NO320803B1 - Renin-inhibitorer, fremstilling av disse, fremstilling av preparater, samt anvendelse for fremstilling av medikamenter. - Google Patents
Renin-inhibitorer, fremstilling av disse, fremstilling av preparater, samt anvendelse for fremstilling av medikamenter. Download PDFInfo
- Publication number
- NO320803B1 NO320803B1 NO20015206A NO20015206A NO320803B1 NO 320803 B1 NO320803 B1 NO 320803B1 NO 20015206 A NO20015206 A NO 20015206A NO 20015206 A NO20015206 A NO 20015206A NO 320803 B1 NO320803 B1 NO 320803B1
- Authority
- NO
- Norway
- Prior art keywords
- methoxy
- ylmethoxy
- propoxy
- phenyl
- naphthalen
- Prior art date
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- 238000004519 manufacturing process Methods 0.000 title claims description 13
- 239000003814 drug Substances 0.000 title claims description 8
- 238000002360 preparation method Methods 0.000 title description 12
- 239000002461 renin inhibitor Substances 0.000 title description 3
- 229940086526 renin-inhibitors Drugs 0.000 title description 3
- 150000001875 compounds Chemical class 0.000 claims description 136
- 238000000034 method Methods 0.000 claims description 79
- -1 4-methoxynaphthalen-2-yl Chemical group 0.000 claims description 68
- 150000003839 salts Chemical class 0.000 claims description 36
- 125000006239 protecting group Chemical group 0.000 claims description 29
- 239000001257 hydrogen Substances 0.000 claims description 22
- 229910052739 hydrogen Inorganic materials 0.000 claims description 22
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 14
- 150000002431 hydrogen Chemical group 0.000 claims description 13
- 229910052736 halogen Inorganic materials 0.000 claims description 12
- 150000002367 halogens Chemical class 0.000 claims description 12
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 12
- 206010020772 Hypertension Diseases 0.000 claims description 11
- 239000000654 additive Substances 0.000 claims description 10
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims description 10
- 125000001424 substituent group Chemical group 0.000 claims description 10
- 125000002927 2-methoxybenzyl group Chemical group [H]C1=C([H])C([H])=C(C(OC([H])([H])[H])=C1[H])C([H])([H])* 0.000 claims description 9
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 9
- 208000010412 Glaucoma Diseases 0.000 claims description 8
- 206010019280 Heart failures Diseases 0.000 claims description 8
- 208000001647 Renal Insufficiency Diseases 0.000 claims description 8
- 201000006370 kidney failure Diseases 0.000 claims description 8
- 208000010125 myocardial infarction Diseases 0.000 claims description 8
- 208000037803 restenosis Diseases 0.000 claims description 8
- 125000003545 alkoxy group Chemical group 0.000 claims description 7
- 125000001624 naphthyl group Chemical group 0.000 claims description 7
- 239000000825 pharmaceutical preparation Substances 0.000 claims description 7
- 125000005931 tert-butyloxycarbonyl group Chemical group [H]C([H])([H])C(OC(*)=O)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 7
