OA11294A - Branched alkoxy-substituted 2-aminopyridines as nos inhibitors. - Google Patents
Branched alkoxy-substituted 2-aminopyridines as nos inhibitors. Download PDFInfo
- Publication number
- OA11294A OA11294A OA1200000053A OA1200000053A OA11294A OA 11294 A OA11294 A OA 11294A OA 1200000053 A OA1200000053 A OA 1200000053A OA 1200000053 A OA1200000053 A OA 1200000053A OA 11294 A OA11294 A OA 11294A
- Authority
- OA
- OAPI
- Prior art keywords
- disease
- phenyl
- alkyl
- pyridin
- shock
- Prior art date
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- 239000003112 inhibitor Substances 0.000 title abstract description 6
- 150000003930 2-aminopyridines Chemical class 0.000 title description 2
- 102000008299 Nitric Oxide Synthase Human genes 0.000 claims abstract description 24
- 108010021487 Nitric Oxide Synthase Proteins 0.000 claims abstract description 24
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract description 20
- 239000008194 pharmaceutical composition Substances 0.000 claims abstract description 9
- 150000001875 compounds Chemical class 0.000 claims description 80
- -1 chloro, fluoro, bromo, iodo Chemical group 0.000 claims description 26
- 125000000217 alkyl group Chemical group 0.000 claims description 18
- 206010001052 Acute respiratory distress syndrome Diseases 0.000 claims description 16
- 208000013616 Respiratory Distress Syndrome Diseases 0.000 claims description 16
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 14
- 208000002193 Pain Diseases 0.000 claims description 14
- 230000001154 acute effect Effects 0.000 claims description 14
- 208000011341 adult acute respiratory distress syndrome Diseases 0.000 claims description 14
- 201000000028 adult respiratory distress syndrome Diseases 0.000 claims description 14
- 241000124008 Mammalia Species 0.000 claims description 13
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims description 13
- 201000010099 disease Diseases 0.000 claims description 13
- 125000001424 substituent group Chemical group 0.000 claims description 13
- BQJCRHHNABKAKU-KBQPJGBKSA-N morphine Chemical compound O([C@H]1[C@H](C=C[C@H]23)O)C4=C5[C@@]12CCN(C)[C@@H]3CC5=CC=C4O BQJCRHHNABKAKU-KBQPJGBKSA-N 0.000 claims description 12
- 150000003839 salts Chemical class 0.000 claims description 12
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 claims description 10
- 206010040070 Septic Shock Diseases 0.000 claims description 10
- 229910052739 hydrogen Inorganic materials 0.000 claims description 9
- 239000001257 hydrogen Substances 0.000 claims description 9
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 9
- 230000036303 septic shock Effects 0.000 claims description 9
- 230000035939 shock Effects 0.000 claims description 9
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- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 7
- 208000019695 Migraine disease Diseases 0.000 claims description 7
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- 125000003118 aryl group Chemical group 0.000 claims description 7
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- 230000002401 inhibitory effect Effects 0.000 claims description 7
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- 125000001624 naphthyl group Chemical group 0.000 claims description 7
- 239000000126 substance Substances 0.000 claims description 7
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 6
- 206010012289 Dementia Diseases 0.000 claims description 6
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- 125000003710 aryl alkyl group Chemical group 0.000 claims description 5
- 125000005843 halogen group Chemical group 0.000 claims description 5
- 229920006395 saturated elastomer Polymers 0.000 claims description 5
- 125000003545 alkoxy group Chemical group 0.000 claims description 4
- 125000003282 alkyl amino group Chemical group 0.000 claims description 4
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 4
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 claims description 4
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical group C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims description 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 3
- 101100495911 Arabidopsis thaliana CHR10 gene Proteins 0.000 claims description 2
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims description 2
