NO311029B1 - Fremgangsmate for rensing av 11-<beta>-21-dihydroksy-2'-metyl- 5'-<beta>H-pregna-1,4-dieno-[17,16-d]-oksazol-3,20-dion - Google Patents
Fremgangsmate for rensing av 11-<beta>-21-dihydroksy-2'-metyl- 5'-<beta>H-pregna-1,4-dieno-[17,16-d]-oksazol-3,20-dion Download PDFInfo
- Publication number
- NO311029B1 NO311029B1 NO19983665A NO983665A NO311029B1 NO 311029 B1 NO311029 B1 NO 311029B1 NO 19983665 A NO19983665 A NO 19983665A NO 983665 A NO983665 A NO 983665A NO 311029 B1 NO311029 B1 NO 311029B1
- Authority
- NO
- Norway
- Prior art keywords
- compound
- water
- resin
- formula
- mixture
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract description 33
- 238000000746 purification Methods 0.000 title claims description 4
- 150000001875 compounds Chemical class 0.000 claims abstract description 40
- 238000000855 fermentation Methods 0.000 claims abstract description 29
- 230000004151 fermentation Effects 0.000 claims abstract description 29
- 239000000203 mixture Substances 0.000 claims abstract description 28
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 28
- 229920005989 resin Polymers 0.000 claims abstract description 20
- 239000011347 resin Substances 0.000 claims abstract description 20
- 239000002952 polymeric resin Substances 0.000 claims abstract description 16
- 229920003002 synthetic resin Polymers 0.000 claims abstract description 16
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims abstract description 12
- 239000003960 organic solvent Substances 0.000 claims abstract description 12
- 239000003463 adsorbent Substances 0.000 claims abstract description 7
- 239000007864 aqueous solution Substances 0.000 claims abstract description 6
- 239000011159 matrix material Substances 0.000 claims abstract description 5
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 16
- 238000005406 washing Methods 0.000 claims description 13
- 238000010828 elution Methods 0.000 claims description 10
- 239000000243 solution Substances 0.000 claims description 9
- 238000001914 filtration Methods 0.000 claims description 7
- 239000002245 particle Substances 0.000 claims description 6
- 230000000704 physical effect Effects 0.000 claims description 6
- 239000011148 porous material Substances 0.000 claims description 6
- 238000011084 recovery Methods 0.000 claims description 5
- 238000004140 cleaning Methods 0.000 claims description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 3
- 238000003795 desorption Methods 0.000 claims description 3
- 239000004925 Acrylic resin Substances 0.000 claims description 2
- 229920000178 Acrylic resin Polymers 0.000 claims description 2
- 241000186063 Arthrobacter Species 0.000 claims description 2
- 241000223208 Curvularia Species 0.000 claims description 2
- 229920001890 Novodur Polymers 0.000 claims description 2
- 150000002576 ketones Chemical class 0.000 claims description 2
- 238000001179 sorption measurement Methods 0.000 claims description 2
- 229940125904 compound 1 Drugs 0.000 claims 1
- 235000010633 broth Nutrition 0.000 abstract description 11
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 239000000047 product Substances 0.000 description 10
- 241000430521 Alyssum Species 0.000 description 7
- 241000223211 Curvularia lunata Species 0.000 description 7
- 239000002609 medium Substances 0.000 description 6
- 239000002904 solvent Substances 0.000 description 5
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 229920001429 chelating resin Polymers 0.000 description 3
