NO328422B1 - Fremgangsmate for a separere laktonholdige forbindelser - Google Patents
Fremgangsmate for a separere laktonholdige forbindelser Download PDFInfo
- Publication number
- NO328422B1 NO328422B1 NO20021024A NO20021024A NO328422B1 NO 328422 B1 NO328422 B1 NO 328422B1 NO 20021024 A NO20021024 A NO 20021024A NO 20021024 A NO20021024 A NO 20021024A NO 328422 B1 NO328422 B1 NO 328422B1
- Authority
- NO
- Norway
- Prior art keywords
- group
- lactone
- compound
- side chain
- containing compound
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title claims description 84
- 150000002596 lactones Chemical class 0.000 title claims description 56
- 238000000034 method Methods 0.000 title claims description 24
- 239000000203 mixture Substances 0.000 claims description 28
- 125000003545 alkoxy group Chemical group 0.000 claims description 26
- 239000000126 substance Substances 0.000 claims description 21
- 238000001179 sorption measurement Methods 0.000 claims description 19
- 239000011347 resin Substances 0.000 claims description 17
- 229920005989 resin Polymers 0.000 claims description 17
- -1 silver ions Chemical class 0.000 claims description 11
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 claims description 10
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims description 8
- 125000000217 alkyl group Chemical group 0.000 claims description 8
- 239000003125 aqueous solvent Substances 0.000 claims description 8
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 7
- 239000003960 organic solvent Substances 0.000 claims description 7
- 125000004368 propenyl group Chemical group C(=CC)* 0.000 claims description 7
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 6
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims description 5
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 5
- CFZGEMKIQUVTCC-UHFFFAOYSA-N octacos-18-ene-2,3,10,16-tetrone Chemical compound CCCCCCCCCC=CCC(=O)CCCCCC(=O)CCCCCCC(=O)C(C)=O CFZGEMKIQUVTCC-UHFFFAOYSA-N 0.000 claims description 5
- 239000004332 silver Substances 0.000 claims description 5
- 229910052709 silver Inorganic materials 0.000 claims description 5
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 3
- 125000005843 halogen group Chemical group 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 101100313763 Arabidopsis thaliana TIM22-2 gene Proteins 0.000 claims 1
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 45
- 125000003342 alkenyl group Chemical group 0.000 description 24
- 150000002605 large molecules Chemical class 0.000 description 20
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 18
- SQGYOTSLMSWVJD-UHFFFAOYSA-N silver(1+) nitrate Chemical compound [Ag+].[O-]N(=O)=O SQGYOTSLMSWVJD-UHFFFAOYSA-N 0.000 description 18
- QJJXYPPXXYFBGM-LFZNUXCKSA-N Tacrolimus Chemical compound C1C[C@@H](O)[C@H](OC)C[C@@H]1\C=C(/C)[C@@H]1[C@H](C)[C@@H](O)CC(=O)[C@H](CC=C)/C=C(C)/C[C@H](C)C[C@H](OC)[C@H]([C@H](C[C@H]2C)OC)O[C@@]2(O)C(=O)C(=O)N2CCCC[C@H]2C(=O)O1 QJJXYPPXXYFBGM-LFZNUXCKSA-N 0.000 description 14
- 239000003480 eluent Substances 0.000 description 14
- 238000000926 separation method Methods 0.000 description 14
- 229960001967 tacrolimus Drugs 0.000 description 14
- QJJXYPPXXYFBGM-SHYZHZOCSA-N tacrolimus Natural products CO[C@H]1C[C@H](CC[C@@H]1O)C=C(C)[C@H]2OC(=O)[C@H]3CCCCN3C(=O)C(=O)[C@@]4(O)O[C@@H]([C@H](C[C@H]4C)OC)[C@@H](C[C@H](C)CC(=C[C@@H](CC=C)C(=O)C[C@H](O)[C@H]2C)C)OC QJJXYPPXXYFBGM-SHYZHZOCSA-N 0.000 description 14
- 239000003463 adsorbent Substances 0.000 description 10
- 229940126062 Compound A Drugs 0.000 description 9
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 description 9
- 229910001961 silver nitrate Inorganic materials 0.000 description 9
- 238000004440 column chromatography Methods 0.000 description 8
