AU733226B2 - Non-peptide bombesin receptor antagonists - Google Patents
Non-peptide bombesin receptor antagonists Download PDFInfo
- Publication number
- AU733226B2 AU733226B2 AU41466/97A AU4146697A AU733226B2 AU 733226 B2 AU733226 B2 AU 733226B2 AU 41466/97 A AU41466/97 A AU 41466/97A AU 4146697 A AU4146697 A AU 4146697A AU 733226 B2 AU733226 B2 AU 733226B2
- Authority
- AU
- Australia
- Prior art keywords
- phenyl
- methyl
- propionamide
- ureido
- compound according
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Ceased
Links
- 229940122203 Bombesin receptor antagonist Drugs 0.000 title description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 152
- 150000001875 compounds Chemical class 0.000 claims abstract description 87
- 125000004076 pyridyl group Chemical group 0.000 claims abstract description 46
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims abstract description 43
- 239000001257 hydrogen Substances 0.000 claims abstract description 30
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 19
- 108010073466 Bombesin Receptors Proteins 0.000 claims abstract description 11
- 206010028980 Neoplasm Diseases 0.000 claims abstract description 9
- 208000019454 Feeding and Eating disease Diseases 0.000 claims abstract description 8
- 208000018522 Gastrointestinal disease Diseases 0.000 claims abstract description 8
- 208000028017 Psychotic disease Diseases 0.000 claims abstract description 8
- 201000011510 cancer Diseases 0.000 claims abstract description 8
- 125000001041 indolyl group Chemical group 0.000 claims abstract description 8
- 206010027175 memory impairment Diseases 0.000 claims abstract description 8
- 150000003839 salts Chemical class 0.000 claims abstract description 8
- 208000012672 seasonal affective disease Diseases 0.000 claims abstract description 8
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 7
- OXHNLMTVIGZXSG-UHFFFAOYSA-N 1-Methylpyrrole Chemical compound CN1C=CC=C1 OXHNLMTVIGZXSG-UHFFFAOYSA-N 0.000 claims abstract description 3
- 238000011282 treatment Methods 0.000 claims description 40
- 238000000034 method Methods 0.000 claims description 32
- -1 nitro, amino Chemical group 0.000 claims description 32
- 229940080818 propionamide Drugs 0.000 claims description 27
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 25
- 238000004519 manufacturing process Methods 0.000 claims description 22
- 239000003814 drug Substances 0.000 claims description 21
- 102000004862 Gastrin releasing peptide Human genes 0.000 claims description 15
- 108090001053 Gastrin releasing peptide Proteins 0.000 claims description 15
- 125000004432 carbon atom Chemical group C* 0.000 claims description 14
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 13
- YPFNACALNKVZNK-MFNIMNRCSA-N (2s)-2-[(2-aminoacetyl)amino]-n-[(2s)-1-[[(2s)-1-[[(2s)-1-[[(2s,3r)-1-[[2-[[(2s)-1-[[(2s)-1-[[(2s)-1-amino-4-methylsulfanyl-1-oxobutan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]amino]-3-(1h-imidazol-5-yl)-1-oxopropan-2-yl]amino]-2-oxoethyl]amino]-3-hydroxy-1- Chemical compound C([C@@H](C(=O)N[C@@H](CCSC)C(N)=O)NC(=O)[C@H](CC=1NC=NC=1)NC(=O)CNC(=O)[C@@H](NC(=O)[C@H](C)NC(=O)[C@H](CC=1C2=CC=CC=C2NC=1)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(N)=O)NC(=O)CN)[C@@H](C)O)C1=CC=CC=C1 YPFNACALNKVZNK-MFNIMNRCSA-N 0.000 claims description 12