- 125000002837 carbocyclic group Chemical group 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 2
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 2
- 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 description 2
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims description 2
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims description 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 2
- 208000024827 Alzheimer disease Diseases 0.000 claims 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 1
- MNUHYQZBNHDABI-UHFFFAOYSA-N 3-azabicyclo[3.1.0]hexan-6-amine Chemical group C1NCC2C(N)C21 MNUHYQZBNHDABI-UHFFFAOYSA-N 0.000 claims 1
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- 230000000694 effects Effects 0.000 abstract description 4
- 210000003169 central nervous system Anatomy 0.000 abstract description 2
- XDWUSBKLDNVDDQ-UHFFFAOYSA-N 6-phenylpyridin-2-amine Chemical class NC1=CC=CC(C=2C=CC=CC=2)=N1 XDWUSBKLDNVDDQ-UHFFFAOYSA-N 0.000 abstract 1
- 230000002265 prevention Effects 0.000 abstract 1
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- 238000006243 chemical reaction Methods 0.000 description 45
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- 238000005160 1H NMR spectroscopy Methods 0.000 description 31
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- 229910001868 water Inorganic materials 0.000 description 22
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- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 1
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- 230000009885 systemic effect Effects 0.000 description 1
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- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 description 1
- PCZOZSATUTWXIC-UHFFFAOYSA-N tetraethylazanium;cyanide Chemical compound N#[C-].CC[N+](CC)(CC)CC PCZOZSATUTWXIC-UHFFFAOYSA-N 0.000 description 1
- CZDYPVPMEAXLPK-UHFFFAOYSA-N tetramethylsilane Chemical compound C[Si](C)(C)C CZDYPVPMEAXLPK-UHFFFAOYSA-N 0.000 description 1
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- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
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- VFJYIHQDILEQNR-UHFFFAOYSA-M trimethylsulfanium;iodide Chemical compound [I-].C[S+](C)C VFJYIHQDILEQNR-UHFFFAOYSA-M 0.000 description 1
- NHDIQVFFNDKAQU-UHFFFAOYSA-N tripropan-2-yl borate Chemical compound CC(C)OB(OC(C)C)OC(C)C NHDIQVFFNDKAQU-UHFFFAOYSA-N 0.000 description 1
Classifications
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- 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
- C07D213/60—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 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
- C07D213/72—Nitrogen atoms
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-
- 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
- C07D401/10—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 carbon chain containing aromatic rings
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
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- Veterinary Medicine (AREA)
- Neurosurgery (AREA)
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- Biomedical Technology (AREA)
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- Psychiatry (AREA)
- Pulmonology (AREA)
- Ophthalmology & Optometry (AREA)
- Diabetes (AREA)
- Hospice & Palliative Care (AREA)
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- Endocrinology (AREA)
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- Obesity (AREA)
- Immunology (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Physical Education & Sports Medicine (AREA)
- Cardiology (AREA)
- Hematology (AREA)
- Otolaryngology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyridine Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US5773997P | 1997-08-28 | 1997-08-28 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| OA11294A true OA11294A (en) | 2003-10-22 |
Family
ID=22012464
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| OA1200000053A OA11294A (en) | 1997-08-28 | 2000-02-25 | Branched alkoxy-substituted 2-aminopyridines as nos inhibitors. |
Country Status (32)
| Country | Link |
|---|---|
| US (2) | US6362195B1 (de) |
| EP (1) | EP1007512B1 (de) |
| JP (1) | JP3441714B2 (de) |
| CN (1) | CN1268122A (de) |
| AP (1) | AP9801331A0 (de) |
| AR (1) | AR016644A1 (de) |
| AT (1) | ATE215532T1 (de) |
| AU (1) | AU8458698A (de) |
| BR (1) | BR9811921A (de) |
