CA2485681A1 - Ccr9 inhibitors and methods of use thereof - Google Patents

Ccr9 inhibitors and methods of use thereof Download PDF

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Publication number
CA2485681A1
CA2485681A1 CA002485681A CA2485681A CA2485681A1 CA 2485681 A1 CA2485681 A1 CA 2485681A1 CA 002485681 A CA002485681 A CA 002485681A CA 2485681 A CA2485681 A CA 2485681A CA 2485681 A1 CA2485681 A1 CA 2485681A1
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Prior art keywords
benzenesulfonamide
chloro
benzoyl
phenyl
isopropoxy
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CA002485681A
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French (fr)
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CA2485681C (en
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Paul Fleming
Geraldine C. B. Harriman
Zhan Shi
Shaowu Chen
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Takeda Pharmaceutical Co Ltd
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    • C07D513/04—Ortho-condensed systems

Abstract

The invention relates to compounds represented by Structural Formula I, whic h can bind to CCR9 receptors and block the binding of a ligand (e.g., TECK) to the receptors. The invention also relates to a method of inhibiting a functi on of CCR9, and to the use compounds represented by Structural Formula I in research, therapeutic, prophylactic and diagnostic methods.

Claims (22)

1. A compound represented by the following structural formula:
or pharmaceutically acceptable salts, solvates or hydrates thereof, wherein:
Y is C(O), O, S, S(O), or S(O)2;
X1, X2, and X3 are each, independently, N or CR, provided that at least one of X1, X2, or X3 is CR;
R for each occurrence and R1 are each, independently, H or a substituent;
R6 is H, an aliphatic carbonyl group, or an aliphatic ester;
ring A is substituted or unsubstituted; and Ar1 and Ar2 are each, independently, a substituted or unsubstituted aryl or a substituted or unsubstituted heteroaryl.
2. The compound of claim 1, wherein Ar2 is phenyl, naphthyl, thienyl, or thianaphthenyl, each group being substituted or unsubstituted.
3. The compound of claim 1, wherein Ar1 is phenyl, pyridyl, pyrimidinyl, or pyrazinyl, each group being substituted or unsubstituted.
4. The compound of claim 1, which is represented by the following structural formula:
or a pharmaceutically acceptable salts, solvates, or hydrates thereof, wherein: Y is S, O, S(O), or S(O)2;
R19 and R20 are each, independently, H or a substituent.
5. The compound of claim 1, which is represented by the following structural formula:
or pharmaceutically acceptable salts, solvates, or hydrates thereof, wherein: R1, R2, R3, R4, R5, and each R are, independently, H, an aliphatic group, haloalkyl, halo, COOH, NO2, alkoxy, or haloalkoxy; and X4 is CR, N or N+ -O-.
6. The compound of claim 1 which is represented by the following structural formula:
or pharmaceutically acceptable salts, solvates, or hydrates thereof, wherein:
X4 is CR, N or N+ -O-;
R8 is H or an electron withdrawing group;
m and n are each, independently, 0 or an integer from 1 to 3;
each R9 is, independently, aliphatic group, haloalkyl, aryl, arylalkyl, alkoxy, cycloalkoxy, haloalkoxy, aryloxy, arylalkoxy, alkylthio, halo, nitro, cyano, hydroxy, NR11CO2R12, C(O)N(R11)2, C(O)R12, CO2R12, OC(O)N(R11)2, OC(O)R12, N(R11)2, or NR11C(O)R12; or two adjacent R9 groups taken together with the atoms to which they are attached form a fused, saturated, unsaturated or partially unsaturated 5 to 7 membered ring having 0, 1 or 2 heteroatoms selected from the group consisting of N, O, and S;
each R10 is, independently, halo, an aliphatic group, alkoxy, or haloalkyl; or two adjacent R10 groups taken together with the atoms to which they are attached form a fused, saturated, unsaturated or partially unsaturated 5 to 7 membered ring having 0, 1 or 2 heteroatoms selected from the group consisting of N, O, and S;
each R11 is, independently, H or an aliphatic group; and R12 is an aliphatic group.
7. The compound of claim 1 wherein the compound is represented by the following structural formula:
or pharmaceutically acceptable salts, solvates, or hydrates thereof, wherein:
ring B is substituted or unsubstituted;
p is 0 or an integer from 1-3; and each R13 is, independently, a halo or a substituted or unsubstituted heteroaryl.
8. A compound selected from the group consisting of:
N-[4-Chloro-2-(2-chloro-benzoyl)-phenyl]-4-nitro-benzenesulfonamide Thiophene-2-sulfonic acid (2-benzoyl-4-chloro-phenyl)-amide N-(2-Benzoyl-4-chloro-phenyl)-4-iodo-benzenesulfonamide N-(2-Benzoyl-4-chloro-phenyl)-4-chloro-benzenesulfonamide N-(2-Benzoyl-4-chloro-phenyl)-4-tert-butyl-benzenesulfonamide N-(2-Benzoyl-4-chloro-phenyl)-4-propyl-benzenesulfonamide N-(2-Benzoyl-4-chloro-phenyl)-4-ethyl-benzenesulfonamide N-(2-Benzoyl-4-nitro-phenyl)-4-ethyl-benzenesulfonamide N-(2-Benzoyl-4-chloro-phenyl)-4-isopropyl-benzenesulfonamide N-(2-Benzoyl-4-bromo-phenyl)-4-ethyl-benzenesulfonamide N-(2-Benzoyl-4-bromo-phenyl)-4-methoxy-benzenesulfonamide N-(2-Benzoyl-4-bromo-phenyl)-4-isopropyl-benzenesulfonamide 4-Ethyl-N-[4-nitro-2-(3-trifluoromethyl-benzoyl)-phenyl]-benzenesulfonamide N-[4-Chloro-2-(3-methyl-benzoyl)-phenyl]-4-ethyl-benzenesulfonamide N-(2-Benzoyl-4-bromo-phenyl)-4-chloro-benzenesulfonamide N-(2-Benzoyl-4-chloro-phenyl)-4-ethoxy-benzenesulfonamide N-(2-Benzoyl-4-chloro-phenyl)-4-propoxy-benzenesulfonamide N-(2-Benzoyl-4-chloro-phenyl)-4-isopropoxy-benzenesulfonamide N-(2-Benzoyl-4-chloro-phenyl)-4-butoxy-benzenesulfonamide N-(2-Benzoyl-4-chloro-phenyl)-4-benzyloxy-benzenesulfonamide N-(2-Benzoyl-4-chloro-phenyl)-4-phenoxy-benzenesulfonamide N-(3-Benzoyl-5-chloro-pyridin-2-yl)-4-isopropoxy-benzenesulfonamide N-[4-Chloro-2-(pyridine-4-carbonyl)-phenyl]-4-ethoxy-benzenesulfonamide N-[4-Chloro-2-(pyridine-4-carbonyl)-phenyl]-4-isopropyl-benzenesulfonamide N-[4-Chloro-2-(pyridine-4-carbonyl)-phenyl]-4-isobutyl-benzenesulfonamide N-[5-Chloro-3-(pyridine-4-carbonyl)-pyridin-2-yl]-4-ethoxy-benzenesulfonamide N-[5-Chloro-3-(pyridine-4-carbonyl)-pyridin-2-yl]-4-isopropoxy-benzenesulfonamide N-(3-Benzoyl-5-trifluoromethyl-pyridin-2-yl)-4-isopropoxy-benzenesulfonamide N-(2-Benzoyl-4-nitro-phenyl)-4-chloro-benzenesulfonamide 5-Benzoyl-6-(4-isopropoxy-benzenesulfonylamino)-nicotinic acid N-(2-Benzoyl-4-chloro-phenyl)-2-nitro-benzenesulfonamide N-(3-Benzoyl-5-nitro-pyridin-2-yl)-4-isopropoxy-benzenesulfonamide N-(5-Benzoyl-pyrimidin-4-yl)-4-isopropoxy-benzenesulfonamide N-(3-Benzoyl-5-trifluoromethoxy-pyridin-2-yl)-4-isopropoxy-benzenesulfonamide N-(5-Benzoyl-2-trifluoromethyl-pyrimidin-4-yl)-4-isopropoxy-benzenesulfonamide N-(3-Benzoyl-5-chloro-pyridin-2-yl)-4-cyclopropoxy-benzenesulfonamide N-(3-Benzoyl-5-chloro-pyridin-2-yl)-4-cyclobutyl-benzenesulfonamide N-(3-Benzoyl-5-chloro-pyridin-2-yl)-4-tert-butoxy-benzenesulfonamide N-(3-Benzoyl-5-chloro-pyridin-2-yl)-4-cyclopentyl-benzenesulfonamide N-(3-Benzoyl-5-chloro-pyridin-2-yl)-4-isopropylsulfanyl-benzenesulfonamide N-(3-Benzoyl-5-chloro-pyridin-2-yl)-4-isopropylamino-benzenesulfonamide N-(3-Benzoyl-5-chloro-pyridin-2-yl)-4-cyclopropyl-benzenesulfonamide N-(3-Benzoyl-5-chloro-pyridin-2-yl)-4-cyclohexyl-benzenesulfonamide N-(3-Benzenesulfinyl-5-chloro-pyridin-2-yl)-4-isopropoxy-benzenesulfonamide N-(3-Benzenesulfonyl-5-chloro-pyridin-2-yl)-4-isopropoxy-benzenesulfonamide N-[4-Chloro-2-(pyrimidine-5-carbonyl)-phenyl]-4-isopropoxy-benzenesulfonamide N-[4-Chloro-2-(pyridazine-4-carbonyl)-phenyl]-4-isopropoxy-benzenesulfonamide N-[4-Chloro-2-(2-trifluoromethyl-pyrimidine-5-carbonyl)-phenyl]-4-isopropoxy-benzenesulfonamide N-[4-Chloro-2-(6-trifluoromethyl-pyridazine-4-carbonyl)-phenyl]-4-isopropoxy-benzenesulfonamide N-[4-Chloro-2-(2-trifluoromethyl-pyrimidine-5-carbonyl)-phenyl]-4-isopropoxy-benzenesulfonamide N-[4-Chloro-2-(6-trifluoromethyl-pyridazine-4-carbonyl)-phenyl]-4-isopropoxy-benzenesulfonamide N-(2-Benzoyl-4-nitro-phenyl)-4-isopropyl-benzenesulfonamide N-(2-Benzoyl-4-nitro-phenyl)-4-isopropoxy-benzenesulfonamide N-(2-Benzoyl-4-nitro-phenyl)-4-methoxy-benzenesulfonamide N-(2-Benzoyl-4-chloro-phenyl)-4-trifluoromethoxy-benzenesulfonamide 5-Oxazol-5-yl-thiophene-2-sulfonic acid (2-benzoyl-4-chloro-phenyl)-amide N-[4-Chloro-2-(3-chloro-benzoyl)-phenyl]-4-methoxy-benzenesulfonamide N-(2-Benzoyl-4-chloro-phenyl)-4-methoxy-benzenesulfonamide N-[4-Chloro-2-(3-chloro-benzoyl)-phenyl]-4-ethyl-benzenesulfonamide N-(2-Benzoyl-4-chloro-phenyl)-4-ethylamino-benzenesulfonamide 5-(1-Methyl-5-trifluoromethyl-1H-pyrazol-3-yl)-thiophene-2-sulfonic acid (2-benzoyl-4-chloro-phenyl)-amide N-(2-Benzoyl-4-iodo-phenyl)-4-isopropoxy-benzenesulfonamide N-[4-Chloro-2-(3-fluoro-benzoyl)-phenyl]-4-methyl-benzenesulfonamide N-[4-Chloro-2-(3-chloro-benzoyl)-phenyl]-4-isopropyl-benzenesulfonamide N-(2-Benzoyl-4-chloro-phenyl)-4-nitro-benzenesulfonamide N-(2-Benzoyl-4-chloro-phenyl)-4-diethylamino-benzenesulfonamide N-(2-Benzoyl-4-fluoro-phenyl)-4-methoxy-benzenesulfonamide 4-Chloro-N-[4-chloro-2-(pyridine-3-carbonyl)-phenyl]-benzenesulfonamide N-(2-Benzoyl-4-bromo-phenyl)-4-methyl-benzenesulfonamide N-(2-Benzoyl-4-chloro-phenyl)-4-bromo-benzenesulfonamide N-[4-Chloro-2-(pyridine-3-carbonyl)-phenyl]-4-methoxy-benzenesulfonamide N-(2-Benzoyl-4-chloro-phenyl)-4-dimethylamino-benzenesulfonamide N-(2-Benzoyl-4-chloro-phenyl)-4-fluoro-benzenesulfonamide 4-Chloro-N-[4-chloro-2-(2-fluoro-benzoyl)-phenyl]-benzenesulfonamide