JP2007532596A5 - - Google Patents
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- JP2007532596A5 JP2007532596A5 JP2007507709A JP2007507709A JP2007532596A5 JP 2007532596 A5 JP2007532596 A5 JP 2007532596A5 JP 2007507709 A JP2007507709 A JP 2007507709A JP 2007507709 A JP2007507709 A JP 2007507709A JP 2007532596 A5 JP2007532596 A5 JP 2007532596A5
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- JP
- Japan
- Prior art keywords
- alkyl
- group
- phenyl
- cycloalkyl
- atoms
- 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.)
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- -1 Alkyne compounds Chemical class 0.000 claims 41
- 125000004432 carbon atom Chemical group C* 0.000 claims 19
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 17
- 229910052801 chlorine Inorganic materials 0.000 claims 13
- 239000000460 chlorine Substances 0.000 claims 13
- 229910052794 bromium Inorganic materials 0.000 claims 11
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 11
- 125000004076 pyridyl group Chemical group 0.000 claims 11
- PIGFYZPCRLYGLF-UHFFFAOYSA-N Aluminum nitride Chemical compound [Al]#N PIGFYZPCRLYGLF-UHFFFAOYSA-N 0.000 claims 10
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 10
- 239000013543 active substance Substances 0.000 claims 10
- 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 claims 9
- 150000003839 salts Chemical class 0.000 claims 9
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 8
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims 8
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 8
- 125000004122 cyclic group Chemical group 0.000 claims 8
- 229910052731 fluorine Inorganic materials 0.000 claims 8
- 125000001424 substituent group Chemical group 0.000 claims 8
- RWRDLPDLKQPQOW-UHFFFAOYSA-N tetrahydropyrrole Natural products C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims 8
- 125000000217 alkyl group Chemical group 0.000 claims 7
- KZOWNALBTMILAP-JBMRGDGGSA-N ancitabine hydrochloride Chemical compound Cl.N=C1C=CN2[C@@H]3O[C@H](CO)[C@@H](O)[C@@H]3OC2=N1 KZOWNALBTMILAP-JBMRGDGGSA-N 0.000 claims 7
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 7
- 239000008194 pharmaceutical composition Substances 0.000 claims 7
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 6
- 229910052799 carbon Inorganic materials 0.000 claims 6
- 239000011737 fluorine Substances 0.000 claims 6
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 5
- 125000004093 cyano group Chemical group *C#N 0.000 claims 5
- 229910052736 halogen Inorganic materials 0.000 claims 5
- 150000002367 halogens Chemical group 0.000 claims 5
- 229910052739 hydrogen Inorganic materials 0.000 claims 5
- 125000001841 imino group Chemical group [H]N=* 0.000 claims 5
- 125000004769 (C1-C4) alkylsulfonyl group Chemical group 0.000 claims 4
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims 4
- 229910021595 Copper(I) iodide Inorganic materials 0.000 claims 4
- 125000002837 carbocyclic group Chemical group 0.000 claims 4
- 239000003054 catalyst Substances 0.000 claims 4
