Substituted asymmetric ureas as modulators of ghrelin receptor activity
Disclosed are compounds, compositions and methods for the prevention and/or treatment of diseases which are pathophysiologically mediated by the ghrelin receptor. The compounds have the general Formula I: or pharmaceutically acceptable salts thereof.
1. A compound of Formula I:
or a pharmaceutically acceptable salt thereof, wherein:
is a single bond;
X is CH or N;
Z is NR 9 ;
R 1 is H, OH, C 1-6 alkyl, benzyl, or C 1-6 alkoxy, wherein the C 1-6 alkyl, benzyl, or C 1-6 alkoxy is optionally substituted with 1-3 substituents selected from halo, OH, C 1-6 alkyl, C 1-6 alkoxy, C 1-6 hydroxyalkyl, CO(C 1-6 alkyl), CHO, CO 2 H, CO 2 (C 1-6 alkyl), and C 1-6 haloalkyl;
R 2 is H or C 1-6 alkyl;
R 3 and R 4 are each independently H, CN, halo, CHO, CO 2 H, C 1-6 alkyl, C 1-6 hydroxyalkyl, C 1-6 alkylcycloalkyl, C 1-6 haloalkyl, C 1-6 alkoxy, CO(C 1-6 alkyl), CO 2 (C 1-6 alkyl), or CONR 12 R 13 ;
or R 3 and R 4 taken together with the carbon atom to which they are attached form a 3-6-membered ring;
R 5 is halo, CN, CHO, CO 2 H, CO(C 1-6 alkyl), CO 2 (C 1-6 alkyl), NR 14 R 15 , NHCONR 14 R 15 , CONR 14 R 15 , C 1-6 alkyl, C 1-6 alkoxy, C 1-6 haloalkyl, C 1-6 hydroxyalkyl, C 2-6 alkenyl, C 2-6 alkynyl, aryl, cycloalkyl, heteroaryl, or heterocycloalkyl, wherein the CO(C 1-6 alkyl), CO 2 (C 1-6 alkyl), NR 14 R 15 , NHCONR 14 R 15 , CONR 14 R 15 , C 1-6 alkyl, C 1-6 alkoxy, C 1-6 haloalkyl, C 1-6 hydroxyalkyl, C 2-6 alkenyl, C 2-6 alkynyl, aryl, cycloalkyl, heteroaryl, or heterocycloalkyl is optionally substituted with 1-3 substituents selected from halo, CN, OH, NO 2 , Si(CH 3 ) 3 , CHO, and CO 2 H;
R 6 is H;
R 7 is H, CN, or halo;
R 8 is H or C 1-6 alkyl;
R 9 is H, C 1-6 alkyl, CO(C 1-6 alkyl), CHO, CO 2 H, or CO 2 (C 1-6 alkyl);
R 12 and R 13 are each independently H or C 1-6 alkyl;
R 14 and R 15 are each independently H, C 1-6 alkyl, CO(C 1-6 alkyl), CO(heteroaryl), heteroaryl, or cycloalkyl;
r is 1;
s is 0, 1, 2, 3 or 4; and
n is 0, 1, 2, or 3.
2. The compound of claim 1 , wherein R 1 is C 1-6 alkyl.
3. The compound of claim 1 , wherein R 1 is benzyl.
4. The compound of claim 1 , wherein R 1 is OH.
5. The compound of claim 1 , wherein R 1 is C 1-6 alkoxy.
6. The compound of claim 1 , wherein R 2 is H.
7. The compound of claim 1 , wherein R 3 and R 4 are each independently C 1-6 alkyl, CN, C 1-6 alkylcycloalkyl, C 1-6 hydroxyalkyl, CO 2 (C 1-6 alkyl), C 1-6 haloalkyl, or CONH 2 .
8. The compound of claim 1 , wherein R 3 and R 4 taken together with the carbon atom to which they are attached form a 3-6-membered ring.
9. The compound of claim 1 , wherein R 5 is C 1-6 haloalkyl, heteroaryl, aryl, halo, C 1-6 alkoxy, CO 2 (C 1-6 alkyl), C 2-6 alkenyl, C 2-6 alkynyl, cycloalkyl, or heterocycloalkyl.
