SK3032000A3 - 6,9-bridged erythromycin derivatives - Google Patents

6,9-bridged erythromycin derivatives Download PDF

Info

Publication number: SK3032000A3
Authority: SK; Slovakia
Prior art keywords: compound; formula; group; hydroxy; protecting group
Prior art date: 1997-09-08

Application number

SK303-2000A

Other languages

English (en)

Slovak (sk)

Inventor

Yat Sun Or

Richard F Clark

Daniel T Chu

Jacob J Plattner

Original Assignee

Abbott Lab

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.)

1997-09-08

Filing date

1998-09-01

Publication date

2000-07-11

1998-09-01 Application filed by Abbott Lab filed Critical Abbott Lab

2000-07-11 Publication of SK3032000A3 publication Critical patent/SK3032000A3/sk

Links

ULGZDMOVFRHVEP-RWJQBGPGSA-N Erythromycin Chemical class 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 title abstract description 16
150000001875 compounds Chemical class 0.000 claims abstract description 220
238000000034 method Methods 0.000 claims abstract description 36
150000003839 salts Chemical class 0.000 claims abstract description 16
150000002148 esters Chemical class 0.000 claims abstract description 11
208000035143 Bacterial infection Diseases 0.000 claims abstract description 9
208000022362 bacterial infectious disease Diseases 0.000 claims abstract description 9
239000008194 pharmaceutical composition Substances 0.000 claims abstract description 9
239000003937 drug carrier Substances 0.000 claims abstract description 8
241000124008 Mammalia Species 0.000 claims abstract description 5
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 123
229910052739 hydrogen Inorganic materials 0.000 claims description 47
LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims description 33
239000001257 hydrogen Substances 0.000 claims description 27
125000000217 alkyl group Chemical group 0.000 claims description 26
125000006239 protecting group Chemical group 0.000 claims description 26
238000006243 chemical reaction Methods 0.000 claims description 24
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UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical group [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 20
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AJSDVNKVGFVAQU-BIIVOSGPSA-N cladinose Chemical compound O=CC[C@@](C)(OC)[C@@H](O)[C@H](C)O AJSDVNKVGFVAQU-BIIVOSGPSA-N 0.000 claims description 18
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YHVUVJYEERGYNU-UHFFFAOYSA-N 4',8-Di-Me ether-5,7,8-Trihydroxy-3-(4-hydroxybenzyl)-4-chromanone Natural products COC1(C)CC(O)OC(C)C1O YHVUVJYEERGYNU-UHFFFAOYSA-N 0.000 claims description 16
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LHMHCLYDBQOYTO-UHFFFAOYSA-N bromofluoromethane Chemical compound FCBr LHMHCLYDBQOYTO-UHFFFAOYSA-N 0.000 claims description 8
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ZOOODBUHSVUZEM-UHFFFAOYSA-N ethoxymethanedithioic acid Chemical compound CCOC(S)=S ZOOODBUHSVUZEM-UHFFFAOYSA-N 0.000 claims description 8
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239000002775 capsule Substances 0.000 description 7
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239000012074 organic phase Substances 0.000 description 7
HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 7
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PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
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HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 1
125000000719 pyrrolidinyl group Chemical group 0.000 description 1
125000000168 pyrrolyl group Chemical group 0.000 description 1
125000001453 quaternary ammonium group Chemical group 0.000 description 1
150000003242 quaternary ammonium salts Chemical class 0.000 description 1
238000010791 quenching Methods 0.000 description 1
PMZDQRJGMBOQBF-UHFFFAOYSA-N quinolin-4-ol Chemical compound C1=CC=C2C(O)=CC=NC2=C1 PMZDQRJGMBOQBF-UHFFFAOYSA-N 0.000 description 1
125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 description 1
230000035484 reaction time Effects 0.000 description 1
210000000664 rectum Anatomy 0.000 description 1
230000002829 reductive effect Effects 0.000 description 1
239000011347 resin Substances 0.000 description 1
229920005989 resin Polymers 0.000 description 1
239000003340 retarding agent Substances 0.000 description 1
235000005713 safflower oil Nutrition 0.000 description 1