- LSXDOTMGLUJQCM-UHFFFAOYSA-M copper(i) iodide Chemical compound I[Cu] LSXDOTMGLUJQCM-UHFFFAOYSA-M 0.000 claims 4
- 239000012467 final product Substances 0.000 claims 4
- 150000002366 halogen compounds Chemical class 0.000 claims 4
- 125000005842 heteroatom Chemical group 0.000 claims 4
- 125000000623 heterocyclic group Chemical group 0.000 claims 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 4
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims 4
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 claims 4
- 229910052740 iodine Inorganic materials 0.000 claims 4
- 239000011630 iodine Substances 0.000 claims 4
- QARBMVPHQWIHKH-UHFFFAOYSA-N methanesulfonyl chloride Chemical compound CS(Cl)(=O)=O QARBMVPHQWIHKH-UHFFFAOYSA-N 0.000 claims 4
- 229910052763 palladium Inorganic materials 0.000 claims 4
- 229920006395 saturated elastomer Polymers 0.000 claims 4
- 239000002904 solvent Substances 0.000 claims 4
- 230000001225 therapeutic effect Effects 0.000 claims 4
- 125000003341 7 membered heterocyclic group Chemical group 0.000 claims 3
- 208000000103 Anorexia Nervosa Diseases 0.000 claims 3
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 3
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 3
- 241000124008 Mammalia Species 0.000 claims 3
- 208000008589 Obesity Diseases 0.000 claims 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 3
- 150000001875 compounds Chemical class 0.000 claims 3
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 3
- 206010012601 diabetes mellitus Diseases 0.000 claims 3
- 125000002183 isoquinolinyl group Chemical group C1(=NC=CC2=CC=CC=C12)* 0.000 claims 3
- 235000020824 obesity Nutrition 0.000 claims 3
- 125000003373 pyrazinyl group Chemical group 0.000 claims 3
- 125000002098 pyridazinyl group Chemical group 0.000 claims 3
- 125000000714 pyrimidinyl group Chemical group 0.000 claims 3
- 125000006698 (C1-C3) dialkylamino group Chemical group 0.000 claims 2
- 206010003210 Arteriosclerosis Diseases 0.000 claims 2
- 206010006550 Bulimia nervosa Diseases 0.000 claims 2
- 206010020772 Hypertension Diseases 0.000 claims 2
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical class CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 claims 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims 2
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 claims 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims 2
- 150000001412 amines Chemical class 0.000 claims 2
- 208000011775 arteriosclerosis disease Diseases 0.000 claims 2
- 206010003246 arthritis Diseases 0.000 claims 2
- 125000003785 benzimidazolyl group Chemical group N1=C(NC2=C1C=CC=C2)* 0.000 claims 2
- 125000000499 benzofuranyl group Chemical group O1C(=CC2=C1C=CC=C2)* 0.000 claims 2
- 125000004196 benzothienyl group Chemical group S1C(=CC2=C1C=CC=C2)* 0.000 claims 2
- 125000004541 benzoxazolyl group Chemical group O1C(=NC2=C1C=CC=C2)* 0.000 claims 2
- 239000000969 carrier Substances 0.000 claims 2
- 125000003016 chromanyl group Chemical group O1C(CCC2=CC=CC=C12)* 0.000 claims 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims 2