10. The compound of claim 1 , wherein R 7 is halo.
11. The compound of claim 1 , wherein R 8 is H.
12. The compound of claim 1 , wherein R 8 is C 1-6 alkyl.
13. The compound of claim 1 , wherein R 8 is CH 3 .
14. The compound of claim 1 , wherein X is CH.
15. The compound of claim 1 , wherein X is N.
16. A pharmaceutical composition comprising a therapeutically effective amount of a compound of claim 1 , and one or more pharmaceutically acceptable excipients.
17. A compound of Formula I:
or a pharmaceutically acceptable salt thereof, wherein:
is a single bond;
X is CH or N;
Z is NR 9 ;
R 1 is H, OH, C 1-6 alkyl, benzyl, or C 1-6 alkoxy, wherein the C 1-6 alkyl, benzyl, or C 1-6 alkoxy is optionally substituted with 1-3 substituents selected from halo, OH, C 1-6 alkyl, C 1-6 alkoxy, C 1-6 hydroxyalkyl, CO(C 1-6 alkyl), CHO, CO 2 H, CO 2 (C 1-6 alkyl), and C 1-6 haloalkyl;
R 2 is H or C 1-6 alkyl;
R 3 and R 4 are each independently H, CN, halo, CHO, CO 2 H, C 1-6 alkyl, C 1-6 hydroxyalkyl, C 1-6 alkylcycloalkyl, C 1-6 haloalkyl, C 1-6 alkoxy, CO(C 1-6 alkyl), CO 2 (C 1-6 alkyl), or CONR 12 R 13 ;
or R 3 and R 4 taken together with the carbon atom to which they are attached form a 3-6-membered ring;
R 5 is C 2-6 alkynyl, optionally substituted with 1-3 substituents selected from halo, CN, OH, NO 2 , Si(CH 3 ) 3 , CHO, CO 2 H, CO(C 1-6 alkyl), CO 2 (C 1-6 alkyl), NR 14 R 15 , NHCONR 14 R 15 , CONR 14 R 15 , CH═NOH, C 1-6 alkyl, C 1-6 alkoxy, C 1-6 haloalkyl, C 1-6 hydroxyalkyl, C 2-6 alkenyl, C 2-6 alkynyl, aryl, cycloalkyl, heteroaryl, and heterocycloalkyl;
R 6 is H;
R 7 is H, CN, or halo;
R 8 is H or C 1-6 alkyl;
R 9 is H, C 1-6 alkyl, CO(C 1-6 alkyl), CHO, CO 2 H, or CO 2 (C 1-6 alkyl);
R 12 and R 13 are each independently H or C 1-6 alkyl;
R 14 and R 15 are each independently H, C 1-6 alkyl, CO(C 1-6 alkyl), CO(heteroaryl), heteroaryl, or cycloalkyl;
r is 2;
s is 0, 1, 2, 3, or 4; and
n is 0, 1, 2, or 3.
18. A compound of Formula II:
or a pharmaceutically acceptable salt thereof, wherein:
is a single bond;
X is CH or N;
Z is NR 9 ;
R 1 is H, OH, C 1-6 alkyl, benzyl, or C 1-6 alkoxy, wherein the C 1-6 alkyl, benzyl, or C 1-6 alkoxy is optionally substituted with 1-3 substituents selected from halo, OH, C 1-6 alkyl, C 1-6 alkoxy, C 1-6 hydroxyalkyl, CO(C 1-6 alkyl), CHO, CO 2 H, CO 2 (C 1-6 alkyl), and C 1-6 haloalkyl;
R 2 is H or C 1-6 alkyl;
R 3 and R 4 are each independently H, CN, halo, CHO, CO 2 H, C 1-6 alkyl, C 1-6 hydroxyalkyl, C 1-6 alkylcycloalkyl, C 1-6 haloalkyl, C 1-6 alkoxy, CO(C 1-6 alkyl), CO 2 (C 1-6 alkyl), or CONR 12 R 13 ;
or R 3 and R 4 taken together with the carbon atom to which they are attached form a 3-6-membered ring;
R 5 is C 2-6 alkynyl or heteroaryl, wherein the C 2-6 alkynyl or heteroaryl is optionally substituted with 1-3 substituents selected from halo, CN, OH, NO 2 , Si(CH 3 ) 3 , CHO, CO 2 H, CO(C 1-6 alkyl), CO 2 (C 1-6 alkyl), NR 14 R 15 , NHCONR 14 R 15 , CONR 14 R 15 , CH═NOH, C 1-6 alkyl, C 1-6 alkoxy, C 1-6 haloalkyl, C 1-6 hydroxyalkyl, C 2-6 alkenyl, C 2-6 alkynyl, aryl, cycloalkyl, heteroaryl, and heterocycloalkyl;
R 6 is H;
each R 7 is independently halo;
R 8 is H or C 1-6 alkyl;
R 9 is H, C 1-6 alkyl, CO(C 1-6 alkyl), CHO, CO 2 H, or CO 2 (C 1-6 alkyl);
R 12 and R 13 are each independently H or C 1-6 alkyl;
R 14 and R 15 are each independently H, C 1-6 alkyl, CO(C 1-6 alkyl), CO(heteroaryl), heteroaryl, or cycloalkyl;
r is 2;
s is 0, 1, 2, 3, or 4; and
n is 0, 1, 2, or 3.
