EP1235804A1 - Neue 3-nitropyridin-derivate und diese derivate enthaltende pharmazeutische gemische - Google Patents
Neue 3-nitropyridin-derivate und diese derivate enthaltende pharmazeutische gemischeInfo
- Publication number
- EP1235804A1 EP1235804A1 EP00981887A EP00981887A EP1235804A1 EP 1235804 A1 EP1235804 A1 EP 1235804A1 EP 00981887 A EP00981887 A EP 00981887A EP 00981887 A EP00981887 A EP 00981887A EP 1235804 A1 EP1235804 A1 EP 1235804A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- formula
- derivatives
- group
- compounds
- nitropyridine
- 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.)
- Withdrawn
Links
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- 238000002636 symptomatic treatment Methods 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 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
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 229960005486 vaccine Drugs 0.000 description 1
- 210000002845 virion Anatomy 0.000 description 1
Classifications
-
- 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
Definitions
- the present invention relates to novel 3-n ⁇ tropyr ⁇ dme
- This invention also relates to the
- Ri is methoxy or R_ .
- R 3 is h, hydroxy, dialkylammo group with C 2 ⁇ C 6 , straight
- R 3 may or may not contain asymmetrical carbons
- R is H, straight or branched alkyl group with C ⁇ C 4 , or
- R 3 and R 4 both may consist of 5 or 6 membered heterocyclic
- R 2 is mdazol-5-yl, or indazol-6-yl ;
- n is an integer between 0 and 3.
- HBV Hepatitis B virus
- liver hepatitis causes acute or chronic hepatitis, which may progress to liver
- HBV genome consists of genes for polymerase (P) , surface
- pre-Sl pre-S2 and S
- core protein pre-C and C
- polymerase, surface protein, and core protein are structural
- the gene for HBV polymerase comprises 80% of the whole
- This polypeptide includes sequences responsible for
- HBV enters liver when antigenic protein on virion surface
- liver cell DNAs are synthesized by HBV polymerase action
- nucleic acids which is responsible for facile encapsidation.
- nucleoside compounds such as lamivudme and
- AIDS AIDS
- herpes zoster herpes zoster
- nucleoside compounds are considered a poor cnoice
- AIDS is a disease inducing dramatic decrease in immune
- HIV Human immunodeficiency virus
- HIV responsible for AIDS
- attack helper T cells which is one of the T cells with regulatory
- helper T cells function in the immune system.
- HIV have been most widely used for the treatment of AIDS.
- the present invention provides novel 3-nitropyridine
- present invention inhibit proliferation of hepatitis B virus
- invention provides novel 3-nitropyridine derivatives
- Ri is methoxy or
- R 3 is H, hydroxy, dialkylamino group with C 2 ⁇ C 6 , straight
- R 3 may or may not have asymmetrical carbons
- R 4 is H, straight or branched alkyl group with C ⁇ C 4 , or
- R 3 and R both may consist of 5 or 6 membered heterocyclic
- R 2 is indazol-5-yl, or indazol-6-yl ; n is an integer between 0 and 3
- R 3 and R 4 are represented as a 5 or 6 me oered
- heterocyclic compounds with 1 to 3 heteroatoms selected from
- This heterocyclic ring may be
- Both inorganic and organic acids may be used as free acids in
- hydrobromic acid, sulfuric acid, and phosphoric acid may be used.
- organic acids citric acid, acetic acid, lactic acid,
- glutamic acid and aspartic acid may be used.
- the present invention also provides the process for
- X is Cl or OCH 3 ;
- R 2 , R 3 , R 4 and n are as defined
- the present invention includes the method of
- amme compounds of formula 7 are commercially available and
- step 1 m the synthetic product
- an organic base may be used and common tertiary amines
- pyridme are preferable.
- Preferable reaction time and temperature are 4 ⁇ 15 hrs and
- reaction is a single or a mixture of
- solvents selected from chloroform, methylene chloride,
- acetonit ⁇ le and alcohols such as methanol and ethanol .
- step 1 one with chloro group at 6 position is used m tne following reaction of step 2
- Preferable solvent is a single or a mixture of solvents selected
- the present invention also provides the pnarmaceutical compositions of therapeutics for preventing and treating AIDS,
- compositions of the present invention compounds of formula 1
- the solid product was dried at 50 ° C m va cuo to obtain the desired
- the solid product was dried at 50-60 ° C m va cuo
- reaction mixture was cooled and stirred at 25 ° C for 1 hr.