- 125000001070 dihydroindolyl group Chemical group N1(CCC2=CC=CC=C12)* 0.000 claims 2
- 125000005045 dihydroisoquinolinyl group Chemical group C1(NC=CC2=CC=CC=C12)* 0.000 claims 2
- 125000005044 dihydroquinolinyl group Chemical group N1(CC=CC2=CC=CC=C12)* 0.000 claims 2
- 239000003085 diluting agent Substances 0.000 claims 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 2
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 claims 2
- 125000002541 furyl group Chemical group 0.000 claims 2
- 125000001041 indolyl group Chemical group 0.000 claims 2
- 238000000034 method Methods 0.000 claims 2
- 229910052760 oxygen Inorganic materials 0.000 claims 2
- 125000004430 oxygen atom Chemical group O* 0.000 claims 2
- 230000002265 prevention Effects 0.000 claims 2
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 claims 2
- 125000004434 sulfur atom Chemical group 0.000 claims 2
- 125000001712 tetrahydronaphthyl group Chemical group C1(CCCC2=CC=CC=C12)* 0.000 claims 2
- 125000000147 tetrahydroquinolinyl group Chemical group N1(CCCC2=CC=CC=C12)* 0.000 claims 2
- 125000001544 thienyl group Chemical group 0.000 claims 2
- 208000001072 type 2 diabetes mellitus Diseases 0.000 claims 2
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims 1
- 125000006559 (C1-C3) alkylamino group Chemical group 0.000 claims 1
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 1
- 125000004768 (C1-C4) alkylsulfinyl group Chemical group 0.000 claims 1
- 125000004760 (C1-C4) alkylsulfonylamino group Chemical group 0.000 claims 1
- MLQRZNVRXUKBPY-UHFFFAOYSA-N 1-[5-[2-[5-(4-chlorophenyl)pyridin-2-yl]ethynyl]pyridin-2-yl]-n,n-dimethylpyrrolidin-3-amine Chemical compound C1C(N(C)C)CCN1C1=CC=C(C#CC=2N=CC(=CC=2)C=2C=CC(Cl)=CC=2)C=N1 MLQRZNVRXUKBPY-UHFFFAOYSA-N 0.000 claims 1
- 125000004575 3-pyrrolidinyl group Chemical group [H]N1C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 1
- LULCTSFALIFISS-UHFFFAOYSA-N 5-(4-chlorophenyl)-2-[2-[4-(1-piperidin-1-ylpropan-2-yloxy)phenyl]ethynyl]pyridine Chemical compound C=1C=C(C#CC=2N=CC(=CC=2)C=2C=CC(Cl)=CC=2)C=CC=1OC(C)CN1CCCCC1 LULCTSFALIFISS-UHFFFAOYSA-N 0.000 claims 1
- APSKOANXXORBSD-UHFFFAOYSA-N 5-(4-chlorophenyl)-2-[2-[4-(2-methyl-2-piperidin-1-ylpropoxy)phenyl]ethynyl]pyridine Chemical compound C1CCCCN1C(C)(C)COC(C=C1)=CC=C1C#CC(N=C1)=CC=C1C1=CC=C(Cl)C=C1 APSKOANXXORBSD-UHFFFAOYSA-N 0.000 claims 1
- YYOUOUMPHSYPBJ-UHFFFAOYSA-N 5-(4-chlorophenyl)-2-[2-[4-(3-piperidin-1-ylpyrrolidin-1-yl)phenyl]ethynyl]pyridine Chemical compound C1=CC(Cl)=CC=C1C1=CC=C(C#CC=2C=CC(=CC=2)N2CC(CC2)N2CCCCC2)N=C1 YYOUOUMPHSYPBJ-UHFFFAOYSA-N 0.000 claims 1
- GDCOXQMTHPRFTH-UHFFFAOYSA-N 5-(4-chlorophenyl)-2-[2-[4-(3-pyrrolidin-1-ylprop-1-enyl)phenyl]ethynyl]pyridine Chemical compound C1=CC(Cl)=CC=C1C1=CC=C(C#CC=2C=CC(C=CCN3CCCC3)=CC=2)N=C1 GDCOXQMTHPRFTH-UHFFFAOYSA-N 0.000 claims 1
- AMRWMMRVGZANTD-UHFFFAOYSA-N 5-(4-chlorophenyl)-2-[2-[4-(3-pyrrolidin-1-ylprop-1-ynyl)phenyl]ethynyl]pyridine Chemical compound C1=CC(Cl)=CC=C1C1=CC=C(C#CC=2C=CC(=CC=2)C#CCN2CCCC2)N=C1 AMRWMMRVGZANTD-UHFFFAOYSA-N 0.000 claims 1
