RU2002101935A - Amine and amide derivatives as ligands for the neuropeptide Y receptor Y5 used to treat obesity and other disorders - Google Patents
Amine and amide derivatives as ligands for the neuropeptide Y receptor Y5 used to treat obesity and other disordersInfo
- Publication number
- RU2002101935A RU2002101935A RU2002101935/04A RU2002101935A RU2002101935A RU 2002101935 A RU2002101935 A RU 2002101935A RU 2002101935/04 A RU2002101935/04 A RU 2002101935/04A RU 2002101935 A RU2002101935 A RU 2002101935A RU 2002101935 A RU2002101935 A RU 2002101935A
- Authority
- RU
- Russia
- Prior art keywords
- substituted
- aryl
- methylene
- group
- amino
- Prior art date
Links
- 201000010099 disease Diseases 0.000 title claims 7
- 208000008589 Obesity Diseases 0.000 title claims 2
- 235000020824 obesity Nutrition 0.000 title claims 2
- 102100015117 NPY5R Human genes 0.000 title 1
- 101700005832 NPY6R Proteins 0.000 title 1
- 150000001408 amides Chemical class 0.000 title 1
- 150000001412 amines Chemical class 0.000 title 1
- 230000027455 binding Effects 0.000 title 1
- 239000003446 ligand Substances 0.000 title 1
- -1 nitro, amino Chemical group 0.000 claims 25
- 150000001875 compounds Chemical class 0.000 claims 15
- 125000003118 aryl group Chemical group 0.000 claims 13
- 125000002947 alkylene group Chemical group 0.000 claims 12
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 12
- 125000000217 alkyl group Chemical group 0.000 claims 11
- 229910052739 hydrogen Inorganic materials 0.000 claims 9
- 239000001257 hydrogen Substances 0.000 claims 9
- 125000001624 naphthyl group Chemical group 0.000 claims 8
- 125000005420 sulfonamido group Chemical group S(=O)(=O)(N*)* 0.000 claims 6
- 125000003545 alkoxy group Chemical group 0.000 claims 5
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 5
- 229910052736 halogen Inorganic materials 0.000 claims 5
- 150000002367 halogens Chemical class 0.000 claims 5
- 150000002431 hydrogen Chemical class 0.000 claims 5
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims 5
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims 5
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 5
- 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 claims 4
- 125000004450 alkenylene group Chemical group 0.000 claims 4
- 125000004419 alkynylene group Chemical group 0.000 claims 4
- 125000001072 heteroaryl group Chemical group 0.000 claims 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 4
- 125000004482 piperidin-4-yl group Chemical group N1CCC(CC1)* 0.000 claims 4
- 125000004575 3-pyrrolidinyl group Chemical group [H]N1C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 3
- 125000002993 cycloalkylene group Chemical group 0.000 claims 3
- 125000004890 (C1-C6) alkylamino group Chemical group 0.000 claims 2
- 125000003161 (C1-C6) alkylene group Chemical group 0.000 claims 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 2
