NO327786B1 - Krystallinske 1-metylkarbapenemforbindelser - Google Patents
Krystallinske 1-metylkarbapenemforbindelser Download PDFInfo
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- NO327786B1 NO327786B1 NO20020030A NO20020030A NO327786B1 NO 327786 B1 NO327786 B1 NO 327786B1 NO 20020030 A NO20020030 A NO 20020030A NO 20020030 A NO20020030 A NO 20020030A NO 327786 B1 NO327786 B1 NO 327786B1
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- Prior art keywords
- compound
- crystalline form
- crystalline
- methylcarbapenem derivative
- formula
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- MOTZDAYCYVMXPC-UHFFFAOYSA-N dodecyl hydrogen sulfate Chemical class CCCCCCCCCCCCOS(O)(=O)=O MOTZDAYCYVMXPC-UHFFFAOYSA-N 0.000 description 1
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- BEFDCLMNVWHSGT-UHFFFAOYSA-N ethenylcyclopentane Chemical compound C=CC1CCCC1 BEFDCLMNVWHSGT-UHFFFAOYSA-N 0.000 description 1
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- 238000001704 evaporation Methods 0.000 description 1
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- VZCYOOQTPOCHFL-OWOJBTEDSA-L fumarate(2-) Chemical class [O-]C(=O)\C=C\C([O-])=O VZCYOOQTPOCHFL-OWOJBTEDSA-L 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
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- 159000000014 iron salts Chemical class 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000008101 lactose Substances 0.000 description 1
- 239000008297 liquid dosage form Substances 0.000 description 1
- 229910003002 lithium salt Inorganic materials 0.000 description 1
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- 229940031703 low substituted hydroxypropyl cellulose Drugs 0.000 description 1
- 239000007937 lozenge Substances 0.000 description 1
- 229960003511 macrogol Drugs 0.000 description 1
- 229940037627 magnesium lauryl sulfate Drugs 0.000 description 1
- 159000000003 magnesium salts Chemical class 0.000 description 1
- 235000019359 magnesium stearate Nutrition 0.000 description 1
- HBNDBUATLJAUQM-UHFFFAOYSA-L magnesium;dodecyl sulfate Chemical compound [Mg+2].CCCCCCCCCCCCOS([O-])(=O)=O.CCCCCCCCCCCCOS([O-])(=O)=O HBNDBUATLJAUQM-UHFFFAOYSA-L 0.000 description 1
- 150000002688 maleic acid derivatives Chemical class 0.000 description 1
- 239000000594 mannitol Substances 0.000 description 1
- 235000010355 mannitol Nutrition 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229960002660 mepivacaine hydrochloride Drugs 0.000 description 1
- RETIMRUQNCDCQB-UHFFFAOYSA-N mepivacaine hydrochloride Chemical compound Cl.CN1CCCCC1C(=O)NC1=C(C)C=CC=C1C RETIMRUQNCDCQB-UHFFFAOYSA-N 0.000 description 1
- AFVFQIVMOAPDHO-UHFFFAOYSA-M methanesulfonate group Chemical class CS(=O)(=O)[O-] AFVFQIVMOAPDHO-UHFFFAOYSA-M 0.000 description 1
- 239000004292 methyl p-hydroxybenzoate Substances 0.000 description 1
- 235000010270 methyl p-hydroxybenzoate Nutrition 0.000 description 1
- 229960002216 methylparaben Drugs 0.000 description 1
- 229960003085 meticillin Drugs 0.000 description 1
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- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
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- 125000006503 p-nitrobenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1[N+]([O-])=O)C([H])([H])* 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
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- 229920002239 polyacrylonitrile Polymers 0.000 description 1
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- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
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- 239000013074 reference sample Substances 0.000 description 1
- UGOXITGUCYPVOH-HRNNMHKYSA-N s-[(3s,5s)-5-[(3s)-3-[[2-[bis[(4-nitrophenyl)methoxycarbonylamino]methylideneamino]acetyl]amino]pyrrolidine-1-carbonyl]-1-methylpyrrolidin-3-yl] ethanethioate Chemical compound CN1C[C@@H](SC(C)=O)C[C@H]1C(=O)N1C[C@@H](NC(=O)CNC(NC(=O)OCC=2C=CC(=CC=2)[N+]([O-])=O)=NC(=O)OCC=2C=CC(=CC=2)[N+]([O-])=O)CC1 UGOXITGUCYPVOH-HRNNMHKYSA-N 0.000 description 1