- 125000006274 (C1-C3)alkoxy group Chemical group 0.000 claims description 6
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 6
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 6
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 6
- NSAUOOQLSGAVDH-YYZIUVEKSA-N (2r)-1-methoxy-3-[(3s,4r,5r)-5-[(4-methoxynaphthalen-2-yl)methoxy]-4-[4-[3-[(2-methoxyphenyl)methoxy]propoxy]phenyl]piperidin-3-yl]oxypropan-2-ol Chemical compound C1=CC([C@@H]2[C@@H](OCC=3C=C4C=CC=CC4=C(OC)C=3)CNC[C@H]2OC[C@H](O)COC)=CC=C1OCCCOCC1=CC=CC=C1OC NSAUOOQLSGAVDH-YYZIUVEKSA-N 0.000 claims description 5
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims description 5
- 230000008816 organ damage Effects 0.000 claims description 5
- QRFDLBDVWFBKSU-ZYQOJWKCSA-N (2r)-1-(2-methoxyethoxy)-3-[(3s,4r,5r)-5-[(4-methoxynaphthalen-2-yl)methoxy]-4-[4-[3-[(2-methoxyphenyl)methoxy]propoxy]phenyl]piperidin-3-yl]oxypropan-2-ol Chemical compound C1=CC([C@@H]2[C@@H](OCC=3C=C4C=CC=CC4=C(OC)C=3)CNC[C@H]2OC[C@H](O)COCCOC)=CC=C1OCCCOCC1=CC=CC=C1OC QRFDLBDVWFBKSU-ZYQOJWKCSA-N 0.000 claims description 4
- HUZOCQSMPREZTO-YYZIUVEKSA-N (2r)-1-[(3s,4r,5r)-4-[4-[3-[(5-fluoro-2-methoxyphenyl)methoxy]propoxy]phenyl]-5-[(4-methoxynaphthalen-2-yl)methoxy]piperidin-3-yl]oxy-3-methoxypropan-2-ol Chemical compound C1=CC([C@@H]2[C@@H](OCC=3C=C4C=CC=CC4=C(OC)C=3)CNC[C@H]2OC[C@H](O)COC)=CC=C1OCCCOCC1=CC(F)=CC=C1OC HUZOCQSMPREZTO-YYZIUVEKSA-N 0.000 claims description 4
- LJPUCLYLJIYZOU-MWTPBHLGSA-N (2r)-1-methoxy-3-[[(3s,4r,5r)-5-[(4-methoxynaphthalen-2-yl)methoxy]-4-[4-[3-[(2-methoxyphenyl)methoxy]propoxy]phenyl]piperidin-3-yl]methoxy]propan-2-ol Chemical compound C1=CC([C@@H]2[C@@H](OCC=3C=C4C=CC=CC4=C(OC)C=3)CNC[C@H]2COC[C@H](O)COC)=CC=C1OCCCOCC1=CC=CC=C1OC LJPUCLYLJIYZOU-MWTPBHLGSA-N 0.000 claims description 4
- FHKHJCYRTIZVOS-ZLWKXDTISA-N (2r)-3-[(3s,4r,5r)-4-[4-[3-[(5-fluoro-2-methoxyphenyl)methoxy]propoxy]phenyl]-5-[(4-methoxynaphthalen-2-yl)methoxy]piperidin-3-yl]oxypropane-1,2-diol Chemical compound COC1=CC=C(F)C=C1COCCCOC1=CC=C([C@@H]2[C@H](CNC[C@H]2OC[C@H](O)CO)OCC=2C=C3C=CC=CC3=C(OC)C=2)C=C1 FHKHJCYRTIZVOS-ZLWKXDTISA-N 0.000 claims description 4
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- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 4
- PHEZVSMVAGZWBE-LCFCVFAESA-N [(3s,4r,5r)-5-[(4-methoxynaphthalen-2-yl)methoxy]-4-[4-[3-[(2-methoxyphenyl)methoxy]propoxy]phenyl]piperidin-3-yl]methanol Chemical compound COC1=CC=CC=C1COCCCOC1=CC=C([C@@H]2[C@H](CNC[C@H]2CO)OCC=2C=C3C=CC=CC3=C(OC)C=2)C=C1 PHEZVSMVAGZWBE-LCFCVFAESA-N 0.000 claims description 4
- 230000000996 additive effect Effects 0.000 claims description 4
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 4
- 229910052731 fluorine Inorganic materials 0.000 claims description 4
- 239000011737 fluorine Substances 0.000 claims description 4
- KLWGFXVOBGPQPW-UFSQBELCSA-N (2r)-3-[(3s,4r,5r)-4-[4-[3-(2-chlorophenoxy)propoxy]phenyl]-5-[(4-methoxynaphthalen-2-yl)methoxy]piperidin-3-yl]oxypropane-1,2-diol Chemical compound C1=CC([C@H]2[C@H](OC[C@H](O)CO)CNC[C@@H]2OCC=2C=C(C3=CC=CC=C3C=2)OC)=CC=C1OCCCOC1=CC=CC=C1Cl KLWGFXVOBGPQPW-UFSQBELCSA-N 0.000 claims description 3