19. A compound selected from the group consisting of:
Compound
No.
Chemical Structure
Chemical Name
H0494
3-(1-(2,3-dichloro-4- cyclopropylphenyl)ethyl)-1-methyl-1-(1- methylpiperidin-4-yl)urea
H0621
3-(1-(2,3-dichloro-4- (difluoromethyl)phenyl)ethyl)-1-hydroxy- 1-(1-methylpiperidin-4-yl)urea
H0526
3-(1-(2,3-dichloro-4-(pyridin-3- yl)phenyl)ethyl)-1-methyl-1-(1- methylpyrrolidin-3-yl)urea
H0578
1-methyl-1-(1-methylpiperidin-4-yl)-3-(1- (4-(pyridin-4-yl)naphthalen-1- yl)ethyl)urea
H0579
1-methyl-1-(1-methylpiperidin-4-yl)-3-(1- (4-(pyrimidin-5-yl)naphthalen-1- yl)ethyl)urea
H0584
1-cyclohexyl-3-(1-(2,3-dichloro-4- (pyrimidin-5-yl)phenyl)ethyl)-1- methylurea
H0586
3-(1-(2,3-dichloro-4-(pyrimidin-5- yl)phenyl)ethyl)-1-methyl-1-(tetrahydro- 2H-pyran-4-yl)urea
H0587
3-(1-(2,3-dichloro-4-(pyrimidin-5- yl)phenyl)ethyl)-1-(4,4- difluorocyclohexyl)-1-methylurea
H0837
3-((S)-1-(2,3-dichloro-4-(pyrazin-2- yl)phenyl)ethyl)-1-methyl-1-(1- methylpyrrolidin-3-yl)urea (diasteromeric mixture)
H0861
3-((S)-1-(2,3-dichloro-4-(pyrazin-2- yl)phenyl)ethyl)-1-methyl-1-(1- methylpyrrolidin-3-yl)urea (single diastereoisomer)
H0862
3-((S)-1-(2,3-dichloro-4-(pyrazin-2- yl)phenyl)ethyl)-1-methyl-1-(1- methylpyrrolidin-3-yl)urea (single diastereoisomer)
H0857
3-(1-(2,3-dichloro-4-(pyrazin-2- yl)phenyl)propyl)-1-methyl-1-(1- methylpyrrolidin-3-yl)urea
H0871
3-(1-(2,3-dichloro-4-(pyrazin-2- yl)phenyl)-2,2,2-trifluoroethyl)-1-methyl- 1-(1-methylpyrrolidin-3-yl)urea
H0874
3-(2-cyclopropyl-1-(2,3-dichloro-4- (pyrazin-2-yl)phenyl)ethyl)-1-methyl-1- (1-methylpyrrolidin-3-yl)urea
H0853
N-(1-(2,3-dichloro-4-(pyrazin-2- yl)phenyl)ethyl)-2-(4-methylpiperazin-1- yl)propanamide
H0864
3-(1-(2,3-dichloro-4-(6-fluoropyrazin-2- yl)phenyl)propyl)-1-methyl-1-(1- methylpyrrolidin-3-yl)urea
H0872
3-((S)-1-(2,3-dichloro-4-(6-fluoropyrazin- 2-yl)phenyl)ethyl)-1-methyl-1-(1- methylpyrrolidin-3-yl)urea
H0850
1-methyl-1-(1-methylpiperidin-4-yl)-3-(1- (4-(pyrazin-2-yl)naphthalen-1- yl)ethyl)urea
H0531
3-(1-(2,3-dichloro-4-(thiophen-3- yl)phenyl)ethyl)-1-methyl-1-(1- methylpyrrolidin-3-yl)urea
H0529
3-(1-(2,3-dichloro-4-(1H-pyrazol-4- yl)phenyl)ethyl)-1-methyl-1-(1- methylpyrrolidin-3-yl)urea
H0508
3-(1-(2,3-dichloro-4′-methoxy-[1,1′- biphenyl]-4-yl)ethyl)-1-methyl-1-(1- methylpiperidin-4-yl)urea