239000003813 safflower oil Substances 0.000 description 1
150000004760 silicates Chemical class 0.000 description 1
229910000029 sodium carbonate Inorganic materials 0.000 description 1
235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 1
229920001027 sodium carboxymethylcellulose Polymers 0.000 description 1
239000001509 sodium citrate Substances 0.000 description 1
NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical compound O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 description 1
AJPJDKMHJJGVTQ-UHFFFAOYSA-M sodium dihydrogen phosphate Chemical compound [Na+].OP(O)([O-])=O AJPJDKMHJJGVTQ-UHFFFAOYSA-M 0.000 description 1
235000019333 sodium laurylsulphate Nutrition 0.000 description 1
ZOFJBHYCGASUQK-UHFFFAOYSA-N sodium;trimethylsilylazanide Chemical compound [Na+].C[Si](C)(C)[NH-] ZOFJBHYCGASUQK-UHFFFAOYSA-N 0.000 description 1
239000000600 sorbitol Substances 0.000 description 1
239000003549 soybean oil Substances 0.000 description 1
235000012424 soybean oil Nutrition 0.000 description 1
239000007858 starting material Substances 0.000 description 1
239000008223 sterile water Substances 0.000 description 1
239000003206 sterilizing agent Substances 0.000 description 1
239000000021 stimulant Substances 0.000 description 1
229940031000 streptococcus pneumoniae Drugs 0.000 description 1
238000010254 subcutaneous injection Methods 0.000 description 1
239000007929 subcutaneous injection Substances 0.000 description 1
125000001424 substituent group Chemical group 0.000 description 1
KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 1
239000001384 succinic acid Substances 0.000 description 1
235000000346 sugar Nutrition 0.000 description 1
150000008163 sugars Chemical class 0.000 description 1
PXQLVRUNWNTZOS-UHFFFAOYSA-N sulfanyl Chemical class [SH] PXQLVRUNWNTZOS-UHFFFAOYSA-N 0.000 description 1
239000011593 sulfur Substances 0.000 description 1
239000006188 syrup Substances 0.000 description 1
235000020357 syrup Nutrition 0.000 description 1
239000002278 tabletting lubricant Substances 0.000 description 1
239000011975 tartaric acid Substances 0.000 description 1
235000002906 tartaric acid Nutrition 0.000 description 1
229940095064 tartrate Drugs 0.000 description 1
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
150000003512 tertiary amines Chemical class 0.000 description 1
150000005622 tetraalkylammonium hydroxides Chemical class 0.000 description 1
125000003718 tetrahydrofuranyl group Chemical group 0.000 description 1
BSYVTEYKTMYBMK-UHFFFAOYSA-N tetrahydrofurfuryl alcohol Chemical compound OCC1CCCO1 BSYVTEYKTMYBMK-UHFFFAOYSA-N 0.000 description 1
125000001113 thiadiazolyl group Chemical group 0.000 description 1
125000001984 thiazolidinyl group Chemical group 0.000 description 1
125000000335 thiazolyl group Chemical group 0.000 description 1
125000001544 thienyl group Chemical group 0.000 description 1
JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
230000000699 topical effect Effects 0.000 description 1
238000011269 treatment regimen Methods 0.000 description 1
DBGVGMSCBYYSLD-UHFFFAOYSA-N tributylstannane Chemical compound CCCC[SnH](CCCC)CCCC DBGVGMSCBYYSLD-UHFFFAOYSA-N 0.000 description 1
125000006168 tricyclic group Chemical group 0.000 description 1
UCPYLLCMEDAXFR-UHFFFAOYSA-N triphosgene Chemical compound ClC(Cl)(Cl)OC(=O)OC(Cl)(Cl)Cl UCPYLLCMEDAXFR-UHFFFAOYSA-N 0.000 description 1
ZDPHROOEEOARMN-UHFFFAOYSA-N undecanoic acid Chemical compound CCCCCCCCCCC(O)=O ZDPHROOEEOARMN-UHFFFAOYSA-N 0.000 description 1
210000001215 vagina Anatomy 0.000 description 1
229940070710 valerate Drugs 0.000 description 1
NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 1
125000003774 valeryl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
235000019871 vegetable fat Nutrition 0.000 description 1
229920001285 xanthan gum Polymers 0.000 description 1
239000011787 zinc oxide Substances 0.000 description 1
235000014692 zinc oxide Nutrition 0.000 description 1

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
- A61K31/7048—Compounds having saccharide radicals and heterocyclic rings having oxygen as a ring hetero atom, e.g. leucoglucosan, hesperidin, erythromycin, nystatin, digitoxin or digoxin
- 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
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H1/00—Processes for the preparation of sugar derivatives

