2-aminoethoxyacetic acid derivatives and their use
View Patent ↗The present application relates to novel 2-aminoethoxyacetic acid derivatives, to processes for their preparation, to their use for the treatment and/or prophylaxis of diseases and also to their use for preparing medicaments for the treatment and/or prophylaxis of diseases, in particular thromboembolic disorders.
1. An isolated compound of the formula (I)
in which
R represents hydrogen, (C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkanoyl, (C 1 -C 6 )-alkoxycarbonyl, mono- or di-(C 1 -C 6 )-alkylaminocarbonyl, benzoyl or heteroaroyl, where
benzoyl and heteroaroyl for their part may be substituted by halogen, cyano, (C 1 -C 4 )-alkyl or (C 1 -C 4 )-alkoxy,
or a salt thereof.
2. The isolated compound of the formula (I) as claimed in claim 1 in which R is hydrogen, isobutylaminocarbonyl or 5-chloro-2-thienylcarbonyl, or a salt thereof.
3. The isolated compound of the formula (I) as claimed in claim 1 having the structure below:
or a salt thereof.
4. A process for preparing the compound of claim 1 , characterized in that the compound of the formula (II)
is converted by hydrolysis into the compound of the formula (I-A)
and this is then, in an inert solvent, if appropriate in the presence of a base, reacted with a compound of the formula (III)
R A —X (III),
in which
R A represents (C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkanoyl, (C 1 -C 6 )-alkoxycarbonyl, di-(C 1 -C 6 )-alkylaminocarbonyl, benzoyl or heteroaroyl, where
benzoyl and heteroaroyl for their part may be substituted by halogen, cyano, (C 1 -C 4 )-alkyl or (C 1 -C 4 )-alkoxy,
and
X represents a leaving group,
or, if R represents mono-(C 1 -C 6 )-alkylaminocarbonyl, with a compound of the formula (IV)
R B —N═C═O (IV),
in which
R B represents (C 1 -C 6 )-alkyl,
and the resulting compound of the formula (I) or (I-A) is isolated and, if appropriate, converted with the appropriate (i) solvent and/or (ii) base or acid into a salt.
5. A pharmaceutical composition comprising the compound of claim 1 in combination with an inert non-toxic, pharmaceutically suitable auxiliary.
6. A pharmaceutical composition comprising the compound in claim 1 in combination with a further active compound.
7. A method for the treatment of thromboembolic disorders in humans and animals, which comprises using administering an anticoagulatory effective amount of at least one compound of claim 1 .
8. A method for stabilizing a blood sample in vitro, characterized in that an anticoagulatory effective amount of the compound of claim 1 is added.