JP2000515512A - ブロモティアクマイシン化合物 - Google Patents
ブロモティアクマイシン化合物Info
- Publication number
- JP2000515512A JP2000515512A JP10506036A JP50603698A JP2000515512A JP 2000515512 A JP2000515512 A JP 2000515512A JP 10506036 A JP10506036 A JP 10506036A JP 50603698 A JP50603698 A JP 50603698A JP 2000515512 A JP2000515512 A JP 2000515512A
- Authority
- JP
- Japan
- Prior art keywords
- compound
- hydrogen
- group
- bromine
- bromotiacmycin
- Prior art date
- Legal status (The legal status 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 status listed.)
- Pending
Links
- 150000001875 compounds Chemical class 0.000 title claims abstract description 92
- 239000001257 hydrogen Substances 0.000 claims abstract description 49
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 49
- 238000000034 method Methods 0.000 claims abstract description 35
- 150000002431 hydrogen Chemical class 0.000 claims abstract description 33
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims abstract description 30
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims abstract description 28
- 229910052794 bromium Inorganic materials 0.000 claims abstract description 28
- 229910052801 chlorine Inorganic materials 0.000 claims abstract description 18
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 16
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical group [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 15
- 239000000460 chlorine Substances 0.000 claims abstract description 15
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims abstract description 14
- 239000008194 pharmaceutical composition Substances 0.000 claims abstract description 8
- 208000035143 Bacterial infection Diseases 0.000 claims abstract description 5
- 208000022362 bacterial infectious disease Diseases 0.000 claims abstract description 5
- 238000004519 manufacturing process Methods 0.000 claims abstract description 5
- -1 2-methylpropanoyl group Chemical group 0.000 claims description 17
- 239000000651 prodrug Substances 0.000 claims description 11
- 229940002612 prodrug Drugs 0.000 claims description 11
- 244000005700 microbiome Species 0.000 claims description 10
- 239000003937 drug carrier Substances 0.000 claims description 6
- 125000002252 acyl group Chemical group 0.000 claims description 5
- 125000001246 bromo group Chemical group Br* 0.000 claims description 3
- 238000012258 culturing Methods 0.000 claims description 3
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 claims description 2
- 150000003842 bromide salts Chemical class 0.000 claims 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 239000003242 anti bacterial agent Substances 0.000 abstract description 12
- 239000000126 substance Substances 0.000 abstract description 8
- 230000003115 biocidal effect Effects 0.000 abstract description 7
- 125000002861 (C1-C4) alkanoyl group Chemical group 0.000 abstract description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 51
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- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 8
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- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- 125000003118 aryl group Chemical group 0.000 description 4
- 235000010216 calcium carbonate Nutrition 0.000 description 4
- 229910000019 calcium carbonate Inorganic materials 0.000 description 4
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- 238000002474 experimental method Methods 0.000 description 4
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- IOLCXVTUBQKXJR-UHFFFAOYSA-M potassium bromide Chemical compound [K+].[Br-] IOLCXVTUBQKXJR-UHFFFAOYSA-M 0.000 description 4
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- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- 229920002472 Starch Polymers 0.000 description 3
- 230000002378 acidificating effect Effects 0.000 description 3
- 150000001413 amino acids Chemical group 0.000 description 3
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 3
