HUE031449T2 - Solid macrolide forms - Google Patents
Solid macrolide forms Download PDFInfo
- Publication number
- HUE031449T2 HUE031449T2 HUE08786436A HUE08786436A HUE031449T2 HU E031449 T2 HUE031449 T2 HU E031449T2 HU E08786436 A HUE08786436 A HU E08786436A HU E08786436 A HUE08786436 A HU E08786436A HU E031449 T2 HUE031449 T2 HU E031449T2
- Authority
- HU
- Hungary
- Prior art keywords
- tylonolide
- dipiperidinyl
- mycaminosyl
- polymorph
- crystalline
- Prior art date
Links
- 239000003120 macrolide antibiotic agent Substances 0.000 title description 41
- 238000000034 method Methods 0.000 claims description 52
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims 2
- 241001093575 Alma Species 0.000 claims 1
- 240000007472 Leucaena leucocephala Species 0.000 claims 1
- 235000010643 Leucaena leucocephala Nutrition 0.000 claims 1
- 241000283903 Ovis aries Species 0.000 claims 1
- 244000046052 Phaseolus vulgaris Species 0.000 claims 1
- 235000010627 Phaseolus vulgaris Nutrition 0.000 claims 1
- 241000287410 Phylloscopus trochilus Species 0.000 claims 1
- 230000003203 everyday effect Effects 0.000 claims 1
- 229910052742 iron Inorganic materials 0.000 claims 1
- 230000000422 nocturnal effect Effects 0.000 claims 1
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 146
- 239000012453 solvate Substances 0.000 description 145
- 238000001228 spectrum Methods 0.000 description 136
- 239000000203 mixture Substances 0.000 description 131
- 239000013078 crystal Substances 0.000 description 83
- 238000005079 FT-Raman Methods 0.000 description 65
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 60
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 56
- 239000000047 product Substances 0.000 description 56
- 238000000634 powder X-ray diffraction Methods 0.000 description 54
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 51
- 235000019439 ethyl acetate Nutrition 0.000 description 49
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 46
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 41
- 238000002329 infrared spectrum Methods 0.000 description 40
- 238000002360 preparation method Methods 0.000 description 40
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 39
- 238000010521 absorption reaction Methods 0.000 description 35
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- 238000002844 melting Methods 0.000 description 30
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- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H17/00—Compounds containing heterocyclic radicals directly attached to hetero atoms of saccharide radicals
- C07H17/04—Heterocyclic radicals containing only oxygen as ring hetero atoms
- C07H17/08—Hetero rings containing eight or more ring members, e.g. erythromycins
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Genetics & Genomics (AREA)
- Biotechnology (AREA)
- Pulmonology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Tropical Medicine & Parasitology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Saccharide Compounds (AREA)
- Epidemiology (AREA)
- Medicinal Preparation (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP07113244A EP2019112A1 (en) | 2007-07-26 | 2007-07-26 | Macrolide solid-state forms |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| HUE031449T2 true HUE031449T2 (en) | 2017-07-28 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HUE08786436A HUE031449T2 (en) | 2007-07-26 | 2008-07-25 | Solid macrolide forms |
