UA71653C2 - A METHOD FOR THE PREPARATION OF a-(2,4-DISULFOPHENYL)-N-TRET-BUTYLNITRONE AND SALTS THEREOF - Google Patents

A METHOD FOR THE PREPARATION OF a-(2,4-DISULFOPHENYL)-N-TRET-BUTYLNITRONE AND SALTS THEREOF Download PDF

Info

Publication number: UA71653C2
Authority: UA; Ukraine
Prior art keywords: tert; reaction; butylnitrone; acetate; disulfophenyl
Prior art date: 2000-01-10

Application number

UA2002065094A

Other languages

English (en)

Ukrainian (uk)

Original Assignee

Astrazeneca Ab

Centaur Pharmaceuticals Inc

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.)

2000-01-10

Filing date

2001-04-01

Publication date

2004-12-15

2001-04-01 Application filed by Astrazeneca Ab, Centaur Pharmaceuticals Inc filed Critical Astrazeneca Ab

2004-12-15 Publication of UA71653C2 publication Critical patent/UA71653C2/uk

Links

238000000034 method Methods 0.000 title claims abstract description 31
150000003839 salts Chemical class 0.000 title claims abstract description 15
238000002360 preparation method Methods 0.000 title abstract description 3
238000006243 chemical reaction Methods 0.000 claims abstract description 25
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 60
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 36
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 23
QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 21
150000001875 compounds Chemical class 0.000 claims description 16
239000000203 mixture Substances 0.000 claims description 14
239000011541 reaction mixture Substances 0.000 claims description 12
238000002425 crystallisation Methods 0.000 claims description 7
239000007810 chemical reaction solvent Substances 0.000 claims description 6
230000008025 crystallization Effects 0.000 claims description 6
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 5
239000007788 liquid Substances 0.000 claims description 4
150000001298 alcohols Chemical class 0.000 claims description 2
125000002485 formyl group Chemical class [H]C(*)=O 0.000 claims 3
101100533441 Neurospora crassa (strain ATCC 24698 / 74-OR23-1A / CBS 708.71 / DSM 1257 / FGSC 987) she-9 gene Proteins 0.000 claims 1
238000012876 topography Methods 0.000 claims 1
-1 disulfophenyl aldehyde Chemical class 0.000 abstract description 4
QGYZLVSWEOXOFT-UHFFFAOYSA-N tert-butyl(hydroxy)azanium;acetate Chemical compound CC(O)=O.CC(C)(C)NO QGYZLVSWEOXOFT-UHFFFAOYSA-N 0.000 abstract description 2
QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical class [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 description 32
PQYVGRGYAZDHFY-UHFFFAOYSA-N 4-formylbenzene-1,3-disulfonic acid Chemical compound OS(=O)(=O)C1=CC=C(C=O)C(S(O)(=O)=O)=C1 PQYVGRGYAZDHFY-UHFFFAOYSA-N 0.000 description 17
239000000047 product Substances 0.000 description 14
238000004128 high performance liquid chromatography Methods 0.000 description 13
150000001299 aldehydes Chemical class 0.000 description 11
239000000706 filtrate Substances 0.000 description 7
238000010992 reflux Methods 0.000 description 7
239000012265 solid product Substances 0.000 description 7
239000002904 solvent Substances 0.000 description 7
239000000725 suspension Substances 0.000 description 7
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
238000009833 condensation Methods 0.000 description 6
230000005494 condensation Effects 0.000 description 6
238000010438 heat treatment Methods 0.000 description 6
238000004519 manufacturing process Methods 0.000 description 6
239000000463 material Substances 0.000 description 6
239000007787 solid Substances 0.000 description 6
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
238000009835 boiling Methods 0.000 description 4
150000001768 cations Chemical class 0.000 description 4
238000004821 distillation Methods 0.000 description 4
239000000126 substance Substances 0.000 description 4
WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 3
230000015572 biosynthetic process Effects 0.000 description 3
238000001035 drying Methods 0.000 description 3
239000012458 free base Substances 0.000 description 3
238000002955 isolation Methods 0.000 description 3
239000007858 starting material Substances 0.000 description 3
238000011282 treatment Methods 0.000 description 3
150000004684 trihydrates Chemical class 0.000 description 3
OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 2
