BR9915035A - Sal de sódio de 3-(4-cinamil-1-piperazinil)iminometil rifamicina sv e processo de preparação - Google Patents
Sal de sódio de 3-(4-cinamil-1-piperazinil)iminometil rifamicina sv e processo de preparaçãoInfo
- Publication number
- BR9915035A BR9915035A BR9915035-2A BR9915035A BR9915035A BR 9915035 A BR9915035 A BR 9915035A BR 9915035 A BR9915035 A BR 9915035A BR 9915035 A BR9915035 A BR 9915035A
- Authority
- BR
- Brazil
- Prior art keywords
- sodium salt
- cinamyl
- piperazinyl
- rifamycin
- sodium
- Prior art date
Links
- 159000000000 sodium salts Chemical class 0.000 title abstract 5
- -1 iminomethyl rifamycin sv Chemical compound 0.000 title abstract 3
- 229940109171 rifamycin sv Drugs 0.000 title abstract 3
- 238000002360 preparation method Methods 0.000 title abstract 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
- HJYYPODYNSCCOU-ZDHWWVNNSA-N Rifamycin SV Natural products COC1C=COC2(C)Oc3c(C)c(O)c4c(O)c(NC(=O)C(=C/C=C/C(C)C(O)C(C)C(O)C(C)C(OC(=O)C)C1C)C)cc(O)c4c3C2=O HJYYPODYNSCCOU-ZDHWWVNNSA-N 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- BBNQHOMJRFAQBN-UPZFVJMDSA-N 3-formylrifamycin sv Chemical compound OC1=C(C(O)=C2C)C3=C(O)C(C=O)=C1NC(=O)\C(C)=C/C=C/[C@H](C)[C@H](O)[C@@H](C)[C@@H](O)[C@@H](C)[C@H](OC(C)=O)[C@H](C)[C@@H](OC)\C=C\O[C@@]1(C)OC2=C3C1=O BBNQHOMJRFAQBN-UPZFVJMDSA-N 0.000 abstract 1
- 241000187479 Mycobacterium tuberculosis Species 0.000 abstract 1
- 238000004821 distillation Methods 0.000 abstract 1
- 238000001914 filtration Methods 0.000 abstract 1
- 239000012442 inert solvent Substances 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- YWOITFUKFOYODT-UHFFFAOYSA-N methanol;sodium Chemical compound [Na].OC YWOITFUKFOYODT-UHFFFAOYSA-N 0.000 abstract 1
- 244000005700 microbiome Species 0.000 abstract 1
- JQXXHWHPUNPDRT-WLSIYKJHSA-N rifampicin Chemical compound O([C@](C1=O)(C)O/C=C/[C@@H]([C@H]([C@@H](OC(C)=O)[C@H](C)[C@H](O)[C@H](C)[C@@H](O)[C@@H](C)\C=C\C=C(C)/C(=O)NC=2C(O)=C3C([O-])=C4C)C)OC)C4=C1C3=C(O)C=2\C=N\N1CC[NH+](C)CC1 JQXXHWHPUNPDRT-WLSIYKJHSA-N 0.000 abstract 1
- 229960001225 rifampicin Drugs 0.000 abstract 1
- 235000010378 sodium ascorbate Nutrition 0.000 abstract 1
- 229960005055 sodium ascorbate Drugs 0.000 abstract 1
- PPASLZSBLFJQEF-RKJRWTFHSA-M sodium ascorbate Substances [Na+].OC[C@@H](O)[C@H]1OC(=O)C(O)=C1[O-] PPASLZSBLFJQEF-RKJRWTFHSA-M 0.000 abstract 1
- PPASLZSBLFJQEF-RXSVEWSESA-M sodium-L-ascorbate Chemical compound [Na+].OC[C@H](O)[C@H]1OC(=O)C(O)=C1[O-] PPASLZSBLFJQEF-RXSVEWSESA-M 0.000 abstract 1
- NOJNFULGOQGBKB-UHFFFAOYSA-M sodium;3-[3-tert-butylsulfanyl-1-[[4-(6-ethoxypyridin-3-yl)phenyl]methyl]-5-[(5-methylpyridin-2-yl)methoxy]indol-2-yl]-2,2-dimethylpropanoate Chemical compound [Na+].C1=NC(OCC)=CC=C1C(C=C1)=CC=C1CN1C2=CC=C(OCC=3N=CC(C)=CC=3)C=C2C(SC(C)(C)C)=C1CC(C)(C)C([O-])=O NOJNFULGOQGBKB-UHFFFAOYSA-M 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D498/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D498/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D498/08—Bridged systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Communicable Diseases (AREA)
- Pharmacology & Pharmacy (AREA)
- Oncology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
<B>SAL DE SóDIO DE 3-(4-CINAMIL-1-PIPERAZINIL)IMINOMETIL RIFAMICINA SV E PROCESSO DE PREPARAçãO<D> Foi sintetizado o sal de sódio de 3-(4-cinamil-1-piperazinil)iminometil rifamicina SV. O composto apresenta alta atividade contra microorganismos Gram-positivos e Gram-negativos, Mycobacterium tuberculosis (incluindo atípicos e resistentes a rifampicina) e pode ser usado na prática médica. O sal de sódio tem a fórmula (II). O processo para preparação do sal de sódio consiste em reagir quantidades equimolares de 3-(4-cinamil-1-piperazinil)iminometil rifamicina SV e ascorbato de sódio com adição de 30% de solução em metanol de metilato de sódio, seguida por filtração e remoção do solvente por destilação sob pressão reduzida. O composto também pode ser obtido do sal de sódio de 3-formil rifamicina SV, que reage com N¹-amino-N^ 4^-cinamipiperazina em meio de solvente inerte à temperatura ambiente.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| BG102897A BG64021B1 (bg) | 1998-11-04 | 1998-11-04 | Натриева сол на 3-(4-цинамил-1-пиперазинил)-иминометил рифамицин и метод за получаването й |