- FBHSPRKOSMHSIF-GRMWVWQJSA-N deflazacort Chemical compound C1CC2=CC(=O)C=C[C@]2(C)[C@@H]2[C@@H]1[C@@H]1C[C@H]3OC(C)=N[C@@]3(C(=O)COC(=O)C)[C@@]1(C)C[C@@H]2O FBHSPRKOSMHSIF-GRMWVWQJSA-N 0.000 description 3
- 229960001145 deflazacort Drugs 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 238000004128 high performance liquid chromatography Methods 0.000 description 3
- 239000002054 inoculum Substances 0.000 description 3
- 239000012452 mother liquor Substances 0.000 description 3
- 230000001105 regulatory effect Effects 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 2
- 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
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000000356 contaminant Substances 0.000 description 2
- 230000008034 disappearance Effects 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 239000000284 extract Substances 0.000 description 2
- 238000000605 extraction Methods 0.000 description 2
- 239000003862 glucocorticoid Substances 0.000 description 2
- 239000001963 growth medium Substances 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical group CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 1
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 1
- 229920001817 Agar Polymers 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 239000008272 agar Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 230000003110 anti-inflammatory effect Effects 0.000 description 1
- 230000003115 biocidal effect Effects 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000003776 cleavage reaction Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 239000003480 eluent Substances 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 238000007429 general method Methods 0.000 description 1
- 230000003314 glucocorticoidlike Effects 0.000 description 1
- 230000003054 hormonal effect Effects 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 239000002050 international nonproprietary name Substances 0.000 description 1
- 235000019799 monosodium phosphate Nutrition 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 230000007017 scission Effects 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- AJPJDKMHJJGVTQ-UHFFFAOYSA-M sodium dihydrogen phosphate Chemical compound [Na+].OP(O)([O-])=O AJPJDKMHJJGVTQ-UHFFFAOYSA-M 0.000 description 1
- 229910000162 sodium phosphate Inorganic materials 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000002560 therapeutic procedure Methods 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J71/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton is condensed with a heterocyclic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J71/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton is condensed with a heterocyclic ring
- C07J71/0036—Nitrogen-containing hetero ring
- C07J71/0057—Nitrogen and oxygen
- C07J71/0068—Nitrogen and oxygen at position 16(17)
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Steroid Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP96102325 | 1996-02-16 | ||
| PCT/EP1996/005392 WO1997030068A1 (fr) | 1996-02-16 | 1996-12-04 | PROCEDE DE PURIFICATION DE 11β-21-DIHYDROXY-2'-METHYL-5'-βH-PREGNA-1,43-DIENO[17,16-D]OXAZOLE-3,20-DIONE |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| NO983665L NO983665L (no) | 1998-08-11 |
| NO983665D0 NO983665D0 (no) | 1998-08-11 |
| NO311029B1 true NO311029B1 (no) | 2001-10-01 |
Family
ID=8222483
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO19983665A NO311029B1 (no) | 1996-02-16 | 1998-08-11 | Fremgangsmate for rensing av 11-<beta>-21-dihydroksy-2'-metyl- 5'-<beta>H-pregna-1,4-dieno-[17,16-d]-oksazol-3,20-dion |