- 102100038819 Neuromedin-B Human genes 0.000 claims description 12
- 101800001639 Neuromedin-B Proteins 0.000 claims description 12
- PUBCCFNQJQKCNC-XKNFJVFFSA-N gastrin-releasingpeptide Chemical compound C([C@@H](C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCSC)C(N)=O)NC(=O)CNC(=O)[C@@H](NC(=O)[C@H](C)NC(=O)[C@H](CC=1C2=CC=CC=C2NC=1)NC(=O)[C@H](CC=1N=CNC=1)NC(=O)[C@H](CC(N)=O)NC(=O)CNC(=O)[C@H](CCCN=C(N)N)NC(=O)[C@H]1N(CCC1)C(=O)[C@H](CC=1C=CC(O)=CC=1)NC(=O)[C@H](CCSC)NC(=O)[C@H](CCCCN)NC(=O)[C@@H](NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)CNC(=O)CNC(=O)CNC(=O)[C@H](C)NC(=O)[C@H]1N(CCC1)C(=O)[C@H](CC(C)C)NC(=O)[C@H]1N(CCC1)C(=O)[C@@H](N)C(C)C)[C@@H](C)O)C(C)C)[C@@H](C)O)C(C)C)C1=CNC=N1 PUBCCFNQJQKCNC-XKNFJVFFSA-N 0.000 claims description 12
- 230000000694 effects Effects 0.000 claims description 11
- 230000003042 antagnostic effect Effects 0.000 claims description 7
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 7
- 208000000587 small cell lung carcinoma Diseases 0.000 claims description 7
- 125000001424 substituent group Chemical group 0.000 claims description 6
- 125000003545 alkoxy group Chemical group 0.000 claims description 5
- 125000000217 alkyl group Chemical group 0.000 claims description 5
- 229910052736 halogen Inorganic materials 0.000 claims description 5
- 150000002367 halogens Chemical class 0.000 claims description 5
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 5
- 239000008194 pharmaceutical composition Substances 0.000 claims description 5
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 4
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 4
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 4
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims description 3
- 239000003937 drug carrier Substances 0.000 claims description 3
- 125000004801 4-cyanophenyl group Chemical group [H]C1=C([H])C(C#N)=C([H])C([H])=C1* 0.000 claims description 2
- 208000020401 Depressive disease Diseases 0.000 claims description 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 2
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 2
- 150000002431 hydrogen Chemical group 0.000 claims description 2
- AEZPANISLZXSDR-UHFFFAOYSA-N n-(2,3-dihydro-1h-inden-1-yl)-2-[[2,6-di(propan-2-yl)phenyl]carbamoylamino]-3-(1h-indol-3-yl)-2-methylpropanamide Chemical compound CC(C)C1=CC=CC(C(C)C)=C1NC(=O)NC(C)(C(=O)NC1C2=CC=CC=C2CC1)CC1=CNC2=CC=CC=C12 AEZPANISLZXSDR-UHFFFAOYSA-N 0.000 claims description 2
- SEMWKAVMQLUWEZ-UHFFFAOYSA-N n-(2-cyclohexylethyl)-2-[[2,6-di(propan-2-yl)phenyl]carbamoylamino]-3-(1h-indol-3-yl)-2-methylpropanamide Chemical compound CC(C)C1=CC=CC(C(C)C)=C1NC(=O)NC(C)(C(=O)NCCC1CCCCC1)CC1=CNC2=CC=CC=C12 SEMWKAVMQLUWEZ-UHFFFAOYSA-N 0.000 claims description 2
- 125000000636 p-nitrophenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)[N+]([O-])=O 0.000 claims description 2
- 230000000052 comparative effect Effects 0.000 claims 13
- HYQCNAAFWMAPKP-UHFFFAOYSA-N 2-[[2,6-di(propan-2-yl)phenyl]carbamoylamino]-2-methyl-3-pyridin-2-yl-n-[(1-pyridin-2-ylcyclohexyl)methyl]propanamide Chemical compound CC(C)C1=CC=CC(C(C)C)=C1NC(=O)NC(C)(C(=O)NCC1(CCCCC1)C=1N=CC=CC=1)CC1=CC=CC=N1 HYQCNAAFWMAPKP-UHFFFAOYSA-N 0.000 claims 1