- 125000003626 1,2,4-triazol-1-yl group Chemical group [*]N1N=C([H])N=C1[H] 0.000 claims description 3
- 125000001584 benzyloxycarbonyl group Chemical group C(=O)(OCC1=CC=CC=C1)* 0.000 claims description 3
- 150000004292 cyclic ethers Chemical group 0.000 claims description 3
- 125000002962 imidazol-1-yl group Chemical group [*]N1C([H])=NC([H])=C1[H] 0.000 claims description 3
- UYWQUFXKFGHYNT-UHFFFAOYSA-N phenylmethyl ester of formic acid Chemical group O=COCC1=CC=CC=C1 UYWQUFXKFGHYNT-UHFFFAOYSA-N 0.000 claims description 3
- 230000008569 process Effects 0.000 claims description 3
- HMLXZGQNBOFDAG-ZLWKXDTISA-N (2r)-1-[(3s,4r,5r)-4-[4-[3-[(3,5-difluoro-2-methoxyphenyl)methoxy]propoxy]phenyl]-5-[(4-methoxynaphthalen-2-yl)methoxy]piperidin-3-yl]oxy-3-methoxypropan-2-ol Chemical compound C1=CC([C@@H]2[C@@H](OCC=3C=C4C=CC=CC4=C(OC)C=3)CNC[C@H]2OC[C@H](O)COC)=CC=C1OCCCOCC1=CC(F)=CC(F)=C1OC HMLXZGQNBOFDAG-ZLWKXDTISA-N 0.000 claims description 2
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- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims description 2
- NFQLDBLVTCSTCP-WQZSUXSPSA-N 2-[3-[4-[(3s,4r,5r)-3-[(2r)-2,3-dihydroxypropoxy]-5-[(4-methoxynaphthalen-2-yl)methoxy]piperidin-4-yl]phenoxy]propoxy]benzonitrile Chemical compound C1=CC([C@H]2[C@H](OC[C@H](O)CO)CNC[C@@H]2OCC=2C=C(C3=CC=CC=C3C=2)OC)=CC=C1OCCCOC1=CC=CC=C1C#N NFQLDBLVTCSTCP-WQZSUXSPSA-N 0.000 claims description 2
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- DLYUQMMRRRQYAE-UHFFFAOYSA-N phosphorus pentoxide Inorganic materials O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 description 1
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- OABYVIYXWMZFFJ-ZUHYDKSRSA-M sodium glycocholate Chemical compound [Na+].C([C@H]1C[C@H]2O)[C@H](O)CC[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CC[C@H]([C@@H](CCC(=O)NCC([O-])=O)C)[C@@]2(C)[C@@H](O)C1 OABYVIYXWMZFFJ-ZUHYDKSRSA-M 0.000 description 1
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- IWLLMPFBSCVGAC-OBJMGMJHSA-N tert-butyl (3r,4r,5r)-3-(imidazol-1-ylmethyl)-5-[(4-methoxynaphthalen-2-yl)methoxy]-4-[4-[3-[(2-methoxyphenyl)methoxy]propoxy]phenyl]piperidine-1-carboxylate Chemical compound COC1=CC=CC=C1COCCCOC1=CC=C([C@@H]2[C@H](CN(C[C@H]2CN2C=NC=C2)C(=O)OC(C)(C)C)OCC=2C=C3C=CC=CC3=C(OC)C=2)C=C1 IWLLMPFBSCVGAC-OBJMGMJHSA-N 0.000 description 1
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- NNDKJGSWGYIKMB-FYEFQXSJSA-N tert-butyl (3s,4r,5r)-3-[(2r)-2-hydroxy-3-(1,2,4-triazol-1-yl)propoxy]-5-[(4-methoxynaphthalen-2-yl)methoxy]-4-[4-[3-(2-nitrophenoxy)propoxy]phenyl]piperidine-1-carboxylate Chemical compound C([C@@H](O)CO[C@@H]1CN(C[C@@H]([C@H]1C=1C=CC(OCCCOC=2C(=CC=CC=2)[N+]([O-])=O)=CC=1)OCC=1C=C(C2=CC=CC=C2C=1)OC)C(=O)OC(C)(C)C)N1C=NC=N1 NNDKJGSWGYIKMB-FYEFQXSJSA-N 0.000 description 1
- LOYLPCXKHCMOCT-BZEJONKASA-N tert-butyl (3s,4r,5r)-3-[(2r)-2-hydroxy-3-(2-methoxyethoxy)propoxy]-5-[(4-methoxynaphthalen-2-yl)methoxy]-4-[4-[3-[(2-methoxyphenyl)methoxy]propoxy]phenyl]piperidine-1-carboxylate Chemical compound C1=CC([C@@H]2[C@@H](OCC=3C=C4C=CC=CC4=C(OC)C=3)CN(C[C@H]2OC[C@H](O)COCCOC)C(=O)OC(C)(C)C)=CC=C1OCCCOCC1=CC=CC=C1OC LOYLPCXKHCMOCT-BZEJONKASA-N 0.000 description 1
