IP Library Granted Patent US 8,883,839
Granted Patent B2
US 8,883,839 · App. 13/207,160 · Granted Nov 11, 2014

Tetraline and indane derivatives, pharmaceutical compositions containing them, and their use in therapy

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Quick Facts
Patent No.
US 8,883,839
App. No.
13/207,160
Granted
Nov 11, 2014
Kind
B2
Abstract

The present invention relates to tetraline and indane derivatives of the formula (I) or a physiologically tolerated salt thereof. The invention relates to pharmaceutical compositions comprising such tetraline and indane derivatives, and the use of such tetraline and indane derivatives for therapeutic purposes. The tetraline and indane derivatives are GlyT1 inhibitors.

Claims (288)

1. Compounds of the formula (I)

wherein

A is a 5- or 6-membered ring;

R is R 1 —W-A 1 -Q-Y-A 2 -X 1 —;

R 1 is hydrogen, C 1 -C 6 -alkyl, C 3 -C 12 -cycloalkyl-C 1 -C 4 -alkyl, halogenated C 1 -C 6 -alkyl, tri(C 1 -C 4 -alkyl)-silyl-C 1 -C 4 -alkyl, hydroxy-C 1 -C 4 -alkyl, C 1 -C 6 -alkoxy-C 1 -C 4 -alkyl, amino-C 1 -C 4 -alkyl, C 1 -C 6 -alkylamino-C 1 -C 4 -alkyl, di-C 1 -C 6 -alkylamino-C 1 -C 4 -alkyl, C 1 -C 6 -alkylcarbonylamino-C 1 -C 4 -alkyl, C 1 -C 6 -alkyloxycarbonylamino-C 1 -C 4 -alkyl, C 1 -C 6 -alkylaminocarbonylamino-C 1 -C 4 -alkyl, di-C 1 -C 6 -alkylaminocarbonylamino-C 1 -C 4 -alkyl, C 1 -C 6 -alkylsulfonylamino-C 1 -C 4 -alkyl, (optionally substituted C 6 -C 12 -aryl-C 1 -C 6 -alkyl)amino-C 1 -C 4 -alkyl, optionally substituted C 6 -C 12 -aryl-C 1 -C 4 -alkyl, optionally substituted C 3 -C 12 -heterocyclyl-C 1 -C 4 -alkyl, C 3 -C 12 -cycloalkyl, C 1 -C 6 -alkylcarbonyl, C 1 -C 6 -alkoxycarbonyl, halogenated C 1 -C 6 -alkoxycarbonyl, C 6 -C 12 -aryloxycarbonyl, aminocarbonyl, C 1 -C 6 -alkylaminocarbonyl, (halogenated C 1 -C 4 -alkyl)aminocarbonyl, C 6 -C 12 -arylaminocarbonyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, optionally substituted C 6 -C 12 -aryl, hydroxy, C 1 -C 6 -alkoxy, halogenated C 1 -C 6 -alkoxy, C 1 -C 6 -hydroxyalkoxy, C 1 -C 6 -alkoxy-C 1 -C 4 -alkoxy, amino-C 1 -C 4 -alkoxy, C 1 -C 6 -alkylamino-C 1 -C 4 -alkoxy, di-C 1 -C 6 -alkylamino-C 1 -C 4 -alkoxy, C 1 -C 6 -alkylcarbonylamino-C 1 -C 4 -alkoxy, C 6 -C 12 -arylcarbonylamino-C 1 -C 4 -alkoxy, C 1 -C 6 -alkoxycarbonylamino-C 1 -C 4 -alkoxy, C 6 -C 12 -aryl-C 1 -C 4 -alkoxy, C 1 -C 6 -alkylsulfonylamino-C 1 -C 4 -alkoxy, (halogenated C 1 -C 6 -alkyl)sulfonylamino-C 1 -C 4 -alkoxy, C 6 -C 12 -arylsulfonylamino-C 1 -C 4 -alkoxy, (C 6 -C 12 -aryl-C 1 -C 6 -alkyl)sulfonylamino-C 1 -C 4 -alkoxy, C 3 -C 12 -heterocyclylsulfonylamino-C 1 -C 4 -alkoxy, C 3 -C 12 -heterocyclyl-C 1 -C 4 -alkoxy, C 6 -C 12 -aryloxy, C 3 -C 12 -heterocyclyloxy, C 1 -C 6 -alkylthio, halogenated C 1 -C 6 -alkylthio, C 1 -C 6 -alkylamino, (halogenated C 1 -C 6 -alkyl)amino, di-C 1 -C 6 -alkylamino, di-(halogenated C 1 -C 6 -alkyl)amino, C 1 -C 6 -alkylcarbonylamino, (halogenated C 1 -C 6 -alkyl)carbonylamino, C 6 -C 12 -arylcarbonylamino, C 1 -C 6 -alkylsulfonylamino, (halogenated C 1 -C 6 -alkyl)sulfonylamino, C 6 -C 12 -arylsulfonylamino or optionally substituted C 3 -C 12 -heterocyclyl;

W is —NR 8 — or a bond;

A 1 is optionally substituted C 1 -C 4 -alkylene or a bond;

Q is —S(O) 2 — or —C(O)—;

Y is —NR 9 — or a bond;

A 2 is optionally substituted C 1 -C 4 -alkylene, C 1 -C 4 -alkylene-CO—, —CO—C 1 -C 4 -alkylene, C 1 -C 4 -alkylene-O—C 1 -C 4 -alkylene, C 1 -C 4 -alkylene-NR 10 —C 1 -C 4 -alkylene, optionally substituted C 2 -C 4 -alkenylen, optionally substituted C 2 -C 4 -alkynylene, optionally substituted C 6 -C 12 -arylene, optionally substituted C 6 -C 12 -heteroarylene or a bond;

X 1 is —O—, —NR 11 —, —S—, optionally substituted C 1 -C 4 -alkylene, optionally substituted C 2 -C 4 -alkenylen, or optionally substituted C 2 -C 4 -alkynylene;

R 2 is hydrogen, halogen, C 1 -C 6 -alkyl, halogenated C 1 -C 4 -alkyl, hydroxy-C 1 -C 4 -alkyl, —CN, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, optionally substituted C 6 -C 12 -aryl, hydroxy, C 1 -C 6 -alkoxy, halogenated C 1 -C 6 -alkoxy, C 1 -C 6 -alkoxycarbonyl, C 2 -C 6 -alkenyloxy, C 6 -C 12 -aryl-C 1 -C 4 -alkoxy, C 1 -C 6 -alkylcarbonyloxy, C 1 -C 6 -alkylthio, C 1 -C 6 -alkylsulfinyl, C 1 -C 6 -alkylsulfonyl, aminosulfonyl, amino, C 1 -C 6 -alkylamino, C 2 -C 6 -alkenylamino, nitro or optionally substituted C 3 -C 12 -heterocyclyl, or two radicals R 2 together with the ring atoms of A to which they are bound form a 5- or 6 membered ring;

