CN100413879C - 4″-取代-9-脱氧-9a-氮杂-9a-高红霉素A衍生物的制备方法 - Google Patents

4″-取代-9-脱氧-9a-氮杂-9a-高红霉素A衍生物的制备方法 Download PDF

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Publication number
CN100413879C
CN100413879C CNB028086961A CN02808696A CN100413879C CN 100413879 C CN100413879 C CN 100413879C CN B028086961 A CNB028086961 A CN B028086961A CN 02808696 A CN02808696 A CN 02808696A CN 100413879 C CN100413879 C CN 100413879C
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formula
compound
compounds
reaction
acid
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Expired - Fee Related
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Chinese (zh)
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CN1503804A (zh
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康斯坦丁·斯克拉沃诺斯
约翰·L·塔克
魏陆林
小克里·P·马洪
菲利普·D·哈曼
乔安娜·T·内格里
理查德·S·莱纳
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Pfizer Products Inc
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07HSUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H17/00Compounds containing heterocyclic radicals directly attached to hetero atoms of saccharide radicals
    • C07H17/04Heterocyclic radicals containing only oxygen as ring hetero atoms
    • C07H17/08Hetero rings containing eight or more ring members, e.g. erythromycins
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04Antibacterial agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P33/00Antiparasitic agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P33/00Antiparasitic agents
    • A61P33/02Antiprotozoals, e.g. for leishmaniasis, trichomoniasis, toxoplasmosis
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07HSUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H1/00Processes for the preparation of sugar derivatives
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00Technologies relating to chemical industry
    • Y02P20/50Improvements relating to the production of bulk chemicals
    • Y02P20/55Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Biotechnology (AREA)
  • Veterinary Medicine (AREA)
  • Molecular Biology (AREA)
  • Genetics & Genomics (AREA)
  • Engineering & Computer Science (AREA)
  • Biochemistry (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Tropical Medicine & Parasitology (AREA)
  • Oncology (AREA)
  • Communicable Diseases (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Saccharide Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
CNB028086961A 2001-04-27 2002-04-11 4″-取代-9-脱氧-9a-氮杂-9a-高红霉素A衍生物的制备方法 Expired - Fee Related CN100413879C (zh)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US28720301P 2001-04-27 2001-04-27
US60/287,203 2001-04-27

Related Child Applications (1)

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CNB2005100820637A Division CN1297564C (zh) 2001-04-27 2002-04-11 4″-取代-9-脱氧-9a-氮杂-9a-高红霉素A衍生物的制备方法

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CN1503804A CN1503804A (zh) 2004-06-09
CN100413879C true CN100413879C (zh) 2008-08-27

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CNB028086961A Expired - Fee Related CN100413879C (zh) 2001-04-27 2002-04-11 4″-取代-9-脱氧-9a-氮杂-9a-高红霉素A衍生物的制备方法
CNB2005100820637A Expired - Fee Related CN1297564C (zh) 2001-04-27 2002-04-11 4″-取代-9-脱氧-9a-氮杂-9a-高红霉素A衍生物的制备方法
CNB021184356A Expired - Lifetime CN1167708C (zh) 2001-04-27 2002-04-25 一种制备4"-取代的9-脱氧-9a-氮杂-9a-高红霉素a衍生物的方法
CNB2004100396880A Expired - Lifetime CN1295240C (zh) 2001-04-27 2002-04-25 一种用于制备4”-取代的9-脱氧-9a-氮杂-9a-高红霉素a衍生物的中间体及其制备方法

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CNB2005100820637A Expired - Fee Related CN1297564C (zh) 2001-04-27 2002-04-11 4″-取代-9-脱氧-9a-氮杂-9a-高红霉素A衍生物的制备方法
CNB021184356A Expired - Lifetime CN1167708C (zh) 2001-04-27 2002-04-25 一种制备4"-取代的9-脱氧-9a-氮杂-9a-高红霉素a衍生物的方法
CNB2004100396880A Expired - Lifetime CN1295240C (zh) 2001-04-27 2002-04-25 一种用于制备4”-取代的9-脱氧-9a-氮杂-9a-高红霉素a衍生物的中间体及其制备方法

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US (1) US6825327B2 (enExample)
EP (2) EP1383780A1 (enExample)
JP (3) JP4104463B2 (enExample)
KR (1) KR100474225B1 (enExample)
CN (4) CN100413879C (enExample)
AR (1) AR035871A1 (enExample)
AU (1) AU784362B2 (enExample)
BR (2) BR0209241A (enExample)
CA (2) CA2445306C (enExample)
CZ (1) CZ303716B6 (enExample)
DK (1) DK1253153T3 (enExample)
ES (1) ES2608848T3 (enExample)
HU (1) HU230717B1 (enExample)
IL (3) IL158059A0 (enExample)
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PL (2) PL371766A1 (enExample)
PT (1) PT1253153T (enExample)
RU (2) RU2263117C2 (enExample)
SG (1) SG100789A1 (enExample)
WO (1) WO2002088158A1 (enExample)
YU (1) YU29502A (enExample)
ZA (2) ZA200203252B (enExample)