H0509
3-(1-(2,3-dichloro-[1,1′-biphenyl]-4- yl)ethyl)-1-methyl-1-(1-methylpiperidin- 4-yl)urea
H0510
3-(1-(3′-amino-2,3-dichloro-[1,1′- biphenyl]-4-yl)ethyl)-1-methyl-1-(1- methylpiperidin-4-yl)urea
H0606
3-(1-(2,3-dichloro-3′-methoxy-[1,1′- biphenyl]-4-yl)ethyl)-1-methyl-1-(1- methylpiperidin-4-yl)urea
H0810
3-(1-(2,3-dichloro-3′-fluoro-[1,1′- biphenyl]-4-yl)ethyl)-1-methyl-1-(1- methylpiperidin-4-yl)urea
H0696
3-(1-(2,3-dichloro-3′-fluoro-5′- (hydroxymethyl)-[1,1′-biphenyl]-4- yl)ethyl)-1-methyl-1-(1-methylpiperidin- 4-yl)urea
H0611
3-(1-(2,3-dichloro-3′,5′-dimethoxy-[1,1′- biphenyl]-4-yl)ethyl)-1-methyl-1-(1- methylpiperidin-4-yl)urea
H0612
2′,3′-dichloro-4′-(1-(3-methyl-3-(1- methylpiperidin-4-yl)ureido)ethyl)-[1,1′- biphenyl]-3-carboxamide
H0615
2′,3′-dichloro-4′-(1-(3-methyl-3-(1- methylpiperidin-4-yl)ureido)ethyl)-[1,1′- biphenyl]-4-carboxamide
H0809
3-(1-(2,3-dichloro-4′-cyano-[1,1′- biphenyl]-4-yl)ethyl)-1-methyl-1-(1- methylpiperidin-4-yl)urea
H0610
3-(1-(2,3-dichloro-3′-cyano-[1,1′- biphenyl]-4-yl)ethyl)-1-methyl-1-(1- methylpiperidin-4-yl)urea
H0517
3-(1-(4′-amino-2,3-dichloro-[1,1′- biphenyl]-4-yl)ethyl)-1-methyl-1-(1- methylpiperidin-4-yl)urea
H0518
3-(1-(2,3-dichloro-4′-(dimethylamino)- [1,1′-biphenyl]-4-yl)ethyl)-1-methyl-1-(1- methylpiperidin-4-yl)urea
H0520
3-(1-(2,3-dichloro-2′,3′,4′,5′-tetrahydro- [1,1′-biphenyl]-4-yl)ethyl)-1-methyl-1-(1- methylpiperidin-4-yl)urea
H0787
3-(1-(3- (cyclopropylamino)benzo[d]isoxazol-6- yl)ethyl)-1-methyl-1-(1-methylpiperidin- 4-yl)urea
H0605
3-(1-(2,3-dichloro-3′,5′-difluoro-[1,1′- biphenyl]-4-yl)ethyl)-1-methyl-1-(1- methylpiperidin-4-yl)urea
H0573
3-(1-(4-bromonaphthalen-1-yl)ethyl)-1- methyl-1-(1-methylpiperidin-4-yl)urea
H0574
1-methyl-1-(1-methylpiperidin-4-yl)-3-(1- (4-(thiophen-3-yl)naphthalen-1- yl)ethyl)urea
H0575
1-methyl-1-(1-methylpiperidin-4-yl)-3-(1- (4-(thiophen-2-yl)naphthalen-1- yl)ethyl)urea
H0576
3-(1-(4-(1H-pyrazol-4-yl)naphthalen-1- yl)ethyl)-1-methyl-1-(1-methylpiperidin- 4-yl)urea
H0577
1-methyl-1-(1-methylpiperidin-4-yl)-3-(1- (4-(pyridin-3-yl)naphthalen-1- yl)ethyl)urea
H0591
3-(1-(4-(3-aminophenyl)naphthalen-1- yl)ethyl)-1-methyl-1-(1-methylpiperidin- 4-yl)urea
H0597
1-methyl-1-(1-methylpiperidin-4-yl)-3-(1- (4-(thiazol-5-yl)naphthalen-1- yl)ethyl)urea