N-[4-Chloro-2-(2-fluoro-benzoyl)-phenyl]-4-methoxy-benzenesulfonamide Thiophene-3-sulfonic acid (2-benzoyl-4-chloro-phenyl)-amide 5-Bromo-thiophene-2-sulfonic acid (2-benzoyl-4-chloro-phenyl)-amide 5-Chloro-thiophene-2-sulfonic acid (2-benzoyl-4-chloro-phenyl)-amide N-[4-Chloro-2-(2-fluoro-benzoyl)-phenyl]-4-nitro-benzenesulfonamide N-[4-Chloro-2-(2-fluoro-benzoyl)-phenyl]-4-methyl-benzenesulfonamide 4-Chloro-N-[4-chloro-2-(pyridine-2-carbonyl)-phenyl]-benzenesulfonamide N-(2-Benzoyl-4-chloro-phenyl)-benzenesulfonamide N-[4-(2-Benzoyl-4-chloro-phenylsulfamoyl)-phenyl]-acetamide N-[4-Chloro-2-(pyridine-2-carbonyl)-phenyl]-4-methoxy-benzenesulfonamide N-[4-Chloro-2-(pyridine-2-carbonyl)-phenyl]-4-methyl-benzenesulfonamide N-(2-Benzoyl-4-chloro-phenyl)-4-cyano-benzenesulfonamide 4,5-Dibromo-thiophene-2-sulfonic acid (2-benzoyl-4-chloro-phenyl)-amide N-[4-Chloro-2-(pyridine-3-sulfonyl)-phenyl]-4-nitro-benzenesulfonamide Naphthalene-2-sulfonic acid [4-chloro-2-(pyridine-3-carbonyl)-phenyl]-amide N-(2-Benzoyl-4-chloro-phenyl)-3-bromo-benzenesulfonamide N-(2-Benzoyl-4-chloro-phenyl)-4-methyl-3-nitro-benzenesulfonamide N-[4-Chloro-2-(2-methoxy-benzoyl)-phenyl]-4-nitro-benzenesulfonamide N-(2-Benzoyl-4-chloro-phenyl)-2-trifluoromethyl-benzenesulfonamide 5-Chloro-3-methyl-benzo[b]thiophene-2-sulfonic acid (2-benzoyl-4-chloro-phenyl)-amide N-(2-Benzoyl-phenyl)-4-nitro-benzenesulfonamide 5-Isoxazol-3-yl-thiophene-2-sulfonic acid (2-benzoyl-4-chloro-phenyl)-amide N-(2-Benzoyl-phenyl)-4-methyl-benzenesulfonamide Benzo[b]thiophene-3-sulfonic acid (2-benzoyl-4-chloro-phenyl)-amide N-(4-Chloro-2-phenylsulfanyl-phenyl)-4-isopropoxy-benzenesulfonamide N-(2-Benzenesulfonyl-4-chloro-phenyl)-4-isopropoxy-benzenesulfonamide N-[4-Chloro-2-(pyridine-4-carbonyl)-phenyl]-4-isopropoxy-benzenesulfonamide N-[4-Chloro-2-(1-oxy-pyridine-4-carbonyl)-phenyl]-4-isopropoxy-benzenesulfonamide 4-Isopropoxy-N-[2-(pyridine-4-carbonyl)-4-trifluoromethyl-phenyl]-benzenesulfonamide 4-Ethoxy-N-[2-(pyridine-4-carbonyl)-4-trifluoromethyl-phenyl]-benzenesulfonamide N-[5-Chloro-3-(3-fluoro-benzoyl)-pyridin-2-yl]-4-isopropyl-benzenesulfonamide N-[5-Chloro-3-(3-fluoro-benzoyl)-pyridin-2-yl]-4-isopropoxy-benzenesulfonamide N-[5-Chloro-3-(thiophene-2-carbonyl)-pyridin-2-yl]-4-isopropoxy-benzenesulfonamide 5-Oxazol-5-yl-thiophene-2-sulfonic acid [5-chloro-3-(3-fluoro-benzoyl)-pyridin-2-yl]-amide N-[3-(Benzofuran-2-carbonyl)-5-chloro-pyridin-2-yl]-4-isopropoxy-benzenesulfonamide N-(2-Benzoyl-4-trifluoromethyl-phenyl)-4-isopropoxy-benzenesulfonamide N-(3-Benzoyl-pyridin-4-yl)-4-isopropoxy-benzenes N-(3-Benzoyl-5-chloro-pyridin-2-yl)-4-isopropyl-benzenesulfonamide N-(3-Benzoyl-5-nitro-pyridin-2-yl)-4-isopropoxy-benzenesulfonamide 5-Oxazol-5-yl-thiophene-2-sulfonic acid (3-benzoyl-5-chloro-pyridin-2-yl)-amide N-(2-Benzoyl-4-chloro-phenyl)-4-isopropylamino-benzenesulfonamide N-(4-Benzoyl-pyridin-3-yl)-4-isopropyl-benzenesulfonamide N-(4-Benzoyl-pyridin-3-yl)-4-isopropoxy-benzenesulfonamide N-[4-Chloro-2-(pyridin-3-yloxy)-phenyl]-4-isopropyl-benzenesulfonamide N-(2.-Benzoyl-pyridin-3-yl)-4-isopropoxy-benzenesulfonamide N-[3-(3-Fluoro-benzoyl)-pyridin-2-yl]-4-isopropoxy-benzenesulfonamide N-[4-Chloro-2-(pyridin-3-yloxy)-phenyl]-4-isopropoxy-benzenesulfonamide 4-Isopropoxy-N-[3-(pyridine-4-carbonyl)-pyridin-4-yl]-benzenesulfonamide 6-Isopropoxy-pyridine-3-sulfonic acid (3-benzoyl-5-chloro-pyridin-2-yl)-amide 6-Isopropoxy-pyridine-3-sulfonic acid (2-benzoyl-4-chloro-phenyl)-amide N-[4-Chloro-2-(pyridin-2-ylsulfanyl)-phenyl]-4-isopropyl-benzenesulfonamide N-(2-Benzoyl-phenyl)-4-isopropoxy-benzenesulfonamide; and pharmaceutically acceptable salts, solvates, and hydrates thereof.
9. A pharmaceutical composition, comprising a pharmaceutically acceptable carrier and the compound of claim 1.
10. A method of inhibiting a CCR9 receptor function in a subject in need thereof, comprising the step of administering to the subject an effective amount of a compound represented by the following structural formula:
or pharmaceutically acceptable salts, solvates or hydrates thereof, wherein:
Y is C(O), S, O, S(O) or S(O)2;
X1, X2, and X3 are each, independently, N or CR, provided that at least one of X1, X2, or X3 is CR;
R, for each occurrence, and R1 are each, independently, H or a substituent;
R6 is H, an aliphatic carbonyl group, or an aliphatic ester; and ring A is substituted or unsubstituted;
Ar1 and Ar2 are each, independently, a substituted or unsubstituted aryl group or a substituted or unsubstituted heteroaryl group.
11. The method of claim 10, wherein the compound is represented by a structural formula selected from the group consisting of A, B, C, and D:

A.

or pharmaceutically acceptable salts, solvates or hydrates thereof, wherein: R19 and R20 are each, independently, H or a substituent;

B.
or pharmaceutically acceptable salts, solvates or hydrates thereof, wherein: Rl, R2, R3, R4, R5, and each R are, independently, H, an aliphatic group, haloalkyl, a halo, COOH, NO2, alkoxy, or haloalkoxy; and X4 is CR, N or N+-O-;

C.
or pharmaceutically acceptable salts, solvates or hydrates thereof, wherein:

X4 is CR, N or N+-O-;
R8 is H or an electron withdrawing group;
m and n are each, independently, 0 or an integer from 1 to 3;
each R9 is, independently, an aliphatic group, haloalkyl, aryl, arylalkyl, alkoxy, cycloalkoxy, haloalkoxy, aryloxy, arylalkoxy, alkylthio, halo, nitro, cyano, hydroxy, NR11CO2R12, C(O)N(R11)2, C(O)R12, CO2R12, OC(O)N(R11)2, OC(O)R12, N(R11)2, or NR11C(O)R12; or two adjacent R9 groups taken together with the atoms to which they are attached form a fused, saturated, unsaturated or partially unsaturated 5 to 7 membered ring having 0, 1 or 2 heteroatoms selected from the group consisting of N, O, and S;

each R10 is, independently, halo, aliphatic group, alkoxy, or haloalkyl; or two adjacent R10 groups taken together with the atoms to which they are attached form a fused, saturated, unsaturated or partially unsaturated 5 to 7 membered ring having 0, 1 or 2 heteroatoms selected from the group consisting of N, O, and S;
each R11 is, independently, H or an aliphatic group; and R12 is an aliphatic group; and D.