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- 230000002393 scratching effect Effects 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- NGHMEZWZOZEZOH-UHFFFAOYSA-N silicic acid;hydrate Chemical compound O.O[Si](O)(O)O NGHMEZWZOZEZOH-UHFFFAOYSA-N 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- OIIWPAYIXDCDNL-UHFFFAOYSA-M sodium 3-(trimethylsilyl)propionate Chemical compound [Na+].C[Si](C)(C)CCC([O-])=O OIIWPAYIXDCDNL-UHFFFAOYSA-M 0.000 description 1
- WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 1
- 239000004299 sodium benzoate Substances 0.000 description 1
- 235000010234 sodium benzoate Nutrition 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
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- 230000000638 stimulation Effects 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 125000001273 sulfonato group Chemical class [O-]S(*)(=O)=O 0.000 description 1
- 239000000829 suppository Substances 0.000 description 1
- 239000000375 suspending agent Substances 0.000 description 1
- 239000003765 sweetening agent Substances 0.000 description 1
- 208000024891 symptom Diseases 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 150000003892 tartrate salts Chemical class 0.000 description 1
- 125000001302 tertiary amino group Chemical group 0.000 description 1
- CZDYPVPMEAXLPK-UHFFFAOYSA-N tetramethylsilane Chemical compound C[Si](C)(C)C CZDYPVPMEAXLPK-UHFFFAOYSA-N 0.000 description 1
- RTKIYNMVFMVABJ-UHFFFAOYSA-L thimerosal Chemical compound [Na+].CC[Hg]SC1=CC=CC=C1C([O-])=O RTKIYNMVFMVABJ-UHFFFAOYSA-L 0.000 description 1
- 229940033663 thimerosal Drugs 0.000 description 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical class CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
- 230000000699 topical effect Effects 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 1
- 238000002604 ultrasonography Methods 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D477/00—Heterocyclic compounds containing 1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. carbapenicillins, thienamycins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulphur-containing hetero ring
- C07D477/10—Heterocyclic compounds containing 1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. carbapenicillins, thienamycins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulphur-containing hetero ring with hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 4, and with a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, e.g. an ester or nitrile radical, directly attached in position 2
- C07D477/12—Heterocyclic compounds containing 1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. carbapenicillins, thienamycins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulphur-containing hetero ring with hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 4, and with a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, e.g. an ester or nitrile radical, directly attached in position 2 with hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, attached in position 6
- C07D477/16—Heterocyclic compounds containing 1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. carbapenicillins, thienamycins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulphur-containing hetero ring with hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 4, and with a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, e.g. an ester or nitrile radical, directly attached in position 2 with hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, attached in position 6 with hetero atoms or carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. an ester or nitrile radical, directly attached in position 3
- C07D477/20—Sulfur atoms