- FHRZXQRKVHGZIK-UHFFFAOYSA-N 5-(4-chlorophenyl)-2-[2-[4-[2-(4-methylpiperidin-1-yl)propoxy]phenyl]ethynyl]pyridine Chemical compound C1CC(C)CCN1C(C)COC(C=C1)=CC=C1C#CC(N=C1)=CC=C1C1=CC=C(Cl)C=C1 FHRZXQRKVHGZIK-UHFFFAOYSA-N 0.000 claims 1
- XKENIIMFWUMDQA-UHFFFAOYSA-N 5-(4-chlorophenyl)-2-[2-[4-[3-(4-methylpiperidin-1-yl)cyclohexen-1-yl]phenyl]ethynyl]pyridine Chemical compound C1CC(C)CCN1C1C=C(C=2C=CC(=CC=2)C#CC=2N=CC(=CC=2)C=2C=CC(Cl)=CC=2)CCC1 XKENIIMFWUMDQA-UHFFFAOYSA-N 0.000 claims 1
- UEANMEKRLCDUEZ-UHFFFAOYSA-N 5-(4-chlorophenyl)-2-[2-[4-[3-(4-methylpiperidin-1-yl)cyclohexyl]phenyl]ethynyl]pyridine Chemical compound C1CC(C)CCN1C1CC(C=2C=CC(=CC=2)C#CC=2N=CC(=CC=2)C=2C=CC(Cl)=CC=2)CCC1 UEANMEKRLCDUEZ-UHFFFAOYSA-N 0.000 claims 1
- RRFUUOGNDRYSPB-UHFFFAOYSA-N 5-(4-chlorophenyl)-2-[2-[4-[3-(4-methylpiperidin-1-yl)cyclopenten-1-yl]phenyl]ethynyl]pyridine Chemical compound C1CC(C)CCN1C1C=C(C=2C=CC(=CC=2)C#CC=2N=CC(=CC=2)C=2C=CC(Cl)=CC=2)CC1 RRFUUOGNDRYSPB-UHFFFAOYSA-N 0.000 claims 1
- OTTKFIFPFFHIFX-UHFFFAOYSA-N 5-(4-chlorophenyl)-2-[2-[4-[3-(4-methylpiperidin-1-yl)cyclopentyl]phenyl]ethynyl]pyridine Chemical compound C1CC(C)CCN1C1CC(C=2C=CC(=CC=2)C#CC=2N=CC(=CC=2)C=2C=CC(Cl)=CC=2)CC1 OTTKFIFPFFHIFX-UHFFFAOYSA-N 0.000 claims 1
- CKZUUWJSRQDUOJ-UHFFFAOYSA-N 5-(4-chlorophenyl)-2-[2-[6-(3-pyrrolidin-1-ylpiperidin-1-yl)pyridin-3-yl]ethynyl]pyridine Chemical group C1=CC(Cl)=CC=C1C1=CC=C(C#CC=2C=NC(=CC=2)N2CC(CCC2)N2CCCC2)N=C1 CKZUUWJSRQDUOJ-UHFFFAOYSA-N 0.000 claims 1
- VCAVACGUBBDMLN-UHFFFAOYSA-N 5-(4-chlorophenyl)-2-[2-[6-(3-pyrrolidin-1-ylpyrrolidin-1-yl)pyridin-3-yl]ethynyl]pyridine Chemical group C1=CC(Cl)=CC=C1C1=CC=C(C#CC=2C=NC(=CC=2)N2CC(CC2)N2CCCC2)N=C1 VCAVACGUBBDMLN-UHFFFAOYSA-N 0.000 claims 1
- ADIYZILNRMBNQP-UHFFFAOYSA-N 5-(4-chlorophenyl)-2-[2-[6-[3-(4-methylpiperidin-1-yl)pyrrolidin-1-yl]pyridin-3-yl]ethynyl]pyridine Chemical compound C1CC(C)CCN1C1CN(C=2N=CC(=CC=2)C#CC=2N=CC(=CC=2)C=2C=CC(Cl)=CC=2)CC1 ADIYZILNRMBNQP-UHFFFAOYSA-N 0.000 claims 1
- XORIYRTYIUZFJR-UHFFFAOYSA-N 5-[2-[5-(4-chlorophenyl)pyridin-2-yl]ethynyl]-n-(2-pyrrolidin-1-ylpropyl)pyridin-2-amine Chemical compound C1CCCN1C(C)CNC(N=C1)=CC=C1C#CC(N=C1)=CC=C1C1=CC=C(Cl)C=C1 XORIYRTYIUZFJR-UHFFFAOYSA-N 0.000 claims 1
- 125000001960 7 membered carbocyclic group Chemical group 0.000 claims 1
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 claims 1
- DGGKXQQCVPAUEA-UHFFFAOYSA-N 8-azabicyclo[3.2.1]octane Chemical compound C1CCC2CCC1N2 DGGKXQQCVPAUEA-UHFFFAOYSA-N 0.000 claims 1
- 208000019901 Anxiety disease Diseases 0.000 claims 1
- 208000032841 Bulimia Diseases 0.000 claims 1
- 206010006895 Cachexia Diseases 0.000 claims 1
- 208000024172 Cardiovascular disease Diseases 0.000 claims 1
- 206010008111 Cerebral haemorrhage Diseases 0.000 claims 1
- 208000002249 Diabetes Complications Diseases 0.000 claims 1
- 208000007342 Diabetic Nephropathies Diseases 0.000 claims 1
- 208000032131 Diabetic Neuropathies Diseases 0.000 claims 1