R 3 is hydrogen, halogen, C 1 -C 6 -alkyl or C 1 -C 6 -alkoxy, or two radicals R 3 together with the carbon atom to which they are attached form a carbonyl group;

Y 1 is optionally substituted C 1 -C 4 -alkylene;

R 4a is hydrogen, C 1 -C 6 -alkyl, C 3 -C 12 -cycloalkyl-C 1 -C 4 -alkyl, halogenated C 1 -C 4 -alkyl, hydroxy-C 1 -C 4 -alkyl, C 1 -C 6 -alkoxy-C 1 -C 4 -alkyl, amino-C 1 -C 4 -alkyl, CH 2 CN, C 6 -C 12 -aryl-C 1 -C 4 -alkyl, C 3 -C 12 -cycloalkyl, —CHO, C 1 -C 4 -alkylcarbonyl, (halogenated C 1 -C 4 -alkyl)carbonyl, C 6 -C 12 -arylcarbonyl, C 1 -C 4 -alkoxycarbonyl, C 6 -C 12 -aryloxycarbonyl, C 1 -C 6 -alkylaminocarbonyl, C 2 -C 6 -alkenyl, —C(═NH)NH 2 , —C(═NH)NHCN, C 1 -C 6 -alkylsulfonyl, C 6 -C 12 -arylsulfonyl, amino, —NO or C 3 -C 12 -heterocyclyl; or

R 4a is optionally substituted C 1 -C 4 -alkylene that is bound to a carbon atom in Y 1 ;

R 4b is hydrogen, C 1 -C 6 -alkyl, halogenated C 1 -C 4 -alkyl, hydroxy-C 1 -C 4 -alkyl, C 1 -C 6 -alkoxy-C 1 -C 4 -alkyl, amino-C 1 -C 4 -alkyl, CH 2 CN, —CHO, C 1 -C 4 -alkylcarbonyl, (halogenated C 1 -C 4 -alkyl)carbonyl, C 6 -C 12 -arylcarbonyl, C 1 -C 4 -alkoxycarbonyl, C 6 -C 12 -aryloxycarbonyl, C 1 -C 6 -alkylaminocarbonyl, C 2 -C 6 -alkenyl, —C(═NH)NH 2 , —C(═NH)NHCN, C 1 -C 6 -alkylsulfonyl, C 6 -C 12 -arylsulfonyl, amino, —NO or C 3 -C 12 -heterocyclyl; or

R 4a , R 4b

together are optionally substituted C 1 -C 6 -alkylene, wherein one —CH 2 — of C 1 -C 4 -alkylene may be replaced by an oxygen atom or —NR 16 ;

X 2 is —O—, —NR 6 —, —S—, >CR 12a R 12b or a bond;

X 3 is —O—, —NR 7 —, —S—, >CR 13a R 13b or a bond;

R 5 is optionally substituted C 6 -C 12 -aryl, optionally substituted C 3 -C 12 -cycloalkyl or optionally substituted C 3 -C 12 -heterocyclyl;

n is 0, 1 or 2;

R 6 is hydrogen or C 1 -C 6 -alkyl;

R 7 is hydrogen or C 1 -C 6 -alkyl;

R 8 is hydrogen or C 1 -C 6 -alkyl;

R 9 is hydrogen, C 1 -C 6 -alkyl, C 3 -C 12 -cycloalkyl, amino-C 1 -C 6 -alkyl, optionally substituted C 6 -C 12 -aryl-C 1 -C 4 -alkyl or C 3 -C 12 -heterocyclyl; or

R 9 , R 1

together are C 1 -C 4 -alkylene; or

R 9 is C 1 -C 4 -alkylene that is bound to a carbon atom in A 2 and A 2 is C 1 -C 4 -alkylene or to a carbon atom in X 1 and X 1 is C 1 -C 4 -alkylene;

R 10 is hydrogen, C 1 -C 6 -alkyl or C 1 -C 6 -alkylsulfonyl;

R 11 is hydrogen or C 1 -C 6 -alkyl, or

R 9 , R 11

together are C 1 -C 4 -alkylene,

R 12a is hydrogen, optionally substituted C 1 -C 6 -alkyl, C 1 -C 6 -alkylamino-C 1 -C 4 -alkyl, di-C 1 -C 6 -alkylamino-C 1 -C 4 -alkyl, C 3 -C 12 -heterocyclyl-C 1 -C 6 -alkyl, optionally substituted C 6 -C 12 -aryl or hydroxy;

R 12b is hydrogen or C 1 -C 6 -alkyl, or

R 12a , R 12b

together are carbonyl or optionally substituted C 1 -C 4 -alkylene, wherein one —CH 2 — of C 1 -C 4 -alkylene may be replaced by an oxygen atom or —NR 14 —;

R 13a is hydrogen, optionally substituted C 1 -C 6 -alkyl, C 1 -C 6 -alkylamino-C 1 -C 4 -alkyl, di-C 1 -C 6 -alkylamino-C 1 -C 4 -alkyl, C 3 -C 12 -heterocyclyl-C 1 -C 6 -alkyl, optionally substituted C 6 -C 12 -aryl or hydroxy;

R 13b is hydrogen or C 1 -C 6 -alkyl, or

R 13a , R 13b

together are carbonyl or optionally substituted C 1 -C 4 -alkylene, wherein one —CH 2 — of C 1 -C 4 -alkylene may be replaced by an oxygen atom or —NR 15 —;

R 14 is hydrogen or C 1 -C 6 -alkyl;

R 15 is hydrogen or C 1 -C 6 -alkyl; and

R 16 is hydrogen or C 1 -C 6 -alkyl,

or a physiologically tolerated salt thereof.

2. Compound as claimed in claim 1 , wherein A is a benzene ring or a ring selected from the group consisting of the following 5- or 6-membered heterocyclic rings:

3. Compound as claimed in claim 1 , wherein —Y-A 2 -X 1 — comprises at least 2, 3 or 4 atoms in the main chain.

4. Compound as claimed in claim 1 , wherein R 1 is C 1 -C 6 -alkyl, C 3 -C 12 -cycloalkyl-C 1 -C 4 -alkyl, C 3 -C 12 -cycloalkyl, or optionally substituted C 3 -C 12 -heterocyclyl.