Landscapes

Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
Organic Chemistry (AREA)
Life Sciences & Earth Sciences (AREA)
General Health & Medical Sciences (AREA)
Molecular Biology (AREA)
Biotechnology (AREA)
Genetics & Genomics (AREA)
Biochemistry (AREA)
Engineering & Computer Science (AREA)
Pharmacology & Pharmacy (AREA)
Veterinary Medicine (AREA)
Public Health (AREA)
Animal Behavior & Ethology (AREA)
Medicinal Chemistry (AREA)
Communicable Diseases (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
General Chemical & Material Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Oncology (AREA)
Epidemiology (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Saccharide Compounds (AREA)

SK303-2000A 1997-09-08 1998-09-01 6,9-bridged erythromycin derivatives SK3032000A3 (en)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US08/925,582 US5780605A (en)	1997-09-08	1997-09-08	6,9-bridged erythromycin derivatives
PCT/US1998/018225 WO1999012947A1 (en)	1997-09-08	1998-09-01	6,9-bridged erythromycin derivatives

Publications (1)

Publication Number	Publication Date
SK3032000A3 true SK3032000A3 (en)	2000-07-11

Family

ID=25451953

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
SK303-2000A SK3032000A3 (en)	1997-09-08	1998-09-01	6,9-bridged erythromycin derivatives

Country Status (24)

Country	Link
US (1)	US5780605A (de)
EP (1)	EP1015467B1 (de)
JP (1)	JP2001515915A (de)
KR (1)	KR20010023756A (de)
CN (1)	CN1269803A (de)
AR (1)	AR015434A1 (de)
AT (1)	ATE257484T1 (de)
AU (1)	AU9216298A (de)
BG (1)	BG104288A (de)
BR (1)	BR9812148A (de)
CA (1)	CA2301643A1 (de)
CO (1)	CO4970722A1 (de)
DE (1)	DE69821009T2 (de)
DK (1)	DK1015467T3 (de)
ES (1)	ES2213915T3 (de)
HU (1)	HUP0003571A2 (de)
IL (1)	IL134220A0 (de)
NO (1)	NO20001169L (de)
PL (1)	PL339137A1 (de)
PT (1)	PT1015467E (de)
SK (1)	SK3032000A3 (de)
TR (1)	TR200000620T2 (de)
WO (1)	WO1999012947A1 (de)
ZA (1)	ZA987688B (de)

Families Citing this family (20)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US6841664B2 (en) *	2002-07-25	2005-01-11	Enanra Pharmaceuticals, Inc.	6,11-4-carbon bridged ketolides
US7273853B2 (en) *	2002-05-13	2007-09-25	Enanta Pharmaceuticals, Inc.	6-11 bicyclic ketolide derivatives
US7910558B2 (en) *	2002-05-13	2011-03-22	Enanta Pharmaceuticals, Inc.	Bridged macrocyclic compounds and processes for the preparation thereof
US7464097B2 (en) *	2002-08-16	2008-12-09	Sap Ag	Managing data integrity using a filter condition
AR043050A1 (es) *	2002-09-26	2005-07-13	Rib X Pharmaceuticals Inc	Compuestos heterociclicos bifuncionales y metodos para preparar y usar los mismos
BRPI0408117A (pt) *	2003-03-05	2006-03-01	Rib X Pharmaceuticals Inc	compostos heterocìclicos bifuncionais e métodos de produção e uso dos mesmos
WO2005042554A1 (en) *	2003-10-30	2005-05-12	Rib-X Pharmaceuticals, Inc.	Bifunctional macrolide heterocyclic compounds and methods of making and using the same
JP2007512256A (ja) *	2003-11-18	2007-05-17	リブ−エックスファーマシューティカルズ，インコーポレイテッド	二官能性マクロライド複素環化合物ならびにこれらを製造する方法およびこれらを使用する方法
WO2005067564A2 (en) *	2004-01-07	2005-07-28	Enanta Pharmaceuticals, Inc.	6-11 bicyclic erythromycin derivatives
US7265094B2 (en) *	2004-01-09	2007-09-04	Enanta Pharmaceuticals, Inc.	9N-substituted 6-11 bicyclic erythromycin derivatives
WO2005080408A1 (en) *	2004-01-23	2005-09-01	Enanta Pharmaceuticals, Inc.	Bridged macrocyclic compounds and processes for the preparation thereof
US7384921B2 (en) *	2004-02-20	2008-06-10	Enanta Pharmaceuticals, Inc.	Polymorphic forms of 6-11 bicyclic ketolide derivatives
EP2716647A3 (de) *	2004-02-27	2014-08-20	Rib-X Pharmaceuticals, Inc.	Makrocyclische Verbindungen Und Verfahren Zu Deren Herstellung Und Anwendung
BRPI0610477A2 (pt) *	2005-05-04	2010-06-22	Enanta Pharm Inc	composto, composição farmacêutica que compreende o mesmo, método de tratamento de uma infecção bacteriana, de uma inflamação e de fibrose cìstica em um paciente com necessidade do mesmo
US20060252710A1 (en) *	2005-05-04	2006-11-09	Guoqiang Wang	6-11 Bridged oxime erythromycin derivatives
US7384922B2 (en) *	2005-05-04	2008-06-10	Enanta Pharmaceuticals, Inc.	6-11 bridged oxime erythromycin derivatives
US8354383B2 (en) *	2007-09-17	2013-01-15	Enanta Pharmaceuticals, Inc.	6,11-bridged biaryl macrolides
US8273720B2 (en) *	2007-09-17	2012-09-25	Enanta Pharmaceuticals, Inc.	6,11-bicyclolides: bridged biaryl macrolide derivatives
KR101223158B1 (ko) *	2007-09-17	2013-01-17	이난타 파마슈티칼스, 인코포레이티드	6,11-다리걸친 바이아릴 매크로라이드
TW200946109A (en) *	2008-05-09	2009-11-16	Enanta Pharm Inc	Anti-bacterial activity of 9-hydroxy derivatives 6, 11-bicyclolides

