Structure via PubChem · Public domain (PubChem)
carbinoxamine
Sign in to saveAlso known as paracarbinoxamine, 2-(p-chloro-alpha-(2-(dimethylamino)ethoxy)benzyl)pyridine, carbinoxamine base, (+-)-carbinoxamine, 2-(P-chloro-alpha-(2-(dimethylamino)Ethoxy)benzyl)pyridine, {2-[(4-chloro-phenyl)-pyridin-2-yl-methoxy]-ethyl}-dimethyl-amine, (+-)-Carbinoxamine, Paracarbinoxamine
Carbinoxamine is an antihistamine and anticholinergic agent. It is used for hay fever, vasomotor rhinitis, mild urticaria, angioedema, dermatographism and allergic conjunctivitis. Carbinoxamine is a histamine antagonist, specifically an H1-antagonist. The maleic acid salt of the levorotatory isomer is sold as the prescription drug rotoxamine.
In the Vinony graph
Vinony's link graph records 349 inbound references to carbinoxamine, and connects out to atropine, anticholinergic and nicotinic acetylcholine receptor.
It sits within the topics 2-Pyridyl compounds, 4-Chlorophenyl compounds and Chemical articles with multiple CAS registry numbers.
Vinony links it to 18 Wikipedia language editions.
Chemical data
- Formula
- C16H19ClN2O
- Molecular weight
- 290.79 g/mol
- IUPAC name
- 2-[(4-chlorophenyl)-pyridin-2-ylmethoxy]-N,N-dimethylethanamine
- SMILES
- CN(C)CCOC(C1=CC=C(C=C1)Cl)C2=CC=CC=N2
- InChIKey
- OJFSXZCBGQGRNV-UHFFFAOYSA-N
- XLogP
- 2.9
- Polar surface area
- 25.4 Ų
- H-bond donors
- 0
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
Withdrawn- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1982
- Admin. routes
- oral
- Indications
- allergic disease
via ChEMBL · EBI
Research
75 papers- Carbinoxamine.2012
- Carbinoxamine.2006
- Synthesis of carbinoxamine via α-C(sp(3))-H 2-pyridylation of O, S or N-containing compounds enabled by non-D-A-type super organoreductants and sulfoxide- or sulfide HAT reagents.Chemical science · 2022
- Studies on the in vitro ion exchange kinetics and thermodynamics and in vivo pharmacokinetics of the carbinoxamine-resin complex.International journal of pharmaceutics · 2020
- Capillary GLC assay for carbinoxamine and hydrocodone in human serum using nitrogen-sensitive detection.Journal of pharmaceutical sciences · 1983
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 290.118591
- Has use
- medication
Show 7 more facts
- chemical formula
- C₁₆H₁₉ClN₂O
- medical condition treated
- vasomotor rhinitis
- canonical SMILES
- CN(C)CCOC(C1=CC=C(C=C1)Cl)C2=CC=CC=N2
- World Health Organisation international non-proprietary name
- carbinoxamine
- defined daily dose
- 16
- subject has role
- H1 antagonist
- Commons category
- Carbinoxamine
via Wikidata · CC0
~2 min read
Encyclopedic overview
5 sectionsContents
- Society and culture
- Brand names
- Side effects
- See also
- References
Carbinoxamine is an antihistamine and anticholinergic agent. It is used for hay fever, vasomotor rhinitis, mild urticaria, angioedema, dermatographism and allergic conjunctivitis. Carbinoxamine is a histamine antagonist, specifically an H1-antagonist. The maleic acid salt of the levorotatory isomer is sold as the prescription drug rotoxamine.
It was patented in 1947 and came into medical use in 1953. It was first launched in the United States by the McNeil Corporation under the brand name Clistin. Carbinoxamine is available in various countries around the world by itself, combined with decongestants such as pseudoephedrine, and also with other ingredients including paracetamol, aspirin, and codeine.
Excerpted from Wikipedia’s “carbinoxamine” article, available under the CC BY-SA 4.0 licence.