5. Compound as claimed in claim 1 , wherein A 1 is a bond.

6. Compound as claimed in claim 1 , wherein W is a bond and Y is a bond, or W is a bond and Y is —NR 9 —.

7. Compound as claimed in claim 1 , wherein X 1 is —O— and A 2 is C 1 -C 4 -alkylene, or X 1 is C 1 -C 4 -alkylene and A 2 is a bond.

8. Compound as claimed in claim 1 , wherein R 1 —W-A 1 -Q-Y-A 2 -X 1 — is R 1 —S(O) 2 —NR 9 -A 2 -X 1 - or R 1 —S(O) 2 —X 1 —.

9. Compound as claimed in claim 1 , having the formula

wherein R 1 , W, A 1 , Q, Y, A 2 , X 1 , R 2 , R 3 , Y 1 , R 4a , R 4b , X 2 , X 3 , R 5 , and n are as defined in claim 1 .

10. Compound as claimed in claim 1 , wherein Y 1 is methylene or 1,2-ethylene.

11. Compound as claimed in claim 1 , wherein R 4a is C 1 -C 6 -alkyl, C 3 -C 12 -cycloalkyl or C 3 -C 12 -heterocyclyl, or R 4a is C 1 -C 4 -alkylene that is bound to a carbon atom in Y 1 .

12. Compound as claimed in claim 1 , wherein R 4b is hydrogen or C 1 -C 6 -alkyl.

13. Compound as claimed in claim 1 , wherein R 4a , R 4b together are optionally substituted C 1 -C 6 -alkylene, wherein one —CH 2 — of C 1 -C 4 -alkylene may be replaced by an oxygen atom.

14. Compound as claimed in claim 1 , wherein X 2 is CR 12a R 12b and X 3 is a bond.

15. Compound as claimed in claim 1 , wherein R 12a is hydrogen or C 1 -C 6 -alkyl and R 12b is hydrogen or C 1 -C 6 -alkyl, or R 12a , R 12b together are optionally substituted C 1 -C 4 -alkylene.

16. Compound as claimed in claim 1 , having the formula

wherein A, R, R 2 , R 3 , Y 1 , R 4a , R 4b , X 2 , X 3 , and n are as defined in claim 1 ; and

R 17a , R 17b , R 17c , R 17d , and R 17e

independently are hydrogen, halogen, or halogenated C 1 -C 6 -alkyl.

17. Compound as claimed in claim 1 , wherein

A is a benzene ring;

R is R 1 —W-A 1 -Q-Y-A 2 X 1 ;

R 1 is C 1 -C 6 -alkyl, C 3 -C 12 -cycloalkyl-C 1 -C 4 -alkyl, C 3 -C 12 -cycloalkyl, or optionally substituted C 3 -C 12 -heterocyclyl;

W is a bond;

A 1 is a bond;

Q is —S(O) 2 —;

Y is —NR 9 or a bond;

A 2 is C 1 -C 4 -alkylene or a bond;

X 1 is —O— or C 1 -C 4 -alkylene;

R 2 is hydrogen or halogen;

R 3 is hydrogen;

Y 1 is optionally substituted C 1 -C 4 -alkylene;

R 4a is hydrogen, C 1 -C 6 -alkyl, C 3 -C 12 -cycloalkyl or C 3 -C 12 -heterocyclyl; or

R 4a is optionally substituted C 1 -C 4 -alkylene that is bound to a carbon atom in Y 1 ;

R 4b is hydrogen; or

R 4a , R 4b ,

together are C 1 -C 6 -alkylene, wherein one —CH 2 — of C 1 -C 4 -alkylene may be replaced by an oxygen atom;

X 2 is CR 12a R 12b ;

X 3 is a bond;

R 5 is optionally substituted phenyl;

n is 0 or 1;

R 9 is hydrogen; or

R 9 is C 1 -C 4 -alkylene that is bound to a carbon atom in X 1 and X 1 is C 1 -C 4 -alkylene;

R 12a is hydrogen; and

R 12b is hydrogen; or

R 12a , R 12b

together are C 1 -C 4 -alkylene.

18. The compound as claimed in claim 1 , which is:

N-[2-[3-benzyl-2-(methylaminomethypindan-5-yl]oxyethyl]-1-cyclopropyl-methanesulfonamide;

N-[2-[3-benzyl-2-(methylaminomethypindan-5-yl]oxyethyl]cyclobutanesulfonamide;

N-[2-[3-benzyl-2-(methylaminomethypindan-5-yl]oxyethyl]-1-methyl-imidazole-4-sulfonamide;

N-[[3-benzyl-2-(methylaminomethypindan-5-yl]oxyethyl]-1-methyl-pyrazole-4-sulfonamide;

N-[2-[3-benzyl-2-(methylaminomethypindan-5-yl]methyl]-1-cyclopropyl-methanesulfonamide;

N-[[3-benzyl-2-(methylaminomethypindan-5-yl]ethyl]-1-cyclopropyl-methanesulfonamide;

N-[[3-benzyl-2-(methylaminomethypindan-5-yl]methyl]cyclobutanesulfonamide;

N-[2-[3-benzyl-2-(methylaminomethypindan-5-yl]ethyl]cyclobutanesulfonamide;

N-[[3-benzyl-2-(methylaminomethypindan-5-yl]methyl]-1-methyl-imidazole-4-sulfonamide;

N-[2-[3-benzyl-2-(methylaminomethypindan-5-yl]ethyl]-1-methyl-imidazole-4-sulfonamide;

N-[[3-benzyl-2-(methylaminomethypindan-5-yl]methyl]-1-methyl-pyrazole-4-sulfonamide;

N-[2-[3-benzyl-2-(methylaminomethypindan-5-yl]ethyl]-1-methyl-pyrazole-4-sulfonamide;

N-[2-[3-benzyl-6-fluoro-2-(methylaminomethypindan-5-yl]oxyethyl]-1-cyclopropyl-methanesulfonamide;

N-[2-[3-benzyl-6-fluoro-2-(methylaminomethypindan-5-yl]oxyethyl]-cyclobutanesulfonamide;

N-[2-[3-benzyl-6-fluoro-2-(methylaminomethypindan-5-yl]oxyethyl]-1-methyl-imidazole-4-sulfonamide;

N-[2-[3-benzyl-6-fluoro-2-(methylaminomethypindan-5-yl]oxyethyl]-1-methyl-pyrazole-4-sulfonamide;

N-[[3-benzyl-6-fluoro-2-(methylaminomethypindan-5-yl]methyl]-1-cyclopropyl-methanesulfonamide;

N-[2-[3-benzyl-6-fluoro-2-(methylaminomethypindan-5-yl]ethyl]-1-cyclopropyl-methanesulfonamide;

N-[[3-benzyl-6-fluoro-2-(methylaminomethypindan-5-yl]methyl]-cyclobutanesulfonamide;