- ZMUCPGXTHVHHDD-GEHYDJGESA-N tert-butyl (3s,4r,5r)-3-[(2s)-2-hydroxy-3-methoxypropoxy]-5-[(4-methoxynaphthalen-2-yl)methoxy]-4-[4-[3-[(2-methoxyphenyl)methoxy]propoxy]phenyl]piperidine-1-carboxylate Chemical compound C1=CC([C@@H]2[C@@H](OCC=3C=C4C=CC=CC4=C(OC)C=3)CN(C[C@H]2OC[C@@H](O)COC)C(=O)OC(C)(C)C)=CC=C1OCCCOCC1=CC=CC=C1OC ZMUCPGXTHVHHDD-GEHYDJGESA-N 0.000 description 1
- AOHXNBVAPUJWRH-GKPGBGKQSA-N tert-butyl (3s,4r,5r)-3-[[(4s)-2,2-dimethyl-1,3-dioxolan-4-yl]methoxy]-4-[4-[3-[(5-fluoro-2-methoxyphenyl)methoxy]propoxy]phenyl]-5-[(4-methoxynaphthalen-2-yl)methoxy]piperidine-1-carboxylate Chemical compound COC1=CC=C(F)C=C1COCCCOC1=CC=C([C@@H]2[C@H](CN(C[C@H]2OC[C@@H]2OC(C)(C)OC2)C(=O)OC(C)(C)C)OCC=2C=C3C=CC=CC3=C(OC)C=2)C=C1 AOHXNBVAPUJWRH-GKPGBGKQSA-N 0.000 description 1
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- HRKNGHXFTIFVNE-NATWFFSCSA-N tert-butyl (3s,4r,5r)-3-[[(4s)-2,2-dimethyl-1,3-dioxolan-4-yl]methoxymethyl]-5-[(4-methoxynaphthalen-2-yl)methoxy]-4-[4-[3-[(2-methoxyphenyl)methoxy]propoxy]phenyl]piperidine-1-carboxylate Chemical compound COC1=CC=CC=C1COCCCOC1=CC=C([C@@H]2[C@H](CN(C[C@H]2COC[C@@H]2OC(C)(C)OC2)C(=O)OC(C)(C)C)OCC=2C=C3C=CC=CC3=C(OC)C=2)C=C1 HRKNGHXFTIFVNE-NATWFFSCSA-N 0.000 description 1
- KMKYFHJPQRGGGI-ZYQOJWKCSA-N tert-butyl (3s,4r,5r)-4-[4-[3-(2-cyanophenoxy)propoxy]phenyl]-3-[(2r)-2-hydroxy-3-methoxypropoxy]-5-[(4-methoxynaphthalen-2-yl)methoxy]piperidine-1-carboxylate Chemical compound C1=CC([C@@H]2[C@@H](OCC=3C=C4C=CC=CC4=C(OC)C=3)CN(C[C@H]2OC[C@H](O)COC)C(=O)OC(C)(C)C)=CC=C1OCCCOC1=CC=CC=C1C#N KMKYFHJPQRGGGI-ZYQOJWKCSA-N 0.000 description 1
- VGKVTKQUFHMCRX-UHFFFAOYSA-N tert-butyl 2-[(4-methoxynaphthalen-2-yl)methoxy]piperidine-1-carboxylate Chemical compound C=1C2=CC=CC=C2C(OC)=CC=1COC1CCCCN1C(=O)OC(C)(C)C VGKVTKQUFHMCRX-UHFFFAOYSA-N 0.000 description 1
- VPLWTJBSHBEVGH-UHFFFAOYSA-N tert-butyl 3-(hydroxymethyl)-5-(naphthalen-2-ylmethoxy)-4-[4-(3-phenylmethoxypropoxy)phenyl]piperidine-1-carboxylate Chemical compound C=1C=C2C=CC=CC2=CC=1COC1CN(C(=O)OC(C)(C)C)CC(CO)C1C(C=C1)=CC=C1OCCCOCC1=CC=CC=C1 VPLWTJBSHBEVGH-UHFFFAOYSA-N 0.000 description 1
- NOEXNEOTUMNCEO-UHFFFAOYSA-N tert-butyl 3-hydroxy-5-(hydroxymethyl)-4-(4-hydroxyphenyl)piperidine-1-carboxylate Chemical compound OCC1CN(C(=O)OC(C)(C)C)CC(O)C1C1=CC=C(O)C=C1 NOEXNEOTUMNCEO-UHFFFAOYSA-N 0.000 description 1
- BUKOEAMPEOXYCY-UHFFFAOYSA-N tert-butyl 4-[4-[3-[(2-methoxyphenyl)methoxy]propoxy]phenyl]-3-(naphthalen-2-ylmethoxy)-5-(trityloxymethyl)piperidine-1-carboxylate Chemical compound COC1=CC=CC=C1COCCCOC1=CC=C(C2C(CN(CC2COC(C=2C=CC=CC=2)(C=2C=CC=CC=2)C=2C=CC=CC=2)C(=O)OC(C)(C)C)OCC=2C=C3C=CC=CC3=CC=2)C=C1 BUKOEAMPEOXYCY-UHFFFAOYSA-N 0.000 description 1
- 125000001412 tetrahydropyranyl group Chemical group 0.000 description 1
- XOGGUFAVLNCTRS-UHFFFAOYSA-N tetrapotassium;iron(2+);hexacyanide Chemical compound [K+].[K+].[K+].[K+].[Fe+2].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-] XOGGUFAVLNCTRS-UHFFFAOYSA-N 0.000 description 1