- PANLPYYFPCVXCU-UHFFFAOYSA-N 2-[[2,6-di(propan-2-yl)phenyl]carbamoylamino]-2-methyl-n-[(1-pyridin-2-ylcyclohexyl)methyl]-3-[2-(trifluoromethyl)phenyl]propanamide Chemical compound CC(C)C1=CC=CC(C(C)C)=C1NC(=O)NC(C)(C(=O)NCC1(CCCCC1)C=1N=CC=CC=1)CC1=CC=CC=C1C(F)(F)F PANLPYYFPCVXCU-UHFFFAOYSA-N 0.000 claims 1
- SAWSWWWTJLJWCF-UHFFFAOYSA-N 2-methyl-3-(2-nitrophenyl)-2-[(4-nitrophenyl)carbamoylamino]-n-[(1-pyridin-2-ylcyclohexyl)methyl]propanamide Chemical compound C=1C=C([N+]([O-])=O)C=CC=1NC(=O)NC(C(=O)NCC1(CCCCC1)C=1N=CC=CC=1)(C)CC1=CC=CC=C1[N+]([O-])=O SAWSWWWTJLJWCF-UHFFFAOYSA-N 0.000 claims 1
- 125000001951 carbamoylamino group Chemical group C(N)(=O)N* 0.000 claims 1
- 125000002883 imidazolyl group Chemical group 0.000 claims 1
- 125000000814 indol-3-yl group Chemical group [H]C1=C([H])C([H])=C2N([H])C([H])=C([*])C2=C1[H] 0.000 claims 1
- PJFOFCXGUIDZLW-UHFFFAOYSA-N n-(2,2-dimethyl-4-phenyl-1,3-dioxan-5-yl)-2-[[2,6-di(propan-2-yl)phenyl]carbamoylamino]-3-(1h-indol-3-yl)-2-methylpropanamide Chemical compound CC(C)C1=CC=CC(C(C)C)=C1NC(=O)NC(C)(C(=O)NC1C(OC(C)(C)OC1)C=1C=CC=CC=1)CC1=CNC2=CC=CC=C12 PJFOFCXGUIDZLW-UHFFFAOYSA-N 0.000 claims 1
- FGRMBSZVMILWFP-UHFFFAOYSA-N n-(cyclohexylmethyl)-2-[[2,6-di(propan-2-yl)phenyl]carbamoyl-methylamino]-3-(1h-indol-3-yl)propanamide Chemical compound CC(C)C1=CC=CC(C(C)C)=C1NC(=O)N(C)C(C(=O)NCC1CCCCC1)CC1=CNC2=CC=CC=C12 FGRMBSZVMILWFP-UHFFFAOYSA-N 0.000 claims 1
- FKOHSYGDMKTNKS-UHFFFAOYSA-N n-(cyclohexylmethyl)-2-[[2,6-di(propan-2-yl)phenyl]carbamoylamino]-3-(1h-indol-3-yl)-2-methylpropanamide Chemical compound CC(C)C1=CC=CC(C(C)C)=C1NC(=O)NC(C)(C(=O)NCC1CCCCC1)CC1=CNC2=CC=CC=C12 FKOHSYGDMKTNKS-UHFFFAOYSA-N 0.000 claims 1
- KWCBBPPGJDRADF-UHFFFAOYSA-N n-(cyclohexylmethyl)-2-[[2,6-di(propan-2-yl)phenyl]carbamoylamino]-3-(1h-indol-3-yl)-n-methylpropanamide Chemical compound CC(C)C1=CC=CC(C(C)C)=C1NC(=O)NC(C(=O)N(C)CC1CCCCC1)CC1=CNC2=CC=CC=C12 KWCBBPPGJDRADF-UHFFFAOYSA-N 0.000 claims 1
- 239000003643 water by type Substances 0.000 claims 1
- 208000022559 Inflammatory bowel disease Diseases 0.000 abstract description 2
- FZWLAAWBMGSTSO-UHFFFAOYSA-N Thiazole Chemical compound C1=CSC=N1 FZWLAAWBMGSTSO-UHFFFAOYSA-N 0.000 abstract description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract description 2
- 208000019116 sleep disease Diseases 0.000 abstract description 2
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- 241000124008 Mammalia Species 0.000 abstract 1
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 abstract 1
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- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 155
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- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 90
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 71
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- BWSDNRQVTFZQQD-AYVHNPTNSA-N phosphoramidon Chemical compound O([P@@](O)(=O)N[C@H](CC(C)C)C(=O)N[C@H](CC=1[C]2C=CC=CC2=NC=1)C(O)=O)[C@H]1O[C@@H](C)[C@H](O)[C@@H](O)[C@@H]1O BWSDNRQVTFZQQD-AYVHNPTNSA-N 0.000 description 1