N-[2-[3-benzyl-6-fluoro-2-(methylaminomethyl)indan-5-yl]ethyl]-cyclobutanesulfonamide;

N-[[3-benzyl-6-fluoro-2-(methylaminomethyl)indan-5-yl]methyl]-1-methyl-imidazole-4-sulfonamide;

N-[2-[3-benzyl-6-fluoro-2-(methylaminomethyl)indan-5-yl]ethyl]-1-methyl-imidazole-4-sulfonamide;

N-[[3-benzyl-6-fluoro-2-(methylaminomethyl)indan-5-yl]methyl]-1-methyl-pyrazole-4-sulfonamide;

N-[2-[3-benzyl-6-fluoro-2-(methylaminomethyl)indan-5-yl]ethyl]-1-methyl-pyrazole-4-sulfonamide;

N-[2-[2-(azetidin-1-ylmethyl)-3-benzyl-indan-5-yl]oxyethyl]-1-cyclopropyl-methanesulfonamide;

N-[2-[2-(azetidin-1-ylmethyl)-3-benzyl-indan-5-yl]oxyethyl]cyclobutanesulfonamide;

N-[2-[2-(azetidin-1-ylmethyl)-3-benzyl-indan-5-yl]oxyethyl]-1-methyl-imidazole-4-sulfonamide;

N-[2-[2-(azetidin-1-ylmethyl)-3-benzyl-indan-5-yl]oxyethyl]-1-methyl-pyrazole-4-sulfonamide;

N-[[2-(azetidin-1-ylmethyl)-3-benzyl-indan-5-yl]methyl]-1-cyclopropyl-methanesulfonamide;

N-[2-[2-(azetidin-1-ylmethyl)-3-benzyl-indan-5-yl]ethyl]-1-cyclopropyl-methanesulfonamide;

N-[[2-(azetidin-1-ylmethyl)-3-benzyl-indan-5-yl]methyl]cyclobutanesulfonamide;

N-[2-[2-(azetidin-1-ylmethyl)-3-benzyl-indan-5-yl]ethyl]cyclobutanesulfonamide;

N-[[2-(azetidin-1-ylmethyl)-3-benzyl-indan-5-yl]methyl]-1-methyl-imidazole-4-sulfonamide;

N-[2-[2-(azetidin-1-ylmethyl)-3-benzyl-indan-5-yl]ethyl]-1-methyl-imidazole-4-sulfonamide;

N-[[2-(azetidin-1-ylmethyl)-3-benzyl-indan-5-yl]methyl]-1-methyl-pyrazole-4-sulfonamide;

N-[2-[2-(azetidin-1-ylmethyl)-3-benzyl-indan-5-yl]ethyl]-1-methyl-pyrazole-4-sulfonamide;

N-[2-[2-(azetidin-1-ylmethyl)-3-benzyl-6-fluoro-indan-5-yl]oxyethyl]-1-cyclopropyl-methanesulfonamide;

N-[2-[2-(azetidin-1-ylmethyl)-3-benzyl-6-fluoro-indan-5-yl]oxyethyl]-cyclobutanesulfonamide;

N-[2-[2-(azetidin-1-ylmethyl)-3-benzyl-6-fluoro-indan-5-yl]oxyethyl]-1-methyl-imidazole-4-sulfonamide;

N-[2-[2-(azetidin-1-ylmethyl)-3-benzyl-6-fluoro-indan-5-yl]oxyethyl]-1-methyl-pyrazole-4-sulfonamide;

N-[[2-(azetidin-1-ylmethyl)-3-benzyl-6-fluoro-indan-5-yl]methyl]-1-cyclopropyl-methanesulfonamide;

N-[2-[2-(azetidin-1-ylmethyl)-3-benzyl-6-fluoro-indan-5-yl]ethyl]-1-cyclopropyl-methanesulfonamide;

N-[[2-(azetidin-1-ylmethyl)-3-benzyl-6-fluoro-indan-5-yl]methyl]cyclobutanesulfonamide;

N-[2-[2-(azetidin-1-ylmethyl)-3-benzyl-6-fluoro-indan-5-yl]ethyl]cyclobutanesulfonamide;

N-[[2-(azetidin-1-ylmethyl)-3-benzyl-6-fluoro-indan-5-yl]methyl]-1-methyl-imidazole-4-sulfonamide;

N-[2-[2-(azetidin-1-ylmethyl)-3-benzyl-6-fluoro-indan-5-yl]ethyl]-1-methyl-imidazole-4-sulfonamide;

N-[[2-(azetidin-1-ylmethyl)-3-benzyl-6-fluoro-indan-5-yl]methyl]-1-methyl-pyrazole-4-sulfonamide;

N-[2-[2-(azetidin-1-ylmethyl)-3-benzyl-6-fluoro-indan-5-yl]ethyl]-1-methyl-pyrazole-4-sulfonamide;

1-cyclopropyl-N-[2-[3-[(3-fluorophenyl)methyl]-2-(methylaminomethyl)indan-5-yl]oxyethyl]methanesulfonamide;

N-[2-[3-[(3-fluorophenyl)methyl]-2-(methylaminomethyl)indan-5-yl]oxyethyl]-cyclobutanesulfonamide;

N-[2-[3-[(3-fluorophenyl)methyl]-2-(methylaminomethyl)indan-5-yl]oxyethyl]-1-methylimidazole-4-sulfonamide;

N-[2-[3-[(3-fluorophenyl)methyl]-2-(methylaminomethyl)indan-5-yl]oxyethyl]-1-methylpyrazole-4-sulfonamide;

1-cyclopropyl-N-[[3-[(3-fluorophenyl)methyl]-2-(methylaminomethyl)indan-5-yl]methyl]methanesulfonamide;

1-cyclopropyl-N-[2-[3-[(3-fluorophenyl)methyl]-2-(methylaminomethyl)indan-5-yl]ethyl]methanesulfonamide;

N-[2-[3-[(3-fluorophenyl)methyl]-2-(methylaminomethyl)indan-5-yl]methyl]-cyclobutanesulfonamide;

N-[2-[3-[(3-fluorophenyl)methyl]-2-(methylaminomethyl)indan-5-yl]ethyl]cyclobutanesulfonamide;

N-[[3-[(3-fluorophenyl)methyl]-2-(methylaminomethyl)indan-5-yl]methyl]-1-methylimidazole-4-sulfonamide;

N-[2-[3-[(3-fluorophenyl)methyl]-2-(methylaminomethyl)indan-5-yl]ethyl]-1-methylimidazole-4-sulfonamide;

N-[[3-[(3-fluorophenyl)methyl]-2-(methylaminomethyl)indan-5-yl]methyl]-1-methylpyrazole-4-sulfonamide;

