Chlorpheniramine

CAS No:
132-22-9 Categories: , ,
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Product Details:

  • CAS No: 132-22-9
  • AHFC code: 04:04.2
  • Synonyms: 1-(p-Chlorophenyl)-1-(2-pyridyl)-3-dimethylaminopropane, 1-(p-Chlorophenyl)-1-(2-pyridyl)-3-N,N-dimethylpropylamine, 2-(p-Chloro-alpha-(2-(dimethylamino)ethyl)benzyl)pyridine, 2-Pyridinepropanamine, gamma-(4-chlorophenyl)-N,N-dimethyl-, 3-(p-Chlorophenyl)-3-(2-pyridyl)-N,N-dimethylpropylamine, 4-Chloropheniramine, Allergican, Allergisan, Chloropheniramine, Chlorophenylpyridamine, Chloropiril, Chloroprophenpyridamine, Chlorphenamine, Chlorphenaminum, Chlorphenaminum [INN-Latin], Chlorpheniramine, Chlorpheniramine polistirex, Chlorpheniraminum, Chlorprophenpyridamine, Clorfenamina, Clorfenamina [INN-Spanish], Clorfeniramina, Clorfeniramina [Italian], Cloropiril, EINECS 205-054-0, gamma-(4-Chlorophenyl)-gamma-(2-pyridyl)propyldimethylamine, gamma-(4-Chlorophenyl)-N,N-dimethyl-2-pyridinepropanamine, Haynon, Histadur, HSDB 3032, Polaronil, Pyridine, 2-(p-chloro-alpha-(2-(dimethylamino)ethyl)benzyl)-, UNII-3U6IO1965U
  • ATC Code: R06AB04
  • Chemical Formula: C16-H19-Cl-N2
  • Molecular Weight: 274.7931
  • Assay/Purity: Typically NLT 98%
  • DrugBank: DB01114 (APRD00001)
  • SMILES: CN(C)CCC(c1ccc(cc1)Cl)c2ccccn2
  • InChl: 1S/C16H19ClN2/c1-19(2)12-10-15(16-5-3-4-11-18-16)13-6-8-14(17)9-7-13/h3-9,11,15H,10,12H2,1-2H3
  • PubChem: 2725
  • IUPAC: 2-Pyridinepropanamine, gamma-(4-chlorophenyl)-N,N-dimethyl- Chlorphenamine Pyridine, 2-(p-chloro-alpha-(2-(dimethylamino)ethyl)benzyl)-

Additional Details

Indication:
For the treatment of rhinitis, urticaria, allergy, common cold, asthma and hay fever.
Pharmacodynamics:
In allergic reactions an allergen interacts with and cross-links surface IgE antibodies on mast cells and basophils. Once the mast cell-antibody-antigen complex is formed, a complex series of events occurs that eventually leads to cell-degranulation and the release of histamine (and other chemical mediators) from the mast cell or basophil. Once released, histamine can react with local or widespread tissues through histamine receptors. Histamine, acting on H1-receptors, produces pruritis, vasodilatation, hypotension, flushing, headache, tachycardia, and bronchoconstriction. Histamine also increases vascular permeability and potentiates pain. Chlorpheniramine, is a histamine H1 antagonist (or more correctly, an inverse histamine agonist) of the alkylamine class. It competes with histamine for the normal H1-receptor sites on effector cells of the gastrointestinal tract, blood vessels and respiratory tract. It provides effective, temporary relief of sneezing, watery and itchy eyes, and runny nose due to hay fever and other upper respiratory allergies.
Mode of Action:
Chlorpheniramine binds to the histamine H1 receptor. This blocks the action of endogenous histamine, which subsequently leads to temporary relief of the negative symptoms brought on by histamine.
Metabolism:
Primarily hepatic via Cytochrome P450 (CYP450) enzymes.
Toxicity:
Oral LD50 (rat): 306 mg/kg; Oral LD50 (mice): 130 mg/kg; Oral LD50 (guinea pig): 198 mg/kg [Registry of Toxic Effects of Chemical Substances. Ed. D. Sweet, US Dept. of Health & Human Services: Cincinatti, 2010.] Also a mild reproductive toxin to women of childbearing age.
General Reference:
MSDS
Products currently covered by valid US Patents are offered for R&D use in accordance with 35 USC 271(e)+A13(1). Any patent infringement and resulting liability is solely at buyer risk.

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