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- 229920000515 polycarbonate Polymers 0.000 description 1
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- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- MFDFERRIHVXMIY-UHFFFAOYSA-N procaine Chemical compound CCN(CC)CCOC(=O)C1=CC=C(N)C=C1 MFDFERRIHVXMIY-UHFFFAOYSA-N 0.000 description 1
- 229960004919 procaine Drugs 0.000 description 1
- 239000000651 prodrug Substances 0.000 description 1
- 229940002612 prodrug Drugs 0.000 description 1
- ALDITMKAAPLVJK-UHFFFAOYSA-N prop-1-ene;hydrate Chemical group O.CC=C ALDITMKAAPLVJK-UHFFFAOYSA-N 0.000 description 1
- DNIAPMSPPWPWGF-UHFFFAOYSA-N propylene glycol Substances CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 1
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- 229920005989 resin Polymers 0.000 description 1
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- YGSDEFSMJLZEOE-UHFFFAOYSA-M salicylate Chemical compound OC1=CC=CC=C1C([O-])=O YGSDEFSMJLZEOE-UHFFFAOYSA-M 0.000 description 1
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- 230000036186 satiety Effects 0.000 description 1
- 235000019627 satiety Nutrition 0.000 description 1
- HFHDHCJBZVLPGP-UHFFFAOYSA-N schardinger α-dextrin Chemical compound O1C(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(O)C2O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC2C(O)C(O)C1OC2CO HFHDHCJBZVLPGP-UHFFFAOYSA-N 0.000 description 1
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- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 210000002460 smooth muscle Anatomy 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
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- 239000007909 solid dosage form Substances 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/36—Radicals substituted by singly-bound nitrogen atoms
- C07D213/40—Acylated substituent nitrogen atom
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
- C07D209/18—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D209/20—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals substituted additionally by nitrogen atoms, e.g. tryptophane
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/54—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/56—Amides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/89—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members with hetero atoms directly attached to the ring nitrogen atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Indole Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Peptides Or Proteins (AREA)
- Pyridine Compounds (AREA)
- Hydrogenated Pyridines (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US2432396P | 1996-08-22 | 1996-08-22 | |
| US60/024323 | 1996-08-22 | ||
| PCT/US1997/013871 WO1998007718A1 (en) | 1996-08-22 | 1997-08-06 | Non-peptide bombesin receptor antagonists |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| AU4146697A AU4146697A (en) | 1998-03-06 |
| AU733226B2 true AU733226B2 (en) | 2001-05-10 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU41466/97A Ceased AU733226B2 (en) | 1996-08-22 | 1997-08-06 | Non-peptide bombesin receptor antagonists |
Country Status (17)
| Country | Link |