N-[2-[3-[(3-fluorophenyl)methyl]-2-(methylaminomethyl)indan-5-yl]ethyl]-1-methylpyrazole-4-sulfonamide;

1-cyclopropyl-N-[2-[6-fluoro-3-[(3-fluorophenyl)methyl]-2-(methylaminomethypindan-5-yl]oxyethyl]methanesulfonamide;

N-[2-[6-fluoro-3-[(3-fluorophenyl)methyl]-2-(methylaminomethypindan-5-yl]oxyethyl]cyclobutanesulfonamide;

N-[2-[6-fluoro-3-[(3-fluorophenyl)methyl]-2-(methylaminomethypindan-5-yl]oxyethyl]-1-methyl-imidazole-4-sulfonamide;

N-[2-[6-fluoro-3-[(3-fluorophenyl)methyl]-2-(methylaminomethypindan-5-yl]oxyethyl]-1-methyl-pyrazole-4-sulfonamide;

1-cyclopropyl-N-[[6-fluoro-3-[(3-fluorophenyl)methyl]-2-(methylaminomethypindan-5-yl]methyl]methanesulfonamide;

1-cyclopropyl-N-[2-[6-fluoro-3-[(3-fluorophenyl)methyl]-2-(methylaminomethypindan-5-yl]ethyl]methanesulfonamide;

N-[[6-fluoro-3-[(3-fluorophenyl)methyl]-2-(methylaminomethyl)indan-5-yl]methyl]cyclobutanesulfonamide;

N-[2-[6-fluoro-3-[(3-fluorophenyl)methyl]-2-(methylaminomethypindan-5-yl]ethyl]cyclobutanesulfonamide;

N-[[6-fluoro-3-[(3-fluorophenyl)methyl]-2-(methylaminomethypindan-5-yl]methyl]-1-methyl-imidazole-4-sulfonamide;

N-[2-[6-fluoro-3-[(3-fluorophenyl)methyl]-2-(methylaminomethypindan-5-yl]ethyl]-1-methyl-imidazole-4-sulfonamide;

N-[[6-fluoro-3-[(3-fluorophenyl)methyl]-2-(methylaminomethypindan-5-yl]methyl]-1-methyl-pyrazole-4-sulfonamide;

N-[2-[6-fluoro-3-[(3-fluorophenyl)methyl]-2-(methylaminomethypindan-5-yl]ethyl]-1-methyl-pyrazole-4-sulfonamide;

N-[2-[2-(azetidin-1-ylmethyl)-3-[(3-fluorophenyl)methyl]indan-5-yl]oxyethyl]-1-cyclopropyl-methanesulfonamide;

N-[2-[2-(azetidin-1-ylmethyl)-3-[(3-fluorophenyl)methyl]indan-5-yl]oxyethyl]cyclobutanesulfonamide;

N-[2-[2-(azetidin-1-ylmethyl)-3-[(3-fluorophenyl)methyl]indan-5-yl]oxyethyl]-1-methylimidazole-4-sulfonamide;

N-[2-[2-(azetidin-1-ylmethyl)-3-[(3-fluorophenyl)methyl]indan-5-yl]oxyethyl]-1-methylpyrazole-4-sulfonamide;

N-[[2-(azetidin-1-ylmethyl)-3-[(3-fluorophenyl)methyl]indan-5-yl]methyl]-1-cyclopropyl-methanesulfonamide;

N-[2-[2-(azetidin-1-ylmethyl)-3-[(3-fluorophenyl)methyl]indan-5-yl]ethyl]-1-cyclopropyl-methanesulfonamide;

N-[[2-(azetidin-1-ylmethyl)-3-[(3-fluorophenyl)methyl]indan-5-yl]methyl]cyclobutanesulfonamide;

N-[2-[2-(azetidin-1-ylmethyl)-3-[(3-fluorophenyl)methyl]indan-5-yl]ethyl]cyclobutanesulfonamide;

N-[[2-(azetidin-1-ylmethyl)-3-[(3-fluorophenyl)methyl]indan-5-yl]methyl]-1-methylimidazole-4-sulfonamide;

N-[2-[2-(azetidin-1-ylmethyl)-3-[(3-fluorophenyl)methyl]indan-5-yl]ethyl]-1-methylimidazole-4-sulfonamide;

N-[[2-(azetidin-1-ylmethyl)-3-[(3-fluorophenyl)methyl]indan-5-yl]methyl]-1-methylpyrazole-4-sulfonamide;

N-[2-[2-(azetidin-1-ylmethyl)-3-[(3-fluorophenyl)methyl]indan-5-yl]ethyl]-1-methylpyrazole-4-sulfonamide;

N-[2-[2-(azetidin-1-ylmethyl)-6-fluoro-3-[(3-fluorophenyl)methyl]indan-5-yl]oxyethyl]-1-cyclopropyl-methanesulfonamide;

N-[2-[2-(azetidin-1-ylmethyl)-6-fluoro-3-[(3-fluorophenyl)methyl]indan-5-yl]oxyethyl]cyclobutanesulfonamide;

N-[2-[2-(azetidin-1-ylmethyl)-6-fluoro-3-[(3-fluorophenyl)methyl]indan-5-yl]oxyethyl]-1-methyl-imidazole-4-sulfonamide;

N-[2-[2-(azetidin-1-ylmethyl)-6-fluoro-3-[(3-fluorophenyl)methyl]indan-5-yl]oxyethyl]-1-methyl-pyrazole-4-sulfonamide;

N-[[2-(azetidin-1-ylmethyl)-6-fluoro-3-[(3-fluorophenyl)methyl]indan-5-yl]methyl]-1-cyclopropyl-methanesulfonamide;

N-[2-[2-(azetidin-1-ylmethyl)-6-fluoro-3-[(3-fluorophenyl)methyl]indan-5-yl]ethyl]-1-cyclopropyl-methanesulfonamide;

N-[[2-(azetidin-1-ylmethyl)-6-fluoro-3-[(3-fluorophenyl)methyl]indan-5-yl]methyl]cyclobutanesulfonamide;

N-[2-[2-(azetidin-1-ylmethyl)-6-fluoro-3-[(3-fluorophenyl)methyl]indan-5-yl]ethyl]cyclobutanesulfonamide;

N-[[2-(azetidin-1-ylmethyl)-6-fluoro-3-[(3-fluorophenyl)methyl]indan-5-yl]methyl]-1-methylimidazole-4-sulfonamide;

N-[2-[2-(azetidin-1-ylmethyl)-6-fluoro-3-[(3-fluorophenyl)methyl]indan-5-yl]ethyl]-1-methylimidazole-4-sulfonamide;

