Carbinoxamine

Carbinoxamine
Names
Trade namesClistin, Rotoxamine, others
Other namesCarbinoxamine maleate
IUPAC name
  • 2-[(4-Chlorophenyl)-pyridin-2-yl-methoxy]-N,N-
    dimethyl-ethanamine
Clinical data
Drug classAntihistamine[1]
Main usesAllergic reactions[1]
Side effectsSleepiness, dizziness, poor coordination, abdominal pain[1]
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Pregnancy
category
  • C
Routes of
use		By mouth: 4 mg tablet or 4 mg/5 mL liquid
External links
AHFS/Drugs.comMonograph
MedlinePlusa606008
Legal
Legal status
Pharmacokinetics
Elimination half-life10 to 20 hours
Chemical and physical data
FormulaC16H19ClN2O
Molar mass290.79 g·mol−1
3D model (JSmol)
SMILES
  • Clc1ccc(cc1)C(OCCN(C)C)c2ncccc2
InChI
  • InChI=1S/C16H19ClN2O/c1-19(2)11-12-20-16(15-5-3-4-10-18-15)13-6-8-14(17)9-7-13/h3-10,16H,11-12H2,1-2H3 checkY
  • Key:OJFSXZCBGQGRNV-UHFFFAOYSA-N checkY

Carbinoxamine, sold under the brand name Arbinoxa among others, is a medication use to treat allergic reactions including hay fever, allergic conjunctivitis, and hives.[1] It is taken by mouth.[1] It should not be used the common cold or in children under 2 years.[1]

Common side effects include sleepiness, dizziness, poor coordination, and abdominal pain.[1] Other side effects may include dry mouth, and urinary retention.[1] Safety in pregnancy is unclear.[1] It is an antihistamine.[1]

Carbinoxamine was patented in 1947 and came into medical use in 1953.[2] It is available as a generic medication.[3] In the United States 60 pills of 4 mg costs about 20 USD as of 2021.[3]

Medical uses

Dosage

It is usually taken at a dose of 4 to 8 mg three to four times per day.[1]

Society and culture

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.

In June 2006 the FDA announced that more than 120 branded pharmacy products containing carbinoxamine were being illegally marketed and demanded they be removed from the marketplace. This action was precipitated by twenty-one reported deaths in children under the age of two who had been administered carbinoxamine-containing products. Despite the fact that the drug had not been studied in this age group, a multitude of OTC preparations containing carbinoxamine were being marketed for infants and toddlers. At present, all carbinoxamine-containing formulations are approved only for adults or children ages 3 or older.[4]

Brand names

Brand names include Clistin, Palgic, Rondec, Rhinopront, Ryvent.

See also

References

  1. 1 2 3 4 5 6 7 8 9 10 11 "Carbinoxamine Monograph for Professionals". Drugs.com. Archived from the original on 22 January 2021. Retrieved 30 December 2021.
  2. ↑ Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 545. ISBN 9783527607495. Archived from the original on 2021-10-31. Retrieved 2021-01-26.
  3. 1 2 "Carbinoxamine Maleate Prices, Coupons & Savings Tips - GoodRx". GoodRx. Archived from the original on 23 August 2016. Retrieved 30 December 2021.
  4. ↑ "Questions and Answers about Unapproved Drugs and FDA's Enforcement Action Against Carbinoxamine Products" (PDF). U.S. Food and Drug Administration. Archived from the original (PDF) on 7 March 2016.
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