|---|---|
| US (1) | US6194437B1 (enExample) |
| EP (1) | EP0920424B1 (enExample) |
| JP (1) | JP2001500850A (enExample) |
| AT (1) | ATE311383T1 (enExample) |
| AU (1) | AU733226B2 (enExample) |
| BR (1) | BR9711342A (enExample) |
| CA (1) | CA2255966A1 (enExample) |
| DE (1) | DE69734773T2 (enExample) |
| ES (1) | ES2253782T3 (enExample) |
| IL (1) | IL127194A0 (enExample) |
| IS (1) | IS4937A (enExample) |
| NO (1) | NO312669B1 (enExample) |
| NZ (1) | NZ333038A (enExample) |
| PL (1) | PL331710A1 (enExample) |
| TR (1) | TR199900364T2 (enExample) |
| WO (1) | WO1998007718A1 (enExample) |
| ZA (1) | ZA977526B (enExample) |
Families Citing this family (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20030069231A1 (en) * | 1999-10-12 | 2003-04-10 | Klaus Rudolf | Modified aminoacids, pharmaceuticals containing these compounds and method for their production |
| DE69826151T2 (de) * | 1997-12-16 | 2005-01-27 | Warner-Lambert Co. Llc | 1-substituierte-1-aminomethyl-cycloalkan derivate (= gabapentin analoga), deren herstellung und deren verwendung bei der behandlung von neurologischen erkrankungen |
| WO2000037462A1 (en) * | 1998-12-18 | 2000-06-29 | Warner-Lambert Company | Non-peptide nk1 receptors antagonists |
| EP1147092A1 (en) | 1999-01-18 | 2001-10-24 | Novo Nordisk A/S | Substituted imidazoles, their preparation and use |
| GB2369117A (en) * | 2000-11-17 | 2002-05-22 | Warner Lambert Co | Bombesin receptor antagonists |
| GB2369118A (en) * | 2000-11-17 | 2002-05-22 | Warner Lambert Co | Bombesin receptor antagonists |
| BR0017374A (pt) * | 2000-11-17 | 2003-09-30 | Warner Lambert Co | Tratamento de disfunção sexual usando antagonista de bombesina |
| EP1333824B1 (en) * | 2000-11-17 | 2005-09-07 | Warner-Lambert Company LLC | Treatment of sexual dysfunction with bombesin receptor antagonists |
| IL155773A0 (en) * | 2000-12-20 | 2003-12-23 | Warner Lambert Co | Novel uses of non-peptide bombesin receptor antagonists for treating anxiety and panic disorders |
| ES2200617B1 (es) * | 2001-01-19 | 2005-05-01 | Almirall Prodesfarma, S.A. | Derivados de urea como antagonistas de integrinas alfa 4. |
| DE10123163A1 (de) * | 2001-05-09 | 2003-01-16 | Gruenenthal Gmbh | Substituierte Cyclohexan-1,4-diaminderivate |
| US20030031627A1 (en) * | 2001-07-31 | 2003-02-13 | Mallinckrodt Inc. | Internal image antibodies for optical imaging and therapy |
| US8612005B2 (en) * | 2002-02-01 | 2013-12-17 | The Cleveland Clinic Foundation | Neurostimulation for affecting sleep disorders |
| CA2484582A1 (en) * | 2002-05-03 | 2003-11-13 | Warner-Lambert Company Llc | Bombesin antagonists |
| US7244743B2 (en) * | 2002-06-05 | 2007-07-17 | Solvay Pharmaceuticals Gmbh | Non-peptidic BRS-3 agonists |
| BR0314219A (pt) * | 2002-09-11 | 2005-07-19 | Warner Lambert Co | Inibidores do fator xa e outras serina proteases envolvidas na cascata da coagulação |
| US7595312B2 (en) * | 2002-10-25 | 2009-09-29 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Selected CGRP antagonists, processes for preparing them and their use as pharmaceutical compositions |
| US6846836B2 (en) * | 2003-04-18 | 2005-01-25 | Bristol-Myers Squibb Company | N-substituted phenylurea inhibitors of mitochondrial F1F0 ATP hydrolase |
