盐酸布替萘芬 [CAS:101827-46-7]合成路线图解

药物详细合成路线

Name	Butenafine hydrochloride;501 cream(combination with betamethasone dipropionate);KP-363;Volley;Mentax
Chemical Name	N-Methyl-N-(4-tert-butylbenzyl)-1-naphthylmethylamine hydrochloride 　　　　　　4-tert-Butyl-N-methyl-N-(1-napthylmethyl)benzylamine hydrochloride
CAS	101827-46-7
Related CAS	101828-21-1 (free base)
Formula	C₂₃H₂₈ClN
Structure
Formula Weight	353.93931
Stage	上市-1992
Company	Kaken (Originator), Bertek (Licensee), Schering-Plough (Licensee), UCB (Licensee), Hisamitsu (Formulation)
Activity/Mechanism	Antifungal Agents, ANTIINFECTIVE THERAPY
Syn. Route	2

Route 1

by condensation of n-methyl-1-naphthylmethylamine (i) with 4-(tert-butyl)benzyl bromide (ii) by means of na2co3 in dmf, followed by acidification with hcl in ethanol.

List of intermediates	No.
2-methoxy-2-methylpropylformamide	(i)
methyl 5-chloro-2-nitrobenzoate	(ii)

Reference 1:

arai, k.; arita, m.; sedino, t.; komoto, n.; hirose, s. (mitsui toatsu chem.; inc.); benzylamine derivatives, process for production thereof, and use thereof. ep 0221781 .

Reference 2:

prous, j.; castaner, j.; kp-363. drugs fut 1989, 14, 4, 315.

Route 2

by condensation of 1-(chloromethyl)naphthalene (i) with n-(4-tert-butylbenzyl)-n-methylamine (ii) by means of sodium carbonate in hot dmf.

List of intermediates	No.
benzhydryl (6r,7s)-3-[(acetoxy)methyl]-7-amino-7-methoxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate	(i)
methyl 8-bromooctanoate	(ii)

Reference 1:

maeda, t.; koshikawa, s.; yamamoto, t.; sasaki, k.; yokoo, m.; amemiya, k.; hashimoto, r.; arika, t.; takase, m. (kaken pharmaceutical co., ltd.); amine derivs. and fungicides containing the same. us 5021458 .

来源:药化网

作者:药化小编

摘要:本文合成路线介绍的是药物中文名盐酸布替萘芬；英文名Butenafine hydrochloride;501 cream(combination with betamethasone dipropionate);KP-363;Volley;Mentax；CAS[101827-46-7]