- 238000004809 thin layer chromatography Methods 0.000 description 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-M toluene-4-sulfonate Chemical compound CC1=CC=C(S([O-])(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-M 0.000 description 1
- 125000005424 tosyloxy group Chemical group S(=O)(=O)(C1=CC=C(C)C=C1)O* 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- FAQYAMRNWDIXMY-UHFFFAOYSA-N trichloroborane Chemical compound ClB(Cl)Cl FAQYAMRNWDIXMY-UHFFFAOYSA-N 0.000 description 1
- ITMCEJHCFYSIIV-UHFFFAOYSA-M triflate Chemical compound [O-]S(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-M 0.000 description 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
- ACWBQPMHZXGDFX-QFIPXVFZSA-N valsartan Chemical compound C1=CC(CN(C(=O)CCCC)[C@@H](C(C)C)C(O)=O)=CC=C1C1=CC=CC=C1C1=NN=NN1 ACWBQPMHZXGDFX-QFIPXVFZSA-N 0.000 description 1
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- 239000000080 wetting agent Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
Classifications
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- 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
- C07D403/04—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 directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/12—Drugs for disorders of the urinary system of the kidneys
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic agents
- A61P27/06—Antiglaucoma agents or miotics
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/04—Inotropic agents, i.e. stimulants of cardiac contraction; Drugs for heart failure
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/12—Antihypertensives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D211/40—Oxygen atoms
- C07D211/42—Oxygen atoms attached in position 3 or 5
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
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- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
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- Heart & Thoracic Surgery (AREA)
- Urology & Nephrology (AREA)
- Ophthalmology & Optometry (AREA)
- Vascular Medicine (AREA)
- Hospice & Palliative Care (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Hydrogenated Pyridines (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Plural Heterocyclic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Pyridine Compounds (AREA)
- Peptides Or Proteins (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP99108199 | 1999-04-27 | ||
PCT/EP2000/003555 WO2000064873A1 (en) | 1999-04-27 | 2000-04-19 | Renin inhibitors |
Publications (3)
Publication Number | Publication Date |
---|---|
NO20015206L NO20015206L (no) | 2001-10-25 |
NO20015206D0 NO20015206D0 (no) | 2001-10-25 |
NO320803B1 true NO320803B1 (no) | 2006-01-30 |
Family
ID=8238050
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
NO20015206A NO320803B1 (no) | 1999-04-27 | 2001-10-25 | Renin-inhibitorer, fremstilling av disse, fremstilling av preparater, samt anvendelse for fremstilling av medikamenter. |
Country Status (35)
Country | Link |
---|---|
