ES2002342A6 - Procedimiento para la preparacion de 3'-azido-nucleosidos - Google Patents
Procedimiento para la preparacion de 3'-azido-nucleosidosInfo
- Publication number
- ES2002342A6 ES2002342A6 ES8601910A ES8601910A ES2002342A6 ES 2002342 A6 ES2002342 A6 ES 2002342A6 ES 8601910 A ES8601910 A ES 8601910A ES 8601910 A ES8601910 A ES 8601910A ES 2002342 A6 ES2002342 A6 ES 2002342A6
- Authority
- ES
- Spain
- Prior art keywords
- residue
- configuration
- viral
- uridine
- bacterial infections
- 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
- 239000002777 nucleoside Substances 0.000 title abstract 3
- 238000002560 therapeutic procedure Methods 0.000 title abstract 2
- 208000035143 Bacterial infection Diseases 0.000 title 1
- 206010038997 Retroviral infections Diseases 0.000 title 1
- 208000036142 Viral infection Diseases 0.000 title 1
- 208000022362 bacterial infectious disease Diseases 0.000 title 1
- 208000027096 gram-negative bacterial infections Diseases 0.000 title 1
- 230000003612 virological effect Effects 0.000 title 1
- ULGZDMOVFRHVEP-RWJQBGPGSA-N Erythromycin Chemical compound O([C@@H]1[C@@H](C)C(=O)O[C@@H]([C@@]([C@H](O)[C@@H](C)C(=O)[C@H](C)C[C@@](C)(O)[C@H](O[C@H]2[C@@H]([C@H](C[C@@H](C)O2)N(C)C)O)[C@H]1C)(C)O)CC)[C@H]1C[C@@](C)(OC)[C@@H](O)[C@H](C)O1 ULGZDMOVFRHVEP-RWJQBGPGSA-N 0.000 abstract 6
- DRTQHJPVMGBUCF-XVFCMESISA-N Uridine Chemical compound O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C(=O)NC(=O)C=C1 DRTQHJPVMGBUCF-XVFCMESISA-N 0.000 abstract 6
- RWQNBRDOKXIBIV-UHFFFAOYSA-N thymine Chemical compound CC1=CNC(=O)NC1=O RWQNBRDOKXIBIV-UHFFFAOYSA-N 0.000 abstract 4
- UHDGCWIWMRVCDJ-ZAKLUEHWSA-N cytidine Chemical compound O=C1N=C(N)C=CN1[C@H]1[C@H](O)[C@@H](O)[C@H](CO)O1 UHDGCWIWMRVCDJ-ZAKLUEHWSA-N 0.000 abstract 3
- GFFGJBXGBJISGV-UHFFFAOYSA-N Adenine Chemical compound NC1=NC=NC2=C1N=CN2 GFFGJBXGBJISGV-UHFFFAOYSA-N 0.000 abstract 2
- KDCGOANMDULRCW-UHFFFAOYSA-N Purine Natural products N1=CNC2=NC=NC2=C1 KDCGOANMDULRCW-UHFFFAOYSA-N 0.000 abstract 2
- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 abstract 2
- DRTQHJPVMGBUCF-PSQAKQOGSA-N beta-L-uridine Natural products O[C@H]1[C@@H](O)[C@H](CO)O[C@@H]1N1C(=O)NC(=O)C=C1 DRTQHJPVMGBUCF-PSQAKQOGSA-N 0.000 abstract 2
- UYTPUPDQBNUYGX-UHFFFAOYSA-N guanine Chemical compound O=C1NC(N)=NC2=C1N=CN2 UYTPUPDQBNUYGX-UHFFFAOYSA-N 0.000 abstract 2
- IGFXRKMLLMBKSA-UHFFFAOYSA-N purine Chemical compound N1=C[N]C2=NC=NC2=C1 IGFXRKMLLMBKSA-UHFFFAOYSA-N 0.000 abstract 2
- 229940113082 thymine Drugs 0.000 abstract 2
- DRTQHJPVMGBUCF-UHFFFAOYSA-N uracil arabinoside Natural products OC1C(O)C(CO)OC1N1C(=O)NC(=O)C=C1 DRTQHJPVMGBUCF-UHFFFAOYSA-N 0.000 abstract 2
- 229940045145 uridine Drugs 0.000 abstract 2
- UEJHQHNFRZXWRD-UAKXSSHOSA-N 1-[(2r,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-(trifluoromethyl)pyrimidine-2,4-dione Chemical group O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C(=O)NC(=O)C(C(F)(F)F)=C1 UEJHQHNFRZXWRD-UAKXSSHOSA-N 0.000 abstract 1
- RKSLVDIXBGWPIS-UAKXSSHOSA-N 1-[(2r,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-iodopyrimidine-2,4-dione Chemical compound O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C(=O)NC(=O)C(I)=C1 RKSLVDIXBGWPIS-UAKXSSHOSA-N 0.000 abstract 1
- UHDGCWIWMRVCDJ-UHFFFAOYSA-N 1-beta-D-Xylofuranosyl-NH-Cytosine Natural products O=C1N=C(N)C=CN1C1C(O)C(O)C(CO)O1 UHDGCWIWMRVCDJ-UHFFFAOYSA-N 0.000 abstract 1
- STRZQWQNZQMHQR-UAKXSSHOSA-N 5-fluorocytidine Chemical group C1=C(F)C(N)=NC(=O)N1[C@H]1[C@H](O)[C@H](O)[C@@H](CO)O1 STRZQWQNZQMHQR-UAKXSSHOSA-N 0.000 abstract 1