- 206010012655 Diabetic complications Diseases 0.000 claims 1
- 206010012689 Diabetic retinopathy Diseases 0.000 claims 1
- 208000030814 Eating disease Diseases 0.000 claims 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims 1
- 239000005977 Ethylene Substances 0.000 claims 1
- 208000019454 Feeding and Eating disease Diseases 0.000 claims 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 claims 1
- 208000031226 Hyperlipidaemia Diseases 0.000 claims 1
- 206010022489 Insulin Resistance Diseases 0.000 claims 1
- 108010047068 Melanin-concentrating hormone receptor Proteins 0.000 claims 1
- 125000002947 alkylene group Chemical group 0.000 claims 1
- 125000006598 aminocarbonylamino group Chemical group 0.000 claims 1
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 claims 1
- 230000003042 antagnostic effect Effects 0.000 claims 1
- 239000005557 antagonist Substances 0.000 claims 1
- 230000036506 anxiety Effects 0.000 claims 1
- 125000006615 aromatic heterocyclic group Chemical group 0.000 claims 1
- 230000002917 arthritic effect Effects 0.000 claims 1
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims 1
- 230000000747 cardiac effect Effects 0.000 claims 1
- 125000000596 cyclohexenyl group Chemical group C1(=CCCCC1)* 0.000 claims 1
- 208000033679 diabetic kidney disease Diseases 0.000 claims 1
- 125000004786 difluoromethoxy group Chemical group [H]C(F)(F)O* 0.000 claims 1
- 125000001028 difluoromethyl group Chemical group [H]C(F)(F)* 0.000 claims 1
- 201000010099 disease Diseases 0.000 claims 1
- 208000035475 disorder Diseases 0.000 claims 1
- 235000014632 disordered eating Nutrition 0.000 claims 1
- 230000004064 dysfunction Effects 0.000 claims 1
- 230000020595 eating behavior Effects 0.000 claims 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims 1
- 125000001153 fluoro group Chemical group F* 0.000 claims 1
- 239000008103 glucose Substances 0.000 claims 1
- 150000002466 imines Chemical group 0.000 claims 1
- 238000001727 in vivo Methods 0.000 claims 1
- 102000006953 melanin-concentrating hormone receptor activity proteins Human genes 0.000 claims 1
- 208000030159 metabolic disease Diseases 0.000 claims 1
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 125000001624 naphthyl group Chemical group 0.000 claims 1
- 230000001575 pathological effect Effects 0.000 claims 1
- GJVFBWCTGUSGDD-UHFFFAOYSA-L pentamethonium bromide Chemical compound [Br-].[Br-].C[N+](C)(C)CCCCC[N+](C)(C)C GJVFBWCTGUSGDD-UHFFFAOYSA-L 0.000 claims 1
- 125000004483 piperidin-3-yl group Chemical group N1CC(CCC1)* 0.000 claims 1
- 125000004482 piperidin-4-yl group Chemical group N1CCC(CC1)* 0.000 claims 1
- 125000003386 piperidinyl group Chemical group 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims 1
- 125000003039 tetrahydroisoquinolinyl group Chemical group C1(NCCC2=CC=CC=C12)* 0.000 claims 1
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE102004017930A DE102004017930A1 (de) | 2004-04-14 | 2004-04-14 | Neue Alkin-Verbindungen mit MCH-antagonistischer Wirkung und diese Verbindungen enthaltende Arzneimittel |
