HRP20100594T1 - Derivati 2-amino-kinazolina koji se koriste kao inhibitori b-sekretaze (bace) - Google Patents
Derivati 2-amino-kinazolina koji se koriste kao inhibitori b-sekretaze (bace) Download PDFInfo
- Publication number
- HRP20100594T1 HRP20100594T1 HR20100594T HRP20100594T HRP20100594T1 HR P20100594 T1 HRP20100594 T1 HR P20100594T1 HR 20100594 T HR20100594 T HR 20100594T HR P20100594 T HRP20100594 T HR P20100594T HR P20100594 T1 HRP20100594 T1 HR P20100594T1
- Authority
- HR
- Croatia
- Prior art keywords
- 4alkyl
- group
- substituted
- phenyl
- nra
- Prior art date
Links
- 239000003112 inhibitor Substances 0.000 title abstract 2
- 101150058765 BACE1 gene Proteins 0.000 title 1
- CZAAKPFIWJXPQT-UHFFFAOYSA-N quinazolin-2-amine Chemical class C1=CC=CC2=NC(N)=NC=C21 CZAAKPFIWJXPQT-UHFFFAOYSA-N 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims abstract 20
- 208000024827 Alzheimer disease Diseases 0.000 claims abstract 7
- 108010043324 Amyloid Precursor Protein Secretases Proteins 0.000 claims abstract 4
- 102000002659 Amyloid Precursor Protein Secretases Human genes 0.000 claims abstract 4
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract 4
- -1 hydroxy, methyl Chemical group 0.000 claims 71
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 43
- 229910052739 hydrogen Inorganic materials 0.000 claims 30
- 239000001257 hydrogen Substances 0.000 claims 30
- 125000000217 alkyl group Chemical group 0.000 claims 28
- 125000001072 heteroaryl group Chemical group 0.000 claims 28
- 125000001424 substituent group Chemical group 0.000 claims 24
- 125000003118 aryl group Chemical group 0.000 claims 23
- 125000000753 cycloalkyl group Chemical group 0.000 claims 21
- 229910052736 halogen Inorganic materials 0.000 claims 21
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 20
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 19
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims 19
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 16
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims 15
- 125000005843 halogen group Chemical group 0.000 claims 15
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 13
- 150000002431 hydrogen Chemical class 0.000 claims 11
- 125000003545 alkoxy group Chemical group 0.000 claims 10
- 206010012289 Dementia Diseases 0.000 claims 9
- 150000003839 salts Chemical class 0.000 claims 9
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 8
- 125000001153 fluoro group Chemical group F* 0.000 claims 7
- 125000004043 oxo group Chemical group O=* 0.000 claims 7
- 125000003282 alkyl amino group Chemical group 0.000 claims 6
- 125000004452 carbocyclyl group Chemical group 0.000 claims 6
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 6
- 150000002367 halogens Chemical class 0.000 claims 6
- 229910052799 carbon Inorganic materials 0.000 claims 5
- 239000000203 mixture Substances 0.000 claims 5
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 5
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 claims 4
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 4
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical group C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims 4
- 229910052731 fluorine Inorganic materials 0.000 claims 4
- 239000011737 fluorine Chemical group 0.000 claims 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 4
- 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 3
- 125000004217 4-methoxybenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1OC([H])([H])[H])C([H])([H])* 0.000 claims 3
- 102000013455 Amyloid beta-Peptides Human genes 0.000 claims 3
- 108010090849 Amyloid beta-Peptides Proteins 0.000 claims 3
- 206010067889 Dementia with Lewy bodies Diseases 0.000 claims 3