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPS6248696A (ja) *	1985-08-27	1987-03-03	Kanegafuchi Chem Ind Co Ltd	Ｎ−〔１（ｓ）−エトキシカルボニル−３−フエニルプロピル〕−ｌ−アラニル−ｌ−プロリンの製造法
KR960000434B1 (ko) *	1986-12-17	1996-01-06	다이쇼 세이야꾸 가부시끼가이샤	에리스로마이신 a유도체 및 그의 제조 방법
DE69317877T2 (de) *	1992-01-21	1998-10-29	Abbott Lab	4''-deoxyerythromycinderivate
US5631355A (en) *	1992-04-22	1997-05-20	Taisho Pharmaceutical Co., Ltd.	5-O-desosaminylerythronolide a derivatives
MY113693A (en) *	1992-05-26	2002-05-31	Chugai Pharmaceutical Co Ltd	Erythromycin derivatives having an enterokinesis stimulating action
HRP930014A2 (en) *	1993-01-08	1994-08-31	Pliva Pharm & Chem Works	9-deoxo-9a-aza-11-deoxy-9a-homoeritromycin a 9a, 11-cyclic carbamates
FR2719587B1 (fr) *	1994-05-03	1996-07-12	Roussel Uclaf	Nouveaux dérivés de l'érythromycine, leur procédé de préparation et leur application comme médicaments.
US5712253A (en) *	1996-06-18	1998-01-27	Abbott Laboratories	Macrocyclic 13-membered ring derivatives of erythromycins A and B

1997
- 1997-09-08 US US08/925,582 patent/US5780605A/en not_active Expired - Lifetime
1998
- 1998-08-25 ZA ZA987688A patent/ZA987688B/xx unknown
- 1998-09-01 PT PT98944680T patent/PT1015467E/pt unknown
- 1998-09-01 WO PCT/US1998/018225 patent/WO1999012947A1/en not_active Ceased
- 1998-09-01 AT AT98944680T patent/ATE257484T1/de not_active IP Right Cessation
- 1998-09-01 AU AU92162/98A patent/AU9216298A/en not_active Abandoned
- 1998-09-01 CA CA002301643A patent/CA2301643A1/en not_active Abandoned
- 1998-09-01 KR KR1020007002412A patent/KR20010023756A/ko not_active Withdrawn
- 1998-09-01 DK DK98944680T patent/DK1015467T3/da active
- 1998-09-01 SK SK303-2000A patent/SK3032000A3/sk unknown
- 1998-09-01 BR BR9812148-0A patent/BR9812148A/pt not_active IP Right Cessation
- 1998-09-01 EP EP98944680A patent/EP1015467B1/de not_active Expired - Lifetime
- 1998-09-01 ES ES98944680T patent/ES2213915T3/es not_active Expired - Lifetime
- 1998-09-01 IL IL13422098A patent/IL134220A0/xx unknown
- 1998-09-01 PL PL98339137A patent/PL339137A1/xx unknown
- 1998-09-01 CN CN98808883A patent/CN1269803A/zh active Pending
- 1998-09-01 DE DE1998621009 patent/DE69821009T2/de not_active Expired - Fee Related
- 1998-09-01 TR TR2000/00620T patent/TR200000620T2/xx unknown
- 1998-09-01 HU HU0003571A patent/HUP0003571A2/hu unknown
- 1998-09-01 JP JP2000510753A patent/JP2001515915A/ja not_active Withdrawn
- 1998-09-04 CO CO98050780A patent/CO4970722A1/es unknown
- 1998-09-07 AR ARP980104455A patent/AR015434A1/es unknown
2000
- 2000-03-07 NO NO20001169A patent/NO20001169L/no not_active Application Discontinuation
- 2000-03-30 BG BG104288A patent/BG104288A/bg unknown

