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US 2009/0156556 A1Published application
Aminopropanol derivatives
AssigneeNovartis AG
InventorsRainer Albert, Eric Francotte, Frederic Zecri, Markus Zollinger
Life of this patent
Estimating the term…
Abstract
Compounds of formula I: wherein R1, R2, n and m are as defined in the specification, processes for their production, their uses and pharmaceutical compositions containing them.
Claims14
(canceled)
A compound of formula II:
- wherein
- each of m and n, independently, is 1, 2 or 3;
- X is O or a direct bond;
- R1 is
- a phenylalkyl wherein alkyl is a straight- or branched (C6-20)carbon chain;
- or
- a phenylalkyl wherein alkyl is a straight- or branched (C1-30)carbon chain wherein said phenylalkyl is substituted at the phenyl residue by
- a straight- or branched (C6-20)carbon chain optionally substituted by halogen,
- a straight- or branched (C6-20)alkoxy chain optionally substituted by halogen,
- a straight- or branched (C6-20)alkenyloxy,
- phenylalkoxy, halophenylalkoxy, phenylalkoxyalkyl, phenoxyalkoxy or phenoxyalkyl,
- cycloalkylalkyl substituted by C6-20alkyl,
- heteroarylalkyl substituted by C6-20alkyl,
- heterocyclic C6-20alkyl or
- heterocyclic alkyl substituted by C2-20alkyl,
- and wherein
- the alkyl moiety may have
- in the carbon chain, a bond or a heteroatom selected from a double bond, a triple bond, O, S, sulfinyl, sulfonyl, or NR5, wherein R5 is H, alkyl, aralkyl, acyl or alkoxycarbonyl, and
- as a substituent alkoxy, alkenyloxy, alkynyloxy, aralkyloxy, acyl, alkylamino, alkylthio, acylamino, alkoxycarbonyl, alkoxycarbonylamino, acyloxy, alkylcarbamoyl, nitro, halogen, amino, hydroxyl or carboxy, and
- R2 is
- wherein each of R3 and R4, independently, is H or C1-4alkyl, wherein alkyl is optionally substituted by 1, 2 or 3 halogen atoms;
- or a pharmaceutically acceptable salt thereof;
- and wherein greater than 70% of the compound by weight is in the form of the R or S enantiomer.
20 more elements
(canceled)
A method according to claim 7, wherein the HPLC of step (b) is using a chiral ion-exchange phase based on quinine carbamate or quinidine carbamate.
A method for determining the amount of the R and/or S isomers of a compound of formula II present in a sample, comprising
- (a) reacting the compound of formula II present in the sample with an aromatic 1,2-dicarbaldehyde to form a compound of formula I
- wherein m, n, x, R1 and R2, are as defined in formula II;
- and
- (b) separating the R and S isomers of the compound of formula I by HPLC.
1 more element
(canceled)
Dependencies are inferred from the claim text.