile
Poison by intraperitoneal
and intravenous routes. Moderately toxic by
ingestion. A drug much used for motion sickness.
Human systemic effects by ingestion: arrhythmias,
convulsions, distorted perceptions, hallucinations,
intracranial pressure increase. Mutation data
reported. When heated to decomposition it emits
very toxic fumes of NOx, and Cl-. See also
AMINES.
Veterinary Drugs and Treatments
In veterinary medicine, dimenhydrinate is used primarily for its antiemetic
effects
for vomiting and in the prophylactic treatment of
motion sickness in dogs and cats. Dimenhydrinate may be useful as
an adjunctive treatment for feline pancreatitis. As dimenhydrinate
is often thought of as “half-strength diphenhydramine” it can be
employed whenever a histmine-1 blocker is desired.
Check Digit Verification of cas no
The CAS Registry Mumber 523-87-5 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,2 and 3 respectively; the second part has 2 digits, 8 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 523-87:
(5*5)+(4*2)+(3*3)+(2*8)+(1*7)=65
65 % 10 = 5
So 523-87-5 is a valid CAS Registry Number.
InChI:InChI=1/C17H21NO.C7H7ClN4O2/c1-18(2)13-14-19-17(15-9-5-3-6-10-15)16-11-7-4-8-12-16;1-11-4-3(9-6(8)10-4)5(13)12(2)7(11)14/h3-12,17H,13-14H2,1-2H3;13H,1-2H3