US (2) | US6376672B1 (hu) |
EP (1) | EP1175400B1 (hu) |
JP (1) | JP3808706B2 (hu) |
KR (1) | KR100443684B1 (hu) |
CN (1) | CN1147471C (hu) |
AR (2) | AR018719A1 (hu) |
AT (1) | ATE512949T1 (hu) |
AU (1) | AU763718B2 (hu) |
BR (1) | BR0010080B1 (hu) |
CA (1) | CA2370888C (hu) |
CO (1) | CO5170513A1 (hu) |
CZ (1) | CZ302012B6 (hu) |
DK (1) | DK1175400T3 (hu) |
EG (1) | EG23979A (hu) |
ES (1) | ES2366668T3 (hu) |
GC (1) | GC0000251A (hu) |
HK (1) | HK1045999B (hu) |
HR (1) | HRP20010762A2 (hu) |
HU (1) | HU227764B1 (hu) |
IL (2) | IL146002A0 (hu) |
JO (1) | JO2256B1 (hu) |
MA (1) | MA26787A1 (hu) |
MX (1) | MXPA01010934A (hu) |
MY (1) | MY127894A (hu) |
NO (1) | NO320803B1 (hu) |
NZ (1) | NZ514981A (hu) |
PE (1) | PE20010069A1 (hu) |
PL (1) | PL199895B1 (hu) |
PT (1) | PT1175400E (hu) |
RS (1) | RS51156B (hu) |
RU (1) | RU2213731C2 (hu) |
TR (1) | TR200103095T2 (hu) |
TW (1) | TWI224593B (hu) |
WO (1) | WO2000064873A1 (hu) |
ZA (1) | ZA200108735B (hu) |
Families Citing this family (37)
Publication number | Priority date | Publication date | Assignee | Title |
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US6376672B1 (en) * | 1999-04-27 | 2002-04-23 | Hoffmann-La Roche Inc. | Naphthalenylmethoxypiperidines as renin inhibitors |
US6835686B2 (en) * | 2001-07-05 | 2004-12-28 | Millennium Specialty Chemicals | Catalyst system and process for rearrangement of epoxides to allylic alcohols |
CN1662498A (zh) * | 2002-06-27 | 2005-08-31 | 埃科特莱茵药品有限公司 | 作为高血压蛋白原酶抑制剂的新型四氢吡啶衍生物 |
US20040214832A1 (en) * | 2003-04-10 | 2004-10-28 | Cuiman Cai | Piperazine derivative renin inhibitors |
JP2007523845A (ja) * | 2003-04-29 | 2007-08-23 | アクテリオン ファマシューティカルズ リミテッド | 新規3,4−ジ置換1,2,3,6−テトラヒドロピリジン誘導体 |
TW200900399A (en) * | 2003-10-01 | 2009-01-01 | Speedel Experimenta Ag | Organic compounds |
AR045950A1 (es) * | 2003-10-09 | 2005-11-16 | Speedel Experimenta Ag | Compuestos derivados de piperazina, composiciones farmaceuticas que los contienen y su uso en la fabricacion de medicamentos. |
WO2005037317A2 (en) * | 2003-10-17 | 2005-04-28 | Cornell Research Foundation, Inc. | Mast cell-derived renin |
AU2004293177B2 (en) * | 2003-11-26 | 2008-10-23 | Novartis Ag | 4-phenylpiperidine derivatives as renin inhibitors |
AR053406A1 (es) * | 2004-07-09 | 2007-05-09 | Speedel Experimenta Ag | Derivados de piperidina como inhibidores de renina. composiciones farmaceuticas |
JP2008515903A (ja) | 2004-10-08 | 2008-05-15 | ノバルティス アクチエンゲゼルシャフト | 拡張機能障害または拡張期心不全の予防または処置のためのレニン阻害剤の使用 |
GB0428526D0 (en) | 2004-12-30 | 2005-02-09 | Novartis Ag | Organic compounds |
GB0500784D0 (en) * | 2005-01-14 | 2005-02-23 | Novartis Ag | Organic compounds |
CN101151262B (zh) * | 2005-03-31 | 2011-07-06 | 斯皮德尔实验股份公司 | 取代的哌啶 |
EP1707202A1 (de) * | 2005-03-31 | 2006-10-04 | Speedel Experimenta AG | Organische Verbindungen |
EP1897879A3 (en) * | 2005-03-31 | 2008-06-11 | Speedel Experimenta AG | 2,4,5-substituted piperidines as renin inhibitors |
TW200716622A (en) * | 2005-03-31 | 2007-05-01 | Speedel Experimenta Ag | Substituted piperidines |