Country Status (13)
| Country | Link |
|---|---|
| EP (3) | EP2019112A1 (enExample) |
| JP (7) | JP5925989B2 (enExample) |
| KR (2) | KR102508115B1 (enExample) |
| CN (5) | CN103467548A (enExample) |
| AU (1) | AU2008278969B8 (enExample) |
| BR (1) | BRPI0814318B1 (enExample) |
| CA (1) | CA2693801C (enExample) |
| ES (2) | ES2608978T3 (enExample) |
| HU (1) | HUE031449T2 (enExample) |
| RU (1) | RU2476438C2 (enExample) |
| TW (1) | TWI427083B (enExample) |
| WO (1) | WO2009013351A2 (enExample) |
| ZA (1) | ZA201000188B (enExample) |
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2019112A1 (en) * | 2007-07-26 | 2009-01-28 | Intervet International BV | Macrolide solid-state forms |
| KR101538599B1 (ko) | 2006-07-28 | 2015-07-21 | 인터벳 인터내셔널 비.브이. | 마크롤라이드 합성 방법 |
| AU2012342548B2 (en) | 2011-11-25 | 2017-08-24 | Elanco Animal Health Gmbh | Antibacterial tylosin derivatives and methods for their preparation |
| CN102816196A (zh) * | 2012-09-10 | 2012-12-12 | 河北远征药业有限公司 | 泰地罗新半抗原、人工抗原及其制备方法 |
| SI2999707T1 (en) * | 2013-05-23 | 2018-07-31 | Bayer Animal Health Gmbh | Tylosin derivatives and their preparation process |
| CN103554203A (zh) * | 2013-08-17 | 2014-02-05 | 齐鲁动物保健品有限公司 | 一种泰地罗新无定形晶及其制备方法 |
| CN104478974B (zh) * | 2014-11-28 | 2016-08-17 | 武汉回盛生物科技有限公司 | 一种20，23-二哌啶基-5-o-碳霉胺糖基-泰乐内酯的合成方法 |
| CN104447919B (zh) * | 2014-11-28 | 2017-03-08 | 武汉回盛生物科技股份有限公司 | 一种20，23‑二哌啶基‑5‑o‑碳霉胺糖基‑泰乐内酯原料药的精制方法 |
| CN104497082B (zh) * | 2015-01-13 | 2017-12-12 | 中国兽医药品监察所 | 一种泰地罗新的合成方法 |
| CN104774223A (zh) * | 2015-03-26 | 2015-07-15 | 宁夏泰瑞制药股份有限公司 | 一种利用泰乐菌素碱生产泰地罗新的方法 |
| CN105254693B (zh) * | 2015-11-13 | 2017-12-22 | 周金华 | 一种泰地罗新的合成方法 |
| CN106008629B (zh) * | 2016-06-02 | 2019-11-22 | 天津大学 | 泰地罗新1,4-二氧六环溶剂化合物及制备方法 |
| CN106083958B (zh) * | 2016-06-02 | 2019-07-23 | 天津大学 | 泰地罗新环己烷溶剂化合物及制备方法 |
| CN106046084B (zh) * | 2016-06-02 | 2019-08-09 | 天津大学 | 泰地罗新丙酮溶剂化合物及制备方法 |
| CN109721633A (zh) * | 2017-10-31 | 2019-05-07 | 齐鲁晟华制药有限公司 | 一种泰地罗新晶型a及其制备方法 |
| IL280880B2 (en) | 2018-08-27 | 2025-04-01 | Regeneron Pharma | Using Raman Spectroscopy in Downstream Purification |
| CN111349130A (zh) * | 2018-12-21 | 2020-06-30 | 齐鲁动物保健品有限公司 | 一种泰地罗新晶型b及其制备方法 |
| CA3202396A1 (en) | 2020-12-03 | 2022-06-09 | Intervet International B.V. | A method of treating foot rot |
| CN114213484A (zh) * | 2021-12-21 | 2022-03-22 | 河北远征药业有限公司 | 一种泰地罗新1，2-丙二醇溶剂化合物及其制备方法 |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IL33732A (en) * | 1969-02-06 | 1973-05-31 | Meiji Seika Kaisha | The new antibiotics sf-837,sf-837-a2,sf-837-a3 and sf-837-a4 and their production |
| US4820695A (en) | 1982-09-13 | 1989-04-11 | Eli Lilly And Company | C-20-dihydro-deoxy-(cyclic amino)-derivatives of macrolide antibiotics |
| AU561147B2 (en) | 1982-09-13 | 1987-04-30 | Eli Lilly And Company | 20-amino macrolide antibiotics |
| YU43658B (en) * | 1983-07-18 | 1989-10-31 | Pliva Pharm & Chem Works | Process for preparing 7,16-dioxa-2-aza-10-0-cladinosyl-12,0-desosaminyl-4,5-dihydroxy-6-ethyl-3,5,9,11,13,15-hexamethyl-bicyclo(11.2.1)hexadeca-1(2)-ene-8 |