-
- 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
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
- A61K31/407—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil condensed with other heterocyclic ring systems, e.g. ketorolac, physostigmine
-
- 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
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Epidemiology (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP19136899 | 1999-07-06 | ||
| PCT/JP2000/004496 WO2001002401A1 (fr) | 1999-07-06 | 2000-07-06 | Composes de 1-methylcarbapenem cristallin |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| NO20020030D0 NO20020030D0 (no) | 2002-01-04 |
| NO20020030L NO20020030L (no) | 2002-03-05 |
| NO327786B1 true NO327786B1 (no) | 2009-09-21 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO20020030A NO327786B1 (no) | 1999-07-06 | 2002-01-04 | Krystallinske 1-metylkarbapenemforbindelser |
Country Status (21)
| Country | Link |
|---|---|
| US (3) | US20020128254A1 (ko) |
| EP (1) | EP1193269A4 (ko) |
| JP (1) | JP3476420B2 (ko) |
| KR (1) | KR100750552B1 (ko) |
| CN (2) | CN100360530C (ko) |
| AU (1) | AU758190B2 (ko) |
| BR (1) | BR0012253A (ko) |
| CA (1) | CA2378483C (ko) |
| CZ (1) | CZ20014731A3 (ko) |
| HK (1) | HK1044768A1 (ko) |
| HU (1) | HUP0202255A3 (ko) |
| IL (2) | IL147214A0 (ko) |
| MX (1) | MXPA02000061A (ko) |
| NO (1) | NO327786B1 (ko) |
| NZ (1) | NZ516310A (ko) |
| PL (1) | PL352296A1 (ko) |
| RU (2) | RU2214411C2 (ko) |
| TR (2) | TR200403436T2 (ko) |
| TW (1) | TWI250160B (ko) |
| WO (1) | WO2001002401A1 (ko) |
| ZA (1) | ZA200110413B (ko) |
Families Citing this family (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IL145732A0 (en) * | 1999-04-06 | 2002-07-25 | Sankyo Co | α-SUBSTITUTED CARBOXYLIC ACID DERIVATIVES AND PHARMACEUTICAL COMPOSITIONS CONTAINING THE SAME |
| US7041660B2 (en) * | 1999-07-06 | 2006-05-09 | Sankyo Company, Limited | Crystalline 1-methylcarbapenem derivatives |
| ATE335747T1 (de) * | 1999-09-30 | 2006-09-15 | Otsuka Kagaku Kk | Kristallines 3-cephem derivat |
| UA82824C2 (uk) | 2000-06-21 | 2008-05-26 | К'Юбіст Фармасьютікалз, Інк. | Композиція і спосіб поліпшення перорального всмоктування протимікробних засобів |
| KR100451672B1 (ko) * | 2001-06-05 | 2004-10-08 | 한미약품 주식회사 | 결정성 세프디니르 산부가염, 이의 제조방법 및 이를이용한 세프디니르의 제조방법 |
| WO2003016312A1 (fr) * | 2001-08-13 | 2003-02-27 | Eisai Co., Ltd. | Procede de preparation d'antibiotiques a base de carbapenem |
| HRP20040264B1 (en) * | 2001-09-26 | 2012-07-31 | Merck@Sharp@@@Dohme@Corp | Process for making carbapenem compounds |
| PT1474426E (pt) * | 2001-09-26 | 2011-10-07 | Merck Sharp & Dohme | Processo para o fabrico de compostos de carbapenema |
| ITMI20012364A1 (it) * | 2001-11-09 | 2003-05-09 | Antibioticos Spa | Processo di sintesi della cefixima via alchil-o arilsolfonati |
| CA2536886C (en) * | 2003-08-25 | 2009-10-27 | Sankyo Company Limited | Crystal of 1-methyl carbapenem compound |
| JP2005097278A (ja) * | 2003-08-25 | 2005-04-14 | Sankyo Co Ltd | １−メチルカルバペネム化合物の結晶 |
| US20070249827A1 (en) * | 2004-06-02 | 2007-10-25 | Sandoz Ag | Meropenem Intermediatein in Crystalling Form |
| WO2006101062A1 (ja) * | 2005-03-22 | 2006-09-28 | Daiichi Sankyo Company, Limited | １－アルキルピロリジン構造を有するカルバペネム誘導体の製造方法 |
| CA2606386C (en) | 2005-04-29 | 2014-06-10 | Cubist Pharmaceuticals, Inc. | Therapeutic compositions |
| TW200639176A (en) * | 2005-05-13 | 2006-11-16 | Sankyo Co | Crystal of 1-methyl carbapenem compound |
| CN101328179B (zh) * | 2007-06-15 | 2011-01-12 | 山东轩竹医药科技有限公司 | 含有氧代氮杂环的巯基吡咯烷培南衍生物 |
| CN101412717B (zh) * | 2007-10-19 | 2011-01-12 | 山东轩竹医药科技有限公司 | 含有胍基烷酰胺基杂环的碳青霉烯衍生物 |
| JPWO2009091031A1 (ja) * | 2008-01-17 | 2011-05-26 | 大日本住友製薬株式会社 | アデニン化合物の製造方法 |
| WO2011143935A1 (zh) * | 2010-05-21 | 2011-11-24 | 山东轩竹医药科技有限公司 | 碳青霉烯衍生物或其水合物的晶型及其制备方法与用途 |