N-[[2-(azetidin-1-ylmethyl)-6-fluoro-3-[(3-fluorophenyl)methyl]indan-5-yl]methyl]-1-methylpyrazole-4-sulfonamide;

N-[2-[2-(azetidin-1-ylmethyl)-6-fluoro-3-[(3-fluorophenyl)methyl]indan-5-yl]ethyl]-1-methylpyrazole-4-sulfonamide;

N-[2-[3-[(3-chlorophenyl)methyl]-2-(methylaminomethyl)indan-5-yl]oxyethyl]-1-cyclopropyl-methanesulfonamide;

N-[2-[3-[(3-chlorophenyl)methyl]-2-(methylaminomethyl)indan-5-yl]oxyethyl]cyclobutanesulfonamide;

N-[2-[3-[(3-chlorophenyl)methyl]-2-(methylaminomethyl)indan-5-yl]oxyethyl]-1-methylimidazole-4-sulfonamide;

N-[2-[3-[(3-chlorophenyl)methyl]-2-(methylaminomethyl)indan-5-yl]oxyethyl]-1-methylpyrazole-4-sulfonamide;

N-[2-[3-[(3-chlorophenyl)methyl]-2-(methylaminomethyl)indan-5-yl]oxyethyl]-1-methylpyrazole-4-sulfonamide;

N-[2-[3-[(3-chlorophenyl)methyl]-2-(methylaminomethyl)indan-5-yl]ethyl]-1-cyclopropyl-methanesulfonamide;

N-[[3-[(3-chlorophenyl)methyl]-2-(methylaminomethyl)indan-5-yl]methyl]cyclobutanesulfonamide;

N-[2-[3-[(3-chlorophenyl)methyl]-2-(methylaminomethyl)indan-5-yl]ethyl]cyclobutanesulfonamide;

N-[[3-[(3-chlorophenyl)methyl]-2-(methylaminomethyl)indan-5-yl]methyl]-1-methylimidazole-4-sulfonamide;

N-[2-[3-[(3-chlorophenyl)methyl]-2-(methylaminomethyl)indan-5-yl]ethyl]-1-methylimidazole-4-sulfonamide;

N-[[3-[(3-chlorophenyl)methyl]-2-(methylaminomethyl)indan-5-yl]methyl]-1-methylpyrazole-4-sulfonamide;

N-[2-[3-[(3-chlorophenyl)methyl]-2-(methylaminomethyl)indan-5-yl]ethyl]-1-methylpyrazole-4-sulfonamide;

N-[2-[3-[(3-chlorophenyl)methyl]-6-fluoro-2-(methylaminomethyl)indan-5-yl]oxyethyl]-1-cyclopropyl-methanesulfonamide;

N-[2-[3-[(3-chlorophenyl)methyl]-6-fluoro-2-(methylaminomethyl)indan-5-yl]oxyethyl]cyclobutanesulfonamide;

N-[2-[3-[(3-chlorophenyl)methyl]-6-fluoro-2-(methylaminomethyl)indan-5-yl]oxyethyl]-1-methyl-imidazole-4-sulfonamide;

N-[2-[3-[(3-chlorophenyl)methyl]-6-fluoro-2-(methylaminomethyl)indan-5-yl]oxyethyl]-1-methyl-pyrazole-4-sulfonamide;

N-[[3-[(3-chlorophenyl)methyl]-6-fluoro-2-(methylaminomethyl)indan-5-yl]methyl]-1-cyclopropyl-methanesulfonamide;

N-[2-[3-[(3-chlorophenyl)methyl]-6-fluoro-2-(methylaminomethyl)indan-5-yl]ethyl]-1-cyclopropyl-methanesulfonamide;

N-[[3-[(3-chlorophenyl)methyl]-6-fluoro-2-(methylaminomethyl)indan-5-yl]methyl]cyclobutanesulfonamide;

N-[2-[3-[(3-chlorophenyl)methyl]-6-fluoro-2-(methylaminomethyl)indan-5-yl]ethyl]cyclobutanesulfonamide;

N-[[3-[(3-chlorophenyl)methyl]-6-fluoro-2-(methylaminomethyl)indan-5-yl]methyl]-1-methyl-imidazole-4-sulfonamide;

N-[2-[3-[(3-chlorophenyl)methyl]-6-fluoro-2-(methylaminomethyl)indan-5-yl]ethyl]-1-methyl-imidazole-4-sulfonamide;

N-[[3-[(3-chlorophenyl)methyl]-6-fluoro-2-(methylaminomethyl)indan-5-yl]methyl]-1-methyl-pyrazole-4-sulfonamide;

N-[2-[3-[(3-chlorophenyl)methyl]-6-fluoro-2-(methylaminomethyl)indan-5-yl]ethyl]-1-methyl-pyrazole-4-sulfonamide;

N-[2-[2-(azetidin-1-ylmethyl)-3-[(3-chlorophenyl)methyl]indan-5-yl]oxyethyl]-1-cyclopropyl-methanesulfonamide;

N-[2-[2-(azetidin-1-ylmethyl)-3-[(3-chlorophenyl)methyl]indan-5-yl]oxyethyl]cyclobutanesulfonamide;

N-[2-[2-(azetidin-1-ylmethyl)-3-[(3-chlorophenyl)methyl]indan-5-yl]oxyethyl]-1-methylimidazole-4-sulfonamide;

N-[2-[2-(azetidin-1-ylmethyl)-3-[(3-chlorophenyl)methyl]indan-5-yl]oxyethyl]-1-methylpyrazole-4-sulfonamide;

N-[[2-(azetidin-1-ylmethyl)-3-[(3-chlorophenyl)methyl]indan-5-yl]methyl]-1-cyclopropyl-methanesulfonamide;

N-[2-[2-(azetidin-1-ylmethyl)-3-[(3-chlorophenyl)methyl]indan-5-yl]ethyl]-1-cyclopropyl-methanesulfonamide;

N-[[2-(azetidin-1-ylmethyl)-3-[(3-chlorophenyl)methyl]indan-5-yl]methyl]cyclobutanesulfonamide;

N-[2-[2-(azetidin-1-ylmethyl)-3-[(3-chlorophenyl)methyl]indan-5-yl]ethyl]cyclobutanesulfonamide;

N-[[2-(azetidin-1-ylmethyl)-3-[(3-chlorophenyl)methyl]indan-5-yl]methyl]-1-methylimidazole-4-sulfonamide;

N-[2-[2-(azetidin-1-ylmethyl)-3-[(3-chlorophenyl)methyl]indan-5-yl]ethyl]-1-methylimidazole-4-sulfonamide;