Country Status (20)
| Country | Link |
|---|---|
| US (1) | US6228851B1 (fr) |
| EP (1) | EP0885240B1 (fr) |
| JP (1) | JP4076098B2 (fr) |
| KR (1) | KR100440352B1 (fr) |
| CN (1) | CN1131236C (fr) |
| AT (1) | ATE198600T1 (fr) |
| AU (1) | AU709171B2 (fr) |
| CA (1) | CA2246520C (fr) |
| DE (1) | DE69611548T2 (fr) |
| DK (1) | DK0885240T3 (fr) |
| EA (1) | EA000789B1 (fr) |
| ES (1) | ES2153996T3 (fr) |
| GR (1) | GR3035208T3 (fr) |
| HU (1) | HU226936B1 (fr) |
| IL (1) | IL125414A (fr) |
| NO (1) | NO311029B1 (fr) |
| NZ (1) | NZ324300A (fr) |
| PT (1) | PT885240E (fr) |
| WO (1) | WO1997030068A1 (fr) |
| ZA (1) | ZA971214B (fr) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102006028817A1 (de) * | 2006-06-21 | 2007-12-27 | Evonik Degussa Gmbh | Aufarbeitung von Reaktionslösungen aus Ganzzell-Biotransformationen |
-
1996
- 1996-12-04 WO PCT/EP1996/005392 patent/WO1997030068A1/fr not_active Ceased
- 1996-12-04 ES ES96942325T patent/ES2153996T3/es not_active Expired - Lifetime
- 1996-12-04 EP EP96942325A patent/EP0885240B1/fr not_active Expired - Lifetime
- 1996-12-04 US US09/117,882 patent/US6228851B1/en not_active Expired - Lifetime
- 1996-12-04 HU HU9904410A patent/HU226936B1/hu unknown
- 1996-12-04 JP JP52891697A patent/JP4076098B2/ja not_active Expired - Lifetime
- 1996-12-04 PT PT96942325T patent/PT885240E/pt unknown
- 1996-12-04 AU AU11758/97A patent/AU709171B2/en not_active Expired
- 1996-12-04 CA CA002246520A patent/CA2246520C/fr not_active Expired - Lifetime
- 1996-12-04 AT AT96942325T patent/ATE198600T1/de active
- 1996-12-04 EA EA199800732A patent/EA000789B1/ru not_active IP Right Cessation
- 1996-12-04 DE DE69611548T patent/DE69611548T2/de not_active Expired - Lifetime
- 1996-12-04 DK DK96942325T patent/DK0885240T3/da active
- 1996-12-04 IL IL12541496A patent/IL125414A/xx not_active IP Right Cessation
- 1996-12-04 CN CN96180009A patent/CN1131236C/zh not_active Expired - Lifetime
- 1996-12-04 NZ NZ324300A patent/NZ324300A/xx not_active IP Right Cessation
- 1996-12-04 KR KR10-1998-0706178A patent/KR100440352B1/ko not_active Expired - Lifetime
-
1997
- 1997-02-13 ZA ZA9701214A patent/ZA971214B/xx unknown
-
1998
- 1998-08-11 NO NO19983665A patent/NO311029B1/no not_active IP Right Cessation
-
2001
- 2001-01-11 GR GR20000402867T patent/GR3035208T3/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| EP0885240B1 (fr) | 2001-01-10 |
| HU226936B1 (en) | 2010-03-29 |
| HUP9904410A3 (en) | 2002-05-28 |
| ES2153996T3 (es) | 2001-03-16 |
| DE69611548T2 (de) | 2001-06-07 |
| AU1175897A (en) | 1997-09-02 |
| NO983665L (no) | 1998-08-11 |
| US6228851B1 (en) | 2001-05-08 |
| DE69611548D1 (de) | 2001-02-15 |
| AU709171B2 (en) | 1999-08-26 |
| GR3035208T3 (en) | 2001-04-30 |
| KR100440352B1 (ko) | 2004-09-18 |
| EA000789B1 (ru) | 2000-04-24 |
| NZ324300A (en) | 1999-02-25 |
| CA2246520C (fr) | 2004-03-02 |
| DK0885240T3 (da) | 2001-01-29 |
| NO983665D0 (no) | 1998-08-11 |
| CA2246520A1 (fr) | 1997-08-21 |
| CN1131236C (zh) | 2003-12-17 |
| ATE198600T1 (de) | 2001-01-15 |
| WO1997030068A1 (fr) | 1997-08-21 |
| JP2000511878A (ja) | 2000-09-12 |
| CN1209137A (zh) | 1999-02-24 |
| EP0885240A1 (fr) | 1998-12-23 |
| KR19990082445A (ko) | 1999-11-25 |
| IL125414A0 (en) | 1999-03-12 |
| JP4076098B2 (ja) | 2008-04-16 |
| HK1018276A1 (en) | 1999-12-17 |
| IL125414A (en) | 2003-10-31 |
| EA199800732A1 (ru) | 1999-02-25 |
| PT885240E (pt) | 2001-04-30 |
| ZA971214B (en) | 1997-11-19 |
| HUP9904410A2 (hu) | 2000-05-28 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MK1K | Patent expired |