HRP20010374B1 - 13-membered azalides and their use as antibiotic agents - Google Patents

13-membered azalides and their use as antibiotic agents

Info

Publication number
HRP20010374B1
HRP20010374B1 HR20010374A HRP20010374A HRP20010374B1 HR P20010374 B1 HRP20010374 B1 HR P20010374B1 HR 20010374 A HR20010374 A HR 20010374A HR P20010374 A HRP20010374 A HR P20010374A HR P20010374 B1 HRP20010374 B1 HR P20010374B1
Authority
HR
Croatia
Prior art keywords
alkyl
alkenyl
alkynyl
hydrogen
pyrazolyl
Prior art date
Application number
HR20010374A
Other languages
English (en)
Inventor
John Rafka Robert
James Morton Barry
Brendan Ragan Colman
Bertinato Peter
Philip Dirlam John
Elwood Blize Alan
Bernard Ziegler Carl
Original Assignee
Pfizer Products Inc.
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=22327457&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=HRP20010374(B1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Pfizer Products Inc. filed Critical Pfizer Products Inc.
Publication of HRP20010374A2 publication Critical patent/HRP20010374A2/hr
Publication of HRP20010374B1 publication Critical patent/HRP20010374B1/xx

Links

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
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/70—Carbohydrates; Sugars; Derivatives thereof
    • A61K31/7042—Compounds having saccharide radicals and heterocyclic rings
    • A61K31/7052—Compounds having saccharide radicals and heterocyclic rings having nitrogen as a ring hetero atom, e.g. nucleosides, nucleotides
    • 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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P33/00—Antiparasitic agents
    • A61P33/02—Antiprotozoals, e.g. for leishmaniasis, trichomoniasis, toxoplasmosis
    • 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

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Veterinary Medicine (AREA)
  • Genetics & Genomics (AREA)
  • Engineering & Computer Science (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Medicinal Chemistry (AREA)
  • Animal Behavior & Ethology (AREA)
  • Biotechnology (AREA)
  • Public Health (AREA)
  • Biochemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Epidemiology (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Tropical Medicine & Parasitology (AREA)
  • Communicable Diseases (AREA)
  • Oncology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Saccharide Compounds (AREA)
  • Pyridine Compounds (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Pyrane Compounds (AREA)
  • Medicinal Preparation (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)

