Fluorophenyl beta-hydroxyethylamines and their use in the treatment of hyperglycaemia
AssigneeAtrogi AB
InventorsBenjamin Pelcman, Tore Bengtsson
Life of this patent
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Abstract
There is herein provided a compound of formula (I).
Claims47
A compound of formula I
- or a pharmaceutically acceptable salt thereof, wherein:
- R1 represents C4-12 alkyl optionally substituted by one or more halo;
- R2 and R3 each independently represent H or C1-3 alkyl optionally substituted by one or more halo;
- or R2 and R3 may be linked together to form, together with the carbon atom to which they are attached, a 3- to 6-membered ring, which ring optionally is substituted by one or more groups independently selected from halo and C1 alkyl optionally substituted by one or more halo;
- each X independently represents Cl, Br, Ra, —CN, —N3, —N(Rb)Rc, —NO2, —ONO2, —ORd, —S(O)pRe or —S(O)qN(R)Rg;
- Ra represents C1-6 alkyl optionally substituted by one or more groups independently selected from G;
- each Rb, Rc, Rd, Re, Rf and Rg independently represents H or C1-6 alkyl optionally substituted by one or more groups independently selected from G;
- or alternatively any of Rb and Rc and/or Rf and Rg may be linked together to form, together with the nitrogen atom to which they are attached, a 4- to 6-membered ring, which ring optionally contains one further heteroatom and which ring optionally is substituted by one or more groups independently selected from halo, C1-3 alkyl optionally substituted by one or more halo, and ═O;
- G represents halo, —CN, —N(Ra1)Rb1, —ORc1, —S(O)pRd1, —S(O)qN(Re1)Rf1 or ═O;
- each Ra1, Rb1, Rc1, Rd1, Re1 and Rf1 independently represents H or C1-6 alkyl optionally substituted by one or more halo;
- or alternatively any of Ra1 and Rb1 and/or Re1 and Rf1 may be linked together to form, together with the nitrogen atom to which they are attached, a 4- to 6-membered ring, which ring optionally contains one further heteroatom and which ring optionally is substituted by one or more groups independently selected from halo, C1-3 alkyl optionally substituted by one or more halo, and ═O;
- m represents 1 to 5;
- n represents 0 to 4;
- with the proviso that the sum of m and n is equal to, or less than, 5;
- each p independently represents 0, 1 or 2;
- and
- each q independently represents 1 or 2.
The compound according to any one of the preceding claims, wherein R1 represents R1 represents n-butyl, tert-butyl or 1-methyl butyl.
The compound according to any one of the preceding claims, wherein R2 represents H and R3 represents H or methyl.
The compound according to any one of the preceding claims, wherein R2 and R3 each represent H.
The compound according to any one of the preceding claims, wherein m represents 1, 2 or 3.
The compound according to any one of the preceding claims, wherein m represents 3 and the F atoms are located in the 2-, 3- and 4-positions or the 3-, 4- and 5-positions.
The compound according to any one of the preceding claims, wherein:
- each X independently represents Cl, Br, Ra, —CN, —N3, —N(Rb)Rc, —NO2 or ORd, wherein Ra represents C1-4 alkyl optionally substituted by one or more F, and Rb, Rc and Rd each independently represent H or C1-4 alkyl optionally substituted by one or more F or ═O.
The compound according to any one of the preceding claims, wherein each X independently represents Cl, Br, Ra, —N(Rb)Rc or —OH, wherein Ra represents C1-2 alkyl optionally substituted by 1 or more F, and Rb and Rc each independently represent H or C1-4 alkyl optionally substituted by ═O.
The compound according to any one of the preceding claims, wherein each X independently represents Cl, —NH2, —NHC(O)CH3, —CF3 or —OH.
The compound according to any one of the preceding claims, wherein n represents 0, 1 or 2.
The compound according to any one of the preceding claims, wherein n represents 2, and each X independently represents Cl, —NH2, —NHC(O)CH3, —CF3 or —OH.
The compound according to any one of the preceding claims, wherein n represents 2, and each X independently represents —NH2, —NHC(O)CH3 or —OH.
A compound as defined in any one of the proceeding claims, or a pharmaceutically acceptable salt thereof, for use in medicine.
Dependencies are inferred from the claim text.