- 201000010374 Down Syndrome Diseases 0.000 claims 3
- 201000002832 Lewy body dementia Diseases 0.000 claims 3
- 208000018737 Parkinson disease Diseases 0.000 claims 3
- 206010039966 Senile dementia Diseases 0.000 claims 3
- 125000005884 carbocyclylalkyl group Chemical group 0.000 claims 3
- 125000001309 chloro group Chemical group Cl* 0.000 claims 3
- 208000010877 cognitive disease Diseases 0.000 claims 3
- 208000035475 disorder Diseases 0.000 claims 3
- 239000003937 drug carrier Substances 0.000 claims 3
- 230000001404 mediated effect Effects 0.000 claims 3
- 208000027061 mild cognitive impairment Diseases 0.000 claims 3
- 229910052757 nitrogen Inorganic materials 0.000 claims 3
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 2
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 claims 2
- 125000000175 2-thienyl group Chemical group S1C([*])=C([H])C([H])=C1[H] 0.000 claims 2
- 125000004207 3-methoxyphenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(OC([H])([H])[H])=C1[H] 0.000 claims 2
- 125000001541 3-thienyl group Chemical group S1C([H])=C([*])C([H])=C1[H] 0.000 claims 2
- 125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 claims 2
- 239000004305 biphenyl Chemical group 0.000 claims 2
- 235000010290 biphenyl Nutrition 0.000 claims 2
- 125000004674 methylcarbonyl group Chemical group CC(=O)* 0.000 claims 2
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 2
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 2
- 238000002360 preparation method Methods 0.000 claims 2
- 229920006395 saturated elastomer Polymers 0.000 claims 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 2
- 125000006704 (C5-C6) cycloalkyl group Chemical group 0.000 claims 1
- 125000001637 1-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C(*)=C([H])C([H])=C([H])C2=C1[H] 0.000 claims 1
- 125000004206 2,2,2-trifluoroethyl group Chemical group [H]C([H])(*)C(F)(F)F 0.000 claims 1
- 125000001622 2-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C(*)C([H])=C([H])C2=C1[H] 0.000 claims 1
- 125000003762 3,4-dimethoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C(OC([H])([H])[H])C([H])=C1* 0.000 claims 1
- 125000006275 3-bromophenyl group Chemical group [H]C1=C([H])C(Br)=C([H])C(*)=C1[H] 0.000 claims 1
- 125000006291 3-hydroxybenzyl group Chemical group [H]OC1=C([H])C([H])=C([H])C(=C1[H])C([H])([H])* 0.000 claims 1
- 125000006181 4-methyl benzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1C([H])([H])[H])C([H])([H])* 0.000 claims 1
- 125000004863 4-trifluoromethoxyphenyl group Chemical group [H]C1=C([H])C(OC(F)(F)F)=C([H])C([H])=C1* 0.000 claims 1
- 101000650578 Salmonella phage P22 Regulatory protein C3 Proteins 0.000 claims 1
- 101001040920 Triticum aestivum Alpha-amylase inhibitor 0.28 Proteins 0.000 claims 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 1
- 125000002877 alkyl aryl group Chemical group 0.000 claims 1
- 125000003710 aryl alkyl group Chemical group 0.000 claims 1
- 125000000319 biphenyl-4-yl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 claims 1
- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 claims 1
- 125000004210 cyclohexylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims 1
- 125000000532 dioxanyl group Chemical group 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 229940079593 drug Drugs 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 1
- 229910052760 oxygen Inorganic materials 0.000 claims 1
- 125000000286 phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 claims 1
- 125000006296 sulfonyl amino group Chemical group [H]N(*)S(*)(=O)=O 0.000 claims 1
- GQRRWNLARRRPRY-UHFFFAOYSA-N 1,4-dihydroquinazolin-2-amine Chemical class C1=CC=C2CNC(N)=NC2=C1 GQRRWNLARRRPRY-UHFFFAOYSA-N 0.000 abstract 1
