132-22-9 Usage
Uses
Used in Pharmaceutical Analysis:
Chloropheniramine-d4 is used as an internal standard for the accurate quantification of Chlorpheniramine in pharmaceutical formulations. It helps in ensuring the quality, safety, and effectiveness of the drug by providing a reliable reference point for comparison.
Used in Clinical Research:
Chloropheniramine-d4 is used as a stable isotope tracer in clinical studies to investigate the pharmacokinetics, metabolism, and distribution of Chlorpheniramine in the body. This information is crucial for understanding the drug's safety and efficacy, as well as for optimizing dosing regimens.
Used in Toxicology Studies:
Chloropheniramine-d4 is employed as a reference compound in toxicological investigations to assess the potential risks and side effects associated with Chlorpheniramine use. It aids in the identification of toxic metabolites and the evaluation of the drug's safety profile.
Used in Small-Animal Veterinary Medicine:
Chloropheniramine-d4 can be used as a reference material in veterinary medicine to study the antihistaminic/antipruritic effects of Chlorpheniramine in small animals, such as cats. This helps in the development of safer and more effective treatments for pruritus and other allergic conditions in pets.
Used in Mass Spectrometry:
Chloropheniramine-d4 is utilized as a mass spectrometry reference compound to improve the sensitivity, accuracy, and precision of the analytical technique. It enables the detection and quantification of Chlorpheniramine in complex biological samples, such as blood, urine, and tissue extracts.
Used in Quality Control:
Chloropheniramine-d4 serves as a quality control standard in the manufacturing process of Chlorpheniramine-containing products. It helps in monitoring the consistency, purity, and potency of the drug, ensuring that it meets the required safety and efficacy standards.
Environmental Fate
Toxicity of antihistamines is usually related to their anticholinergic
effects and may include loss of appetite, nausea,
vomiting, diarrhea or constipation, and other GI effects, as well
as dizziness, tinnitus, lassitude, incoordination, fatigue, blurred
vision, diplopia, euphoria, nervousness, insomnia, and
tremors. Acetylcholine is competitively blocked at muscarinic
receptors, resulting in symptoms of anticholinergic poisoning.
Concurrent use of alcohol, tricyclic antidepressants, monoamine
oxidase inhibitors, or other central nervous system
(CNS) depressants along with antihistamines may exaggerate
and extend the anticholinergic and CNS depressant effects of
antihistamines; concurrent use is not recommended.
Products that were marketed prior to the FDA safety alert
but not approved by the FDA included multisymptom cold
medications comprised of drug combinations of chlorpheniramine
with decongestants, antitussives, and analgesics. Risks
associated with the use of these products included improper
use in children and infants, potentially risky combination of
ingredients, and patients receiving too much or too little
medication because of problems with the way some ‘extendedrelease’
products were made. Newborn and premature infants
are even more prone to anticholinergic side effects and an
increased susceptibility toward convulsions; thus, this drug is
not recommended at all in this age group. Geriatric patients are
also more prone to anticholinergic effects, and a paradoxical
reaction characterized by hyperexcitability may occur in some
children taking antihistamines. Overdosage may also produce
central excitation resulting in convulsions.
Check Digit Verification of cas no
The CAS Registry Mumber 132-22-9 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,3 and 2 respectively; the second part has 2 digits, 2 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 132-22:
(5*1)+(4*3)+(3*2)+(2*2)+(1*2)=29
29 % 10 = 9
So 132-22-9 is a valid CAS Registry Number.
InChI:InChI=1/C16H19ClN2/c1-19(2)11-9-16(14-4-3-10-18-12-14)13-5-7-15(17)8-6-13/h3-8,10,12,16H,9,11H2,1-2H3
132-22-9Relevant articles and documents
Metal-Organic Framework with Dual Active Sites in Engineered Mesopores for Bioinspired Synergistic Catalysis
Quan, Yangjian,Song, Yang,Shi, Wenjie,Xu, Ziwan,Chen, Justin S.,Jiang, Xiaomin,Wang, Cheng,Lin, Wenbin
supporting information, p. 8602 - 8607 (2020/05/13)
Here we report the design of an enzyme-inspired metal-organic framework (MOF), 1-OTf-Ir, by installing strong Lewis acid and photoredox sites in engineered mesopores. Al-MOF (1), with mixed 2,2′-bipyridyl-5,5-dicarboxylate (dcbpy) and 1,4-benzenediacrylat
Novel synthetic method for chlorpheniramine maleate
-
, (2017/07/19)
The invention belongs to the field of medicinal chemistry, and specifically relates to a synthetic method for chlorphenamine maleate. The method provided by the invention comprises the following steps in sequence: (1) allowing p-cyanobenzylchloride to react with acetylene under the catalysis of a catalyst namely cobaltocene so as to generate p-chlorobenzyl pyridine; and (2) allowing p-chlorobenzyl pyridine to react with N,N-dimethyl chloroethane under the catalysis of sodium amide so as to generate chlorpheniramine, and subjecting chlorpheniramine and maleic acid to a neutralization reaction so as to generate chlorpheniramine maleate.
Ruthenium-catalyzed /V-alkylation of amines and sulfonamides using borrowing hydrogen methodology
Hamid, M. Haniti S. A.,Allen, C. Liana,Lamb, Gareth W.,Maxwell, Aoife C.,Maytum, Hannah C.,et al.
supporting information; experimental part, p. 1766 - 1774 (2009/07/25)
The alkylation of amines by alcohols has been achieved using 0.5 mol percent [Ru(p-cymene)CI2]2 with the bidentate phosphines dppf or DPEphos as the catalyst. Primary amines have been converted into secondary amines, and secondary amines into tertiary amines, including the syntheses of Piribedil, Tripelennamine, and Chlorpheniramine. A/-Heterocyclization reactions of primary amines are reported, as well as alkylation reactions of primary sulfonamides. Secondary alcohols requiremore forcing conditions than primary alcohols but are still effective a lkylating agents in the presence of this catalyst.
New synthetic route to N,N-disubstituted 3-aryl-3-pyridylpropylamines: Pheniramines from 3-aryl-3-(2-pyridyl)propanals
Marchetti, Mauro,Sechi, Barbara,Azzena, Ugo,Botteghi, Carlo,Paganelli, Stefano,Ponte, Gino Del,Stefani, Helio A.
, p. 219 - 225 (2007/10/03)
3-Aryl-3-(2-pyridyl)propanals 3, useful precursors compound for the H1 antihistaminic agents Pheniramines 1 were prepared following three different reaction pathways: the first one involves the rhodium catalyzed regiospecific hydroformylation of cinnamaldehyde acetals 4; the second one was carried out through the hydro-hydroxyacetamidation reaction on 1-aryl-1-(2-pyridyl)ethenes 2 followed by oxidative cleavage of the intermediate α-hydroxybutanamides 10; the third one was accomplished through alkylation of 2-benzylpyridines 12 with 2-bromomethyl-1,3-dioxolane 13 using LDA as deprotonating agent. The last preparative route showed to be the most convenient giving Pheniramine 1 up to 80 percent overall yield.
Process using alkali fusion for decyanation of tert.-nitriles
-
, (2008/06/13)
An improvement in the decyanation of tertiary nitriles comprises the alkali fusion of the nitriles. Exemplary are the preparation of chlorpheniramine and brompheniramine by heating the respective nitriles in liquid sodium or potassium hydroxide at from 100°-200°.