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- 239000008159 sesame oil Substances 0.000 description 1
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- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
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- 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
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- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- SRVJKTDHMYAMHA-WUXMJOGZSA-N thioacetazone Chemical compound CC(=O)NC1=CC=C(\C=N\NC(N)=S)C=C1 SRVJKTDHMYAMHA-WUXMJOGZSA-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
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
-
- 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
-
- Y—GENERAL 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
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
- Y02A50/00—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
- Y02A50/30—Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Animal Behavior & Ethology (AREA)
- Communicable Diseases (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Oncology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Saccharide Compounds (AREA)
Abstract
Description
Claims (1)
- 【特許請求の範囲】 1.以下の構造式を有する化合物であって、 上式でR1及びR2は、水素及びC1からC4までのアルカノイル基からなる群か ら各々独立に選ばれたものであり、 R3及びR4は、 (a)R3は水素、R4は水酸基 (b)R3は水酸基、R4は水素 (c)R3とR4が一緒になって=O、または水素と水酸基 からなる群 から選択されたものであり、 R5及びR6は、少なくとも一方が臭素であるという条件で、水素、臭素、及び 塩素からなる群から独立に選ばれたものである、化合物または薬剤として許容さ れるそのプロドラッグ。 2.R1及びR2の一方がC1からC4までのアルカノイル基であり、他方が水素で ある、請求の範囲第1項に記載の化合物。 3.R5が臭素で、R6が水素である、請求の範囲第1項に記載の化合物。 4.R5が塩素で、R6が臭素である、請求の範囲第1項に記載の化合物。 5.請求の範囲第1項に記載の式を有する化合物であって、 (a)R1が水素、R2が2−メチルプロパノイル基、R3が水素、R4が水酸基 、R5が塩素、R6が臭素; (b)R1が水素、R2が2−メチルプロパノイル基、R3とR4が一緒になって =O、R5が塩素、R6が臭素; (c)R1が水素、R2が2−メチルプロパノイル基、R3が水素、R4が水酸基 、R5が臭素、R6が水素;及び (d)R1が2−メチルプロパノイル基、R2が水素、R3が 水素、R4が水酸基、R5が臭素、R6が水素である、化合物の群から選択される 請求の範囲第1項に記載の化合物、またはその薬剤として許容されるプロドラッ グ。 6.薬剤として許容される担体と共に治療上有効な量の請求の範囲第1項に記載 の化合物を含む薬剤組成物。 7.薬剤として許容される担体と共に治療上有効な量の請求の範囲第5項に記載 の化合物を含む薬剤組成物。 8.治療上有効な量の請求の範囲第1項に記載の化合物を患者に投与することを 含む、治療を必要とする患者の細菌感染症の治療方法。 9.治療上有効な量の請求の範囲第5項に記載の化合物を患者に投与することを 含む、治療を必要とする患者の細菌感染症の治療方法。 10.臭化物強化培地でブロモティアクマイシン化合物産生能を有し、該培地で ブロモティアクマイシン化合物を蓄積するDactylosporangium aurantiacum subsp.hamdenensisに属する微生 物を培養する、ブロモティアクマイシン化合物の製造方法。 11.前記微生物がDactylosporangium aurantiacum NRRL 18085である、請求の範囲第10項に 記載の方法。 12.請求の範囲第11項に記載の前記培地から前記ブロモティアクマイシンを 分離する方法。 13.温度25℃から35℃、pH6〜9、臭化物塩濃度0.25〜1.0%の 範囲で前記微生物を培養する、請求の範囲第11項に記載の方法。 14.前記臭化物塩濃度が0.48%である、請求の範囲第13項に記載の方法 。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US08/678,906 US5767096A (en) | 1996-07-12 | 1996-07-12 | Bromotiacumicin compounds |
US08/678,906 | 1996-07-12 | ||
PCT/US1997/011064 WO1998002447A1 (en) | 1996-07-12 | 1997-06-24 | Bromotiacumicin compounds |
Publications (1)
Publication Number | Publication Date |
---|---|
JP2000515512A true JP2000515512A (ja) | 2000-11-21 |
Family
ID=24724791
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP10506036A Pending JP2000515512A (ja) | 1996-07-12 | 1997-06-24 | ブロモティアクマイシン化合物 |
Country Status (20)
Country | Link |
---|---|
US (1) | US5767096A (ja) |
EP (1) | EP0923594B1 (ja) |
JP (1) | JP2000515512A (ja) |
KR (1) | KR100476799B1 (ja) |
CN (1) | CN1149220C (ja) |
AR (1) | AR007854A1 (ja) |
AT (1) | ATE225364T1 (ja) |
AU (1) | AU730839B2 (ja) |
BR (1) | BR9710250A (ja) |
CA (1) | CA2257984A1 (ja) |
CZ (1) | CZ294843B6 (ja) |
DE (1) | DE69716094T2 (ja) |
DK (1) | DK0923594T3 (ja) |
ES (1) | ES2186900T3 (ja) |
HU (1) | HU224966B1 (ja) |
IL (1) | IL127540A (ja) |
NZ (1) | NZ333258A (ja) |
PT (1) | PT923594E (ja) |
WO (1) | WO1998002447A1 (ja) |
ZA (1) | ZA975861B (ja) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2005534332A (ja) * | 2002-07-29 | 2005-11-17 | オプティマー ファーマシューティカルズ、インコーポレイテッド | チアクマイシン生産 |
Families Citing this family (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20070105791A1 (en) * | 2002-07-29 | 2007-05-10 | Optimer Pharmaceuticals, Inc. | Method of treating clostridium difficile-associated diarrhea |