Abstract

Spoj formule 1ili njegova farmaceutski prihvatljiva sol, naznačen time, daR1 jeacetil, 3-N,N-dimetilamino-2-propenoil, 1-N-metil-5-pirazolil, 3-pirazolil, 1-metil-N-3-pirazolil, 1-N-benzil-3-pirazolil, 1-N-(3-hidroksibenzil)-3-pirazolil, 3-izoksazolil, R2 je vodik ili C1-C4 alkil; R3 je vodik, C1-C10 alkil, C2-C10 alkenil, C2-C10 alkinil, -(CH2)m(C6-C10 aril), -(CH2)m(C6-C10 heterocikal) ili aril, svaki, osim vodika, po izboru supstituiran s 1 do 3 supstituenta, neovisno odabrana između halogena, cijano, nitro, trifluorometila, azido, -C(O)C1-C10 alkila, -C(O)C2-C10 alkenila, -C(O)C2-C10 alkinila, -OC(O)C1-C10 alkila, -OC(O)C2-C10 alkenila, -OC(O)C2-C10 alkinila, -N(vodik, C1-C10 alkil, C2-C10 alkenil ili C2-C10 alkinil)C(O)(C1-C10 alkil, C2-C10 alkenil ili C2-C10 alkinil), -C(O)N(vodik, C1-C10 alkil, C2-C10 alkenil ili C2-C10 alkinil)(vodik, C1-C10 alkil, C2-C10 alkenil ili C2-C10 alkinil), -N(vodik, C1-C10 alkil, C2-C10 alkenil ili C2-C10 alkinil)(vodik, C1-C10 alkila, C2-C10 alkenil ili C2-C10 alkinil), C1-C10 alkoksi, C6-C10 aril, 5-10-eročlanog heterocikla, hidroksila, metoksila, C1-C10 alkila, C2-C10 alkenila, C2-C10 alkinila, 2-piridila, 3-piridila, 4-piridila, 2-pirimidila, 4-pirimidila, 2-piridilmetila, 3-piridilmetila, 4-piridilmetila, 2-piridiletila, 3-piridiletila i 4-piridiletila; m je cijeli broj u rasponu od 0 do4; svaki R4 je vodik, -(CH2)m(C6-C10 aril) ili -(CH2)m(C6-C10 heterocikal), svaki, osim vodika, po izboru supstituiran s 1 do 3 supstituenta, neovisno odabrana između halo, cijano, nitro, trifluorometila, azido, -C(O)C1-C10 alkila, -C(O)C2-C10 alkenila, -C(O)C2-C10 alkinila, -OC(O)C1-C10 alkila, -OC(O)C2-C10 alkenila, -OC(O)C2-C10 alkinila, -N(vodik, C1-C10 alkil, C2-C10 alkenil ili C2-C10 alkinil)C(O)(C1-C10 alkil, C2-C10 alkenil ili C2-C10 alkinil), -C(O)N(vodik, C1-C10 alkil, C2-C10 alkenil ili C2-C10 alkinil)(vodik, C1-C10 alkil, C2-C10 alkenil ili C2-C10 alkinil), -N(vodik, C1-C10 alkil,C2-C10 alkenil ili C2-C10 alkinil)(vodik, C1-C10 alkila, C2-C10 alkenil ili C2-C10 alkinil), C1-C10alkoksi, C6-C10 aril i 5-10-eročlanog heterocikla; n je cijeli broj u rasponu od 0 do 5; R6 je vodik ili metil; svaki R7 je neovisno vodik, C1-C20 alkil, C2-C20 alkenil, C2-C20 alkinil, -C(O)C1-C20 alkil, -C(O)C2-C20 alkenil, -C(O)C2-C20 alkinil, -C(O)N(H)C1-C10 alkil, -C(O)N(H)C2-C10 alkenil, -C(O)N(H)C2-C10 alkinil, -SO2(O)C1-C20 alkil, -SO2(O)C2-C20 alkenil, -SO2(O)C2-C20 alkinil ili -PO42-;R8je vodik ili metil; R9 je ili 4''-oksokladinozil;iR12 je C1-C10 alkil, C2-C10 alkenil, C2-C10 alkinil, cijano, -CH2S(O)pC1-C10 alkil, -CH2S(O)pC2-C10 alkenil,
HR20010374A 1998-11-20 2001-05-18 13-membered azalides and their use as antibiotic agents HRP20010374B1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US10939998P 1998-11-20 1998-11-20
PCT/IB1999/001803 WO2000031097A1 (en) 1998-11-20 1999-11-09 13-membered azalides and their use as antibiotic agents

Publications (2)

Publication Number Publication Date
HRP20010374A2 HRP20010374A2 (en) 2002-06-30
HRP20010374B1 true HRP20010374B1 (en) 2006-09-30

Family

ID=22327457

Family Applications (1)

Application Number Title Priority Date Filing Date
HR20010374A HRP20010374B1 (en) 1998-11-20 2001-05-18 13-membered azalides and their use as antibiotic agents

Country Status (46)

Country Link
US (1) US6329345B1 (hr)
EP (1) EP1131331B1 (hr)
JP (1) JP3842973B2 (hr)
KR (1) KR100477774B1 (hr)
CN (2) CN101367853A (hr)
AP (1) AP2001002142A0 (hr)
AR (3) AR019496A1 (hr)
AT (1) ATE260927T1 (hr)
AU (1) AU766106B2 (hr)
BG (1) BG65107B1 (hr)
BR (2) BRPI9915480B1 (hr)
CA (1) CA2351429C (hr)
CO (1) CO5380019A1 (hr)
CZ (1) CZ303099B6 (hr)
DE (1) DE69915336T2 (hr)
DK (1) DK1131331T3 (hr)
DZ (1) DZ2944A1 (hr)
EA (2) EA005156B1 (hr)
EG (1) EG23823A (hr)
ES (1) ES2216581T3 (hr)
GT (1) GT199900198A (hr)
HK (1) HK1041269A1 (hr)
HR (1) HRP20010374B1 (hr)
HU (1) HU229008B1 (hr)
ID (1) ID28548A (hr)
IL (3) IL142631A0 (hr)
IS (1) IS2350B (hr)
MA (1) MA26707A1 (hr)
ME (1) ME00467B (hr)
MY (1) MY122353A (hr)
NO (3) NO319796B1 (hr)
NZ (1) NZ511199A (hr)
OA (1) OA11713A (hr)
PA (1) PA8485601A1 (hr)
PE (1) PE20001378A1 (hr)
PL (1) PL198580B1 (hr)
PT (1) PT1131331E (hr)
RS (1) RS50302B (hr)
SI (1) SI1131331T1 (hr)
SK (1) SK284607B6 (hr)
TN (1) TNSN99214A1 (hr)
TW (2) TWI243824B (hr)
UA (1) UA70972C2 (hr)
UY (1) UY25805A1 (hr)
WO (1) WO2000031097A1 (hr)
ZA (1) ZA200104019B (hr)