| PCT/BG1999/000022 WO2000025721A2 (en) | 1998-11-04 | 1999-11-03 | Sodium salt of 3-(4-cinnamyl-1-piperazinyl)imino-methyl rifamycin sv and process of preparation |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BR9915035A true BR9915035A (pt) | 2001-10-16 |
Family
ID=3927599
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BR9915035-2A BR9915035A (pt) | 1998-11-04 | 1999-11-03 | Sal de sódio de 3-(4-cinamil-1-piperazinil)iminometil rifamicina sv e processo de preparação |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US6476036B1 (pt) |
| EP (1) | EP1124831B1 (pt) |
| AT (1) | ATE248176T1 (pt) |
| AU (1) | AU1020400A (pt) |
| BG (1) | BG64021B1 (pt) |
| BR (1) | BR9915035A (pt) |
| DE (1) | DE69910810T2 (pt) |
| DK (1) | DK1124831T3 (pt) |
| ES (1) | ES2207296T3 (pt) |
| PT (1) | PT1124831E (pt) |
| RU (1) | RU2001114830A (pt) |
| WO (1) | WO2000025721A2 (pt) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN100383143C (zh) * | 2004-04-29 | 2008-04-23 | 薛荔 | 一锅烩合成利福平的方法 |
| WO2009137380A1 (en) * | 2008-05-05 | 2009-11-12 | Janssen Pharmaceutica Nv | 3-hydrazone piperazinyl rifamycin derivatives useful as antimicrobial agents |
| BR112015002945B1 (pt) | 2012-08-13 | 2021-08-31 | Adipharm Ead | Formulações farmacêuticas contendo derivados de 3-(4-cinamil-1-piperazinil)-amino de 3- formil-rifamicina sv e 3-formil-rifamicina s e um processo para sua preparação |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GR64108B (en) * | 1977-04-15 | 1980-01-24 | Dso Pharmachim | Method for the preparation of azomethine-derivatives of rifamycin s.v |
| SE458505B (sv) * | 1979-07-10 | 1989-04-10 | Lepetit Spa | Anvaendningen av rifamycin sv och salter daerav foer framstaellning av en beredning foer behandling av reumatoid artrit samt vissa av salterna och deras framstaellning |
| ATE47857T1 (de) * | 1985-10-18 | 1989-11-15 | Ciba Geigy Ag | Substituierte 4-benzyl-piperazinyl-verbindungen. |
| IT1202424B (it) * | 1987-01-26 | 1989-02-09 | Prodotti Antibiotici Spa | Sali di un derivato rifamicinico |
| EP0284552A1 (de) * | 1987-03-06 | 1988-09-28 | Ciba-Geigy Ag | 4-Benzyl-piperazinyl-Hydrazone |
| US5095108A (en) * | 1990-08-28 | 1992-03-10 | Technologichen Kombinat Za Promishlena Microbiologia | Non-solvated crystalline form "A" of 3-(4-cynnamyl-1-piperazinyl)iminomethylrifamycine SV and a method of its production |
-
1998
- 1998-11-04 BG BG102897A patent/BG64021B1/bg unknown
-
1999
- 1999-11-03 PT PT99953444T patent/PT1124831E/pt unknown
- 1999-11-03 RU RU2001114830/04A patent/RU2001114830A/ru not_active Application Discontinuation
- 1999-11-03 EP EP99953444A patent/EP1124831B1/en not_active Expired - Lifetime
- 1999-11-03 WO PCT/BG1999/000022 patent/WO2000025721A2/en active IP Right Grant
- 1999-11-03 BR BR9915035-2A patent/BR9915035A/pt not_active Application Discontinuation
- 1999-11-03 DE DE69910810T patent/DE69910810T2/de not_active Expired - Fee Related
- 1999-11-03 DK DK99953444T patent/DK1124831T3/da active
- 1999-11-03 ES ES99953444T patent/ES2207296T3/es not_active Expired - Lifetime
- 1999-11-03 AU AU10204/00A patent/AU1020400A/en not_active Abandoned
- 1999-11-03 AT AT99953444T patent/ATE248176T1/de not_active IP Right Cessation
- 1999-11-03 US US09/831,012 patent/US6476036B1/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| RU2001114830A (ru) | 2003-07-10 |
| DK1124831T3 (da) | 2003-12-22 |
| ATE248176T1 (de) | 2003-09-15 |
| EP1124831A2 (en) | 2001-08-22 |
| DE69910810D1 (de) | 2003-10-02 |
| AU1020400A (en) | 2000-05-22 |
| ES2207296T3 (es) | 2004-05-16 |
| DE69910810T2 (de) | 2004-08-19 |
| WO2000025721A2 (en) | 2000-05-11 |
| PT1124831E (pt) | 2004-01-30 |
| BG102897A (en) | 2000-06-30 |
| WO2000025721A3 (en) | 2000-11-16 |
| US6476036B1 (en) | 2002-11-05 |
| BG64021B1 (bg) | 2003-10-31 |
| EP1124831B1 (en) | 2003-08-27 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| B07A | Application suspended after technical examination (opinion) [chapter 7.1 patent gazette] | ||
| B09B | Patent application refused [chapter 9.2 patent gazette] |
Free format text: INDEFIRO O PRESENTE PEDIDO DE PATENTE DE ACORDO COM ART. 8O DA LPI. |
|
| B09B | Patent application refused [chapter 9.2 patent gazette] |
Free format text: MANTIDO O INDEFERIMENTO UMA VEZ QUE NAO FOI APRESENTADO RECURSO DENTRO DO PRAZO LEGAL. |