HUP9601036A2 - Hydroxamic acid derivatives of aryl sulfonyl cyclic amines and pharmaceutical compositions containg them - Google Patents
Hydroxamic acid derivatives of aryl sulfonyl cyclic amines and pharmaceutical compositions containg themInfo
- Publication number
- HUP9601036A2 HUP9601036A2 HU9601036A HUP9601036A HUP9601036A2 HU P9601036 A2 HUP9601036 A2 HU P9601036A2 HU 9601036 A HU9601036 A HU 9601036A HU P9601036 A HUP9601036 A HU P9601036A HU P9601036 A2 HUP9601036 A2 HU P9601036A2
- Authority
- HU
- Hungary
- Prior art keywords
- alkyl
- aryl
- heteroaryl
- piperidyl
- piperazino
- Prior art date
Links
- 125000004391 aryl sulfonyl group Chemical group 0.000 title abstract 3
- NEAQRZUHTPSBBM-UHFFFAOYSA-N 2-hydroxy-3,3-dimethyl-7-nitro-4h-isoquinolin-1-one Chemical compound C1=C([N+]([O-])=O)C=C2C(=O)N(O)C(C)(C)CC2=C1 NEAQRZUHTPSBBM-UHFFFAOYSA-N 0.000 title 1
- 239000002253 acid Substances 0.000 title 1
- 239000008194 pharmaceutical composition Substances 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 46
- 125000003118 aryl group Chemical group 0.000 abstract 18
- 125000001072 heteroaryl group Chemical group 0.000 abstract 15
- 125000005936 piperidyl group Chemical group 0.000 abstract 13
- 125000002252 acyl group Chemical group 0.000 abstract 6
- 125000003545 alkoxy group Chemical group 0.000 abstract 6
- -1 morpholino, thiomorpholino, piperidino, pyrrolidino, piperidyl Chemical group 0.000 abstract 5
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 5
- 125000004644 alkyl sulfinyl group Chemical group 0.000 abstract 4
- 125000004414 alkyl thio group Chemical group 0.000 abstract 4
- 125000005110 aryl thio group Chemical group 0.000 abstract 4
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 4
- 125000005842 heteroatom Chemical group 0.000 abstract 4
- 125000004193 piperazinyl group Chemical group 0.000 abstract 4
- 125000004442 acylamino group Chemical group 0.000 abstract 3
- 125000004423 acyloxy group Chemical group 0.000 abstract 3
- 125000003342 alkenyl group Chemical group 0.000 abstract 3
- 125000004390 alkyl sulfonyl group Chemical group 0.000 abstract 3
- 125000000304 alkynyl group Chemical group 0.000 abstract 3
- 125000005553 heteroaryloxy group Chemical group 0.000 abstract 3
- 125000005035 acylthio group Chemical group 0.000 abstract 2
- 125000003282 alkyl amino group Chemical group 0.000 abstract 2
- 125000001769 aryl amino group Chemical group 0.000 abstract 2
- 125000004104 aryloxy group Chemical group 0.000 abstract 2
- 125000005241 heteroarylamino group Chemical group 0.000 abstract 2
- 125000005368 heteroarylthio group Chemical group 0.000 abstract 2
- 125000002768 hydroxyalkyl group Chemical group 0.000 abstract 2
- 101100495913 Arabidopsis thaliana CHR17 gene Proteins 0.000 abstract 1
- 125000004103 aminoalkyl group Chemical group 0.000 abstract 1
- 125000002393 azetidinyl group Chemical group 0.000 abstract 1
- LTVOKYUPTHZZQH-UHFFFAOYSA-N difluoromethane Chemical group F[C]F LTVOKYUPTHZZQH-UHFFFAOYSA-N 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 125000003392 indanyl group Chemical group C1(CCC2=CC=CC=C12)* 0.000 abstract 1
- 125000003387 indolinyl group Chemical group N1(CCC2=CC=CC=C12)* 0.000 abstract 1