- 102000003797 Neuropeptides Human genes 0.000 claims 2
- 108090000189 Neuropeptides Proteins 0.000 claims 2
- 125000000738 acetamido group Chemical group [H]C([H])([H])C(=O)N([H])[*] 0.000 claims 2
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims 2
- 125000004414 alkyl thio group Chemical group 0.000 claims 2
- 125000004104 aryloxy group Chemical group 0.000 claims 2
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims 2
- 125000006310 cycloalkyl amino group Chemical group 0.000 claims 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims 2
- 125000004663 dialkyl amino group Chemical group 0.000 claims 2
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims 2
- XGUFRJDLLIMYOT-UHFFFAOYSA-N hexanamide;dihydrochloride Chemical compound Cl.Cl.CCCCCC(N)=O XGUFRJDLLIMYOT-UHFFFAOYSA-N 0.000 claims 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 2
- 125000000547 substituted alkyl group Chemical group 0.000 claims 2
- 125000004950 trifluoroalkyl group Chemical group 0.000 claims 2
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims 1
- UDJUQIOVMDEMKZ-WIFSAEPPSA-N 2-(4-acetyl-4-phenylpiperidin-1-yl)-N-[(1R,2S)-1-(pyridin-3-ylmethyl)-1,2,3,4-tetrahydronaphthalen-2-yl]acetamide;dihydrochloride Chemical compound Cl.Cl.C([C@@H]1C2=CC=CC=C2CC[C@@H]1NC(=O)CN1CCC(CC1)(C(=O)C)C=1C=CC=CC=1)C1=CC=CN=C1 UDJUQIOVMDEMKZ-WIFSAEPPSA-N 0.000 claims 1
- STXCOPYXHYEIDU-IMCKJZAHSA-N 2-(4-oxo-1-phenyl-1,3,8-triazaspiro[4.5]decan-8-yl)-N-[(1R,2S)-1-(pyridin-3-ylmethyl)-1,2,3,4-tetrahydronaphthalen-2-yl]acetamide;dihydrochloride Chemical compound Cl.Cl.N([C@@H]1[C@@H](C2=CC=CC=C2CC1)CC=1C=NC=CC=1)C(=O)CN(CC1)CCC1(C(NC1)=O)N1C1=CC=CC=C1 STXCOPYXHYEIDU-IMCKJZAHSA-N 0.000 claims 1
- 125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 claims 1
- XZJQNQOTPICCDM-XDFFCZIVSA-N 5-amino-2-fluoro-3-[6-[[(1R,2S)-6-hydroxy-1-(pyridin-3-ylmethyl)-1,2,3,4-tetrahydronaphthalen-2-yl]amino]hexyl]benzenesulfonamide;trihydrochloride Chemical compound Cl.Cl.Cl.NS(=O)(=O)C1=CC(N)=CC(CCCCCCN[C@@H]2[C@@H](C3=CC=C(O)C=C3CC2)CC=2C=NC=CC=2)=C1F XZJQNQOTPICCDM-XDFFCZIVSA-N 0.000 claims 1
- IQAVOEYEZVSMDL-ACBJRQQWSA-N 5-amino-2-fluoro-3-[6-[[(1R,2S)-6-methoxy-1-(pyridin-3-ylmethyl)-1,2,3,4-tetrahydronaphthalen-2-yl]amino]hexyl]benzenesulfonamide;trihydrochloride Chemical compound Cl.Cl.Cl.C([C@@H]1C2=CC=C(C=C2CC[C@@H]1NCCCCCCC=1C(=C(C=C(N)C=1)S(N)(=O)=O)F)OC)C1=CC=CN=C1 IQAVOEYEZVSMDL-ACBJRQQWSA-N 0.000 claims 1
- 208000000044 Amnesia Diseases 0.000 claims 1
- 206010002855 Anxiety Diseases 0.000 claims 1
- 206010057666 Anxiety disease Diseases 0.000 claims 1
- 206010006550 Bulimia nervosa Diseases 0.000 claims 1
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 1