- 102100021257 Beta-secretase 1 Human genes 0.000 abstract 1
- 108090000790 Enzymes Proteins 0.000 abstract 1
- 102000004190 Enzymes Human genes 0.000 abstract 1
- 101000894895 Homo sapiens Beta-secretase 1 Proteins 0.000 abstract 1
- IXHBTMCLRNMKHZ-LBPRGKRZSA-N levobunolol Chemical compound O=C1CCCC2=C1C=CC=C2OC[C@@H](O)CNC(C)(C)C IXHBTMCLRNMKHZ-LBPRGKRZSA-N 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/70—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings condensed with carbocyclic rings or ring systems
- C07D239/72—Quinazolines; Hydrogenated quinazolines
- C07D239/78—Quinazolines; Hydrogenated quinazolines with hetero atoms directly attached in position 2
- C07D239/84—Nitrogen atoms
-
- 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
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
- A61P25/16—Anti-Parkinson drugs
-
- 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
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
-
- 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
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US59981004P | 2004-08-06 | 2004-08-06 | |
| PCT/IB2005/002595 WO2006024932A1 (en) | 2004-08-06 | 2005-08-08 | 2-amino-quinazoline derivatives useful as inhibitors of b-secretase (bace) |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| HRP20100594T1 true HRP20100594T1 (hr) | 2010-12-31 |
Family
ID=35526992
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HR20100594T HRP20100594T1 (hr) | 2004-08-06 | 2010-11-05 | Derivati 2-amino-kinazolina koji se koriste kao inhibitori b-sekretaze (bace) |
Country Status (14)
| Country | Link |
|---|---|
| EP (1) | EP1789398B1 (el) |
| JP (1) | JP4898677B2 (el) |
| CN (1) | CN101035772B (el) |
| AT (1) | ATE482936T1 (el) |
| CY (1) | CY1111070T1 (el) |
| DE (1) | DE602005023887D1 (el) |
| DK (1) | DK1789398T3 (el) |
| ES (1) | ES2349594T3 (el) |
| HR (1) | HRP20100594T1 (el) |
| PL (1) | PL1789398T3 (el) |
| PT (1) | PT1789398E (el) |
| RS (1) | RS51631B (el) |
| SI (1) | SI1789398T1 (el) |
| WO (1) | WO2006024932A1 (el) |
Families Citing this family (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7763609B2 (en) | 2003-12-15 | 2010-07-27 | Schering Corporation | Heterocyclic aspartyl protease inhibitors |
| US7592348B2 (en) | 2003-12-15 | 2009-09-22 | Schering Corporation | Heterocyclic aspartyl protease inhibitors |
| US7700603B2 (en) | 2003-12-15 | 2010-04-20 | Schering Corporation | Heterocyclic aspartyl protease inhibitors |
| US8383637B2 (en) | 2004-08-06 | 2013-02-26 | Jansssen Pharmaceutica N.V. | 2-amino-quinazoline derivatives useful as inhibitors of β-secretase (BACE) |
| US8436006B2 (en) | 2004-08-06 | 2013-05-07 | Jansssen Pharmaceutica N.V. | 2-amino-quinazoline derivatives useful as inhibitors of β-secretase (BACE) |
| US8426429B2 (en) | 2004-08-06 | 2013-04-23 | Jansssen Pharmaceutica N.V. | 2-amino-quinazoline derivatives useful as inhibitors of β-secretase (BACE) |
| US8722708B2 (en) | 2005-06-14 | 2014-05-13 | Merck Sharp & Dohme Inc. | Substituted isoindolines as aspartyl protease inhibitors |
| TWI332005B (en) | 2005-06-14 | 2010-10-21 | Schering Corp | Aspartyl protease inhibitors |
| US8686002B2 (en) | 2005-08-21 | 2014-04-01 | AbbVie Deutschland GmbH & Co. KG | Heterocyclic compounds and their use as binding partners for 5-HT5 receptors |
| EP1966198B1 (en) * | 2005-10-25 | 2011-03-16 | Janssen Pharmaceutica NV | 2-amino-3,4-dihydro-pyrido[3,4-d]pyrimidine derivatives useful as inhibitors of beta-secretase (bace) |
| US7776882B2 (en) | 2006-02-06 | 2010-08-17 | Baxter Ellen W | 2-amino-3,4-dihydro-quinoline derivatives useful as inhibitors of β-secretase (BACE) |
| US7868022B2 (en) | 2006-02-06 | 2011-01-11 | Janssen Pharmaceutica Nv | 2-amino-quinoline derivatives useful as inhibitors of β-secretase (BACE) |