| PCT/EP2005/003686 WO2005103032A2 (de) | 2004-04-14 | 2005-04-08 | Neue alkin-verbindungen mit mch-antagonistischer wirkung und diese verbindungen enthaltende arzneimittel |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2007532596A JP2007532596A (ja) | 2007-11-15 |
| JP2007532596A5 true JP2007532596A5 (https=) | 2008-05-29 |
Family
ID=34964523
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2007507709A Pending JP2007532596A (ja) | 2004-04-14 | 2005-04-08 | Ｍｃｈ拮抗効果を有する新規アルキン化合物及び前記化合物を含有する薬物 |
Country Status (9)
| Country | Link |
|---|---|
| EP (1) | EP1737824A2 (https=) |
| JP (1) | JP2007532596A (https=) |
| AR (1) | AR048691A1 (https=) |
| CA (1) | CA2558755A1 (https=) |
| DE (1) | DE102004017930A1 (https=) |
| PE (1) | PE20060254A1 (https=) |
| TW (1) | TW200538102A (https=) |
| UY (1) | UY28852A1 (https=) |
| WO (1) | WO2005103032A2 (https=) |
Families Citing this family (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7452911B2 (en) | 2002-10-31 | 2008-11-18 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Alkyne compounds with MCH antagonistic activity and medicaments comprising these compounds |
| DE102004017935A1 (de) * | 2004-04-14 | 2005-11-03 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Neue Alkin-Verbindungen mit MCH-antagonistischer Wirkung und diese Verbindungen enthaltende Arzneimittel |
| BRPI0712823A2 (pt) | 2006-06-23 | 2012-07-24 | Abbott Lab | derivados de ciclopropil amina como moduladores de receptor de histamina h3 |
| US9108948B2 (en) | 2006-06-23 | 2015-08-18 | Abbvie Inc. | Cyclopropyl amine derivatives |
| KR20090047542A (ko) | 2006-08-25 | 2009-05-12 | 베링거 인겔하임 인터내셔날 게엠베하 | Ｍｃｈ 길항 활성을 갖는 신규한 피리돈 유도체 및 당해 화합물을 포함하는 의약 |
| WO2008071646A1 (en) | 2006-12-11 | 2008-06-19 | Boehringer Ingelheim International Gmbh | New pyridazine derivatives with mch antagonistic activity and medicaments comprising these compounds |
| US9186353B2 (en) | 2009-04-27 | 2015-11-17 | Abbvie Inc. | Treatment of osteoarthritis pain |
| EP2593093A1 (en) * | 2010-07-16 | 2013-05-22 | Merz Pharma GmbH & Co. KGaA | Use of a cationic amphiphilic drug for the preparation of a formulation for the reduction of subcutaneous adipose tissue |
| WO2012037258A1 (en) | 2010-09-16 | 2012-03-22 | Abbott Laboratories | Processes for preparing 1,2-substituted cyclopropyl derivatives |
| US8633182B2 (en) | 2012-05-30 | 2014-01-21 | Boehringer Ingelheim International Gmbh | Indanyloxyphenylcyclopropanecarboxylic acids |
| AR097617A1 (es) | 2013-09-13 | 2016-04-06 | Actelion Pharmaceuticals Ltd | Derivados antibacterianos del 2h-indazol |
| EA030730B1 (ru) | 2013-12-19 | 2018-09-28 | Идорсиа Фармасьютиклз Лтд | Антибактериальные производные 1h-индазола и 1h-индола |
| AR099612A1 (es) | 2014-03-04 | 2016-08-03 | Actelion Pharmaceuticals Ltd | Derivados antibacterianos de 1,2-dihidro-3h-pirrolo[1,2-c]imidazol-3-ona |
| WO2018077699A1 (en) | 2016-10-25 | 2018-05-03 | Boehringer Ingelheim International Gmbh | Benzylaminopyridylcyclopropanecarboxylic acids, pharmaceutical compositions and uses thereof |