- ONCCWDRMOZMNSM-FBCQKBJTSA-N compound Z Chemical compound N1=C2C(=O)NC(N)=NC2=NC=C1C(=O)[C@H]1OP(O)(=O)OC[C@H]1O ONCCWDRMOZMNSM-FBCQKBJTSA-N 0.000 description 8
- 238000010828 elution Methods 0.000 description 8
- 125000004432 carbon atom Chemical group C* 0.000 description 7
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- FOIXSVOLVBLSDH-UHFFFAOYSA-N Silver ion Chemical compound [Ag+] FOIXSVOLVBLSDH-UHFFFAOYSA-N 0.000 description 6
- ZDQSOHOQTUFQEM-PKUCKEGBSA-N ascomycin Chemical compound C/C([C@H]1OC(=O)[C@@H]2CCCCN2C(=O)C(=O)[C@]2(O)O[C@@H]([C@H](C[C@H]2C)OC)[C@@H](OC)C[C@@H](C)C\C(C)=C/[C@H](C(C[C@H](O)[C@H]1C)=O)CC)=C\[C@@H]1CC[C@@H](O)[C@H](OC)C1 ZDQSOHOQTUFQEM-PKUCKEGBSA-N 0.000 description 6
- ZDQSOHOQTUFQEM-XCXYXIJFSA-N ascomycin Natural products CC[C@H]1C=C(C)C[C@@H](C)C[C@@H](OC)[C@H]2O[C@@](O)([C@@H](C)C[C@H]2OC)C(=O)C(=O)N3CCCC[C@@H]3C(=O)O[C@H]([C@H](C)[C@@H](O)CC1=O)C(=C[C@@H]4CC[C@@H](O)[C@H](C4)OC)C ZDQSOHOQTUFQEM-XCXYXIJFSA-N 0.000 description 6
- 239000007788 liquid Substances 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- 238000000855 fermentation Methods 0.000 description 5
- 230000004151 fermentation Effects 0.000 description 5
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 241000894006 Bacteria Species 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- 239000012530 fluid Substances 0.000 description 3
- 238000004809 thin layer chromatography Methods 0.000 description 3
- 229920002554 vinyl polymer Polymers 0.000 description 3
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- 240000004808 Saccharomyces cerevisiae Species 0.000 description 2
- 240000008042 Zea mays Species 0.000 description 2
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 2
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 2
- 238000005273 aeration Methods 0.000 description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 229910000019 calcium carbonate Inorganic materials 0.000 description 2
- 239000012295 chemical reaction liquid Substances 0.000 description 2
- 235000005822 corn Nutrition 0.000 description 2
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- 238000004128 high performance liquid chromatography Methods 0.000 description 2
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
- 239000002609 medium Substances 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 229920001296 polysiloxane Polymers 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 125000006017 1-propenyl group Chemical group 0.000 description 1
- RBWNDBNSJFCLBZ-UHFFFAOYSA-N 7-methyl-5,6,7,8-tetrahydro-3h-[1]benzothiolo[2,3-d]pyrimidine-4-thione Chemical compound N1=CNC(=S)C2=C1SC1=C2CCC(C)C1 RBWNDBNSJFCLBZ-UHFFFAOYSA-N 0.000 description 1
- 229920002261 Corn starch Polymers 0.000 description 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
- 239000005909 Kieselgur Substances 0.000 description 1
- 101150098207 NAAA gene Proteins 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 241001647839 Streptomyces tsukubensis Species 0.000 description 1
- 241000209140 Triticum Species 0.000 description 1
- 235000021307 Triticum Nutrition 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 125000004369 butenyl group Chemical group C(=CCC)* 0.000 description 1
- 238000005266 casting Methods 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 239000008120 corn starch Substances 0.000 description 1
- 235000012343 cottonseed oil Nutrition 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 1
- 239000012156 elution solvent Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 239000001963 growth medium Substances 0.000 description 1
- 125000006038 hexenyl group Chemical group 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 239000002054 inoculum Substances 0.000 description 1
