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US 2019/0194148 A1Published application
Tetrazole-containing 1,2-cyclopropane-carboxamides
AssigneeBayer Pharma Aktiengesellschaft
InventorsStefan Bäurle, Jens Nagel, Andrea Rotgeri, Adam James Davenport, Christopher Charles Stimson
Life of this patent
Estimating the term…
Abstract
The present invention relates to N-(tetrazolylaryl) amide compounds of general formula (I) as described and defined herein, to pharmaceutical compositions and combinations comprising said compounds and to the use of said compounds for manufacturing a pharmaceutical composition for the treatment or prophylaxis of a disease, in particular of neurogenic disorder, as a sole agent or in combination with other active ingredients.
Claims2
A compound of general formula (I):
- in which
- A represents tetrazolyl which is attached to the rest of the molecule by the carbon atom;
- R1 represents
- phenyl,
- C3-C7-cycloalkyl,
- 4- to 7-membered heterocycloalkyl containing 1 or 2 heteroatoms or heteroatom-containing groups selected from NH, —NR2, N, O, S, SO and SO2,
- 5- to 7-membered lactam,
- 5- or 6-membered heteroaryl, wherein said 5-membered heteroaryl contains 1, 2 or 3 heteroatoms selected from the group consisting of S, N, NH, and O, and said 6-membered heteroaryl contains 1 or 2 N, or
- bicyclic 8- to 10-membered heteroaryl containing 1, 2 or 3 heteroatoms or heteratom-containing groups selected from the group consisting of N, NH, O, S, SO, and SO2;
- wherein said R1 is optionally substituted at one or more carbon atoms with 1 to 3 substituents R1a which are the same or different wherein R1a represents C1-C5-alkyl, C3-C5-cyclalkyl, —(C1-C3-alkyl)—(C3-C5-cyclalkyl), —OC1—C5-alkyl, —OC3-C5-cycloalkyl, benzyl, NHR2, N(R2)2, NH(C3-C5-cycloalkyl), halogen, CN, NHSO2R2, SO2R2 or 4- to 7-membered heterocycloalkyl containing 1 or 2 heteroatoms or heteroatom-containing groups selected from NH, —NR2, N, O, S, SO and SO2, and
- wherein independently, if R1 represents 4- to 7-membered heterocycloalkyl, 5- to 7-membered lactam, 5-membered heteroaryl or bicyclic 8- to 10-membered heteroaryl, each ring nitrogen atom, if present, of said R1 is optionally substituted with a substituent R1b wherein R1b represents C1-C5-alkyl, C3-C5-cycloalkyl, —(C1-C3-alkyl)—(C3-C5-cycloalkyl), benzyl, SO2R2 or 4- to 7-membered heterocycloalkyl containing 1 or 2 heteroatoms or heteroatom-containing groups selected from NH, —NR2, N, O, S, SO and SO2, and
- if R1a represents C1-C5-alkyl, C3-C5-cycloalkyl, —(C1-C3-alkyl)—(C3-C5-cycloalkyl), —OC1-C5-alkyl or —OC3—C5-cycloalkyl and/or if R1b represents C1-C5-alkyl, C3-C5-cycloalkyl or —(C1-C3-alkyl)—(C3-C5-cycloalkyl), said C1-C5-alkyl, C3-C5-cycloalkyl, —(C1-C3-alkyl)—(C3-C5-cycloalkyl), —OC1—C5-alkyl and —OC3—C5-cycloalkyl independently are optionally substituted with one or more substituents independently selected from the group consisting of OH, OR2 and F, and
- if R1a and/or R1b represent 4- to 7-membered heterocycloalkyl, each carbon atom of said 4- to 7-membered heterocycloalkyl is independently optionally substituted with one or more substituents independently selected from the group consisting of OH, OR2 and F;
- R2 represents C1-C5-alkyl optionally substituted with 1 to 5 fluorine atoms;
- X represents CRc or N;
- Rc represents H, halogen, CN, OH, C1-C5-alkyl, or —OC1—C5-alkyl, wherein said C1-C5-alkyl and —OC1—C5-alkyl are optionally substituted with 1 to 5 fluorine atoms;
- Rd represents H, halogen, CN, OH, C1-C5-alkyl, or —OC1—C5-alkyl wherein said C1-C5-alkyl and —OC1—C5-alkyl are optionally substituted with 1 to 5 fluorine atoms;
- Re represents H, halogen, or OH;
- R3 and R4 independently represent H or C1-C3-alkyl, wherein said C1-C3-alkyl is optionally substituted with 1 to 3 fluorine atoms;
- R5 represents
- C1-C5-alkyl,
- (CH2)p-phenyl,
- —(CH2)p-(C5-C7-cycloalkyl),
- 5- or 6-membered heteroaryl, wherein said 6-membered heteroaryl contains 1 or 2 nitrogen atoms, and wherein said 5-membered heteroaryl contains 1, 2, or 3 heteroatoms or heteroatom-containing groups, the heteroatoms being independently selected from the group consisting of S, N, NH and O, or
- bicyclic 8- to 10-membered heteroaryl containing 1, 2 or 3 heteroatoms or heteroatom-containing groups selected from NH, N, O, S, SO, and SO2,
- wherein said R5 is optionally substituted at one or more carbon atoms with 1 to 3 substituents which are the same or different and selected from the group consisting of C1-C5-alkyl, —OC1—C5-alkyl, halogen, OH and CN, wherein said C1-C5-alkyl and —OC1—C5-alkyl independently are optionally substituted with one or more substituents independently selected from the group consisting of OH, OR2 and F, and
- wherein independently, if R5 represents a 5-membered heteroaryl or bicyclic 8- to 10-membered heteroaryl, each ring nitrogen atom, if present, of said R5 independently is optionally substituted with C1-C5-alkyl, which is optionally substituted with OH, OR2 or 1 to 5 fluorine atoms;
- and
- p is 0 or 1;
- or an isomer, enantiomer, diastereomer, racemate, hydrate, solvate, or a salt thereof, or a mixture of the same.
27 more elements
-17. (canceled)
Dependencies are inferred from the claim text.