- peroxidase enzyme recognize the polymerized substrates.
- Biotm-UTP 46 mM T ⁇ s-HCl, 266 mM KC1, 27.5 mM MgCl 2 , 9.2 mM
- HBV polymerase catalyzes
- HBV and proliferation of HBV and may be useful as therapeutics for
- the cell concentration was adjusted to 1 10 5 cells mi and
- test compounds were adoe ⁇ to the final concentrations of 0.01, 0.1,
- PCR polymerase chain reaction
- DNA polymerized by PCR was electrophorese ⁇ on Agarose gel
- the present invention on the reduction of HBV proliferation.
- non-nucleosides may not have problems such as toxicity and early development of resistant virus strains ooserved in the use of
- the present invention may be used m parallel with nucleoside
- control HBV proliferation and may be useful as therapeutics for
- reaction mixture containing matrix-primer hybrid poly (A) oligo (dT) i 5 , DIG (digoxigenm) -dUTP, biot -dUTP, and
- HIV reverse transcriptase was calculated using the group without
- transcriptase having more than 70% reduction at the
- control HIV proliferation and may be useful as therapeutics for
- compounds of formula 1 have acute toxicity m rats .
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| KR1019990053295A KR100566193B1 (ko) | 1999-11-27 | 1999-11-27 | 신규의 3-니트로피리딘 유도체 및 그를 포함하는 약학적조성물 |
| KR9953295U | 1999-11-27 | ||
| KR1019990064402A KR100566189B1 (ko) | 1999-12-29 | 1999-12-29 | 신규의 5-피리미딘카르복스아미드 유도체 및 그를포함하는 약학적 조성물 |
| KR9964402U | 1999-12-29 | ||
| PCT/KR2000/001365 WO2001038306A1 (en) | 1999-11-27 | 2000-11-27 | Novel 3-nitropyridine derivatives and the pharmaceutical compositions containing said derivatives |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| EP1235804A1 true EP1235804A1 (de) | 2002-09-04 |
Family
ID=26636373
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP00981887A Withdrawn EP1235804A1 (de) | 1999-11-27 | 2000-11-27 | Neue 3-nitropyridin-derivate und diese derivate enthaltende pharmazeutische gemische |
Country Status (3)
| Country | Link |
|---|---|
| EP (1) | EP1235804A1 (de) |
| AU (1) | AU1899501A (de) |
| WO (1) | WO2001038306A1 (de) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BR0313000A (pt) * | 2002-07-19 | 2005-07-12 | Memory Pharm Corp | Compostos, composição farmacêutica e método para efetuar a inibição da enzima pde4, realçar a cognição e/ou tratar a psicose em um paciente |
| US7135575B2 (en) | 2003-03-03 | 2006-11-14 | Array Biopharma, Inc. | P38 inhibitors and methods of use thereof |
| WO2004078116A2 (en) * | 2003-03-03 | 2004-09-16 | Array Biopharma, Inc. | P38 inhibitors and methods of use thereof |
| CN101415685B (zh) | 2006-01-31 | 2011-08-24 | 阿雷生物药品公司 | 激酶抑制剂及其使用方法 |
| US20110306641A1 (en) * | 2008-12-10 | 2011-12-15 | Jei Man Ryu | Novel 2,6-substituted-3-nitropyridine derivative, method for preparing same, and pharmaceutical preparation including same |
| US20220106265A1 (en) * | 2018-12-11 | 2022-04-07 | Duke University | Compositions and methods for the treatment of cancer |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4210942A1 (de) * | 1992-04-02 | 1993-10-07 | Bayer Ag | 7-Oxo-7H-pyrido[1,2,3-d,e][1,4]benzoxacin-6-carbonsäuren und -ester |
| KR200162458Y1 (ko) * | 1996-12-31 | 1999-12-15 | 정몽규 | 차량의 에어 배출 그릴 개. 폐구조 |
-
2000
- 2000-11-27 WO PCT/KR2000/001365 patent/WO2001038306A1/en active Search and Examination
- 2000-11-27 EP EP00981887A patent/EP1235804A1/de not_active Withdrawn
- 2000-11-27 AU AU18995/01A patent/AU1899501A/en not_active Abandoned
Non-Patent Citations (1)
| Title |
|---|
| See references of WO0138306A1 * |
Also Published As
| Publication number | Publication date |
|---|---|
| AU1899501A (en) | 2001-06-04 |
| WO2001038306A1 (en) | 2001-05-31 |
| WO2001038306A9 (en) | 2003-06-19 |
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