Pharmacia & Upjohn Company

Pfizer Corporation

Ivan Richards

Walter Morozowich

Malcolm Wilson Moon

Patrick J Lennon

Michael John Hawley

Mark Peter Warchol

Dominique Bonafoux

Craig D Wegner

Sergey Gregory Wolfson

Mark Kontny

Sue K Cammarata

Karen Patrice Kolbasa

Martin Durham Meglasson

Timothy Gordon Heath

The compound 2-[(1R)-3-(diisopropylamino)-1-phenylpropyl]-4-(trifluoromethyl) phenol may be used to prepare the compound (3R)-3-[2-hydroxy-5-(trifluoromethyl)phenyl]-N,N-diisopropyl-N-methyl-3-phenylpropan-1-aminium bromide by reaction with methyl bromide.

Phenol derivative

The invention features quaternary ammonium compounds of formula I, described herein, and their use in treating asthma, chronic obstructive pulmonary disorder, allergic rhinitis, and infectious rhinitis.

Quaternary ammonium compounds

Novel quaternary ammonium compounds of the formulaand any stereoisomers thereof, wherein R, Rand Rindependently represent C-Calkyl, optionally substituted with phenyl or hydroxyl, or both, and wherein any two of R, Rand Rmay form a ring together with the quaternary ammonium nitrogen; Rrepresents &#x2014;H, &#x2014;CH, or &#x2014;CO&#x2014;R, wherein Rrepresents &#x2014;(C-Calkyl), &#x2014;(C-Calkoxy), or &#x2014;NRR, wherein Rand Rindependently represent &#x2014;H or &#x2014;(C-Calkyl); R, Rand Rindependently represent &#x2014;H, &#x2014;OCH, &#x2014;OH, &#x2014;CONH, &#x2014;SONH, &#x2014;F, &#x2014;Cl, &#x2014;Br, &#x2014;I, &#x2014;CF, or &#x2014;(C-Calkyl), optionally substituted with one or two &#x2014;OH, &#x2014;(C-Calkoxy), &#x2014;COOH, or &#x2014;CO&#x2014;O&#x2014;(C-Calkyl); and Xrepresents an anion of a pharmaceutically acceptable acid, the compounds for use as medicaments, use of the compounds for the manufacture of specific medicaments, and pharmaceutical compositions comprising the compounds. The present invention also concerns a method of treatment involving administration of the compounds.

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Kalamazoo, MI, United States of America

Ivan Richards