US7906489B2 (en) * | 2004-05-14 | 2011-03-15 | Optimer Pharmaceuticals, Inc. | 18-membered macrocycles and analogs thereof |
ES2713954T3 (es) * | 2004-05-14 | 2019-05-24 | Merck Sharp & Dohme | Tratamiento de enfermedades asociadas al uso de antibióticos |
MX2007009196A (es) * | 2005-01-31 | 2009-02-25 | Optimer Pharmaceuticals Inc | Compuestos macrocilicos de 18 miembros y analogos de los mismos. |
US7378508B2 (en) * | 2007-01-22 | 2008-05-27 | Optimer Pharmaceuticals, Inc. | Polymorphic crystalline forms of tiacumicin B |
TWI523654B (zh) | 2007-11-27 | 2016-03-01 | 默沙東藥廠 | 抗生素巨環化合物以及其製造及使用之方法 |
CN102115757B (zh) * | 2010-12-14 | 2015-10-28 | 中国科学院南海海洋研究所 | 台勾霉素的生物合成基因簇及其应用 |
JO3464B1 (ar) | 2013-01-15 | 2020-07-05 | Astellas Pharma Europe Ltd | التركيبات الخاصة بمركبات التياكوميسين |
IN2013MU00711A (ja) * | 2013-03-08 | 2015-06-26 | Cipla Ltd | |
DK3139932T3 (en) | 2014-05-09 | 2018-11-12 | Astellas Pharma Europe Ltd | The treatment regimen for thiacumicin compound |
EP3316892B1 (en) | 2015-07-03 | 2023-07-19 | Tillotts Pharma AG | Novel dosage regimen of tiacumicin compound |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4918174A (en) * | 1986-09-26 | 1990-04-17 | Abbott Laboratories | Tiacumicin compounds |
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1996
- 1996-07-12 US US08/678,906 patent/US5767096A/en not_active Expired - Lifetime
-
1997
- 1997-06-24 CZ CZ199928A patent/CZ294843B6/cs not_active IP Right Cessation
- 1997-06-24 AT AT97931411T patent/ATE225364T1/de active
- 1997-06-24 WO PCT/US1997/011064 patent/WO1998002447A1/en active IP Right Grant
- 1997-06-24 KR KR10-1999-7000117A patent/KR100476799B1/ko not_active IP Right Cessation
- 1997-06-24 EP EP97931411A patent/EP0923594B1/en not_active Expired - Lifetime
- 1997-06-24 PT PT97931411T patent/PT923594E/pt unknown
- 1997-06-24 IL IL12754097A patent/IL127540A/en not_active IP Right Cessation
- 1997-06-24 DK DK97931411T patent/DK0923594T3/da active
- 1997-06-24 ES ES97931411T patent/ES2186900T3/es not_active Expired - Lifetime
- 1997-06-24 HU HU9903902A patent/HU224966B1/hu unknown
- 1997-06-24 CA CA002257984A patent/CA2257984A1/en not_active Abandoned
- 1997-06-24 DE DE69716094T patent/DE69716094T2/de not_active Expired - Lifetime
- 1997-06-24 JP JP10506036A patent/JP2000515512A/ja active Pending
- 1997-06-24 BR BR9710250A patent/BR9710250A/pt not_active Application Discontinuation
- 1997-06-24 NZ NZ333258A patent/NZ333258A/xx not_active IP Right Cessation
- 1997-06-24 AU AU35046/97A patent/AU730839B2/en not_active Expired
- 1997-06-24 CN CNB971962537A patent/CN1149220C/zh not_active Expired - Lifetime
- 1997-07-01 ZA ZA9705861A patent/ZA975861B/xx unknown
- 1997-07-11 AR ARP970103100A patent/AR007854A1/es active IP Right Grant
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2005534332A (ja) * | 2002-07-29 | 2005-11-17 | オプティマー ファーマシューティカルズ、インコーポレイテッド | チアクマイシン生産 |
JP2010178760A (ja) * | 2002-07-29 | 2010-08-19 | Optimer Pharmaceuticals Inc | チアクマイシン生産 |
Also Published As
Publication number | Publication date |
---|---|
HUP9903902A2 (hu) | 2001-05-28 |
DE69716094D1 (de) | 2002-11-07 |
IL127540A (en) | 2004-05-12 |
KR20000023662A (ko) | 2000-04-25 |
CA2257984A1 (en) | 1998-01-22 |
WO1998002447A1 (en) | 1998-01-22 |
CZ294843B6 (cs) | 2005-03-16 |
EP0923594B1 (en) | 2002-10-02 |
CN1149220C (zh) | 2004-05-12 |
AU730839B2 (en) | 2001-03-15 |
DK0923594T3 (da) | 2003-02-10 |
CZ2899A3 (cs) | 1999-03-17 |
EP0923594A1 (en) | 1999-06-23 |
HUP9903902A3 (en) | 2001-06-28 |
IL127540A0 (en) | 1999-10-28 |
NZ333258A (en) | 2000-07-28 |
KR100476799B1 (ko) | 2005-03-16 |
PT923594E (pt) | 2003-02-28 |
ATE225364T1 (de) | 2002-10-15 |
BR9710250A (pt) | 1999-08-10 |
CN1225096A (zh) | 1999-08-04 |
HU224966B1 (en) | 2006-04-28 |
DE69716094T2 (de) | 2003-06-05 |
US5767096A (en) | 1998-06-16 |
AR007854A1 (es) | 1999-11-24 |
AU3504697A (en) | 1998-02-09 |
ES2186900T3 (es) | 2003-05-16 |
ZA975861B (en) | 1998-01-30 |
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