| CN103025733B (zh) * | 2010-06-03 | 2015-11-25 | 山东轩竹医药科技有限公司 | 碳青霉烯类衍生物或其水合物的晶型及其制备方法与用途 |
| JP6364025B2 (ja) * | 2013-01-15 | 2018-07-25 | メルク パテント ゲゼルシャフト ミット ベシュレンクテル ハフツングＭｅｒｃｋ Ｐａｔｅｎｔ Ｇｅｓｅｌｌｓｃｈａｆｔ ｍｉｔ ｂｅｓｃｈｒａｅｎｋｔｅｒ Ｈａｆｔｕｎｇ | 骨関節炎を処置するためのアシルグアニジン |
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|---|---|---|---|---|
| US4260543A (en) | 1978-07-03 | 1981-04-07 | Merck & Co., Inc. | Crystalline N-formimidoyl thienamycin |
| US4748238A (en) | 1984-03-14 | 1988-05-31 | Merck & Co., Inc. | Crystalline 1R,5S,6S,8R-1-methyl-2-(N,N-dimethylcarbamimidoylmethylthio)-6-(1-hydroxyethyl)-1-carbapen-2-em-3-carboxylic acid |
| US4713451A (en) | 1984-04-09 | 1987-12-15 | Merck & Co., Inc. | Crystalline dimethyliminothienamycin |
| IE60588B1 (en) | 1986-07-30 | 1994-07-27 | Sumitomo Pharma | Carbapenem compound in crystalline form, and its production and use |
| US4866171A (en) | 1987-04-11 | 1989-09-12 | Lederle (Japan), Ltd. | (1R,5S,6S)-2-[(6,7-dihydro-5H-pyrazolo[1,2-a][1,2,4]triazolium-6-yl)]thio-6-[R-1-hydroxyethyl]-1-methyl-carbapenum-3-carboxylate |
| TW209220B (ko) * | 1991-11-27 | 1993-07-11 | Manyu Seiyaku Kk | |
| DE69324106T2 (de) | 1992-11-17 | 1999-12-09 | Sankyo Co | Krystallines Carbapenemderivat |
| JPH06336483A (ja) * | 1993-05-26 | 1994-12-06 | Banyu Pharmaceut Co Ltd | アミノアルキルピロリジニルチオカルバペネム誘導体 |
| JPH07291973A (ja) * | 1994-04-27 | 1995-11-07 | Banyu Pharmaceut Co Ltd | 新規な２−ピロリジニルチオカルバペネム誘導体 |
| JPH09110869A (ja) * | 1995-10-23 | 1997-04-28 | Lederle Japan Ltd | カルバペネム化合物 |
| WO1997023483A1 (en) | 1995-12-21 | 1997-07-03 | Sankyo Company, Limited | 1-methylcarbapenem derivatives |
| JP2955276B2 (ja) * | 1997-06-19 | 1999-10-04 | 三共株式会社 | １−メチルカルバペネム誘導体を含有する抗菌剤 |
-
2000
- 2000-07-05 TW TW089113337A patent/TWI250160B/zh not_active IP Right Cessation
- 2000-07-06 CN CNB008124558A patent/CN100360530C/zh not_active Expired - Fee Related
- 2000-07-06 EP EP00944289A patent/EP1193269A4/en not_active Withdrawn
- 2000-07-06 MX MXPA02000061A patent/MXPA02000061A/es active IP Right Grant
- 2000-07-06 NZ NZ516310A patent/NZ516310A/en not_active IP Right Cessation
- 2000-07-06 CA CA002378483A patent/CA2378483C/en not_active Expired - Fee Related
- 2000-07-06 BR BR0012253-0A patent/BR0012253A/pt not_active Application Discontinuation
- 2000-07-06 TR TR2004/03436T patent/TR200403436T2/xx unknown
- 2000-07-06 HU HU0202255A patent/HUP0202255A3/hu unknown
- 2000-07-06 AU AU58487/00A patent/AU758190B2/en not_active Ceased
- 2000-07-06 JP JP2000204430A patent/JP3476420B2/ja not_active Expired - Fee Related
- 2000-07-06 WO PCT/JP2000/004496 patent/WO2001002401A1/ja active Application Filing
- 2000-07-06 CN CNA2007101096355A patent/CN101077869A/zh active Pending
- 2000-07-06 KR KR1020027000117A patent/KR100750552B1/ko not_active IP Right Cessation
- 2000-07-06 TR TR2002/00100T patent/TR200200100T2/xx unknown
- 2000-07-06 IL IL14721400A patent/IL147214A0/xx unknown
- 2000-07-06 PL PL00352296A patent/PL352296A1/xx not_active Application Discontinuation
- 2000-07-06 CZ CZ20014731A patent/CZ20014731A3/cs unknown
- 2000-07-06 RU RU2002100058/04A patent/RU2214411C2/ru not_active IP Right Cessation
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2001
- 2001-12-19 ZA ZA200110413A patent/ZA200110413B/xx unknown
- 2001-12-20 IL IL147214A patent/IL147214A/en not_active IP Right Cessation
- 2001-12-28 US US10/034,548 patent/US20020128254A1/en not_active Abandoned
-
2002
- 2002-01-04 NO NO20020030A patent/NO327786B1/no not_active IP Right Cessation
- 2002-08-26 HK HK02106273.3A patent/HK1044768A1/zh unknown
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2003
- 2003-01-27 US US10/351,944 patent/US6924279B2/en not_active Expired - Fee Related
- 2003-04-03 US US10/407,546 patent/US20030232803A1/en not_active Abandoned
- 2003-06-18 RU RU2003118411/04A patent/RU2003118411A/ru not_active Application Discontinuation
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