| CA (1) | CA2302436C (de) |
| DE (1) | DE69804635T2 (de) |
| DK (1) | DK1007512T3 (de) |
| EA (1) | EA200000165A1 (de) |
| ES (1) | ES2172173T3 (de) |
| GT (1) | GT199800135A (de) |
| HN (1) | HN1998000125A (de) |
| HR (1) | HRP980476A2 (de) |
| HU (1) | HUP0002803A2 (de) |
| ID (1) | ID24318A (de) |
| IL (1) | IL134302A0 (de) |
| IS (1) | IS5342A (de) |
| MA (1) | MA26538A1 (de) |
| NO (1) | NO20000957L (de) |
| OA (1) | OA11294A (de) |
| PA (1) | PA8458301A1 (de) |
| PE (1) | PE106699A1 (de) |
| PL (1) | PL339008A1 (de) |
| PT (1) | PT1007512E (de) |
| SI (1) | SI1007512T1 (de) |
| TN (1) | TNSN98157A1 (de) |
| WO (1) | WO1999011620A1 (de) |
| ZA (1) | ZA987788B (de) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
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| US20010049379A1 (en) | 1997-08-27 | 2001-12-06 | Lowe John Adams | 2-aminopyridines containing fused ring substituents |
| HRP20010099A2 (en) * | 1998-08-11 | 2002-02-28 | Pfizer Prod Inc | New pharmaceutical uses for nos inhibitors |
| CN1341099A (zh) | 1999-02-25 | 2002-03-20 | 辉瑞产品公司 | 含有稠合环取代基的2－氨基吡啶 |
| EP1203095A2 (de) * | 1999-07-30 | 2002-05-08 | University College London | Test zum auffinden von modulatoren der stickstoffmonoxid reduktase |
| CA2380323A1 (en) * | 1999-07-30 | 2001-02-08 | University College London | Inducible screen for drug discovery |
| GB0004151D0 (en) | 2000-02-23 | 2000-04-12 | Astrazeneca Uk Ltd | Novel use |
| GB0004149D0 (en) | 2000-02-23 | 2000-04-12 | Astrazeneca Uk Ltd | Novel compounds |
| GB0004152D0 (en) | 2000-02-23 | 2000-04-12 | Astrazeneca Uk Ltd | Novel compounds |
| GB0004153D0 (en) * | 2000-02-23 | 2000-04-12 | Astrazeneca Uk Ltd | Novel use |
| US6469172B2 (en) * | 2000-03-08 | 2002-10-22 | Merck & Co., Inc. | Process for the preparation of chemical compounds |
| SE0102640D0 (sv) | 2001-07-31 | 2001-07-31 | Astrazeneca Ab | Novel compounds |
| US20040077853A1 (en) * | 2001-10-10 | 2004-04-22 | Pfizer Inc. | 2-amino-6-(2,4,5-substituted-phenyl)-pyridines |
| CA2484797A1 (en) * | 2002-05-06 | 2003-11-13 | Washington University | Methods of treatment of glaucoma and other conditions mediated by nos-2 expression via inhibition of the egfr pathway |
| WO2005007627A1 (ja) * | 2003-07-18 | 2005-01-27 | Nihon Nohyaku Co., Ltd. | フェニルピリジン誘導体、その中間体及びこれを有効成分とする除草剤 |
| WO2006053109A1 (en) * | 2004-11-10 | 2006-05-18 | Synta Pharmaceuticals Corp. | Heteroaryl compounds |
| AU2007254179B2 (en) * | 2006-05-18 | 2013-03-21 | Pharmacyclics Llc | Intracellular kinase inhibitors |
| UA105182C2 (ru) | 2008-07-03 | 2014-04-25 | Ньюрексон, Інк. | Бензоксазины, бензотиазины и родственные соединения, которые имеют ингибирующую nos активность |
| EP3002279A1 (de) | 2014-10-02 | 2016-04-06 | Bayer CropScience AG | Verfahren zur Herstellung von 3-(5-Aminotriazolyl)-Sulfid-Derivaten |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5892112A (en) * | 1990-11-21 | 1999-04-06 | Glycomed Incorporated | Process for preparing synthetic matrix metalloprotease inhibitors |
| AU4515696A (en) * | 1994-12-12 | 1996-07-03 | Merck & Co., Inc. | Substituted 2-aminopyridines as inhibitors of nitric oxide synthase |
| US5972975A (en) * | 1995-12-08 | 1999-10-26 | Merck & Co., Inc. | Substituted 2-aminopyridines as inhibitors of nitric oxide synthase |
| WO1997027177A2 (en) * | 1996-01-29 | 1997-07-31 | The United States Of America, Represented By The Secretary, Department Of Health And Human Services | Dihydropyridine-, pyridine-, benzopyran-4-one- and triazoloquinazoline derivatives, their preparation and their use as adenosine receptor antagonists |
| UA49006C2 (uk) | 1996-03-29 | 2002-09-16 | Файзер Інк. | Похідні 6-фенілпіридил-2-аміну, фармацевтична композиція, спосіб інгібування синтази оксиду нітрогену у ссавців та спосіб лікування |
| HN1997000027A (es) | 1996-12-06 | 1997-06-05 | Pfizer Prod Inc | Derivados de 6-fenil piridil - 2 amina |
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1998
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- 1998-08-11 HU HU0002803A patent/HUP0002803A2/hu unknown
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- 1998-08-26 PA PA19988458301A patent/PA8458301A1/es unknown
- 1998-08-26 MA MA25230A patent/MA26538A1/fr unknown
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2000
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2001
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