| GB0403578D0 (en) * | 2004-02-18 | 2004-03-24 | Biofocus Discovery Ltd | Compounds which interact with the G-protein coupled receptor family |
| DE102004015723A1 (de) * | 2004-03-29 | 2005-10-20 | Boehringer Ingelheim Pharma | Ausgewählte CGRP-Antagonisten, Verfahren zu deren Herstellung sowie deren Verwendung als Arzneimittel |
| US7795385B2 (en) * | 2004-12-17 | 2010-09-14 | Bexar Global, Inc. | Use of bombesin/gastrin-releasing peptide antagonists for the treatment of inflammatory conditions, acute lung injury and bipolar disorder |
| JPWO2006115135A1 (ja) | 2005-04-21 | 2008-12-18 | アステラス製薬株式会社 | 過敏性腸症候群治療剤 |
| JP5432526B2 (ja) * | 2006-01-06 | 2014-03-05 | サノビオン ファーマシューティカルズ インク | モノアミン再取り込み阻害剤としてのシクロアルキルアミン |
| JPWO2015152128A1 (ja) * | 2014-03-31 | 2017-04-13 | 長瀬産業株式会社 | アミノ酸前駆体、アミノ酸およびその製造方法、ならびに該アミノ酸を用いたｐｅｔ診断用トレーサー |
| CN105884674B (zh) * | 2015-01-05 | 2019-07-26 | 南开大学 | 色氨酸衍生物及制备方法和在防治植物病毒、杀菌、杀虫方面的应用 |
| GB2561540A (en) | 2017-03-13 | 2018-10-24 | Nodthera Ltd | Chemical compounds |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0415413A1 (en) * | 1989-08-31 | 1991-03-06 | Warner-Lambert Company | Acat inhibitors |
| US5200408A (en) * | 1992-02-11 | 1993-04-06 | Laboratoires Upsa | Analgesic α-amino-N-pyridylbenzenepropanamide derivatives and pharmaceutical compositions containing them |
| WO1994004494A1 (en) * | 1992-08-13 | 1994-03-03 | Warner-Lambert Company | Tachykinin antagonists |
Family Cites Families (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4000297A (en) | 1971-05-18 | 1976-12-28 | Rotta Research Laboratorium S.P.A. | N-p-chlorobenzoyl tryptophane, salts and compositions thereof |
| DE3279123D1 (de) | 1981-10-20 | 1988-11-24 | Mitsui Toatsu Chemicals | Novel pyridazinone derivatives |
| FR2546517B1 (fr) | 1983-05-24 | 1987-04-24 | Panmedica | Nouveaux dipeptides du -l-5-hydroxy-tryptophane, procedes pour leur preparation et medicaments les contenant |
| EP0288965A2 (de) | 1987-04-29 | 1988-11-02 | Hoechst Aktiengesellschaft | Peptide mit Phospholipase A2- hemmender Wirkung |
| US5378803A (en) | 1987-12-11 | 1995-01-03 | Sterling Winthrop Inc. | Azole-fused peptides and processes for preparation thereof |
| US5346907A (en) | 1988-04-05 | 1994-09-13 | Abbott Laboratories | Amino acid analog CCK antagonists |
| KR100222634B1 (ko) | 1990-08-31 | 1999-10-01 | 로즈 암스트롱, 크리스틴 에이. 트러트웨인 | 콜레시스토키닌길항제,그의제조방법및치료학적용도 |
| EP0593559A1 (en) * | 1991-07-05 | 1994-04-27 | MERCK SHARP & DOHME LTD. | Aromatic compounds, pharmaceutical compositions containing them and their use in therapy |
| DE69208088T2 (de) | 1991-07-05 | 1996-11-14 | Merck Sharp & Dohme | Aromatische verbindungen, diese enthaltende pharmazeutische zusammensetzungen und ihre therapeutische anwendung |
| US5495047A (en) | 1991-07-10 | 1996-02-27 | Merck, Sharp & Dohme (Ltd.) | Fused tricyclic compounds, pharmaceutical compositions containing them and their use in therapy |
| US5610183A (en) | 1991-07-10 | 1997-03-11 | Merck, Sharp & Dohme Ltd. | Phenylglycine derivatives pharmaceutical compositions containing them and their use in therapy |