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 235000012054 meals Nutrition 0.000 description 1
- 239000012046 mixed solvent Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 125000002255 pentenyl group Chemical group C(=CCCC)* 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 229920013716 polyethylene resin Polymers 0.000 description 1
- 239000013587 production medium Substances 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- GGCZERPQGJTIQP-UHFFFAOYSA-N sodium;9,10-dioxoanthracene-2-sulfonic acid Chemical compound [Na+].C1=CC=C2C(=O)C3=CC(S(=O)(=O)O)=CC=C3C(=O)C2=C1 GGCZERPQGJTIQP-UHFFFAOYSA-N 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D498/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D498/12—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms in which the condensed system contains three hetero rings
- C07D498/18—Bridged systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Treatment Of Liquids With Adsorbents In General (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Epoxy Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP25381399 | 1999-09-08 | ||
PCT/JP2000/006023 WO2001018007A2 (en) | 1999-09-08 | 2000-09-05 | Method for separating lactone-containing high-molecular weight compounds |
Publications (3)
Publication Number | Publication Date |
---|---|
NO20021024D0 NO20021024D0 (no) | 2002-03-01 |
NO20021024L NO20021024L (no) | 2002-05-02 |
NO328422B1 true NO328422B1 (no) | 2010-02-15 |
Family
ID=17256507
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
NO20021024A NO328422B1 (no) | 1999-09-08 | 2002-03-01 | Fremgangsmate for a separere laktonholdige forbindelser |
Country Status (24)
Country | Link |
---|---|
US (2) | US6576135B1 (zh) |
EP (1) | EP1210351B1 (zh) |
JP (1) | JP3925198B2 (zh) |
CN (1) | CN1195760C (zh) |
AR (1) | AR025598A1 (zh) |
AT (1) | ATE263773T1 (zh) |
AU (1) | AU779331B2 (zh) |
BR (1) | BR0014016B1 (zh) |
CA (1) | CA2384440C (zh) |
CZ (1) | CZ302625B6 (zh) |
DE (1) | DE60009723T2 (zh) |
DK (1) | DK1210351T3 (zh) |
ES (1) | ES2214307T3 (zh) |
HK (1) | HK1048991A1 (zh) |
HU (1) | HU230126B1 (zh) |
MX (1) | MXPA02002370A (zh) |
NO (1) | NO328422B1 (zh) |
NZ (1) | NZ517473A (zh) |
PL (1) | PL195650B1 (zh) |
PT (1) | PT1210351E (zh) |
RU (1) | RU2245338C2 (zh) |
TR (1) | TR200200593T2 (zh) |
TW (1) | TW553946B (zh) |
WO (1) | WO2001018007A2 (zh) |
Families Citing this family (21)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
TW553946B (en) * | 1999-09-08 | 2003-09-21 | Fujisawa Pharmaceutical Co | Method for separating lactone-containing high-molecular weight compounds |
US7452692B2 (en) | 2002-02-13 | 2008-11-18 | Teva Gyógyszergyár Zártkörüen Müködö Részvénytársaság | Method for extracting a macrolide from biomatter |
KR20040086369A (ko) | 2002-02-13 | 2004-10-08 | 비오갈 기오기스제르갸르 알티. | 바이오매터로부터 마크롤라이드를 추출하는 방법 |
KR20060052874A (ko) * | 2003-07-24 | 2006-05-19 | 테바 기오기스제르갸르 레스즈베니타르사사그 | 마크로라이드의 정제 방법 |
CA2548297C (en) * | 2003-12-05 | 2011-06-14 | Biocon Limited | Process for the purification of macrolides |
DK1756290T3 (en) * | 2004-04-12 | 2016-08-22 | Biocon Ltd | Streptomyces sp. BICC 7522 AND THE USE THEREOF FOR THE PRODUCTION OF MACRO-LIDER |
US20080312447A1 (en) * | 2004-09-10 | 2008-12-18 | Ivax Pharmaceuticals S.R.O. | Process for Isolation of Crystalline Tacrolimus |
ITMI20042098A1 (it) * | 2004-11-03 | 2005-02-03 | Antibioticos Spa | Processo per la purificazione di tacrolimus |
WO2006060616A1 (en) * | 2004-12-01 | 2006-06-08 | Teva Gyógyszergyár Zàrtköruen Muködo Rèszvènytàrsasàg | Processes for producing crystalline macrolides |
MX2007005868A (es) * | 2004-12-22 | 2007-07-04 | Teva Gyogyszergyar Zartkoeruen Mukoedo Reszvenytarsasag | Metodo de purificar tacrolimus. |