N-[[2-(azetidin-1-ylmethyl)-3-[(3-chlorophenyl)methyl]indan-5-yl]methyl]-1-methylpyrazole-4-sulfonamide;

N-[2-[2-(azetidin-1-ylmethyl)-3-[(3-chlorophenyl)methyl]indan-5-yl]ethyl]-1-methylpyrazole-4-sulfonamide;

N-[2-[2-(azetidin-1-ylmethyl)-3-[(3-chlorophenyl)methyl]-6-fluoro-indan-5-yl]oxyethyl]-1-cyclopropyl-methanesulfonamide;

N-[2-[2-(azetidin-1-ylmethyl)-3-[(3-chlorophenyl)methyl]-6-fluoro-indan-5-yl]oxyethyl]cyclobutanesulfonamide;

N-[2-[2-(azetidin-1-ylmethyl)-3-[(3-chlorophenyl)methyl]-6-fluoro-indan-5-yl]oxyethyl]-1-methyl-imidazole-4-sulfonamide;

N-[2-[2-(azetidin-1-ylmethyl)-3-[(3-chlorophenyl)methyl]-6-fluoro-indan-5-yl]oxyethyl]-1-methyl-pyrazole-4-sulfonamide;

N-[[2-(azetidin-1-ylmethyl)-3-[(3-chlorophenyl)methyl]-6-fluoro-indan-5-yl]methyl]-1-cyclopropyl-methanesulfonamide;

N-[2-[2-(azetidin-1-ylmethyl)-3-[(3-chlorophenyl)methyl]-6-fluoro-indan-5-yl]ethyl]-1-cyclopropyl-methanesulfonamide;

N-[[2-(azetidin-1-ylmethyl)-3-[(3-chlorophenyl)methyl]-6-fluoro-indan-5-yl]methyl]cyclobutanesulfonamide;

N-[2-[2-(azetidin-1-ylmethyl)-3-[(3-chlorophenyl)methyl]-6-fluoro-indan-5-yl]ethyl]cyclobutanesulfonamide;

N-[[2-(azetidin-1-ylmethyl)-3-[(3-chlorophenyl)methyl]-6-fluoro-indan-5-yl]methyl]-1-methyl-imidazole-4-sulfonamide;

N-[2-[2-(azetidin-1-ylmethyl)-3-[(3-chlorophenyl)methyl]-6-fluoro-indan-5-yl]ethyl]-1-methyl-imidazole-4-sulfonamide;

N-[[2-(azetidin-1-ylmethyl)-3-[(3-chlorophenyl)methyl]-6-fluoro-indan-5-yl]methyl]-1-methyl-pyrazole-4-sulfonamide;

N-[2-[2-(azetidin-1-ylmethyl)-3-[(3-chlorophenyl)methyl]-6-fluoro-indan-5-yl]ethyl]-1-methyl-pyrazole-4-sulfonamide;

1-cyclopropyl-N-[2-[2-(methylaminomethyl)-3-[[3-(trifluoromethyl)phenyl]methyl]indan-5-yl]oxyethyl]methanesulfonamide;

N-[2-[2-(methylaminomethyl)-3-[[3-(trifluoromethyl)phenyl]methyl]indan-5-yl]oxyethyl]cyclobutanesulfonamide;

1-methyl-N-[2-[2-(methylaminomethyl)-3-[[3-(trifluoromethyl)phenyl]methyl]indan-5-yl]oxyethyl]imidazole-4-sulfonamide;

1-methyl-N-[2-[2-(methylaminomethyl)-3-[[3-(trifluoromethyl)phenyl]methyl]indan-5-yl]oxyethyl]pyrazole-4-sulfonamide;

1-cyclopropyl-N-[[2-(methylaminomethyl)-3-[[3-(trifluoromethyl)phenyl]methyl]indan-5-yl]methyl]methanesulfonamide;

1-cyclopropyl-N-[2-[2-(methylaminomethyl)-3-[[3-(trifluoromethyl)phenyl]methyl]indan-5-yl]ethyl]methanesulfonamide;

N-[[2-(methylaminomethyl)-3-[[3-(trifluoromethyl)phenyl]methyl]indan-5-yl]methyl]cyclobutanesulfonamide;

N-[2-[2-(methylaminomethyl)-3-[[3-(trifluoromethyl)phenyl]methyl]indan-5-yl]ethyl]cyclobutanesulfonamide;

1-methyl-N-[[2-(methylaminomethyl)-3-[[3-(trifluoromethyl)phenyl]methyl]indan-5-yl]methyl]imidazole-4-sulfonamide;

1-methyl-N-[2-[2-(methylaminomethyl)-3-[[3-(trifluoromethyl)phenyl]methyl]indan-5-yl]ethyl]imidazole-4-sulfonamide;

1-methyl-N-[[2-(methylaminomethyl)-3-[[3-(trifluoromethyl)phenyl]methyl]indan-5-yl]methyl]pyrazole-4-sulfonamide;

1-methyl-N-[2-[2-(methylaminomethyl)-3-[[3-(trifluoromethyl)phenyl]methyl]indan-5-yl]ethyl]pyrazole-4-sulfonamide;

1-cyclopropyl-N-[[6-fluoro-2-(methylaminomethyl)-3-[[3-(trifluoromethyl)phenyl]methyl]indan-5-yl]oxyethyl]methanesulfonamide;

N-[2-[6-fluoro-2-(methylaminomethyl)-3-[[3-(trifluoromethyl)phenyl]methyl]indan-5-yl]oxyethyl]cyclobutanesulfonamide;

N-[2-[6-fluoro-2-(methylaminomethyl)-3-[[3-(trifluoromethyl)phenyl]methyl]indan-5-yl]oxyethyl]-1-methyl-imidazole-4-sulfonamide;

N-[2-[6-fluoro-2-(methylaminomethyl)-3-[[3-(trifluoromethyl)phenyl]methyl]indan-5-yl]oxyethyl]-1-methyl-pyrazole-4-sulfonamide;

1-cyclopropyl-N-[[6-fluoro-2-(methylaminomethyl)-3-[[3-(trifluoromethyl)phenyl]methyl]indan-5-yl]methyl]methanesulfonamide;

1-cyclopropyl-N-[2-[6-fluoro-2-(methylaminomethyl)-3-[[3-(trifluoromethyl)phenyl]methyl]indan-5-yl]ethyl]methanesulfonamide;

N-[[6-fluoro-2-(methylaminomethyl)-3-[[3-(trifluoromethyl)phenyl]methyl]indan-5-yl]methyl]cyclobutanesulfonamide;

N-[2-[6-fluoro-2-(methylaminomethyl)-3-[[3-(trifluoromethyl)phenyl]methyl]indan-5-yl]ethyl]cyclobutanesulfonamide;