Cited By (4)

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CN106046077A (zh) * 2016-08-04 2016-10-26 湖北美天生物科技股份有限公司 一种泰拉霉素a的合成方法
CN106939029A (zh) * 2017-04-28 2017-07-11 艾美科健(中国)生物医药有限公司 一种泰拉霉素的制备方法
CN107400152A (zh) * 2017-08-29 2017-11-28 博瑞生物医药(苏州)股份有限公司 泰拉菌素草酸盐
CN107556351A (zh) * 2017-08-29 2018-01-09 博瑞生物医药(苏州)股份有限公司 一种泰拉菌素的制备方法

Families Citing this family (37)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
UA82359C2 (uk) * 2003-04-03 2008-04-10 Schering Plough Ltd Композиція (варіанти) і спосіб лікування мікробних і паразитних інфекцій у великої рогатої худоби і інших тварин
US7384921B2 (en) * 2004-02-20 2008-06-10 Enanta Pharmaceuticals, Inc. Polymorphic forms of 6-11 bicyclic ketolide derivatives
US7468428B2 (en) 2004-03-17 2008-12-23 App Pharmaceuticals, Llc Lyophilized azithromycin formulation
PE20060489A1 (es) 2004-08-13 2006-06-19 Schering Plough Ltd Formulacion farmaceutica que comprende un antibiotico, un triazol y un corticosteroide
ATE406348T1 (de) 2004-09-23 2008-09-15 Schering Plough Ltd Bekämpfung von parasiten in tieren durch verwendung neuer trifluormethansulfonanilidoximetherderivate
MX2007006072A (es) 2004-11-19 2007-07-11 Schering Plough Ltd Control de parasitos en animales mediante el uso de derivados del parasiticida 2-fenil-3-(1h-pirrol-2-il)acrilonitrilo.
US20080227730A1 (en) * 2005-01-14 2008-09-18 Glaxosmithkline Istrazivacki Centar Zagreb D.O.O. 9A-Carbamoyl and Thiocarbamoyl Azalides With Antimalarial Activity
MX2007015729A (es) * 2005-06-09 2008-02-21 Schering Plough Ltd Control de parasitos en animales con derivados de n-[(feniloxi)fenil]-1,1,1-trifluorometansulfonamida y de n[(fenilsulfanil)fenil]-1,1,1-trifluorometansulfonamida.
US20070238700A1 (en) * 2006-04-10 2007-10-11 Winzenberg Kevin N N-phenyl-1,1,1-trifluoromethanesulfonamide hydrazone derivative compounds and their usage in controlling parasites
EP2091909A1 (en) * 2006-12-13 2009-08-26 Schering-Plough Ltd. Water-soluble prodrugs of florfenicol and its analogs
CN101600686A (zh) * 2006-12-13 2009-12-09 先灵-普劳有限公司 氯霉素、甲砜霉素及其类似物的水溶性前药
TWI430995B (zh) 2007-06-26 2014-03-21 Du Pont 萘異唑啉無脊椎有害動物控制劑
DK2957284T3 (en) 2007-06-27 2018-02-05 Du Pont PROCEDURE TO CHECK ANIMALS FOR ANIMALS
TWI401023B (zh) 2008-02-06 2013-07-11 Du Pont 中離子農藥
JP2011529895A (ja) * 2008-07-30 2011-12-15 インターベツト・インターナシヨナル・ベー・ベー フロルフェニコール中間体として有用なオキサゾリン保護アミノジオール化合物を調製する方法
WO2010086351A1 (en) * 2009-01-30 2010-08-05 Glaxosmithkline Istrazivacki Centar Zagreb D.O.O. 3'-n-substituted 9-deoxo-9a-methyl-9a-aza-homoerythromycin having antimalarial activity
MX2012001651A (es) 2009-08-05 2012-03-16 Du Pont Pesticidas mesoionicos.
UA110924C2 (uk) 2009-08-05 2016-03-10 Е. І. Дю Пон Де Немур Енд Компані Мезоіонні пестициди
US20120122680A1 (en) 2009-08-05 2012-05-17 E.I. Du Pont De Nemours And Company Mesoionic pesticides
UA107804C2 (en) 2009-08-05 2015-02-25 Du Pont Mixtures of pesticides mezoionnyh
MX2012013758A (es) 2010-05-27 2013-01-24 Du Pont Forma cristalina de 4-[5-[3-cloro-5-trifluorometil)fenil]-4,5-dihi dro-5-(trifluorometil)-3-isoxazolil]-n-[2-oxo-2-[(2,2,2-trifluoro etil)amino]etil]-1-naftalenocarboxamida.
WO2012001089A1 (en) * 2010-07-01 2012-01-05 Novartis Ag Antibiotic compositions
EP2619214B1 (en) 2010-09-20 2014-12-24 Novartis AG Novel process for the preparation of 9-deoxo-9a-aza-9a-homoerythromycin a modified in the c-4'' of the cladinose ring by an epoxide group
WO2012087630A1 (en) 2010-12-20 2012-06-28 E.I. Du Pont De Nemours And Company Pyridine and pyrimidine compounds for controlling invertebrate
CN102295672B (zh) * 2011-07-13 2014-06-04 武汉回盛生物科技有限公司 一种泰拉菌素的合成方法
CN102260306B (zh) * 2011-07-22 2012-07-18 山东鲁抗舍里乐药业有限公司 一种制备泰拉霉素的方法
EP2736915A1 (en) * 2011-07-27 2014-06-04 Farma GRS, d.o.o. New crystalline forms of tulathromycin
WO2013158422A1 (en) 2012-04-17 2013-10-24 E. I. Du Pont De Nemours And Company Heterocyclic compounds for controlling invertebrate pests
CN103965273B (zh) 2013-08-23 2016-05-25 普莱柯生物工程股份有限公司 一种大环内酯类化合物
CN103497227B (zh) * 2013-09-13 2015-09-30 青岛科技大学 一种泰拉菌素中间体的制备方法
ES2858585T3 (es) * 2016-01-18 2021-09-30 Zhejiang Hisun Pharm Co Ltd Método y producto intermedio para preparar tulatromicina
CN106434797A (zh) * 2016-08-25 2017-02-22 艾美科健(中国)生物医药有限公司 一种酶法合成泰拉霉素的工艺
CN109535210A (zh) * 2018-12-19 2019-03-29 江苏威凌生化科技有限公司 一种合成纯化泰拉霉素杂质e的方法
JP2022529315A (ja) * 2019-04-18 2022-06-21 アズーラ オフサルミックス エルティーディー. 眼障害を処置するための化合物および方法
CN111072730B (zh) * 2019-12-16 2021-01-12 浙江国邦药业有限公司 一种泰拉霉素中间体盐的制备方法及应用
CN112225769A (zh) * 2020-09-21 2021-01-15 江苏威凌生化科技有限公司 一种合成纯化泰拉霉素杂质e的方法
CN113493483A (zh) * 2021-07-05 2021-10-12 上海应用技术大学 一种泰拉霉素的合成方法