H0598
3-(1-(4-(furan-3-yl)naphthalen-1- yl)ethyl)-1-methyl-1-(1-methylpiperidin- 4-yl)urea
H0599
3-(1-(4-(1H-imidazol-5-yl)naphthalen-1- yl)ethyl)-1-methyl-1-(1-methylpiperidin- 4-yl)urea
H0790
3-(1-(4-cyanonaphthalen-1-yl)ethyl)-1- methyl-1-(1-methylpiperidin-4-yl)urea
H0519
3-(1-(2,3-dichloro-4-iodophenyl)ethyl)-1- methyl-1-(1-methylpiperidin-4-yl)urea
H0629
3-((3-bromo-2-chloro-4- iodophenyl)(cyano)methyl)-1-methyl-1- (1-methylpiperidin-4-yl)urea
H0658
3-((3-bromo-2-chloro-4- methoxyphenyl)(cyano)methyl)-1-methyl- 1-(1-methylpiperidin-4-yl)urea
H0669
3-(cyano(2,3-dichloro-4- methoxyphenyl)methyl)-1-methyl-1-(1- methylpiperidin-4-yl)urea
H0671
3-(1-cyano-1-(2,3-dichloro-4- methoxyphenyl)ethyl)-1-methyl-1-(1- methylpiperidin-4-yl)urea
H0659
2-(3-bromo-2-chloro-4-methoxyphenyl)- 2-(3-methyl-3-(1-methylpiperidin-4- yl)ureido)acetamide
H0521
methyl 2,3-dichloro-4-(1-(3-methyl-3-(1- methylpiperidin-4- yl)ureido)ethyl)benzoate
H0602
3-(1-(2,3-dichloro-4- ((trimethylsilyl)ethynyl)phenyl)ethyl)-1- methyl-1-(1-methylpiperidin-4-yl)urea
H0603
3-(1-(2,3-dichloro-4- ethynylphenyl)ethyl)-1-methyl-1-(1- methylpiperidin-4-yl)urea
H0677
3-(1-(2,3-dichloro-4- ethynylphenyl)ethyl)-1-methyl-1-(1- methylpiperidin-4-yl)urea (single enantiomer)
H0678
3-(1-(2,3-dichloro-4- ethynylphenyl)ethyl)-1-methyl-1-(1- methylpiperidin-4-yl)urea (single enantiomer)
H0832
3-(1-(2,3-dichloro-4-(prop-1-yn-1- yl)phenyl)ethyl)-1-methyl-1-(1- methylpiperidin-4-yl)urea
H0852
3-(1-(2,3-dichloro-4-(3-methylbut-1-yn-1- yl)phenyl)ethyl)-1-methyl-1-(1- methylpiperidin-4-yl)urea
H0701
3-(1-(2,3-dichloro-4-(3-oxobut-1-yn-1- yl)phenyl)ethyl)-1-methyl-1-(1- methylpiperidin-4-yl)urea
H0733
3-(1-(2,3-dichloro-4-(3-hydroxybut-1-yn- 1-yl)phenyl)ethyl)-1-methyl-1-(1- methylpiperidin-4-yl)urea
H0755
3-(1-(2,3-dichloro-4-(3-hydroxyprop-1- yn-1-yl)phenyl)ethyl)-1-methyl-1-(1- methylpiperidin-4-yl)urea
H0757
3-(1-(2,3-dichloro-4-(3,3-diethoxyprop-1- yn-1-yl)phenyl)ethyl)-1-methyl-1-(1- methylpiperidin-4-yl)urea
H0734
3-(1-(2,3-dichloro-4-(pyridin-2- ylethynyl)phenyl)ethyl)-1-methyl-1-(1- methylpiperidin-4-yl)urea
H0737
3-(1-(2,3-dichloro-4-(thiophen-2- ylethynyl)phenyl)ethyl)-1-methyl-1-(1- methylpiperidin-4-yl)urea
H0775
3-(1-(2,3-dichloro-4-((5- (hydroxymethyl)thiophen-2- yl)ethynyl)phenyl)ethyl)-1-methyl-1-(1- methylpiperidin-4-yl)urea