or pharmaceutically acceptable salts, solvates or hydrates thereof, wherein:
R8 is halo, nitro, alkylcarbonyl or trihaloalkyl;
p is 0 or an integer from 1 to 3; and each R13 is, independently, a halo, a substituted or unsubstituted heterocycle, or a substituted or unsubstituted heteroaryl.
12. The method of claim 10 wherein the subject is being treated for an inflammatory disease or condition.
13. A method of treating or preventing an inflammatory disease or condition in a subject in need thereof, comprising administering to the subject an effective amount of a compound represented by the following structural formula:
or pharmaceutically acceptable salts, solvates or hydrates thereof, wherein:
Y is C(O), S, O, S(O) or S(O)2;
X1, X2, and X3 are each, independently, N or CR, provided that at least one of X1, X2, or X3 is CR;
R, for each occurrence, and R1 are each, independently, H or a substituent;
and ring A is substituted or unsubstituted;
R6 is H, an aliphatic group, an aryl group or an aliphatic carbonyl group; and Ar1 and Ar2 are each, independently, a substituted or unsubstituted aryl group or a substituted or unsubstituted heteroaryl group.
14. The method of claim 13, wherein the compound is represented by a structural formula selected from the group consisting of A,B, C, and D:

A.

or pharmaceutically acceptable salts, solvates or hydrates thereof, wherein: R19 and R20 are each, independently, H or a substituent.

B

or pharmaceutically acceptable salts, solvates or hydrates thereof, wherein: R1, R2, R3, R4, R5, and each R are, independently, H, an aliphatic group, haloalkyl, halo, COOH, NO2, alkoxy, or haloalkoxy; and X4 is CR, N or N+-O-;

C
or pharmaceutically acceptable salts, solvates or hydrates thereof, wherein:
X4 is CR, N or N+-O-;
R8 is H or an electron withdrawing group;
m and n are each, independently, 0 or an integer from 1 to 3;
each R9 is, independently, aliphatic group, haloalkyl, aryl, arylalkyl, alkoxy, cycloalkoxy, haloalkoxy, aryloxy, arylalkoxy, alkylthio, halo, nitro, cyano, hydroxy, NR11CO2R12, C(O)N(R11)2, C(O)R12, CO2R12, OC(O)N(R11)2, OC(O)R12, N(R11)2, or NR11C(O)R12, or two adjacent R9 groups taken together with the atoms to which they are attached form a fused, saturated, unsaturated or partially unsaturated 5 to 7 membered ring having 0, 1 or 2 heteroatoms selected from the group consisting of N, O, and S;
each R10 is, independently, halo, aliphatic group, alkoxy, or haloalkyl; or two adjacent R10 groups taken together with the atoms to which they are attached form a fused, saturated, unsaturated or partially unsaturated 5 to 7 membered ring having 0, 1 or 2 heteroatoms selected from the group consisting of N, O, and S;
each R11 is, independently, H or an aliphatic group; and R12 is an aliphatic group; and D.
or pharmaceutically acceptable salts, solvates or hydrates thereof, wherein:
R8 is a halo, nitro, alkylcarbonyl or trihaloalkyl;
p is 0 or an integer from 1 to 3; and each R13 is, independently, a halo, a substituted or unsubstituted heterocycle, or a substituted or unsubstituted heteroaryl.
15. The method of claim 13, wherein the compound is selected from the group consisting of:

N-[4-Chloro-2-(2-chloro-benzoyl)-phenyl]-4-nitro-benzenesulfonamide Thiophene-2-sulfonic acid (2-benzoyl-4-chloro-phenyl)-amide N-(2-Benzoyl-4-chloro-phenyl)-4-iodo-benzenesulfonamide N-(2-Benzoyl-4-chloro-phenyl)-4-chloro-benzenesulfonamide N-(2-Benzoyl-4-chloro-phenyl)-4-tert-butyl-benzenesulfonamide N-(2-Benzoyl-4-chloro-phenyl)-4-propyl-benzenesulfonamide N-(2-Benzoyl-4-chloro-phenyl)-4-ethyl-benzenesulfonamide N-(2-Benzoyl-4-nitro-phenyl)-4-ethyl-benzenesulfonamide N-(2-Benzoyl-4-chloro-phenyl)-4-isopropyl-benzenesulfonamide N-(2-Benzoyl-4-bromo-phenyl)-4-ethyl-benzenesulfonamide N-(2-Benzoyl-4-bromo-phenyl)-4-methoxy-benzenesulfonamide N-(2-Benzoyl-4-bromo-phenyl)-4-isopropyl-benzenesulfonamide 4-Ethyl-N-[4-nitro-2-(3-trifluoromethyl-benzoyl)-phenyl]-benzenesulfonamide N-[4-Chloro-2-(3-methyl-benzoyl)-phenyl]-4-ethyl-benzenesulfonamide N-(2-Benzoyl-4-bromo-phenyl)-4-chloro-benzenesulfonamide N-(2-Benzoyl-4-chloro-phenyl)-4-ethoxy-benzenesulfonamide N-(2-Benzoyl-4-chloro-phenyl)-4-propoxy-benzenesulfonamide N-(2-Benzoyl-4-chloro-phenyl)-4-isopropoxy-benzenesulfonamide N-(2-Benzoyl-4-chloro-phenyl)-4-butoxy-benzenesulfonamide N-(2-Benzoyl-4-chloro-phenyl)-4-benzyloxy-benzenesulfonamide N-(2-Benzoyl-4-chloro-phenyl)-4-phenoxy-benzenesulfonamide N-(3-Benzoyl-5-chloro-pyridin-2-yl)-4-isopropoxy-benzenesulfonamide N-[4-Chloro-2-(pyridine-4-carbonyl)-phenyl]-4-ethoxy-benzenesulfonamide N-[4-Chloro-2-(pyridine-4-carbonyl)-phenyl]-4-isopropyl-benzenesulfonamide N-[4-Chloro-2-(pyridine-4-carbonyl)-phenyl]-4-isobutyl-benzenesulfonamide N-[5-Chloro-3-(pyridine-4-carbonyl)-pyridin-2-yl]-4-ethoxy-benzenesulfonamide N-[5-Chloro-3-(pyridine-4-carbonyl)-pyridin-2-yl]-4-isopropoxy-benzenesulfonamide N-(3-Benzoyl-5-trifluoromethyl-pyridin-2-yl)-4-isopropoxy-benzenesulfonamide N-(2-Benzoyl-4-nitro-phenyl)-4-chloro-benzenesulfonamide 5-Benzoyl-6-(4-isopropoxy-benzenesulfonylamino)-nicotinic acid N-(2-Benzoyl-4-chloro-phenyl)-2-nitro-benzenesulfonamide N-(3-Benzoyl-5-nitro-pyridin-2-yl)-4-isopropoxy-benzenesulfonamide N-(5-Benzoyl-pyrimidin-4-yl)-4-isopropoxy-benzenesulfonamide N-(3-Benzoyl-5-trifluoromethoxy-pyridin-2-yl)-4-isopropoxy-benzenesulfonamide N-(5-Benzoyl-2-trifluoromethyl-pyrimidin-4-yl)-4-isopropoxy-benzenesulfonamide N-(3-Benzoyl-5-chloro-pyridin-2-yl)-4-cyclopropoxy-benzenesulfonamide N-(3-Benzoyl-5-chloro-pyridin-2-yl)-4-cyclobutyl-benzenesulfonamide N-(3-Benzoyl-5-chloro-pyridin-2-yl)-4-tert-butoxy-benzenesulfonamide N-(3-Benzoyl-5-chloro-pyridin-2-yl)-4-cyclopentyl-benzenesulfonamide N-(3-Benzoyl-5-chloro-pyridin-2-yl)-4-isopropylsulfanyl-benzenesulfonamide N-(3-Benzoyl-5-chloro-pyridin-2-yl)-4-isopropylamino-benzenesulfonamide N-(3-Benzoyl-5-chloro-pyridin-2-yl)-4-cyclopropyl-benzenesulfonamide N-(3-Benzoyl-5-chloro-pyridin-2-yl)-4-cyclohexyl-benzenesulfonamide N-(3-Benzenesulfinyl-5-chloro-pyridin-2-yl)-4-isopropoxy-benzenesulfonamide N-(3-Benzenesulfonyl-5-chloro-pyridin-2-yl)-4-isopropoxy-benzenesulfonamide N-[4-Chloro-2-(pyrimidine-5-carbonyl)-phenyl]-4-isopropoxy-benzenesulfonamide N-[4-Chloro-2-(pyridazine-4-carbonyl)-phenyl]-4-isopropoxy-benzenesulfonamide N-[4-Chloro-2-(2-trifluoromethyl-pyrimidine-5-carbonyl)-phenyl]-4-isopropoxy-benzenesulfonamide N-[4-Chloro-2-(6-trifluoromethyl-pyridazine-4-carbonyl)-phenyl]-4-isopropoxy-benzenesulfonamide N-[4-Chloro-2-(2-trifluoromethyl-pyrimidine-5-carbonyl)-phenyl]-4-isopropoxy-benzenesulfonamide N-[4-Chloro-2-(6-trifluoromethyl-pyridazine-4-carbonyl)-phenyl]-4-isopropoxy-benzenesulfonamide N-(2-Benzoyl-4-nitro-phenyl)-4-isopropyl-benzenesulfonamide N-(2-Benzoyl-4-nitro-phenyl)-4-isopropoxy-benzenesulfonamide N-(2-Benzoyl-4-nitro-phenyl)-4-methoxy-benzenesulfonamide N-(2-Benzoyl-4-chloro-phenyl)-4-trifluoromethoxy-benzenesulfonamide 5-Oxazol-5-yl-thiophene-2-sulfonic acid (2-benzoyl-4-chloro-phenyl)-amide N-[4-Chloro-2-(3-chloro-benzoyl)-phenyl]-4-methoxy-benzenesulfonamide N-(2-Benzoyl-4-chloro-phenyl)-4-methoxy-benzenesulfonamide N-[4-Chloro-2-(3-chloro-benzoyl)-phenyl]-4-ethyl-benzenesulfonamide N-(2-Benzoyl-4-chloro-phenyl)-4-ethylamino-benzenesulfonamide 5-(1-Methyl-5-trifluoromethyl-1H-pyrazol-3-yl)-thiophene-2-sulfonic acid (2-benzoyl-4-chloro-phenyl)-amide N-(2-Benzoyl-4-iodo-phenyl)-4-isopropoxy-benzenesulfonamide N-[4-Chloro-2-(3-fluoro-benzoyl)-phenyl]-4-methyl-benzenesulfonamide N-[4-Chloro-2-(3-chloro-benzoyl)-phenyl]-4-isopropyl-benzenesulfonamide N-(2-Benzoyl-4-chloro-phenyl)-4-nitro-benzenesulfonamide N-(2-Benzoyl-4-chloro-phenyl)-4-diethylamino-benzenesulfonamide N-(2-Benzoyl-4-fluoro-phenyl)-4-methoxy-benzenesulfonamide 4-Chloro-N-[4-chloro-2-(pyridine-3-carbonyl)-phenyl]-benzenesulfonamide N-(2-Benzoyl-4-bromo-phenyl)-4-methyl-benzenesulfonamide N-(2-Benzoyl-4-chloro-phenyl)-4-bromo-benzenesulfonamide N-[4-Chloro-2-(pyridine-3-carbonyl)-phenyl]-4-methoxy-benzenesulfonamide N-(2-Benzoyl-4-chloro-phenyl)-4-dimethylamino-benzenesulfonamide N-(2-Benzoyl-4-chloro-phenyl)-4-fluoro-benzenesulfonamide 