MX2007006119A (es) * | 2005-01-05 | 2007-07-19 | Teva Gyogyszergyar Zartkoruen | Tacrolimus amorfo y preparacion de el. |
WO2007013017A1 (en) * | 2005-07-29 | 2007-02-01 | Ranbaxy Laboratories Limited | A process for purification of macrolides |
ITMI20051549A1 (it) * | 2005-08-05 | 2007-02-06 | Antibioticos Spa | Purificazione del tacrolimus su supporti dimorigine vegetale |
DE602007006601D1 (de) * | 2006-03-15 | 2010-07-01 | Teva Gyogyszergyar Zartkoeruee | Verfahren zur reinigung von tacrolimus |
WO2007106587A2 (en) * | 2006-03-15 | 2007-09-20 | Teva Gyogyszergyar Zartköruen Muködo Reszvenytarsasag | Process for purifying tacrolimus |
WO2009006318A1 (en) * | 2007-06-29 | 2009-01-08 | Artificial Muscle, Inc. | Electroactive polymer transducers for sensory feedback applications |
KR101022067B1 (ko) | 2008-05-30 | 2011-03-17 | 이연제약주식회사 | 고순도 타크로리무스의 회수방법 |
KR100910165B1 (ko) | 2008-09-18 | 2009-07-30 | (주) 제노텍 | 은 이온 용액 추출을 이용한 불포화 알킬기를 가진 락톤 화합물 정제방법 |
WO2011163600A2 (en) | 2010-06-25 | 2011-12-29 | Apt Pharmaceuticals, Inc. | Tacrolimus compositions for aerosol administration |
EP2871188B1 (en) | 2012-07-06 | 2017-04-19 | Godo Shusei Co., Ltd. | Method for separating cyclic macrolide compound |
RU2694354C1 (ru) * | 2018-09-25 | 2019-07-11 | Закрытое акционерное общество "БиоХимМак СТ" | Способ сорбционно-хроматографического выделения и очистки такролимуса |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB8406218D0 (en) | 1984-03-09 | 1984-04-11 | Glaxo Group Ltd | Process |
AU600187B2 (en) * | 1987-12-15 | 1990-08-02 | Unilever Plc | Process for concentrating lactones, as well as the use of the concentrate thus obtained for flavouring foodstuffs |
NO176766C (no) * | 1989-02-07 | 1995-05-24 | Meiji Seika Kaisha | Fremgangsmåte for fremstilling av en forbindelse med anthelmintaktivitet |
JPH03191788A (ja) | 1989-12-19 | 1991-08-21 | Nippon Kayaku Co Ltd | 新規抗生物質nk155141およびその製造法 |
TW553946B (en) * | 1999-09-08 | 2003-09-21 | Fujisawa Pharmaceutical Co | Method for separating lactone-containing high-molecular weight compounds |
-
2000
- 2000-08-29 TW TW089117479A patent/TW553946B/zh not_active IP Right Cessation
- 2000-09-05 HU HU0203196A patent/HU230126B1/hu unknown
- 2000-09-05 RU RU2002108718/04A patent/RU2245338C2/ru active
- 2000-09-05 DK DK00956935T patent/DK1210351T3/da active
- 2000-09-05 BR BRPI0014016-3A patent/BR0014016B1/pt not_active IP Right Cessation
- 2000-09-05 US US10/069,964 patent/US6576135B1/en not_active Expired - Lifetime
- 2000-09-05 ES ES00956935T patent/ES2214307T3/es not_active Expired - Lifetime
- 2000-09-05 JP JP2001522230A patent/JP3925198B2/ja not_active Expired - Lifetime
- 2000-09-05 CA CA002384440A patent/CA2384440C/en not_active Expired - Lifetime
- 2000-09-05 NZ NZ517473A patent/NZ517473A/en not_active IP Right Cessation
- 2000-09-05 DE DE60009723T patent/DE60009723T2/de not_active Expired - Lifetime
- 2000-09-05 EP EP00956935A patent/EP1210351B1/en not_active Expired - Lifetime
- 2000-09-05 WO PCT/JP2000/006023 patent/WO2001018007A2/en active IP Right Grant
- 2000-09-05 PL PL00353802A patent/PL195650B1/pl unknown
- 2000-09-05 AU AU68713/00A patent/AU779331B2/en not_active Expired
- 2000-09-05 MX MXPA02002370A patent/MXPA02002370A/es active IP Right Grant
- 2000-09-05 AT AT00956935T patent/ATE263773T1/de active
- 2000-09-05 CZ CZ20020860A patent/CZ302625B6/cs not_active IP Right Cessation
- 2000-09-05 PT PT00956935T patent/PT1210351E/pt unknown
- 2000-09-05 CN CNB008125864A patent/CN1195760C/zh not_active Expired - Lifetime
- 2000-09-05 TR TR2002/00593T patent/TR200200593T2/xx unknown
- 2000-09-07 AR ARP000104697A patent/AR025598A1/es active IP Right Grant
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2002
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2003
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