| US4921947A (en) * | 1986-03-31 | 1990-05-01 | Eli Lilly And Company | Process for preparing macrolide derivatives |
| US4920103A (en) | 1986-09-29 | 1990-04-24 | Eli Lilly And Company | Modifications of mycinose and 3-O-demethylmycinose in tylosin-type macrolides |
| DK1216256T3 (da) * | 1999-08-30 | 2004-06-21 | Zaidan Hojin Biseibutsu | Makrolid-antibiotika og behandling af pasteurellosis |
| CA2529817C (en) * | 2003-03-10 | 2013-02-12 | Optimer Pharmaceuticals, Inc. | Novel antibacterial agents |
| AU2003269473A1 (en) * | 2003-08-26 | 2005-03-10 | Biocon Limited | A process for the recovery of substantially pure tricyclic macrolide |
| MX2007006119A (es) * | 2005-01-05 | 2007-07-19 | Teva Gyogyszergyar Zartkoruen | Tacrolimus amorfo y preparacion de el. |
| UA98303C2 (ru) * | 2006-07-28 | 2012-05-10 | Интервет Интернешонал Б.В. | Способ синтеза макролидов |
| KR101538599B1 (ko) * | 2006-07-28 | 2015-07-21 | 인터벳 인터내셔널 비.브이. | 마크롤라이드 합성 방법 |
| EP2019112A1 (en) * | 2007-07-26 | 2009-01-28 | Intervet International BV | Macrolide solid-state forms |
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2007
- 2007-07-26 EP EP07113244A patent/EP2019112A1/en not_active Withdrawn
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2008
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- 2008-07-25 CN CN2013102805250A patent/CN103467548A/zh active Pending
- 2008-07-25 AU AU2008278969A patent/AU2008278969B8/en active Active
- 2008-07-25 KR KR1020107003939A patent/KR102508115B1/ko active Active
- 2008-07-25 RU RU2010107057/04A patent/RU2476438C2/ru active
- 2008-07-25 JP JP2010517412A patent/JP5925989B2/ja active Active
- 2008-07-25 EP EP16197385.4A patent/EP3170833B1/en active Active
- 2008-07-25 CN CN201310279877.4A patent/CN103360445B/zh active Active
- 2008-07-25 HU HUE08786436A patent/HUE031449T2/en unknown
- 2008-07-25 ES ES08786436.9T patent/ES2608978T3/es active Active
- 2008-07-25 BR BRPI0814318-8A patent/BRPI0814318B1/pt active IP Right Grant
- 2008-07-25 ES ES16197385T patent/ES2805534T3/es active Active
- 2008-07-25 KR KR1020157036690A patent/KR20160003899A/ko not_active Ceased
- 2008-07-25 CN CN201310280229.0A patent/CN103360447B/zh active Active
- 2008-07-25 CN CN201310280228.6A patent/CN103360446B/zh active Active
- 2008-07-25 CA CA2693801A patent/CA2693801C/en active Active
- 2008-07-25 CN CN2008801005518A patent/CN101778858B/zh active Active
- 2008-07-25 EP EP08786436.9A patent/EP2181117B1/en active Active
- 2008-07-25 WO PCT/EP2008/059775 patent/WO2009013351A2/en not_active Ceased
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2010
- 2010-01-11 ZA ZA201000188A patent/ZA201000188B/xx unknown
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2013
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2016
- 2016-02-10 JP JP2016023658A patent/JP6343624B2/ja active Active
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2018
- 2018-02-09 JP JP2018021677A patent/JP2018109020A/ja active Pending
- 2018-02-09 JP JP2018021676A patent/JP2018104449A/ja active Pending
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2020
- 2020-07-02 JP JP2020114648A patent/JP2020172516A/ja active Pending
- 2020-07-02 JP JP2020114652A patent/JP2020172517A/ja active Pending
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