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HN1998000086A (es) 1997-06-11 1999-03-08 Pfizer Prod Inc Derivados de 9 - desofo - 9 aza - 9a - homoeritromicina a - c - 4 sustituidos.
AP9801420A0 (en) * 1998-01-02 1998-12-31 Pfizer Prod Inc Novel macrolides.
UA70972C2 (uk) * 1998-11-20 2004-11-15 Пфайзер Продактс Інк. 13-членні азаліди і їх застосування як антибіотиків
WO2000071557A1 (en) * 1999-05-24 2000-11-30 Pfizer Products Inc. 13-methyl-erythromycin derivatives
US6465437B1 (en) * 1999-06-30 2002-10-15 Pfizer Inc. Diphosphate salt of a 4″-substituted-9-deoxo-9A-AZA-9A- homoerythromycin derivative and its pharmaceutical composition
IL152421A0 (en) * 2000-04-27 2003-05-29 Pfizer Prod Inc The use of azalide antibiotic compositions for treating or preventing a bacterial or protozoal infection in mammals
BR0209241A (pt) * 2001-04-27 2004-06-15 Pfizer Prod Inc Processo para preparação de derivados de9-deoxo-9a-aza-9a-homoeritromicina a 4-substituida
WO2003014136A1 (en) * 2001-08-08 2003-02-20 Taisho Pharmaceutical Co., Ltd. 11a-AZALIDE COMPOUNDS AND PROCESS FOR PRODUCING THE SAME
US7601695B2 (en) * 2003-03-10 2009-10-13 Optimer Pharmaceuticals, Inc. Antibacterial agents
WO2004108744A2 (en) * 2003-05-19 2004-12-16 Prasad K Deshpande Azalides and azaketolides having antimicrobial activity
WO2005049081A1 (en) * 2003-11-21 2005-06-02 Pfizer Products Inc. The use of anti biotics as vaccine adjuvants
EP1985620A4 (en) * 2006-02-07 2012-08-15 Taisho Pharmaceutical Co Ltd COMPOUND 10a-AZALIDE
JPWO2009019868A1 (ja) * 2007-08-06 2010-10-28 大正製薬株式会社 １０ａ、１２位架橋型１０ａ−アザライド化合物
US8299035B2 (en) 2008-05-15 2012-10-30 Taisho Pharmaceutucal Co., Ltd. 10a-azalide compound having 4-membered ring structure
ES2532455T3 (es) * 2010-09-20 2015-03-27 Novartis Tiergesundheit Ag Nuevo procedimiento de preparación de 9-desoxo-9a-aza-9a-homoeritromicina modificada en el C-4'' del anillo de cladinosa por un grupo epóxido
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
EP2736915A1 (en) 2011-07-27 2014-06-04 Farma GRS, d.o.o. New crystalline forms of tulathromycin
CN102786569B (zh) * 2012-09-07 2016-12-07 安徽中升药业有限公司 泰拉霉素中间体及其制备方法与泰拉霉素的制备方法
WO2015014907A1 (en) * 2013-07-31 2015-02-05 Farma Grs, D.O.O. Process for preparation of tulathromycin
CN105085590A (zh) * 2014-05-16 2015-11-25 普莱柯生物工程股份有限公司 一种大环内酯类化合物
CN104725446B (zh) * 2015-03-26 2017-10-27 宁夏泰瑞制药股份有限公司 一种从泰拉霉素粗品中分离泰拉霉素a和泰拉霉素b的方法
IL310280A (en) * 2018-11-19 2024-03-01 Zikani Therapeutics Inc Macrolides with 13 members converted to C10-cyclic and their uses
AU2019385333A1 (en) * 2018-11-19 2021-07-01 President And Fellows Of Harvard College C10-alkylene substituted 13-membered macrolides and uses thereof