- 125000004594 isoindolinyl group Chemical group C1(NCC2=CC=CC=C12)* 0.000 abstract 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Substances OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 1
- 125000002757 morpholinyl group Chemical group 0.000 abstract 1
- 125000002112 pyrrolidino group Chemical group [*]N1C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 abstract 1
- 125000000719 pyrrolidinyl group Chemical group 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 125000003039 tetrahydroisoquinolinyl group Chemical group C1(NCCC2=CC=CC=C12)* 0.000 abstract 1
- 125000001712 tetrahydronaphthyl group Chemical group C1(CCCC2=CC=CC=C12)* 0.000 abstract 1
- 125000000147 tetrahydroquinolinyl group Chemical group N1(CCCC2=CC=CC=C12)* 0.000 abstract 1
- 125000004568 thiomorpholinyl group Chemical group 0.000 abstract 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
1-Arylsulphonyl-piperidine- 2-hydroxamic acids and analogues with related heterocycles, of formula (I), and their salts, are new. X = C, O, or S; Y = C, O, S, SO, SO2, or N; R1-R9 = H, 1-6C alkyl (opt. substd. by 1-6C alkylamino, 1-6C alkylthio, 1-6C alkoxy, CF3, 6-10C aryl, 5-9C heteroaryl, 6-10C arylamino, 6-10C aryloxy, 6-10C arylthio, 5-9C heteroaryl-amino, 5-9C heteroaryloxy, 5-9C heteroarylthio, 6-10C aryl(6-10C aryl), 3-6C cycloalkyl, 1-6C hydroxyalkyl, (1-6C alkyl)hydroxymethylene, piperazinyl, 6-10C aryl(1-6C alkoxy), 5-9C heteroaryl(1-6C alkoxy); 1-6C acylamino, acylthio, acyloxy, alkylsulphinyl, or alkylsulphonyl; 6-10C arylsulphinyl or arylsulphonyl; amino, or mono- or di- (1-6C alkyl)amino), 2-6C alkenyl or alkynyl, 6-10C aryl-(2-6C alkenyl or alkynyl), 5-9C heteroaryl(2-6C alkenyl or alkynyl); 1-6C alkylamino, alkoxy, or alkylthio; CF3, 1-6C alkyl(difluoromethylene), 1-3C alkyl-(difluoromethylene)(1-3C alkyl); or 6-10C aryl, aryloxy, arylthio, or arylamino; or 5-9C heteroaryl, heteroaryloxy, heteroarylthio, or heteroaryl-amino; 3-6C cycloalkyl, 2-7C alkyl-methanol, piperidyl, 1-6C alkylpiperidyl; 1-6C acylamino, acyloxy, or acylthio; (1-6C acyl)piperazino(1-6C alkyl), (6-10C aryl)piperazino, (5-9C heteroaryl)piperazino, (1-6C alkyl)piperazino, (6-10C aryl 1-6C alkyl)piperazino, (5-9C heteroaryl 1-6C alkyl)piperazino, morpholino, thiomorpholino, piperidino, pyrrolidino, piperidyl, (1-6C alkyl)piperidyl, (6-10C aryl)piperidyl, (5-9C heteroaryl)piperidyl, (1-6C alkyl)piperidyl(1-6C alkyl), (6-10C aryl)piperidyl(1-6C alkyl), (5-9C heteroaryl)piperidyl(1-6C alkyl), (1-6C acyl)piperidyl, or (CH2)n-CO-Z; or R1+R2, R3+R4, or R5+R6 = O; or R1+R2, R3+R4, R5+R6, or R7+R8 = 3-6C cycloalkyl, oxa-cyclohexyl, thia-cyclohexyl, indanyl, tetrahydronaphthyl, or (1-R24)-piperidyl; n = 1-6; Z = OH, 1-6C alkoxy, or NR14R15; R14, R15 = H, 1-6C alkyl (opt. substd. by (1-6C alkyl)piperidyl, (6-10C aryl)piperidyl, (5-9C heteroaryl)piperidyl, 6-10C aryl, 5-9C heteroaryl, 6-10C aryl(6-10C aryl), 3-6C cycloalkyl, R16-(2-6C alkyl), (1-5C alkyl)CHR16(1-6C alkyl), R17-(1-6C alkyl), (1-5C alkyl)CHR17(1-6C alkyl), or CHR18COR19; R16 = OH, piperazino; 1-6C acyloxy, acylamino, alkylthio, alkylsulphinyl, or alkylsulphonyl; 6-10C arylthio, alkylsulphinyl, or arylsulphonyl; amino, mono- or di-(1-6C alkyl)amino, (1-6C acyl)piperazino, (1-6C alkyl)piperazino, (6-10C