ES479618A1 - Un procedimiento para preparar 6,7-dihidro-3-3,5-di-0-(p- acil)-alfa,beta-d-eritro-pentofuranosil-imidazo-4,5-d-1,3- diazepin-8(3h)-ona. - Google Patents
Un procedimiento para preparar 6,7-dihidro-3-3,5-di-0-(p- acil)-alfa,beta-d-eritro-pentofuranosil-imidazo-4,5-d-1,3- diazepin-8(3h)-ona.Info
- Publication number
- ES479618A1 ES479618A1 ES479618A ES479618A ES479618A1 ES 479618 A1 ES479618 A1 ES 479618A1 ES 479618 A ES479618 A ES 479618A ES 479618 A ES479618 A ES 479618A ES 479618 A1 ES479618 A1 ES 479618A1
- Authority
- ES
- Spain
- Prior art keywords
- amino
- ethanone
- imidazol
- preparation
- diazepin
- 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.)
- Expired
Links
- 238000000034 method Methods 0.000 title abstract 3
- RNNGGNHLWMHYNE-UHFFFAOYSA-N 2-amino-1-(4-amino-1h-imidazol-5-yl)ethanone Chemical compound NCC(=O)C=1N=CNC=1N RNNGGNHLWMHYNE-UHFFFAOYSA-N 0.000 title abstract 2
- 239000002253 acid Substances 0.000 abstract 3
- 150000002460 imidazoles Chemical class 0.000 abstract 2
- FPVKHBSQESCIEP-JQCXWYLXSA-N pentostatin Chemical compound C1[C@H](O)[C@@H](CO)O[C@H]1N1C(N=CNC[C@H]2O)=C2N=C1 FPVKHBSQESCIEP-JQCXWYLXSA-N 0.000 abstract 2
- FPVKHBSQESCIEP-UHFFFAOYSA-N (8S)-3-(2-deoxy-beta-D-erythro-pentofuranosyl)-3,6,7,8-tetrahydroimidazo[4,5-d][1,3]diazepin-8-ol Natural products C1C(O)C(CO)OC1N1C(NC=NCC2O)=C2N=C1 FPVKHBSQESCIEP-UHFFFAOYSA-N 0.000 abstract 1
- ASIWDXWEDFFGPK-UHFFFAOYSA-N 4,7-dihydro-1h-imidazo[4,5-d][1,3]diazepin-8-one Chemical compound O=C1CN=CNC2=C1NC=N2 ASIWDXWEDFFGPK-UHFFFAOYSA-N 0.000 abstract 1
- 150000001450 anions Chemical group 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 229940021019 disal Drugs 0.000 abstract 1
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 abstract 1
- ZZUFCTLCJUWOSV-UHFFFAOYSA-N furosemide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(C(O)=O)=C1NCC1=CC=CO1 ZZUFCTLCJUWOSV-UHFFFAOYSA-N 0.000 abstract 1
- 229960002340 pentostatin Drugs 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
- C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
- C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
- C07H19/052—Imidazole radicals
-
- 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
- C07D233/66—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 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
- C07D233/88—Nitrogen atoms, e.g. allantoin
-
- 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
- C07D233/66—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 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
- C07D233/91—Nitro radicals
-
- 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
- C07D233/66—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 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
- C07D233/91—Nitro radicals
- C07D233/92—Nitro radicals attached in position 4 or 5
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Plural Heterocyclic Compounds (AREA)
- Saccharide Compounds (AREA)
Abstract
Métodos para producir estos nuevos compuestos de imidazol y un método que emplea estos nuevos compuestos de imidazol en la preparación de (R)-3-(2-desoxi-beta-D-eritro-pentofuranosil)- 3,6,7,8-tetrahidroimidazo[4,5-d][1,3]diazepin-8- ol(pentostatina). De acuerdo con la invención, pueden producirse sales de adición de ácido de 6,7-dihidroimidazo[4,5-d][1,3]diazepin- 8(3H)-ona haciendo reaccionar una disal de adición de ácido de 2-amino-1-(5-amino-1H-imidazol-4-il)etanona con un compuesto capaz de donar un grupo formilo, tal como (alcohilo inferior- O)3CH, (acil-O)(HN=)CH. HX, (alcohilo inferior-O)CH.HX, (NH2)(HN=)CH.HX, etc, donde X es un anión.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US05/841,098 US4117229A (en) | 1977-10-11 | 1977-10-11 | 2-amino-1-(5-amino-1h-imidazol-4-yl)ethanone and method of preparation |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES479618A1 true ES479618A1 (es) | 1979-08-01 |
Family
ID=25284009
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES472478A Expired ES472478A1 (es) | 1977-10-11 | 1978-08-10 | Un procedimiento para la preparacion de 2-amino-1-(5-amino 1-imidazol-4-1l)etanona y sus sales de adicion de acido |