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SI7910768A8 (en) 1979-04-02 1996-06-30 Pliva Pharm & Chem Works Process for pripering 11-aza-4-0-cladinosyl-6-0-desosaminyl-15-ethyl- 7,13,14-trihydroxy-3,5,7,9,12,14-hexamethyl- oxacyclopentadecane-2-one and their derivatives
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GB2327084A (en) * 1997-07-08 1999-01-13 Merck & Co Inc 9a-Aza-3-ketolide antibiotics
UA70972C2 (uk) * 1998-11-20 2004-11-15 Пфайзер Продактс Інк. 13-членні азаліди і їх застосування як антибіотиків

Also Published As

Publication number Publication date
BRPI9915480B1 (pt) 2015-12-29
AR059524A2 (es) 2008-04-09
EA005156B1 (ru) 2004-12-30
AP2001002142A0 (en) 2001-05-09
IL142631A (en) 2010-05-31
NO330249B1 (no) 2011-03-14
ES2216581T3 (es) 2004-10-16
IL142631A0 (en) 2002-03-10
US6329345B1 (en) 2001-12-11
DE69915336T2 (de) 2005-01-13
AR059523A2 (es) 2008-04-09
SI1131331T1 (en) 2004-08-31
DE69915336D1 (de) 2004-04-08
TWI243824B (en) 2005-11-21
GT199900198A (es) 2001-05-11
NZ511199A (en) 2003-08-29
NO20012464D0 (no) 2001-05-18
BG105600A (en) 2001-12-29
CN101367853A (zh) 2009-02-18
IL189430A (en) 2010-05-31
HUP0104313A2 (hu) 2002-02-28
AU1068600A (en) 2000-06-13
MA26707A1 (fr) 2004-12-20
JP3842973B2 (ja) 2006-11-08
CA2351429C (en) 2005-07-12
RS50302B (sr) 2009-09-08
NO20050893L (no) 2001-07-17
AU766106B2 (en) 2003-10-09
HU229008B1 (en) 2013-07-29
DZ2944A1 (fr) 2004-03-15
PT1131331E (pt) 2004-06-30
EP1131331B1 (en) 2004-03-03
IL189430A0 (en) 2008-06-05
BRPI9915480B8 (pt) 2022-05-10
ID28548A (id) 2001-05-31
JP2002530422A (ja) 2002-09-17
NO20012464L (no) 2001-07-17
HK1041269A1 (zh) 2002-07-05
CA2351429A1 (en) 2000-06-02
SK284607B6 (sk) 2005-07-01
BR9915480A (pt) 2001-07-31
MY122353A (en) 2006-04-29
TW200404077A (en) 2004-03-16
HUP0104313A3 (en) 2003-12-29
TNSN99214A1 (fr) 2005-11-10
KR20010086043A (ko) 2001-09-07
OA11713A (en) 2005-01-25
PL347784A1 (en) 2002-04-22
UY25805A1 (es) 2001-08-27
AR019496A1 (es) 2002-02-20
TWI243825B (en) 2005-11-21
PA8485601A1 (es) 2000-09-29
EP1131331A1 (en) 2001-09-12
CZ303099B6 (cs) 2012-04-04
CO5380019A1 (es) 2004-03-31
EA009729B1 (ru) 2008-02-28
ATE260927T1 (de) 2004-03-15
PL198580B1 (pl) 2008-06-30
KR100477774B1 (ko) 2005-03-21
NO329629B1 (no) 2010-11-22
PE20001378A1 (es) 2000-12-14
CZ20011754A3 (cs) 2002-03-13
EG23823A (en) 2007-09-19
CN1326460A (zh) 2001-12-12
YU33401A (sh) 2004-05-12
IS2350B (is) 2008-04-15
DK1131331T3 (da) 2004-06-14
UA70972C2 (uk) 2004-11-15
EA200400701A1 (ru) 2004-12-30
IS5918A (is) 2001-04-17
EA200100416A1 (ru) 2001-10-22
ME00467B (me) 2011-10-10
HRP20010374A2 (en) 2002-06-30
BG65107B1 (bg) 2007-02-28
ZA200104019B (en) 2002-06-17
NO20050904L (no) 2001-07-17
NO319796B1 (no) 2005-09-19
SK6632001A3 (en) 2002-07-02
WO2000031097A1 (en) 2000-06-02

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