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2000031097A1 (en) * 1998-11-20 2000-06-02 Pfizer Products Inc. 13-membered azalides and their use as antibiotic agents

Family Cites Families (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
YU43116B (en) 1979-04-02 1989-04-30 Pliva Pharm & Chem Works Process for preparing 11-aza-4-o-cladinosyl-6-o-desosaminyl-15-ethyl-7,13,14-trihydroxy-3,5,7,9,12,14-hexamethyl-oxacyclopentadecane-2-one(11-aza-10-deox
YU43006B (en) 1981-03-06 1989-02-28 Pliva Pharm & Chem Works Process for preparing n-methyl-11-aza-10-deoxo-10-dihydro erythromycin and derivatives thereof
US4474768A (en) 1982-07-19 1984-10-02 Pfizer Inc. N-Methyl 11-aza-10-deoxo-10-dihydro-erytromycin A, intermediates therefor
US4518590A (en) 1984-04-13 1985-05-21 Pfizer Inc. 9α-Aza-9α-homoerythromycin compounds, pharmaceutical compositions and therapeutic method
US4512982A (en) 1984-04-13 1985-04-23 Pfizer Inc. 9α-Aza-9α-homoerythromycin compounds, pharmaceutical composition and therapeutic method
CA2064634C (en) 1991-04-04 1998-08-04 James V. Heck 9-deoxo-8a-aza-8a-homoerythromycin a derivatives modified at the 4"- and8a-positions
EP0549040A1 (en) 1991-12-20 1993-06-30 Merck & Co. Inc. Methods of making 4" derivatives of 9-deoxo-8a-aza-8a-alkyl-8a-homoerythromycin A
US5441939A (en) 1994-03-04 1995-08-15 Pfizer Inc. 3"-desmethoxy derivatives of erythromycin and azithromycin
ES2122905B1 (es) * 1996-07-11 1999-11-16 Astur Pharma Sa Sintesis de 11,12-hidrogenoortoborato de 9-desoxo-9a-aza-11,12-desoxi-9a-metil-9a-homoeritromicina a. un procedimiento para la preparacion de 9-desoxo-9a-aza-9a-metil-9a-homoeritromicina a dihidrato (azitromicina dihidrato).
HN1998000086A (es) * 1997-06-11 1999-03-08 Pfizer Prod Inc Derivados de 9 - desofo - 9 aza - 9a - homoeritromicina a - c - 4 sustituidos.
HN1998000074A (es) * 1997-06-11 1999-01-08 Pfizer Prod Inc Derivados de macrolidos c-4 sustituidos
KR100474229B1 (ko) * 1999-05-18 2005-03-08 화이자 프로덕츠 인크. 마크롤라이드계 항생제의 신규 결정형