N-[[6-fluoro-2-(methylaminomethyl)-3-[[3-(trifluoromethyl)phenyl]methyl]indan-5-yl]methyl]-1-methyl-imidazole-4-sulfonamide;

N-[2-[6-fluoro-2-(methylaminomethyl)-3-[[3-(trifluoromethyl)phenyl]methyl]indan-5-yl]ethyl]-1-methyl-imidazole-4-sulfonamide;

N-[[6-fluoro-2-(methylaminomethyl)-3-[[3-(trifluoromethyl)phenyl]methyl]indan-5-yl]methyl]-1-methyl-pyrazole-4-sulfonamide;

N-[2-[6-fluoro-2-(methylaminomethyl)-3-[[3-(trifluoromethyl)phenyl]methyl]indan-5-yl]ethyl]-1-methyl-pyrazole-4-sulfonamide;

N-[2-[2-(azetidin-1-ylmethyl)-3-[[3-(trifluoromethyl)phenyl]methyl]indan-5-yl]oxyethyl]-1-cyclopropyl-methanesulfonamide;

N-[2-[2-(azetidin-1-ylmethyl)-3-[[3-(trifluoromethyl)phenyl]methyl]indan-5-yl]oxyethyl]cyclobutanesulfonamide;

N-[2-[2-(azetidin-1-ylmethyl)-3-[[3-(trifluoromethyl)phenyl]methyl]indan-5-yl]oxyethyl]-1-methyl-imidazole-4-sulfonamide;

N-[2-[2-(azetidin-1-ylmethyl)-3-[[3-(trifluoromethyl)phenyl]methyl]indan-5-yl]oxyethyl]-1-methyl-pyrazole-4-sulfonamide;

N-[[2-(azetidin-1-ylmethyl)-3-[[3-(trifluoromethyl)phenyl]methyl]indan-5-yl]methyl]-1-cyclopropyl-methanesulfonamide;

N-[2-[2-(azetidin-1-ylmethyl)-3-[[3-(trifluoromethyl)phenyl]methyl]indan-5-yl]ethyl]-1-cyclopropyl-methanesulfonamide;

N-[[2-(azetidin-1-ylmethyl)-3-[[3-(trifluoromethyl)phenyl]methyl]indan-5-yl]methyl]cyclobutanesulfonamide;

N-[2-[2-(azetidin-1-ylmethyl)-3-[[3-(trifluoromethyl)phenyl]methyl]indan-5-yl]ethyl]cyclobutanesulfonamide;

N-[[2-(azetidin-1-ylmethyl)-3-[[3-(trifluoromethyl)phenyl]methyl]indan-5-yl]methyl]-1-methyl-imidazole-4-sulfonamide;

N-[2-[2-(azetidin-1-ylmethyl)-3-[[3-(trifluoromethyl)phenyl]methyl]indan-5-yl]ethyl]-1-methyl-imidazole-4-sulfonamide;

N-[[2-(azetidin-1-ylmethyl)-3-[[3-(trifluoromethyl)phenyl]methyl]indan-5-yl]methyl]-1-methyl-pyrazole-4-sulfonamide;

N-[2-[2-(azetidin-1-ylmethyl)-3-[[3-(trifluoromethyl)phenyl]methyl]indan-5-yl]ethyl]-1-methyl-pyrazole-4-sulfonamide;

N-[2-[2-(azetidin-1-ylmethyl)-6-fluoro-3-[[3-(trifluoromethyl)phenyl]methyl]indan-5-yl]oxyethyl]-1-cyclopropyl-methanesulfonamide;

N-[2-[2-(azetidin-1-ylmethyl)-6-fluoro-3-[[3-(trifluoromethyl)phenyl]methyl]indan-5-yl]oxyethyl]cyclobutanesulfonamide;

N-[2-[2-(azetidin-1-ylmethyl)-6-fluoro-3-[[3-(trifluoromethyl)phenyl]methyl]indan-5-yl]oxyethyl]-1-methyl-imidazole-4-sulfonamide;

N-[2-[2-(azetidin-1-ylmethyl)-6-fluoro-3-[[3-(trifluoromethyl)phenyl]methyl]indan-5-yl]oxyethyl]-1-methyl-pyrazole-4-sulfonamide;

N-[[2-(azetidin-1-ylmethyl)-6-fluoro-3-[[3-(trifluoromethyl)phenyl]methyl]indan-5-yl]methyl]-1-cyclopropyl-methanesulfonamide;

N-[2-[2-(azetidin-1-ylmethyl)-6-fluoro-3-[[3-(trifluoromethyl)phenyl]methyl]indan-5-yl]ethyl]-1-cyclopropyl-methanesulfonamide;

N-[[2-(azetidin-1-ylmethyl)-6-fluoro-3-[[3-(trifluoromethyl)phenyl]methyl]indan-5-yl]methyl]cyclobutanesulfonamide;

N-[2-[2-(azetidin-1-ylmethyl)-6-fluoro-3-[[3-(trifluoromethyl)phenyl]methyl]indan-5-yl]ethyl]cyclobutanesulfonamide;

N-[[2-(azetidin-1-ylmethyl)-6-fluoro-3-[[3-(trifluoromethyl)phenyl]methyl]indan-5-yl]methyl]-1-methyl-imidazole-4-sulfonamide;

N-[2-[2-(azetidin-1-ylmethyl)-6-fluoro-3-[[3-(trifluoromethyl)phenyl]methyl]indan-5-yl]ethyl]-1-methyl-imidazole-4-sulfonamide;

N-[[2-(azetidin-1-ylmethyl)-6-fluoro-3-[[3-(trifluoromethyl)phenyl]methyl]indan-5-yl]methyl]-1-methyl-pyrazole-4-sulfonamide;

N-[2-[2-(azetidin-1-ylmethyl)-6-fluoro-3-[[3-(trifluoromethyl)phenyl]methyl]indan-5-yl]ethyl]-1-methyl-pyrazole-4-sulfonamide;

or a physiologically tolerated salt thereof.

19. Pharmaceutical composition which comprises a carrier and a compound of claim 1 .

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 9, 2013
From: ABBOTT GMBH & CO KG
To: ABBVIE DEUTSCHLAND GMBH & CO KG
Reel/Frame 030763/0308 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 23, 2012
From: AMBERG, WILHELM; LANGE, UDO; OCHSE, MICHAEL; POHLKI, FRAUKE; BEHL, BERTHOLD
To: ABBOTT GMBH & CO. KG
Reel/Frame 028834/0651 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 23, 2012
From: HUTCHINS, CHARLES
To: ABBOTT LABORATORIES
Reel/Frame 028834/0717 →