4-Chloro-N-[4-chloro-2-(2-fluoro-benzoyl)-phenyl]-benzenesulfonamide N-[4-Chloro-2-(2-fluoro-benzoyl)-phenyl]-4-methoxy-benzenesulfonamide Thiophene-3-sulfonic acid (2-benzoyl-4-chloro-phenyl)-amide 5-Bromo-thiophene-2-sulfonic acid (2-benzoyl-4-chloro-phenyl)-amide 5-Chloro-thiophene-2-sulfonic acid (2-benzoyl-4-chloro-phenyl)-amide N-[4-Chloro-2-(2-fluoro-benzoyl)-phenyl]-4-nitro-benzenesulfonamide N-[4-Chloro-2-(2-fluoro-benzoyl)-phenyl]-4-methyl-benzenesulfonamide 4-Chloro-N-[4-chloro-2-(pyridine-2-carbonyl)-phenyl]-benzenesulfonamide N-(2-Benzoyl-4-chloro-phenyl)-benzenesulfonamide N-[4-(2-Benzoyl-4-chloro-phenylsulfamoyl)-phenyl]-acetamide N-[4-Chloro-2-(pyridine-2-carbonyl)-phenyl]-4-methoxy-benzenesulfonamide N-[4-Chloro-2-(pyridine-2-carbonyl)-phenyl]-4-methyl-benzenesulfonamide N-(2-Benzoyl-4-chloro-phenyl)-4-cyano-benzenesulfonamide 4,5-Dibromo-thiophene-2-sulfonic acid (2-benzoyl-4-chloro-phenyl)-amide N-[4-Chloro-2-(pyridine-3-sulfonyl)-phenyl]-4-nitro-benzenesulfonamide Naphthalene-2-sulfonic acid [4-chloro-2-(pyridine-3-carbonyl)-phenyl]-amide N-(2-Benzoyl-4-chloro-phenyl)-3-bromo-benzenesulfonamide N-(2-Benzoyl-4-chloro-phenyl)-4-methyl-3-nitro-benzenesulfonamide N-[4-Chloro-2-(2-methoxy-benzoyl)-phenyl]-4-nitro-benzenesulfonamide N-(2-Benzoyl-4-chloro-phenyl)-2-trifluoromethyl-benzenesulfonamide 5-Chloro-3-methyl-benzo[b]thiophene-2-sulfonic acid (2-benzoyl-4-chloro-phenyl)-amide N-(2-Benzoyl-phenyl)-4-nitro-benzenesulfonamide 5-Isoxazol-3-yl-thiophene-2-sulfonic acid (2-benzoyl-4-chloro-phenyl)-amide N-(2-Benzoyl-phenyl)-4-methyl-benzenesulfonamide Benzo[b]thiophene-3-sulfonic acid (2-benzoyl-4-chloro-phenyl)-amide N-(4-Chloro-2-phenylsulfanyl-phenyl)-4-isopropoxy-benzenesulfonamide N-(2-Benzenesulfonyl-4-chloro-phenyl)-4-isopropoxy-benzenesulfonamide N-[4-Chloro-2-(pyridine-4-carbonyl)-phenyl]-4-isopropoxy-benzenesulfonamide N-[4-Chloro-2-(1-oxy-pyridine-4-carbonyl)-phenyl]-4-isopropoxy-benzenesulfonamide 4-Isopropoxy-N-[2-(pyridine-4-carbonyl)-4-trifluoromethyl-phenyl]-benzenesulfonamide 4-Ethoxy-N-[2-(pyridine-4-carbonyl)-4-trifluoromethyl-phenyl]-benzenesulfonamide N-[5-Chloro-3-(3-fluoro-benzoyl)-pyridin-2-yl]-4-isopropyl-benzenesulfonamide N-[5-Chloro-3-(3-fluoro-benzoyl)-pyridin-2-yl]-4-isopropoxy-benzenesulfonamide N-[5-Chloro-3-(thiophene-2-carbonyl)-pyridin-2-yl]-4-isopropoxy-benzenesulfonamide 5-Oxazol-5-yl-thiophene-2-sulfonic acid [5-chloro-3-(3-fluoro-benzoyl)-pyridin-2-yl]-amide N-[3-(Benzofuran-2-carbonyl)-5-chloro-pyridin-2-yl]-4-isopropoxy-benzenesulfonamide N-(2-Benzoyl-4-trifluoromethyl-phenyl)-4-isopropoxy-benzenesulfonamide N-(3-Benzoyl-pyridin-4-yl)-4-isopropoxy-benzenesulfonamide N-(3-Benzoyl-5-chloro-pyridin-2-yl)-4-isopropyl-benzenesulfonamide N-(3-Benzoyl-5-nitro-pyridin-2-yl)-4-isopropoxy-benzenesulfonamide 5-Oxazol-5-yl-thiophene-2-sulfonic acid (3-benzoyl-5-chloro-pyridin-2-yl)-amide N-(2-Benzoyl-4-chloro-phenyl)-4-isopropylamino-benzenesulfonamide N-(4-Benzoyl-pyridin-3-yl)-4-isopropyl-benzenesulfonamide N-(4-Benzoyl-pyridin-3-yl)-4-isopropoxy-benzenesulfonamide N-[4-Chloro-2-(pyridin-3-yloxy)-phenyl]-4-isopropyl-benzenesulfonamide N-(2-Benzoyl-pyridin-3-yl)-4-isopropoxy-benzenesulfonamide N-[3-(3-Fluoro-benzoyl)-pyridin-2-yl]-4-isopropoxy-benzenesulfonamide N-[4-Chloro-2-(pyridin-3-yloxy)-phenyl]-4-isopropoxy-benzenesulfonamide 4-Isopropoxy-N-[3-(pyridine-4-carbonyl)-pyridin-4-yl]-benzenesulfonamide 6-Isopropoxy-pyridine-3-sulfonic acid (3-benzoyl-5-chloro-pyridin-2-yl)-amide 6-Isopropoxy-pyridine-3-sulfonic acid (2-benzoyl-4-chloro-phenyl)-amide N-[4-Chloro-2-(pyridin-2-ylsulfanyl)-phenyl]-4-isopropyl-benzenesulfonamide N-(2-Benzoyl-phenyl)-4-isopropoxy-benzenesulfonamide; and pharmaceutically acceptable salts, solvates, and hydrates thereof.
16. The method of claim 13, wherein the inflammatory disease or condition is Crohn's disease or colitis.
17. The method of claim 13, wherein the inflammatory disease or condition is Celiac's disease.
18. The method of claim 13, wherein the compound inhibits the binding of a ligand to CCR9.
19. The method of claim 18, wherein the ligand is TECK.
20. A method of inhibiting CCR9-mediated homing of leukocytes in a subject in need of such treatment comprising administering to the subject an effective amount of at least one compound represented by the following structural formula:
or pharmaceutically acceptable salts, solvates or hydrates thereof, wherein:
Y is C(O), S, S(O) or S(O)2;
X1, X2, and X3 are each, independently, N or CR, provided that at least one of X1, X2, or X3 is CR;
R, for each occurrence, and R1 are each, independently, H or a substituent;
R6 is H, an aliphatic group, an aryl group or an aliphatic carbonyl group;
ring A is substituted or unsubstituted; and Ar1 and Ar2 are each, independently, a substituted or unsubstituted aryl group or a substituted or unsubstituted heteroaryl group.
21. The method of claim 20, wherein the compound is represented by a structural formula selected from the group consisting of A, B, C, and D:

A.

or pharmaceutically acceptable salts, solvates or hydrates thereof, wherein: R19 and R20 are each, independently, H or a substituent.

B.

or pharmaceutically acceptable salts, solvates or hydrates thereof, wherein: R1, R2, R3, R4, R5, and each R are, independently, H, an aliphatic group, haloalkyl, halo, COOH, NO2, alkoxy, or haloalkoxy; and X4 is CR, N or N+-O-;

C.

or pharmaceutically acceptable salts, solvates or hydrates thereof, wherein:
X4 is CR, N or N+-O-;
R8 is H or an electron withdrawing group;
m and n are each, independently, 0 or an integer from 1 to 3;
each R9 is, independently, an aliphatic group, haloalkyl, aryl, arylalkyl, alkoxy, cycloalkoxy, haloalkoxy, aryloxy, arylalkoxy, alkylthio, halo, nitro, cyano, hydroxy, NR11CO2,R12, C(O)N(R11)2, C(O)R12, CO2R12, OC(O)N(R11)2, OC(O)R12, N(R11)2, or NR11C(O)R12; or two adjacent R9 groups taken together with the atoms to which they are attached form a fused, saturated, unsaturated or partially unsaturated 5 to 7 membered ring having 0, 1 or 2 heteroatoms selected from the group consisting of N, O, and S;

each R10 is, independently, halo, aliphatic group, alkoxy, or haloalkyl; or two adjacent R10 groups taken together with the atoms to which they are attached form a fused, saturated, unsaturated or partially unsaturated 5 to 7 membered ring having 0, 1 or 2 heteroatoms selected from the group consisting of N, O, and S;

each R11 is, independently, H or an aliphatic group; and R12 is an aliphatic group; and D

or pharmaceutically acceptable salts, solvates or hydrates thereof, wherein:
R8 is a halo, nitro, alkylcarbonyl or trihaloalkyl;
p is 0 or an integer from 1 to 3; and each R13 is, independently, a halo, a substituted or unsubstituted heterocycle, or a substituted or unsubstituted heteroaryl.
22. A method of inhibiting homing of leukocytes to mucosal tissue in a subject in need of such treatment, comprising adiministering to the subject an effective amount of at least one compound represented by the following structural formula:

or pharmaceutically acceptable salts, solvates or hydrates thereof, wherein:
Y is C(O), S, S(O) or S(O)2;

X1, X2, and X3 are each, independently, N or CR, provided that at least one of X1, X2, or X3 is CR;
R, for each occurrence, and R1 are each, independently, H or a substituent;
R6 is H, an aliphatic group, an aryl group or an aliphatic carbonyl group;
ring A is substituted or unsubstituted; and Ar1 and Ar2 are each, independently, a substituted or unsubstituted aryl group or a substituted or unsubstituted heteroaryl group.
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