H0776
5-((2,3-dichloro-4-(1-(3-methyl-3-(1- methylpiperidin-4- yl)ureido)ethyl)phenyl)ethynyl)thiophene- 2-carboxamide
H0779
methyl 5-((2,3-dichloro-4-(1-(3-methyl-3- (1-methylpiperidin-4- yl)ureido)ethyl)phenyl)ethynyl)thiophene- 2-carboxylate
H0762
3-(1-(2,3-dichloro-4-(furan-2- ylethynyl)phenyl)ethyl)-1-methyl-1-(1- methylpiperidin-4-yl)urea
H0751
3-(1-(2,3-dichloro-4-(thiazol-4- ylethynyl)phenyl)ethyl)-1-methyl-1-(1- methylpiperidin-4-yl)urea
H0763
3-(1-(4-((1H-imidazol-4-yl)ethynyl)-2,3- dichlorophenyl)ethyl)-1-methyl-1-(1- methylpiperidin-4-yl)urea
H0759
3-(1-(2,3-dichloro-4-(thiophen-3- ylethynyl)phenyl)ethyl)-1-methyl-1-(1- methylpiperidin-4-yl)urea
H0785
3-(1-(2,3-dichloro-4-(3-(thiophen-2- yl)prop-1-yn-1-yl)phenyl)ethyl)-1- methyl-1-(1-methylpiperidin-4-yl)urea
H0754
3-(1-(2,3-dichloro-4-(thiazol-2- ylethynyl)phenyl)ethyl)-1-methyl-1-(1- methylpiperidin-4-yl)urea
H0753
3-(1-(2,3-dichloro-4-(pyrimidin-5- ylethynyl)phenyl)ethyl)-1-methyl-1-(1- methylpiperidin-4-yl)urea
H0609
3-(1-(2,3-dichloro-4- (phenylethynyl)phenyl)ethyl)-1-methyl-1- (1-methylpiperidin-4-yl)urea
H0764
3-(1-(2,3-dichloro-4- (cyclopropylethynyl)phenyl)ethyl)-1- methyl-1-(1-methylpiperidin-4-yl)urea
H0818
3-(1-(2,3-dichloro-4- (cyclopropylethynyl)phenyl)ethyl)-1- methyl-1-(1-methylpiperidin-4-yl)urea (single enantiomer)
H0819
3-(1-(2,3-dichloro-4- (cyclopropylethynyl)phenyl)ethyl)-1- methyl-1-(1-methylpiperidin-4-yl)urea (single enantiomer)
H0838
3-((S)-1-(2,3-dichloro-4- (cyclopropylethynyl)phenyl)ethyl)-1- methyl-1-(1-methylpyrrolidin-3-yl)urea
H0855
3-(1-(3-chloro-4-(cyclopropylethynyl)-2- fluorophenyl)ethyl)-1-methyl-1-(1- methylpiperidin-4-yl)urea
H0884
3-(1-(4,5-dichloro-6- (cyclopropylethynyl)pyridin-3-yl)ethyl)- 1-methyl-1-(1-methylpiperidin-4-yl)urea
H0811
3-(1-(2,3-dichloro-4- (cyclopentylethynyl)phenyl)ethyl)-1- methyl-1-(1-methylpiperidin-4-yl)urea
H0812
3-(1-(2,3-dichloro-4-(3-(4- methylpiperazin-1-yl)prop-1-yn-1- yl)phenyl)ethyl)-1-methyl-1-(1- methylpiperidin-4-yl)urea
H0740
3-(2-cyclopropyl-1-(2,3-dichloro-4- ethynylphenyl)ethyl)-1-methoxy-1-(1- methylpiperidin-4-yl)urea
H0742
3-(1-(2,3-dichloro-4- ethynylphenyl)ethyl)-1-methoxy-1-(1- methylpiperidin-4-yl)urea
H0745