- BSIOXXGIXAISII-MEDVLZDMSA-N Cl.C1=CC(F)=CC=C1C(CC=1C=NC=CC=1)CNC(=O)[C@@H]1CC[C@@H](CNS(=O)(=O)C=2C(=CC=CC=2)F)CC1 Chemical compound Cl.C1=CC(F)=CC=C1C(CC=1C=NC=CC=1)CNC(=O)[C@@H]1CC[C@@H](CNS(=O)(=O)C=2C(=CC=CC=2)F)CC1 BSIOXXGIXAISII-MEDVLZDMSA-N 0.000 claims 1
- 206010012601 Diabetes mellitus Diseases 0.000 claims 1
- 206010015037 Epilepsy Diseases 0.000 claims 1
- 208000002720 Malnutrition Diseases 0.000 claims 1
- 241000124008 Mammalia Species 0.000 claims 1
- 206010027599 Migraine Diseases 0.000 claims 1
- 208000008085 Migraine Disorders Diseases 0.000 claims 1
- HYVJTAHUCBYGEH-AJUXDCMMSA-N N-[(1R,2R)-6-methoxy-1-(pyridin-3-ylmethyl)-1,2,3,4-tetrahydronaphthalen-2-yl]-2-[4-(2-oxo-3H-benzimidazol-1-yl)piperidin-1-yl]acetamide;dihydrochloride Chemical compound Cl.Cl.C([C@@H]1C2=CC=C(C=C2CC[C@H]1NC(=O)CN1CCC(CC1)N1C(NC2=CC=CC=C21)=O)OC)C1=CC=CN=C1 HYVJTAHUCBYGEH-AJUXDCMMSA-N 0.000 claims 1
- IVNRIYTYCMBLKE-JQJBDSOESA-N N-[(1R,2S)-6-hydroxy-1-(pyridin-3-ylmethyl)-1,2,3,4-tetrahydronaphthalen-2-yl]-2-[4-(2-oxo-3H-benzimidazol-1-yl)piperidin-1-yl]acetamide;dihydrochloride Chemical compound Cl.Cl.C([C@@H]1C2=CC=C(C=C2CC[C@@H]1NC(=O)CN1CCC(CC1)N1C(NC2=CC=CC=C21)=O)O)C1=CC=CN=C1 IVNRIYTYCMBLKE-JQJBDSOESA-N 0.000 claims 1
- HYVJTAHUCBYGEH-IBUTWNQASA-N N-[(1R,2S)-6-methoxy-1-(pyridin-3-ylmethyl)-1,2,3,4-tetrahydronaphthalen-2-yl]-2-[4-(2-oxo-3H-benzimidazol-1-yl)piperidin-1-yl]acetamide;dihydrochloride Chemical compound Cl.Cl.C([C@@H]1C2=CC=C(C=C2CC[C@@H]1NC(=O)CN1CCC(CC1)N1C(NC2=CC=CC=C21)=O)OC)C1=CC=CN=C1 HYVJTAHUCBYGEH-IBUTWNQASA-N 0.000 claims 1
- XDGMDQIVHINIAE-UHFFFAOYSA-N N-[2-(4-fluorophenyl)-3-pyridin-3-ylpropyl]-2-[4-[(2-fluorophenyl)sulfonylamino]piperidin-1-yl]acetamide;2,2,2-trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F.OC(=O)C(F)(F)F.C1=CC(F)=CC=C1C(CC=1C=NC=CC=1)CNC(=O)CN1CCC(NS(=O)(=O)C=2C(=CC=CC=2)F)CC1 XDGMDQIVHINIAE-UHFFFAOYSA-N 0.000 claims 1
- 206010029333 Neurosis Diseases 0.000 claims 1
- 208000002193 Pain Diseases 0.000 claims 1
- 206010040984 Sleep disease Diseases 0.000 claims 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 1
- 125000004457 alkyl amino carbonyl group Chemical group 0.000 claims 1
- 125000003282 alkyl amino group Chemical group 0.000 claims 1
- 125000005196 alkyl carbonyloxy group Chemical group 0.000 claims 1
- 230000036506 anxiety Effects 0.000 claims 1
- 125000003435 aroyl group Chemical group 0.000 claims 1
- 125000001769 aryl amino group Chemical group 0.000 claims 1
- 125000005418 aryl aryl group Chemical group 0.000 claims 1
- 125000003739 carbamimidoyl group Chemical group C(N)(=N)* 0.000 claims 1
- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 claims 1
- 125000000000 cycloalkoxy group Chemical group 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims 1
- 125000005349 heteroarylcycloalkyl group Chemical group 0.000 claims 1
- 230000001071 malnutrition Effects 0.000 claims 1
- 235000000824 malnutrition Nutrition 0.000 claims 1
- 201000006487 neurotic disease Diseases 0.000 claims 1
