1104-22-9 Usage
Description
Meclizine dihydrochloride, a histamine H1 receptor antagonist, is known for its antiemetic properties and potential neuroprotective effects. It is a white or yellowish-white, slightly hygroscopic, crystalline powder that has been utilized in the treatment of motion sickness and vertigo. Meclizine dihydrochloride is also a research product for neuroscience, with its Ki value being 250 nM.
Uses
Used in Pharmaceutical Industry:
Meclizine dihydrochloride is used as an antiemetic agent for the treatment of motion sickness and vertigo. It helps alleviate symptoms such as dizziness, nausea, and vomiting by blocking the action of histamine on H1 receptors in the body.
Used in Neuroscience Research:
Meclizine dihydrochloride is used as a research product for neuroscience, where it may exhibit neuroprotective properties. This suggests its potential use in the development of treatments for neurological disorders and conditions.
Used in Histamine Antagonist Applications:
Meclizine dihydrochloride is used as a histamine antagonist, specifically targeting histamine H1 receptors. By blocking these receptors, it can help reduce the effects of histamine, which is involved in various physiological processes, including allergic reactions and inflammation.
Used in Cholinergic Diagnostic Aids:
Meclizine dihydrochloride is used as a cholinergic diagnostic aid, which means it can be utilized in the assessment and diagnosis of conditions related to the cholinergic system, such as certain neurological disorders.
Brand Name:
Antivert (Pfizer) is a brand name under which meclizine dihydrochloride is marketed, specifically for the treatment of motion sickness and vertigo.
Originator
Antivert,Roerig,US,1957
Manufacturing Process
32.3 g of 1-p-chlorobenzhydryl-4-benzyl-piperazine, dissolved in 300 cm3 of alcohol are heated in an autoclave vessel, in the presence of Raney nickel, under a pressure of 100 kg H2, at about 150°C for 6 hours. The catalyst is filtered, the solvent is evaporated and the residue is fractionated under a high vacuum. p-Chlorobenzylhydryl-piperazine (BP 180° to 185°C/1 mm Hg) is isolated with a yield of 75%. Then finely ground NaNH2 is added. The mixture is heated under reflux for 1 hour, the mass is cooled and a molar equivalent of m-methyl benzyl chloride is added.The solvent is evaporated and the residue is dissolved in chloroform. This
solution is washed with a saturated solution of K2CO3 and dried on K2CO3. The
solvent is evaporated and the residue is distilled under high vacuum. The
product of the condensation distills near 230°C at 2 mm Hg pressure and the
corresponding dihydrochloride melts at 217° to 224°C.
Therapeutic Function
Antinauseant
Biochem/physiol Actions
Meclizine has the ability to increase glycolysis and decrease cellular ATP levels in media that has glucose and galactose. It guards the kidney against ischemia-reperfusion injury. Meclizine is considered as an anti-nausea and anti-dizziness drug, was identified in a ′nutrient-sensitized′ chemical screen. In human, it acts as an agonist of pregnane X receptor (PXR). It enhances the expression of CYP3A4 (cytochrome P450 3A4) mRNA and reduces CYP3A-catalyzed testosterone 6β-hydroxylation in primary cultures of human hepatocytes.
Safety Profile
Moderately toxic by
ingestion and intraperitoneal routes. An
experimental teratogen. Experimental
reproductive effects. When heated to
decomposition it emits very toxic fumes of
Cland NOx.
Check Digit Verification of cas no
The CAS Registry Mumber 1104-22-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,1,0 and 4 respectively; the second part has 2 digits, 2 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 1104-22:
(6*1)+(5*1)+(4*0)+(3*4)+(2*2)+(1*2)=29
29 % 10 = 9
So 1104-22-9 is a valid CAS Registry Number.
InChI:InChI=1/C25H27ClN2.ClH/c1-20-6-5-7-21(18-20)19-27-14-16-28(17-15-27)25(22-8-3-2-4-9-22)23-10-12-24(26)13-11-23;/h2-13,18,25H,14-17,19H2,1H3;1H
1104-22-9Relevant articles and documents
NOVEL WATER BASED PROCESS FOR THE PREPARATION OF SUBSTITUTED DIPHENYLMETHYL PIPERAZINES
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Page/Page column 8, (2011/08/03)
The present invention relates to a novel water based process for the preparation of substituted diphenylmethyl piperazines of Formula I and pharmaceutically acceptable salts wherein X1 and X2 represent independently a hydrogen, a halogen, a straight or branched chain lower alkyl, alkoxy or a hydroxyl radical and R is selected from groups such as acyl, alkyl, alkenyl, aralalkyl, aralalkenyl aralkyl, and aralalkenyl or aralkenyl hydroxyalkyl, aryloxyalkyl, alkoxyalkyl, aminoalkyl or its derivative comprising, reacting a compound of Formula II, with a compound of formula R—X where R is as defined above and X is suitable leaving group which includes halides, but not limiting use of other leaving groups such as tosylate, mesylate and activated acid groups such as acyl halide, anhydrides, mixed anhydrides etc. using water as a solvent, in presence of a catalyst and a base, at 25-100° C.;