3-(1-(2,3-dichloro-4- ethynylphenyl)ethyl)-1-hydroxy-1-(1- methylpiperidin-4-yl)urea
H0749
3-(1-(2,3-dichloro-4- ethynylphenyl)ethyl)-1-ethoxy-1-(1- methylpiperidin-4-yl)urea
H0744
3-(2-cyclopropyl-1-(2,3-dichloro-4- ethynylphenyl)ethyl)-1-ethoxy-1-(1- methylpiperidin-4-yl)urea
H0626
3-(1-(2,3-dichloro-4-vinylphenyl)ethyl)- 1-methyl-1-(1-methylpiperidin-4-yl)urea
H0767
(E)-3-(1-(2,3-dichloro-4-(2-(thiophen-2- yl)vinyl)phenyl)ethyl)-1-methyl-1-(1- methylpiperidin-4-yl)urea
H0772
N-(2,3-dichloro-4-(1-(3-methyl-3-(1- methylpiperidin-4- yl)ureido)ethyl)phenyl)thiophene-2- carboxamide
H0773
2,3-dichloro-4-(1-(3-methyl-3-(1- methylpiperidin-4-yl)ureido)ethyl)-N- (thiophen-2-yl)benzamide
H0784
3-(1-(2,3-dichloro-4-(3-(thiophen-2- yl)ureido)phenyl)ethyl)-1-methyl-1-(1- methylpiperidin-4-yl)urea
H0777
3-(1-(2,3-dichloro-4-(thiophen-2- ylamino)phenyl)ethyl)-1-methyl-1-(1- methylpiperidin-4-yl)urea
H0846
3-(1-(2,3-dichloro-4- (cyclopropylamino)phenyl)ethyl)-1- methyl-1-(1-methylpiperidin-4-yl)urea
H0875
3-(1-(2,3-dichloro-4- cyclopropoxyphenyl)ethyl)-1-methyl-1- (1-methylpiperidin-4-yl)urea
H0628
3-(1-(2,3-dichloro-4-ethylphenyl)ethyl)-1- methyl-1-(1-methylpiperidin-4-yl)urea
H0630
3-(1-(2,3-dichloro-4- (cyanomethyl)phenyl)ethyl)-1-methyl-1- (1-methylpiperidin-4-yl)urea
H0633
3-(1-(2,3-dichloro-4- (hydroxymethyl)phenyl)ethyl)-1-methyl- 1-(1-methylpiperidin-4-yl)urea
H0634
3-(1-(2,3-dichloro-4- (fluoromethyl)phenyl)ethyl)-1-methyl-1- (1-methylpiperidin-4-yl)urea
H0640
3-(1-(2,3-dichloro-4-formylphenyl)ethyl)- 1-methyl-1-(1-methylpiperidin-4-yl)urea
H0645
3-(1-(2,3-dichloro-4-(1,3-dioxolan-2- yl)phenyl)ethyl)-1-methyl-1-(1- methylpiperidin-4-yl)urea
H0641
methyl (E)-3-(2,3-dichloro-4-(1-(3- methyl-3-(1-methylpiperidin-4- yl)ureido)ethyl)phenyl)acrylate
H0702
(Z)-3-(1-(2,3-dichloro-4-(1-chloro-3- oxobut-1-en-1-yl)phenyl)ethyl)-1-methyl- 1-(1-methylpiperidin-4-yl)urea
H0643
3-(1-(2,3-dichloro-4-(3- hydroxypropyl)phenyl)ethyl)-1-methyl-1- (1-methylpiperidin-4-yl)urea
H0522
2,3-dichloro-4-(1-(3-methyl-3-(1- methylpiperidin-4- yl)ureido)ethyl)benzamide
H0523
3-(1-(2,3-dichloro-4-cyanophenyl)ethyl)- 1-methyl-1-(1-methylpiperidin-4-yl)urea
H0876
1-methyl-1-(1-methylpiperidin-4-yl)-3-(1- (4,5,6-trichloropyridin-3-yl)ethyl)urea
or a pharmaceutically acceptable salt thereof.