WO2006103275A1 (en) * | 2005-03-31 | 2006-10-05 | Speedel Experimenta Ag | 3,4,5-substituted piperidines as renin inhibitors |
TW200722424A (en) * | 2005-03-31 | 2007-06-16 | Speedel Experimenta Ag | Substituted piperidines |
AU2006253805A1 (en) | 2005-05-27 | 2006-12-07 | Actelion Pharmaceuticals Ltd. | Novel piperidine carboxylic acid amide derivatives |
GB0514203D0 (en) * | 2005-07-11 | 2005-08-17 | Novartis Ag | Organic compounds |
CA2625416A1 (en) * | 2005-10-21 | 2007-04-26 | Novartis Ag | Combination of a renin-inhibitor and an anti-dyslipidemic agent and/or an antiobesity agent |
CN101356156B (zh) * | 2005-11-14 | 2012-12-05 | 生命医药公司 | 天冬氨酸蛋白酶抑制剂 |
BRPI0620736A2 (pt) * | 2005-12-30 | 2011-12-20 | Novartis Ag | compostos orgánicos |
TW200804359A (en) * | 2006-01-19 | 2008-01-16 | Speedel Experimenta Ag | Substituted 4-phenylpiperidines |
EP1816122A3 (en) * | 2006-01-19 | 2007-09-19 | Speedel Experimenta AG | 3,4,5-substituted piperidines as therapeutic compounds |
TW200821303A (en) * | 2006-08-08 | 2008-05-16 | Speedel Experimenta Ag | Organic compounds |
WO2008021552A2 (en) * | 2006-08-18 | 2008-02-21 | Duke University | Biased ligands and methods of identifying same |
EP1911758A1 (en) * | 2006-10-04 | 2008-04-16 | Speedel Experimenta AG | Phenyl piperidine derivatives for use as renin inhibitors |
EP1908761A1 (en) * | 2006-10-04 | 2008-04-09 | Speedel Experimenta AG | Organic compounds |
KR101238479B1 (ko) | 2007-06-25 | 2013-03-04 | 노파르티스 아게 | 레닌 억제제로 사용하기 위한 n5-(2-에톡시에틸)-n3-(2-피리디닐)-3,5-피페리딘디카르복스아미드 유도체 |
KR20100075590A (ko) * | 2007-11-02 | 2010-07-02 | 노파르티스 아게 | 레닌 억제제로서의 4,4-이치환된 피페리딘 |
US10517839B2 (en) | 2008-06-09 | 2019-12-31 | Cornell University | Mast cell inhibition in diseases of the retina and vitreous |
AU2010305901A1 (en) | 2009-10-14 | 2012-05-24 | Rainer Oberbauer | Acute kidney injury risk testing |
WO2013045505A1 (en) | 2011-09-28 | 2013-04-04 | Novartis Ag | Biomarkers for raas combination therapy |
EP2810644A1 (en) | 2013-06-06 | 2014-12-10 | Ferrer Internacional, S.A. | Oral formulation for the treatment of cardiovascular diseases |
WO2018002673A1 (en) | 2016-07-01 | 2018-01-04 | N4 Pharma Uk Limited | Novel formulations of angiotensin ii receptor antagonists |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DK231088D0 (da) | 1988-04-28 | 1988-04-28 | Ferrosan As | Piperidinforbindelser, deres fremstilling og anvendelse |
DE3640475A1 (de) | 1986-11-27 | 1988-06-09 | Hoechst Sa Lab | Arzneimittel auf basis von derivaten des 3,4-diphenylpiperidins, die verwendung der derivate als arzneimittel sowie neue 3,4-diphenylpiperidinderivate und verfahren zu ihrer herstellung |
DK0594618T3 (da) | 1991-06-24 | 1996-08-26 | Optische Ind De Oude Delft Nv | Indretning til måling af en persons respiration |
WO1997003911A1 (de) | 1995-07-24 | 1997-02-06 | Railfix N.V. | Elektro-permanentmagnetsystem zum manövrieren von einer magnetischen insbesondere ferromagnetischen last |
IL123293A (en) * | 1995-09-07 | 2003-06-24 | Hoffmann La Roche | Piperidine derivatives, their preparation and pharmaceutical compositions containing them |