| CA2134359C (en) | 1992-05-28 | 1997-07-01 | Ernest S. Hamanaka | New n-aryl and n-heteroarylurea derivatives as inhibitors of acyl coenzyme a: cholesterol acyl transferase (acat) |
| US5340798A (en) | 1992-10-14 | 1994-08-23 | Merck & Co., Inc. | Fibrinogen receptor antagonists |
| AU672699B2 (en) | 1993-06-30 | 1996-10-10 | Sankyo Company Limited | Amide and urea derivatives having anti-hypercholesteremic activity, their preparation and their therapeutic uses |
| JPH07101929A (ja) | 1993-10-01 | 1995-04-18 | Fujisawa Pharmaceut Co Ltd | 尿素誘導体およびその製造法 |
| US5455262A (en) | 1993-10-06 | 1995-10-03 | Florida State University | Mercaptosulfide metalloproteinase inhibitors |
| US5470834A (en) | 1993-10-06 | 1995-11-28 | Florida State University | Sulfoximine and suldodiimine matrix metalloproteinase inhibitors |
-
1997
- 1997-08-06 EP EP97939359A patent/EP0920424B1/en not_active Expired - Lifetime
- 1997-08-06 JP JP10510779A patent/JP2001500850A/ja not_active Abandoned
- 1997-08-06 BR BR9711342A patent/BR9711342A/pt not_active Application Discontinuation
- 1997-08-06 TR TR1999/00364T patent/TR199900364T2/xx unknown
- 1997-08-06 PL PL97331710A patent/PL331710A1/xx unknown
- 1997-08-06 CA CA002255966A patent/CA2255966A1/en not_active Abandoned
- 1997-08-06 IL IL12719497A patent/IL127194A0/xx unknown
- 1997-08-06 NZ NZ333038A patent/NZ333038A/xx unknown
- 1997-08-06 ES ES97939359T patent/ES2253782T3/es not_active Expired - Lifetime
- 1997-08-06 US US09/230,933 patent/US6194437B1/en not_active Expired - Fee Related
- 1997-08-06 WO PCT/US1997/013871 patent/WO1998007718A1/en not_active Ceased
- 1997-08-06 DE DE69734773T patent/DE69734773T2/de not_active Expired - Fee Related
- 1997-08-06 AU AU41466/97A patent/AU733226B2/en not_active Ceased
- 1997-08-06 AT AT97939359T patent/ATE311383T1/de not_active IP Right Cessation
- 1997-08-21 ZA ZA9707526A patent/ZA977526B/xx unknown
-
1998
- 1998-12-29 IS IS4937A patent/IS4937A/is unknown
-
1999
- 1999-02-19 NO NO19990788A patent/NO312669B1/no not_active IP Right Cessation
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0415413A1 (en) * | 1989-08-31 | 1991-03-06 | Warner-Lambert Company | Acat inhibitors |
| US5200408A (en) * | 1992-02-11 | 1993-04-06 | Laboratoires Upsa | Analgesic α-amino-N-pyridylbenzenepropanamide derivatives and pharmaceutical compositions containing them |
| WO1994004494A1 (en) * | 1992-08-13 | 1994-03-03 | Warner-Lambert Company | Tachykinin antagonists |
Also Published As
| Publication number | Publication date |
|---|---|
| IL127194A0 (en) | 1999-09-22 |
| EP0920424B1 (en) | 2005-11-30 |
| ZA977526B (en) | 1998-02-19 |
| DE69734773T2 (de) | 2006-07-20 |
| ES2253782T3 (es) | 2006-06-01 |
| NO312669B1 (no) | 2002-06-17 |
| AU4146697A (en) | 1998-03-06 |
| CA2255966A1 (en) | 1998-02-26 |
| ATE311383T1 (de) | 2005-12-15 |
| DE69734773D1 (de) | 2006-01-05 |
| NZ333038A (en) | 2000-10-27 |
| BR9711342A (pt) | 1999-08-17 |
| TR199900364T2 (xx) | 1999-05-21 |
| IS4937A (is) | 1998-12-29 |
| NO990788L (no) | 1999-02-19 |
| WO1998007718A1 (en) | 1998-02-26 |
| US6194437B1 (en) | 2001-02-27 |
| NO990788D0 (no) | 1999-02-19 |
| PL331710A1 (en) | 1999-08-02 |
| JP2001500850A (ja) | 2001-01-23 |
| EP0920424A1 (en) | 1999-06-09 |
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