| ES479619A Expired ES8104992A1 (es) | 1977-10-11 | 1979-04-16 | Un procedimiento para preparar (r)-3-(2-desoxi-d-eritro-pen-to-furanosil)-3,6,7,8-tetrahidroimidazol-4,5-1,3-diazepin-8-ol. |
| ES479618A Expired ES479618A1 (es) | 1977-10-11 | 1979-04-16 | Un procedimiento para preparar 6,7-dihidro-3-3,5-di-0-(p- acil)-alfa,beta-d-eritro-pentofuranosil-imidazo-4,5-d-1,3- diazepin-8(3h)-ona. |
Family Applications Before (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES472478A Expired ES472478A1 (es) | 1977-10-11 | 1978-08-10 | Un procedimiento para la preparacion de 2-amino-1-(5-amino 1-imidazol-4-1l)etanona y sus sales de adicion de acido |
| ES479619A Expired ES8104992A1 (es) | 1977-10-11 | 1979-04-16 | Un procedimiento para preparar (r)-3-(2-desoxi-d-eritro-pen-to-furanosil)-3,6,7,8-tetrahidroimidazol-4,5-1,3-diazepin-8-ol. |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US4117229A (es) |
| JP (1) | JPS5461177A (es) |
| AU (1) | AU520742B2 (es) |
| CA (1) | CA1109465A (es) |
| DE (1) | DE2835144A1 (es) |
| ES (3) | ES472478A1 (es) |
| FR (3) | FR2411207A1 (es) |
| GB (2) | GB2005661B (es) |
| IT (1) | IT1107776B (es) |
| MY (1) | MY8500742A (es) |
| NL (1) | NL7808365A (es) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3321023A1 (de) * | 1983-06-10 | 1984-12-13 | Basf Ag, 6700 Ludwigshafen | Triazolylalkohole, verfahren zu ihrer herstellung und ihre verwendung als fungizide |
| JPH01250380A (ja) * | 1987-12-26 | 1989-10-05 | Tokyo Tanabe Co Ltd | 光学活性ベンゾキノリジン誘導体、その製造方法およびそれを有効成分とする抗菌剤 |
| JPH09241294A (ja) * | 1996-03-07 | 1997-09-16 | Microbial Chem Res Found | 2′−デオキシ−2′−ハロコホルマイシン又はその立体異性体の製造法 |
| EP1670809B1 (en) * | 2003-09-15 | 2016-01-13 | Mayne Pharma plc | Synthesis and manufacture of pentostatin and its precursors, analogs and derivatives |
| EP3115461A1 (en) * | 2015-07-07 | 2017-01-11 | Synbias Pharma AG | Method for the synthesis of pentostatin |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3670007A (en) * | 1967-11-21 | 1972-06-13 | Salk Inst For Biological Studi | Aminomalonitrile and method of preparation thereof |
| US3923785A (en) * | 1974-04-22 | 1975-12-02 | Parke Davis & Co | (R)-3-(2-deoxy-{62 -D-erythro-pentofuranosyl)-3,6,7,8-tetrahydroimidazo{8 4,5-d{9 {8 1,3{9 diazepin-8-ol |
-
1977
- 1977-10-11 US US05/841,098 patent/US4117229A/en not_active Expired - Lifetime
-
1978
- 1978-08-10 IT IT50697/78A patent/IT1107776B/it active
- 1978-08-10 GB GB7832981A patent/GB2005661B/en not_active Expired
- 1978-08-10 DE DE19782835144 patent/DE2835144A1/de not_active Withdrawn
- 1978-08-10 NL NL7808365A patent/NL7808365A/xx not_active Application Discontinuation
- 1978-08-10 JP JP9674878A patent/JPS5461177A/ja active Pending
- 1978-08-10 AU AU38816/78A patent/AU520742B2/en not_active Expired
- 1978-08-10 GB GB7907717A patent/GB2013680B/en not_active Expired
- 1978-08-10 CA CA309,121A patent/CA1109465A/en not_active Expired
- 1978-08-10 ES ES472478A patent/ES472478A1/es not_active Expired
- 1978-08-10 FR FR7823597A patent/FR2411207A1/fr active Granted
-
1979
- 1979-03-15 FR FR7906590A patent/FR2411181A1/fr active Granted
- 1979-03-15 FR FR7906591A patent/FR2411191A1/fr active Granted
- 1979-04-16 ES ES479619A patent/ES8104992A1/es not_active Expired
- 1979-04-16 ES ES479618A patent/ES479618A1/es not_active Expired
-
1985
- 1985-12-30 MY MY742/85A patent/MY8500742A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| FR2411181A1 (fr) | 1979-07-06 |
| FR2411181B1 (es) | 1981-10-23 |
| GB2005661B (en) | 1982-03-10 |
| ES472478A1 (es) | 1979-10-16 |
| AU3881678A (en) | 1980-02-14 |
| ES479619A0 (es) | 1981-05-16 |
| ES8104992A1 (es) | 1981-05-16 |
| US4117229A (en) | 1978-09-26 |
| FR2411191A1 (fr) | 1979-07-06 |
| MY8500742A (en) | 1985-12-31 |
| GB2013680A (en) | 1979-08-15 |
| JPS5461177A (en) | 1979-05-17 |
| IT7850697A0 (it) | 1978-08-10 |
| GB2005661A (en) | 1979-04-25 |
| CA1109465A (en) | 1981-09-22 |
| FR2411207A1 (fr) | 1979-07-06 |
| GB2013680B (en) | 1982-03-31 |
| FR2411207B1 (es) | 1982-07-02 |
| IT1107776B (it) | 1985-11-25 |
| FR2411191B1 (es) | 1982-02-12 |
| AU520742B2 (en) | 1982-02-25 |
| NL7808365A (nl) | 1979-04-17 |
| DE2835144A1 (de) | 1979-04-12 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FD1A | Patent lapsed |
Effective date: 19990405 |