Also Published As

Publication number	Publication date
HUP0003571A2 (hu)	2001-02-28
BR9812148A (pt)	2000-07-18
PL339137A1 (en)	2000-12-04
CN1269803A (zh)	2000-10-11
EP1015467B1 (de)	2004-01-07
JP2001515915A (ja)	2001-09-25
US5780605A (en)	1998-07-14
DE69821009T2 (de)	2004-11-18
EP1015467A1 (de)	2000-07-05
IL134220A0 (en)	2001-04-30
AR015434A1 (es)	2001-05-02
CO4970722A1 (es)	2000-11-07
AU9216298A (en)	1999-03-29
CA2301643A1 (en)	1999-03-18
BG104288A (bg)	2001-01-31
WO1999012947A1 (en)	1999-03-18
KR20010023756A (ko)	2001-03-26
NO20001169L (no)	2000-04-05
ES2213915T3 (es)	2004-09-01
DK1015467T3 (da)	2004-05-03
ATE257484T1 (de)	2004-01-15
PT1015467E (pt)	2004-05-31
ZA987688B (en)	1999-02-24
NO20001169D0 (no)	2000-03-07
DE69821009D1 (de)	2004-02-12
TR200000620T2 (tr)	2000-09-21

Publication	Publication Date	Title
US6046171A (en)	2000-04-04	6,11-bridged erythromycin derivatives
US5780605A (en)	1998-07-14	6,9-bridged erythromycin derivatives
EP0876388A1 (de)	1998-11-11	Tricyclische erythromycinderivate
EP0862576A1 (de)	1998-09-09	6-0-methylerythromycin d und verfahren zu seiner darstellung
AU1286799A (en)	1999-05-17	6,11-bridged erythromycin derivatives
US6420535B1 (en)	2002-07-16	6-O-carbamate ketolide derivatives
US20020019355A1 (en)	2002-02-14	Anti-infective agents useful against multidrug-resistant strains of bacteria
CA2378671C (en)	2007-04-24	6-o-carbamate ketolide derivatives
WO1999011651A2 (en)	1999-03-11	3-descladinose 6-o-substituded erythromycin derivatives
US6727229B2 (en)	2004-04-27	11,12-substituted lactone ketolide derivatives having antibacterial activity
US5747466A (en)	1998-05-05	3-deoxy-3-descladinose derivatives of erythromycins A and B
US5780604A (en)	1998-07-14	11,12-cyclic phosphite or phosphate derivatives of erythromycin and related macrolides
EP1233971B1 (de)	2008-06-04	6-o-alkyl-2-nor-2-substituierte ketolidderivate
US6569836B2 (en)	2003-05-27	6-O-alkyl-2-nor-2-substituted ketolide derivatives
EP1259923B1 (de)	2005-12-14	Anti-infektionsmittel, die gegen gegenüber mehreren arzneimitteln resistente bakterienstämme nützlich sind
AU714176B2 (en)	1999-12-23	3-deoxy-3-descladinose derivatives of erythromycins A and B
CZ2000811A3 (cs)	2000-06-14	6,9-můstkové erythromycinové deriváty a způsob jejich přípravy
SK160299A3 (en)	2000-06-12	Multicyclic erythromycin derivatives
MXPA00002335A (es)	2001-05-17	Derivados de eritromicina unidos en 6,9
MXPA00002977A (en)	2001-07-09	Cyclic phosphites and phosphates
MXPA00002216A (en)	2001-03-05	3-descladinose 6-o-substituded erythromycin derivatives
MXPA00004227A (en)	2001-05-07	6,11-bridged erythromycin derivatives
CZ20001394A3 (cs)	2000-09-13	Erythromycinové deriváty s 6,11-přemostěním