- 230000001575 pathological Effects 0.000 claims 1
- 125000003170 phenylsulfonyl group Chemical group C1(=CC=CC=C1)S(=O)(=O)* 0.000 claims 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 230000001850 reproductive Effects 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 230000001568 sexual Effects 0.000 claims 1
- 239000011780 sodium chloride Substances 0.000 claims 1
- 125000005415 substituted alkoxy group Chemical group 0.000 claims 1
- 125000003107 substituted aryl group Chemical group 0.000 claims 1
- 125000005346 substituted cycloalkyl group Chemical group 0.000 claims 1
- 0 *CCNCCN* Chemical compound *CCNCCN* 0.000 description 2
- SHJFISWGJPIUAT-UHFFFAOYSA-N CC(C)(C)OC(NC1CCN(CC(NCC(Cc2cccnc2)c2ccccc2)=O)CC1)=O Chemical compound CC(C)(C)OC(NC1CCN(CC(NCC(Cc2cccnc2)c2ccccc2)=O)CC1)=O SHJFISWGJPIUAT-UHFFFAOYSA-N 0.000 description 1
- OTEPPSIFPAKFFN-UHFFFAOYSA-N CC(C1(CCN(CC(NC2C(Cc3cccnc3)c3ccccc3CC2)=O)CC1)c1ccccc1)=O Chemical compound CC(C1(CCN(CC(NC2C(Cc3cccnc3)c3ccccc3CC2)=O)CC1)c1ccccc1)=O OTEPPSIFPAKFFN-UHFFFAOYSA-N 0.000 description 1
- YZKYSWOCZDTGMP-UHFFFAOYSA-N COc1ccccc1N1CCN(CC(NCC(Cc2cccnc2)c2ccccc2)=O)CC1 Chemical compound COc1ccccc1N1CCN(CC(NCC(Cc2cccnc2)c2ccccc2)=O)CC1 YZKYSWOCZDTGMP-UHFFFAOYSA-N 0.000 description 1
- YHEJUHYBAFPHDQ-UHFFFAOYSA-N COc1ccccc1N1CCN(CCNC2C(Cc3cccnc3)c3ccccc3CC2)CC1 Chemical compound COc1ccccc1N1CCN(CCNC2C(Cc3cccnc3)c3ccccc3CC2)CC1 YHEJUHYBAFPHDQ-UHFFFAOYSA-N 0.000 description 1
- LWBHMPHZNDQQGB-UHFFFAOYSA-N COc1ccccc1N1CCN(CCNCC(Cc2cccnc2)c2ccccc2)CC1 Chemical compound COc1ccccc1N1CCN(CCNCC(Cc2cccnc2)c2ccccc2)CC1 LWBHMPHZNDQQGB-UHFFFAOYSA-N 0.000 description 1
- ALVGMHQSSHZIGN-UHFFFAOYSA-N NC(CCCCNS(c(cccc1)c1F)(=O)=O)C(NC(CCc1c2)C(Cc3cccnc3)c1ccc2F)=O Chemical compound NC(CCCCNS(c(cccc1)c1F)(=O)=O)C(NC(CCc1c2)C(Cc3cccnc3)c1ccc2F)=O ALVGMHQSSHZIGN-UHFFFAOYSA-N 0.000 description 1
- GHPTYJSUCQVCRC-JNLGVIEDSA-N N[C@@H](CCCCNS(c1ccccc1)(=O)=O)C(N1c2ncccc2CC2c3ccccc3CCC12)=O Chemical compound N[C@@H](CCCCNS(c1ccccc1)(=O)=O)C(N1c2ncccc2CC2c3ccccc3CCC12)=O GHPTYJSUCQVCRC-JNLGVIEDSA-N 0.000 description 1
- NVSISLQEWMFZDG-BGERDNNASA-N N[C@@H](CCCCNS(c1ccccc1)(=O)=O)CNC1Cc2ccccc2CC1 Chemical compound N[C@@H](CCCCNS(c1ccccc1)(=O)=O)CNC1Cc2ccccc2CC1 NVSISLQEWMFZDG-BGERDNNASA-N 0.000 description 1
- FGVGVQNEUBDGRD-UHFFFAOYSA-N O=C(CN(CC1)CC1NC(c1ccccc1)=O)NCC(Cc1cccnc1)c1ccccc1 Chemical compound O=C(CN(CC1)CC1NC(c1ccccc1)=O)NCC(Cc1cccnc1)c1ccccc1 FGVGVQNEUBDGRD-UHFFFAOYSA-N 0.000 description 1
- LXAXRUWOLYDUTO-UHFFFAOYSA-N Oc1ccc(C(Cc2cccnc2)CNC(CN(CC2)CCC2(C(NC2)=O)N2c2ccccc2)=O)cc1 Chemical compound Oc1ccc(C(Cc2cccnc2)CNC(CN(CC2)CCC2(C(NC2)=O)N2c2ccccc2)=O)cc1 LXAXRUWOLYDUTO-UHFFFAOYSA-N 0.000 description 1
Claims (16)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US14606999P | 1999-07-28 | 1999-07-28 | |
US60/146,069 | 1999-07-28 |
Publications (2)
