Wednesday, January 7, 2015

Fexofenadine



Common name: Fexofenadine; Allegra; Fexidine; Telfast; Allerfexo; Fexofenadine hydrochloride; Terfenadine carboxylate hydrochloride; MDL-16455A
Trademarks:  Allegra; Fexidine; Telfast; Allerfexo
Molecular Formula: C32H39NO4
CAS Registry Number: 83799-24-0; 153439-40-8 (hydrochloride)
CAS Name: 4-[1 hydroxy-4-[4-(hydroxydiphenylmethyl)-1-piperidinyl]-butyl]-a, a-dimethyl benzeneacetic acid
Molecular Weight: 501.68
Activity: Third-generation Antihistamines; Antihistamines; Hay Fever Treatment; Allergies Treatment; H1 receptor Antagonist; Urticaria Treatment

Fexofenadine synthesis: WO1993021156A1




Fexofenadine synthesis: Drugs Future 1996, 21, 1017-1021


Fexofenadine synthesis: Scholarly Research Exchange 2008 (doi:10.3814/2008/137091) (One of many modifications reported on the synthesis in patent US4254129. The patent uses mercury-salts for oxidation. The scheme reported in the patent is the industry favourite.)


References:
1. Kaminski, M. A.; et. al. 4-diphenylmethyl piperidine derivatives and process for their preparation. WO1993021156A1
2. Graul, A.; et. al. Fexofenadine hydrochloride. Drugs Future 1996, 21(10), 1017–1021.
3. Zhang, P.; et. al. A Novel and Efficient Synthesis of Intermediates for the Preparation of Fexofenadine. Scholarly Research Exchange 2008.
4. Carr, A. A.; et. al. Piperidine derivatives. US4254129