- FHIDNBAQOFJWCA-UAKXSSHOSA-N 5-fluorouridine Chemical group O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C(=O)NC(=O)C(F)=C1 FHIDNBAQOFJWCA-UAKXSSHOSA-N 0.000 abstract 1
- ZAYHVCMSTBRABG-JXOAFFINSA-N 5-methylcytidine Chemical group O=C1N=C(N)C(C)=CN1[C@H]1[C@H](O)[C@H](O)[C@@H](CO)O1 ZAYHVCMSTBRABG-JXOAFFINSA-N 0.000 abstract 1
- LVBKLRKKXCGEJG-UHFFFAOYSA-N 6-(1,2,4-triazol-1-yl)-1h-pyrimidin-2-one Chemical compound C1=CNC(=O)N=C1N1N=CN=C1 LVBKLRKKXCGEJG-UHFFFAOYSA-N 0.000 abstract 1
- 229930024421 Adenine Natural products 0.000 abstract 1
- UHDGCWIWMRVCDJ-PSQAKQOGSA-N Cytidine Natural products O=C1N=C(N)C=CN1[C@@H]1[C@@H](O)[C@@H](O)[C@H](CO)O1 UHDGCWIWMRVCDJ-PSQAKQOGSA-N 0.000 abstract 1
- 229960000643 adenine Drugs 0.000 abstract 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Saccharide Compounds (AREA)
Abstract
PROCEDIMIENTO PARA LA PREPARACION DE 3K-AZIDO-NUCLEOSIDOS DE FORMULA: DONDE C ES UNA BASE DE PURINA O PIRIMIDINA UNIDA EN LA POSICION 9 O 1, RESPECTIVAMENTE, EN EL QUE SE HACE REACCIONAR UN COMPUESTO DE FORMULA DONDE A ES UNA BASE DE PURINA O PIRIMIDINA DISTINTA DE TIMINA, UNIDA EN LA POSICION 9 O 1, RESPECTIVAMENTE, Y M REPRESENTA HALOGENO O UN GRUPO HIDROXI O SULFONILOXI O UN ESTER DEL MISMO, CON UN AZIDURO DE METAL ALCALINO, EN UN DISOLVENTE INERTE, A UNA TEMPERATURA COMPRENDIDA ENTRE 0JC Y LA TEMPERATURA DE REFLUJO DEL DISOLVENTE. EXISTEN OTRAS VIAS DE SINTESIS QUE SE DESCRIBEN EN LA MEMORIA. LOS COMPUESTOS OBTENIDOS SON PARTICULARMENTE UTILES PARA EL TRATAMIENTO Y PROFILAXIS DE INFECCIONES BACTERIANAS GRAM-NEGATIVAS E INFECCIONES POR RETROVIRUS, ESPECIALMENTE EL SIDA.
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US06/776,899 US4724232A (en) | 1985-03-16 | 1985-09-17 | Treatment of human viral infections |
| GB858523878A GB8523878D0 (en) | 1985-09-27 | 1985-09-27 | Therapeutic compounds |
| GB868608272A GB8608272D0 (en) | 1986-04-04 | 1986-04-04 | Antiviral combination |
| US87779686A | 1986-06-23 | 1986-06-23 | |
| GB868615322A GB8615322D0 (en) | 1986-06-23 | 1986-06-23 | Antiviral combinations |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2002342A6 true ES2002342A6 (es) | 1988-08-01 |
Family
ID=27516614
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES8601910A Expired ES2002342A6 (es) | 1985-09-17 | 1986-09-15 | Procedimiento para la preparacion de 3'-azido-nucleosidos |
| ES8801870A Expired ES2006672A6 (es) | 1985-09-17 | 1988-06-16 | Procedimiento para preparar formulaciones farmaceuticas a base de 3'-azido-nucleosidos. |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES8801870A Expired ES2006672A6 (es) | 1985-09-17 | 1988-06-16 | Procedimiento para preparar formulaciones farmaceuticas a base de 3'-azido-nucleosidos. |
Country Status (2)
| Country | Link |
|---|---|
| ES (2) | ES2002342A6 (es) |
| MC (1) | MC1766A1 (es) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US11116737B1 (en) | 2020-04-10 | 2021-09-14 | University Of Georgia Research Foundation, Inc. | Methods of using probenecid for treatment of coronavirus infections |
-
1986
- 1986-09-15 MC MC861847A patent/MC1766A1/fr unknown
- 1986-09-15 ES ES8601910A patent/ES2002342A6/es not_active Expired
-
1988
- 1988-06-16 ES ES8801870A patent/ES2006672A6/es not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| ES2006672A6 (es) | 1989-05-01 |
| MC1766A1 (fr) | 1987-07-17 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| SA6 | Expiration date (snapshot 920101) |
Free format text: 2006-09-15 |
|
| FD1A | Patent lapsed |
Effective date: 20060916 |