aryl-1-6C alkyl)piperazino, (5-9C heteroaryl-1-6C alkyl)piperazino, morpholino, thiomorpholino, piperidino, or pyrrolidino; R17 = piperidyl or (1-6C alkyl)piperidyl; R18 = H, 1-6C alkyl, 6-10C aryl(1-6C alkyl), 5-9C heteroaryl(1-6C alkyl), 1-6C alkylthio(1-6C alkyl), 6-10C arylthio(1-6C alkyl), 1-6C alkylsulphinyl or alkylsulphonyl-(1-6C alkyl), 6-10C arylsulphinyl- or arylsulphonyl-(1-6C alkyl), 1-6C aminoalkyl or hydroxyalkyl, mono- or di (1-6C alkyl)amino(1-6C alkyl), R20R21NCO(1-6C alkyl), or R20OCO(1-6C alkyl); R19 = OR22 or NR22R23; R20-R23 = H, 1-6C alkyl, 6-10C aryl(1-6C alkyl), or 5-9C heteroaryl(1-6C alkyl); or R14+R15, R20+R21, or R22+R23 = azetidinyl, pyrrolidinyl, morpholinyl, thiamorpholinyl, indolinyl, isoindolinyl, tetrahydroquinolinyl, tetrahydroisoquinolinyl, (1-6C acyl)piperazinyl, (6-10C aryl)piperazinyl, (5-9C heteroaryl)piperazinyl, or a diaza-bicycloalkyl gp. (a)-(e); r = 1-3; m = 1 or 2; p = 0 or 1; Q = H, 1-3C alkyl, 1-6C acyl, or 2-7C alkoxycarbamoyl; R24 = H, 1-6C acyl, alkylsulphonyl, or alkyl, 6-10C aryl(1-6C alkyl), or 5-9C heteroaryl(1-6C alkyl); and Ar = 6-10C aryl or 5-9C heteroaryl (both opt. substd. by 1-6C alkyl, one or two 1-6C alkoxy, 6-12C aryloxy, or 5-9C heteroaryloxy); provided that; (i) in the pairs R1 and R2, R3 and R4, R5 and R6, and R7 and R8, either both or neither are H; (ii) when R1, R2, or R9 are substits. with a heteroatom, then the heteroatom is not bonded directly to the 2- or 6-positions; (iii) when X = N, then R4 is absent; (iv) when X = O, S, SO, SO2, or N, and when any of R1, R2, R5, R6 is a substit. with a heteroatom, then the heteroatom is not bonded directly at the 4- or 6-positions; (v) when Y = O, S,
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| HU9601036A HUP9601036A3 (en) | 1996-04-19 | 1996-04-19 | Hydroxamic acid derivatives of aryl sulfonyl cyclic amines and pharmaceutical compositions containg them |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| HU9601036A HUP9601036A3 (en) | 1996-04-19 | 1996-04-19 | Hydroxamic acid derivatives of aryl sulfonyl cyclic amines and pharmaceutical compositions containg them |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| HU9601036D0 HU9601036D0 (en) | 1996-06-28 |
| HUP9601036A2 true HUP9601036A2 (en) | 1996-12-30 |
| HUP9601036A3 HUP9601036A3 (en) | 1999-08-30 |
Family
ID=89993900
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HU9601036A HUP9601036A3 (en) | 1996-04-19 | 1996-04-19 | Hydroxamic acid derivatives of aryl sulfonyl cyclic amines and pharmaceutical compositions containg them |
Country Status (1)
| Country | Link |
|---|---|
| HU (1) | HUP9601036A3 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1921062A2 (en) * | 2000-03-15 | 2008-05-14 | Ambrilia Biopharma Inc. | Amino acid derivatives as HIV aspartyl protease inhibitors |
-
1996
- 1996-04-19 HU HU9601036A patent/HUP9601036A3/en unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1921062A2 (en) * | 2000-03-15 | 2008-05-14 | Ambrilia Biopharma Inc. | Amino acid derivatives as HIV aspartyl protease inhibitors |
Also Published As
| Publication number | Publication date |
|---|---|
| HU9601036D0 (en) | 1996-06-28 |
| HUP9601036A3 (en) | 1999-08-30 |
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