AU9740998A (en) * | 1997-09-08 | 1999-03-29 | F. Hoffmann-La Roche Ag | Piperidine derivatives against malaria |
US6376672B1 (en) * | 1999-04-27 | 2002-04-23 | Hoffmann-La Roche Inc. | Naphthalenylmethoxypiperidines as renin inhibitors |
-
2000
- 2000-04-04 US US09/542,303 patent/US6376672B1/en not_active Expired - Fee Related
- 2000-04-19 AU AU42968/00A patent/AU763718B2/en not_active Ceased
- 2000-04-19 JP JP2000613826A patent/JP3808706B2/ja not_active Expired - Fee Related
- 2000-04-19 RS YUP-771/01A patent/RS51156B/sr unknown
- 2000-04-19 BR BRPI0010080-3A patent/BR0010080B1/pt not_active IP Right Cessation
- 2000-04-19 NZ NZ514981A patent/NZ514981A/xx not_active IP Right Cessation
- 2000-04-19 WO PCT/EP2000/003555 patent/WO2000064873A1/en active IP Right Grant
- 2000-04-19 PT PT00922651T patent/PT1175400E/pt unknown
- 2000-04-19 KR KR10-2001-7013696A patent/KR100443684B1/ko not_active IP Right Cessation
- 2000-04-19 CN CNB008068003A patent/CN1147471C/zh not_active Expired - Fee Related
- 2000-04-19 EP EP00922651A patent/EP1175400B1/en not_active Expired - Lifetime
- 2000-04-19 HU HU0203669A patent/HU227764B1/hu not_active IP Right Cessation
- 2000-04-19 PL PL353442A patent/PL199895B1/pl not_active IP Right Cessation
- 2000-04-19 IL IL14600200A patent/IL146002A0/xx active IP Right Grant
- 2000-04-19 RU RU2001130163/04A patent/RU2213731C2/ru not_active IP Right Cessation
- 2000-04-19 ES ES00922651T patent/ES2366668T3/es not_active Expired - Lifetime
- 2000-04-19 TW TW089107377A patent/TWI224593B/zh not_active IP Right Cessation
- 2000-04-19 MX MXPA01010934A patent/MXPA01010934A/es active IP Right Grant
- 2000-04-19 CZ CZ20013854A patent/CZ302012B6/cs not_active IP Right Cessation
- 2000-04-19 AT AT00922651T patent/ATE512949T1/de active
- 2000-04-19 CA CA002370888A patent/CA2370888C/en not_active Expired - Fee Related
- 2000-04-19 DK DK00922651.5T patent/DK1175400T3/da active
- 2000-04-19 TR TR2001/03095T patent/TR200103095T2/xx unknown
- 2000-04-23 JO JO200063A patent/JO2256B1/en active
- 2000-04-24 EG EG20000523A patent/EG23979A/xx active
- 2000-04-25 PE PE2000000386A patent/PE20010069A1/es not_active Application Discontinuation
- 2000-04-25 MY MYPI20001771A patent/MY127894A/en unknown
- 2000-04-25 GC GCP2000632 patent/GC0000251A/en active
- 2000-04-26 CO CO00029975A patent/CO5170513A1/es not_active Application Discontinuation
- 2000-04-26 AR ARP000101954A patent/AR018719A1/es active IP Right Grant
-
2001
- 2001-10-17 IL IL146002A patent/IL146002A/en not_active IP Right Cessation
- 2001-10-19 HR HR20010762A patent/HRP20010762A2/xx not_active Application Discontinuation
- 2001-10-23 ZA ZA200108735A patent/ZA200108735B/xx unknown
- 2001-10-25 NO NO20015206A patent/NO320803B1/no not_active IP Right Cessation
- 2001-10-26 MA MA26386A patent/MA26787A1/fr unknown
- 2001-12-18 US US10/023,679 patent/US6673931B2/en not_active Expired - Fee Related
-
2002
- 2002-10-22 HK HK02107639.0A patent/HK1045999B/zh not_active IP Right Cessation
-
2009
- 2009-02-25 AR ARP090100634A patent/AR070473A2/es active IP Right Grant
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