| JP7008704B2 (ja) | 2016-11-28 | 2022-01-25 | ベーリンガー インゲルハイム インターナショナル ゲゼルシャフト ミット ベシュレンクテル ハフツング | インダニルアミノピリジルシクロプロパンカルボン酸、その医薬組成物及び使用 |
| WO2018138030A1 (en) | 2017-01-26 | 2018-08-02 | Boehringer Ingelheim International Gmbh | Benzyloxypyrazinylcyclopropanecarboxylic acids, pharmaceutical compositions and uses thereof |
| US10919859B2 (en) | 2017-01-26 | 2021-02-16 | Boehringer Ingelheim International Gmbh | Benzylaminopyridylcyclopropanecarboxylic acids, pharmaceutical compositions and uses thereof |
| CN110198928B (zh) | 2017-01-26 | 2023-08-29 | 勃林格殷格翰国际有限公司 | 苄氧基吡啶基环丙烷甲酸、其药物组合物和用途 |
| US10793530B2 (en) | 2017-01-26 | 2020-10-06 | Boehringer Ingelheim International Gmbh | Benzylaminopyrazinylcyclopropanecarboxylic acids, pharmaceutical compositions and uses thereof |
| JP6968181B2 (ja) | 2017-01-26 | 2021-11-17 | ベーリンガー インゲルハイム インターナショナル ゲゼルシャフト ミット ベシュレンクテル ハフツング | インダニルアミノピラジニルシクロプロパンカルボン酸、その医薬組成物及び使用 |
| TWI830733B (zh) * | 2018-05-11 | 2024-02-01 | 中國大陸商迪哲（江蘇）醫藥有限公司 | 環戊烷化合物 |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5856510A (en) * | 1996-12-16 | 1999-01-05 | Allelix Biopharmaceuticals Inc. | 5-alkenyl and 5-alkynyl indole compounds |
| TW544448B (en) * | 1997-07-11 | 2003-08-01 | Novartis Ag | Pyridine derivatives |
| EP1218336A2 (en) * | 1999-09-20 | 2002-07-03 | Takeda Chemical Industries, Ltd. | Melanin concentrating hormone antagonist |
| EP1285651B1 (en) * | 2000-04-28 | 2010-09-01 | Takeda Pharmaceutical Company Limited | Melanin concentrating hormone antagonists |
| JP2004516239A (ja) * | 2000-07-06 | 2004-06-03 | ニューロジェン コーポレイション | メラニン凝集ホルモン受容体リガンド |
| JP2002167382A (ja) * | 2000-07-13 | 2002-06-11 | Sankyo Co Ltd | アミノアルコ−ル誘導体 |
| GB0119474D0 (en) * | 2001-08-09 | 2001-10-03 | Astrazeneca Ab | Compounds |
| JO2311B1 (en) * | 2001-08-29 | 2005-09-12 | ميرك فروست كندا ليمتد | Alkyl inhibitors Ariel phosphodiesterase-4 |
| DE10250708A1 (de) * | 2002-10-31 | 2004-05-19 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Neue Alkin-Verbindungen mit MCH-antagonistischer Wirkung und diese Verbindungen enthaltende Arzneimittel |
| DE102004017935A1 (de) * | 2004-04-14 | 2005-11-03 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Neue Alkin-Verbindungen mit MCH-antagonistischer Wirkung und diese Verbindungen enthaltende Arzneimittel |
-
2004
- 2004-04-14 DE DE102004017930A patent/DE102004017930A1/de not_active Withdrawn
-
2005
- 2005-04-08 CA CA002558755A patent/CA2558755A1/en not_active Abandoned
- 2005-04-08 WO PCT/EP2005/003686 patent/WO2005103032A2/de not_active Ceased
- 2005-04-08 EP EP05732062A patent/EP1737824A2/de not_active Withdrawn
- 2005-04-08 JP JP2007507709A patent/JP2007532596A/ja active Pending
- 2005-04-12 PE PE2005000401A patent/PE20060254A1/es not_active Application Discontinuation
- 2005-04-12 UY UY28852A patent/UY28852A1/es not_active Application Discontinuation
- 2005-04-13 TW TW094111701A patent/TW200538102A/zh unknown
- 2005-04-13 AR ARP050101439A patent/AR048691A1/es unknown
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