Publication Number | Publication Date |
---|---|
RU2002101935A true RU2002101935A (en) | 2003-08-10 |
RU2228927C2 RU2228927C2 (en) | 2004-05-20 |
Family
ID=22515737
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
RU2002101935/04A RU2228927C2 (en) | 1999-07-28 | 2000-07-27 | Derivatives of amines or amides, pharmaceutical composition based on thereof and method for antagonizing receptor y5 of neuropeptide npy |
Country Status (19)
Country | Link |
---|---|
US (3) | US6380224B1 (en) |
EP (2) | EP1493742A1 (en) |
JP (1) | JP2003506367A (en) |
CN (1) | CN1213044C (en) |
AR (1) | AR030676A1 (en) |
AT (1) | ATE306482T1 (en) |
AU (1) | AU783223B2 (en) |
BR (1) | BR0012804A (en) |
CA (1) | CA2380032A1 (en) |
DE (1) | DE60023148T2 (en) |
DK (1) | DK1202986T3 (en) |
ES (1) | ES2250170T3 (en) |
HU (1) | HUP0202143A3 (en) |
MX (1) | MXPA02000927A (en) |
NO (1) | NO20020384L (en) |
NZ (1) | NZ516782A (en) |
RU (1) | RU2228927C2 (en) |
WO (1) | WO2001009120A1 (en) |
ZA (1) | ZA200201660B (en) |
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-
2000
- 2000-07-27 DE DE60023148T patent/DE60023148T2/en not_active Expired - Fee Related
- 2000-07-27 NZ NZ516782A patent/NZ516782A/en unknown
- 2000-07-27 JP JP2001514323A patent/JP2003506367A/en active Pending
- 2000-07-27 MX MXPA02000927A patent/MXPA02000927A/en active IP Right Grant
- 2000-07-27 US US09/626,856 patent/US6380224B1/en not_active Expired - Lifetime
- 2000-07-27 EP EP04077598A patent/EP1493742A1/en not_active Withdrawn
- 2000-07-27 HU HU0202143A patent/HUP0202143A3/en unknown
- 2000-07-27 ES ES00952233T patent/ES2250170T3/en not_active Expired - Lifetime
- 2000-07-27 AR ARP000103892A patent/AR030676A1/en unknown
- 2000-07-27 EP EP00952233A patent/EP1202986B1/en not_active Expired - Lifetime
- 2000-07-27 RU RU2002101935/04A patent/RU2228927C2/en not_active IP Right Cessation
- 2000-07-27 AT AT00952233T patent/ATE306482T1/en not_active IP Right Cessation
- 2000-07-27 BR BR0012804-0A patent/BR0012804A/en not_active Application Discontinuation
- 2000-07-27 DK DK00952233T patent/DK1202986T3/en active
- 2000-07-27 CN CNB008135606A patent/CN1213044C/en not_active Expired - Fee Related
- 2000-07-27 WO PCT/US2000/020482 patent/WO2001009120A1/en active IP Right Grant
- 2000-07-27 CA CA002380032A patent/CA2380032A1/en not_active Abandoned
- 2000-07-27 AU AU64969/00A patent/AU783223B2/en not_active Ceased
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2002
- 2002-01-24 NO NO20020384A patent/NO20020384L/en not_active Application Discontinuation
- 2002-02-07 US US10/071,483 patent/US7071195B2/en not_active Expired - Lifetime
- 2002-02-27 ZA ZA200201660A patent/ZA200201660B/en unknown
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2005
- 2005-10-05 US US11/243,739 patent/US20060052388A1/en not_active Abandoned
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