| WO2007092839A2 (en) | 2006-02-06 | 2007-08-16 | Janssen Pharmaceutica N.V. | Macrocycle derivatives useful as inhibitors of beta-secretase (bace) |
| US8168641B2 (en) | 2006-06-12 | 2012-05-01 | Schering Corporation | Aspartyl protease inhibitors |
| TW200815349A (en) * | 2006-06-22 | 2008-04-01 | Astrazeneca Ab | New compounds |
| WO2008073365A1 (en) | 2006-12-12 | 2008-06-19 | Schering Corporation | Aspartyl protease inhibitors |
| EP1935420A1 (en) * | 2006-12-21 | 2008-06-25 | Merck Sante | 2-Adamantyl-butyramide derivatives as selective 11beta-HSD1 inhibitors |
| CA2687750C (en) * | 2007-07-06 | 2016-10-18 | Boehringer Ingelheim International Gmbh | Substituted amino-quinazolinones, medicaments comprising said compound, their use and their method of manufacture |
| CN101925578B (zh) | 2008-01-28 | 2012-11-28 | 詹森药业有限公司 | 可用作β-分泌酶(BACE)抑制剂的6-取代-硫代-2-氨基-喹啉衍生物 |
| JP2011510993A (ja) * | 2008-01-29 | 2011-04-07 | ジヤンセン・フアーマシユーチカ・ナームローゼ・フエンノートシヤツプ | β−セクレターゼ（ＢＡＣＥ）阻害剤として有用な２−アミノ−キノリン誘導体 |
| AU2009239535A1 (en) | 2008-04-22 | 2009-10-29 | Schering Corporation | Thiophenyl-substituted 2-imino-3-methyl pyrrolo pyrimidinone compounds as BACE-1 inhibitors, compositions, and their use |
| WO2011063233A1 (en) | 2009-11-23 | 2011-05-26 | Amgen Inc. | Amino heteroaryl compounds as beta-secretase modulators and methods of use |
| TWI411393B (zh) * | 2010-06-14 | 2013-10-11 | Academia Sinica | 乙烯生物合成之化學抑制劑 |
| CA2902080A1 (en) | 2013-02-25 | 2014-08-28 | Merck Patent Gmbh | 2-amino-3,4-dihydroquinazoline derivatives and the use thereof as cathepsin d inhibitors |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2544939B2 (ja) * | 1987-09-01 | 1996-10-16 | 大塚製薬株式会社 | ベンゾヘテロ環誘導体 |
| JP2726950B2 (ja) * | 1990-04-27 | 1998-03-11 | 富士写真フイルム株式会社 | カラー画像形成方法 |
| US7294642B2 (en) * | 2002-09-06 | 2007-11-13 | Elan Pharmaceuticals, Inc. | 1,3-Diamino-2-hydroxypropane pro-drug derivatives |
| WO2004041211A2 (en) * | 2002-11-04 | 2004-05-21 | Georgetown University | INHIBITORS OF β-SECRETASE, AND THEIR USE FOR THE PREVENTION OR TREATMENT OF ALZHEIMER’S DISEASE OR MILD COGNITIVE IMPAIRMENT |
-
2005
- 2005-08-08 AT AT05780525T patent/ATE482936T1/de active
- 2005-08-08 CN CN2005800342281A patent/CN101035772B/zh not_active Expired - Fee Related
- 2005-08-08 DK DK05780525.1T patent/DK1789398T3/da active
- 2005-08-08 SI SI200531176T patent/SI1789398T1/sl unknown
- 2005-08-08 RS RS20100565A patent/RS51631B/en unknown
- 2005-08-08 ES ES05780525T patent/ES2349594T3/es active Active
- 2005-08-08 PT PT05780525T patent/PT1789398E/pt unknown
- 2005-08-08 PL PL05780525T patent/PL1789398T3/pl unknown
- 2005-08-08 EP EP05780525A patent/EP1789398B1/en active Active
- 2005-08-08 WO PCT/IB2005/002595 patent/WO2006024932A1/en active Application Filing
- 2005-08-08 DE DE602005023887T patent/DE602005023887D1/de active Active
- 2005-08-08 JP JP2007524423A patent/JP4898677B2/ja not_active Expired - Fee Related
-
2010
- 2010-11-05 HR HR20100594T patent/HRP20100594T1/hr unknown
- 2010-12-29 CY CY20101101201T patent/CY1111070T1/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CY1111070T1 (el) | 2015-06-11 |
| JP4898677B2 (ja) | 2012-03-21 |
| RS51631B (en) | 2011-08-31 |
| PT1789398E (pt) | 2010-10-21 |
| SI1789398T1 (sl) | 2011-01-31 |
| WO2006024932A1 (en) | 2006-03-09 |
| PL1789398T3 (pl) | 2011-03-31 |
| EP1789398A1 (en) | 2007-05-30 |
| JP2008509129A (ja) | 2008-03-27 |
| DK1789398T3 (da) | 2011-01-24 |
| ATE482936T1 (de) | 2010-10-15 |
| ES2349594T3 (es) | 2011-01-05 |
| DE602005023887D1 (de) | 2010-11-11 |
| EP1789398B1 (en) | 2010-09-29 |
| CN101035772B (zh) | 2011-12-14 |
| CN101035772A (zh) | 2007-09-12 |
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