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2000031097A1 (en) * 1998-11-20 2000-06-02 Pfizer Products Inc. 13-membered azalides and their use as antibiotic agents

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN106046077A (zh) * 2016-08-04 2016-10-26 湖北美天生物科技股份有限公司 一种泰拉霉素a的合成方法
CN106046077B (zh) * 2016-08-04 2019-07-26 湖北美天生物科技股份有限公司 一种泰拉霉素a的合成方法
CN106939029A (zh) * 2017-04-28 2017-07-11 艾美科健(中国)生物医药有限公司 一种泰拉霉素的制备方法
CN106939029B (zh) * 2017-04-28 2020-10-13 艾美科健(中国)生物医药有限公司 一种泰拉霉素的制备方法
CN107400152A (zh) * 2017-08-29 2017-11-28 博瑞生物医药(苏州)股份有限公司 泰拉菌素草酸盐
CN107556351A (zh) * 2017-08-29 2018-01-09 博瑞生物医药(苏州)股份有限公司 一种泰拉菌素的制备方法
CN107400152B (zh) * 2017-08-29 2019-10-15 博瑞生物医药(苏州)股份有限公司 泰拉菌素草酸盐
CN107556351B (zh) * 2017-08-29 2019-10-18 博瑞生物医药(苏州)股份有限公司 一种泰拉菌素的制备方法

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SG100789A1 (en) 2003-12-26
HUP0201385A2 (hu) 2003-12-29
ZA200203252B (en) 2003-10-24
DK1253153T3 (da) 2017-01-02
JP2002326998A (ja) 2002-11-15
PT1253153T (pt) 2016-12-29
AU3563002A (en) 2002-10-31
JP4100955B2 (ja) 2008-06-11
PL371766A1 (en) 2005-06-27
KR100474225B1 (ko) 2005-03-08
CN1167708C (zh) 2004-09-22
CA2445306A1 (en) 2002-11-07
IL149226A (en) 2008-06-05
JP2004528353A (ja) 2004-09-16
CN1297564C (zh) 2007-01-31
CN1503804A (zh) 2004-06-09
CA2383409A1 (en) 2002-10-27
CN1384108A (zh) 2002-12-11
IL182418A (en) 2012-07-31
BRPI0201437B8 (pt) 2021-05-25
PL353633A1 (en) 2002-11-04
HK1050370A1 (en) 2003-06-20
ZA200307506B (en) 2005-01-26
RU2233287C2 (ru) 2004-07-27
IL158059A0 (en) 2004-03-28
CZ303716B6 (cs) 2013-04-03
WO2002088158A1 (en) 2002-11-07
RU2263117C2 (ru) 2005-10-27
KR20020083474A (ko) 2002-11-02
RU2003131351A (ru) 2005-02-27
IL182418A0 (en) 2008-01-06
BR0209241A (pt) 2004-06-15
ES2608848T3 (es) 2017-04-17
EP1253153A1 (en) 2002-10-30
IL149226A0 (en) 2002-11-10
HU0201385D0 (enExample) 2002-06-29
HK1065803A1 (en) 2005-03-04
MXPA03009786A (es) 2004-01-29
CA2445306C (en) 2008-02-12
US6825327B2 (en) 2004-11-30
MXPA02004231A (es) 2002-11-13
EP1383780A1 (en) 2004-01-28
JP4104463B2 (ja) 2008-06-18
YU29502A (sh) 2005-03-15
CN1295240C (zh) 2007-01-17
US20030064939A1 (en) 2003-04-03
BR0201437A (pt) 2003-06-10
PL213731B1 (pl) 2013-04-30
AU784362B2 (en) 2006-03-16
EP1253153B1 (en) 2016-11-02
JP2007091754A (ja) 2007-04-12
CZ20021417A3 (cs) 2003-05-14
BRPI0201437B1 (pt) 2017-11-28
HU230717B1 (hu) 2017-11-28
CN1715289A (zh) 2006-01-04
CN1530370A (zh) 2004-09-22
CA2383409C (en) 2007-01-02
AR035871A1 (es) 2004-07-21

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