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 description 2
FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 2
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 2
239000002253 acid Substances 0.000 description 2
239000002585 base Substances 0.000 description 2
239000011575 calcium Substances 0.000 description 2
229910052791 calcium Inorganic materials 0.000 description 2
238000001914 filtration Methods 0.000 description 2
239000012535 impurity Substances 0.000 description 2
239000011777 magnesium Substances 0.000 description 2
229910052749 magnesium Inorganic materials 0.000 description 2
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 2
229910052757 nitrogen Inorganic materials 0.000 description 2
159000000000 sodium salts Chemical class 0.000 description 2
238000003756 stirring Methods 0.000 description 2
LUQZKEZPFQRRRK-UHFFFAOYSA-N 2-methyl-2-nitrosopropane Chemical compound CC(C)(C)N=O LUQZKEZPFQRRRK-UHFFFAOYSA-N 0.000 description 1
XPUJIQVUTGZFGK-UHFFFAOYSA-N 4-formylbenzene-1,3-disulfonic acid;sodium Chemical compound [Na].[Na].OS(=O)(=O)C1=CC=C(C=O)C(S(O)(=O)=O)=C1 XPUJIQVUTGZFGK-UHFFFAOYSA-N 0.000 description 1
QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 description 1
206010010254 Concussion Diseases 0.000 description 1
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
FEWJPZIEWOKRBE-JCYAYHJZSA-L L-tartrate(2-) Chemical compound [O-]C(=O)[C@H](O)[C@@H](O)C([O-])=O FEWJPZIEWOKRBE-JCYAYHJZSA-L 0.000 description 1
WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
229910019142 PO4 Inorganic materials 0.000 description 1
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
208000006011 Stroke Diseases 0.000 description 1
QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
125000005210 alkyl ammonium group Chemical group 0.000 description 1
229910052782 aluminium Inorganic materials 0.000 description 1
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
238000004458 analytical method Methods 0.000 description 1
150000001450 anions Chemical class 0.000 description 1
238000011394 anticancer treatment Methods 0.000 description 1
239000012298 atmosphere Substances 0.000 description 1
WRUAHXANJKHFIL-UHFFFAOYSA-N benzene-1,3-disulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC(S(O)(=O)=O)=C1 WRUAHXANJKHFIL-UHFFFAOYSA-N 0.000 description 1
SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 description 1
229940092714 benzenesulfonic acid Drugs 0.000 description 1
150000001558 benzoic acid derivatives Chemical class 0.000 description 1
235000019445 benzyl alcohol Nutrition 0.000 description 1
239000006227 byproduct Substances 0.000 description 1
125000004432 carbon atom Chemical group C* 0.000 description 1
239000003054 catalyst Substances 0.000 description 1
210000003169 central nervous system Anatomy 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
238000004587 chromatography analysis Methods 0.000 description 1
230000009514 concussion Effects 0.000 description 1
238000006482 condensation reaction Methods 0.000 description 1
230000008021 deposition Effects 0.000 description 1
239000003814 drug Substances 0.000 description 1
230000004064 dysfunction Effects 0.000 description 1
230000000694 effects Effects 0.000 description 1
150000004820 halides Chemical class 0.000 description 1
150000002443 hydroxylamines Chemical class 0.000 description 1
238000011065 in-situ storage Methods 0.000 description 1
239000012442 inert solvent Substances 0.000 description 1
230000002401 inhibitory effect Effects 0.000 description 1
150000002500 ions Chemical class 0.000 description 1
150000002576 ketones Chemical class 0.000 description 1
238000011031 large-scale manufacturing process Methods 0.000 description 1
239000006193 liquid solution Substances 0.000 description 1
229910052744 lithium Inorganic materials 0.000 description 1
229910052751 metal Inorganic materials 0.000 description 1
239000002184 metal Substances 0.000 description 1
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
230000004048 modification Effects 0.000 description 1
238000012986 modification Methods 0.000 description 1
150000002828 nitro derivatives Chemical class 0.000 description 1
239000012299 nitrogen atmosphere Substances 0.000 description 1
230000003647 oxidation Effects 0.000 description 1
238000007254 oxidation reaction Methods 0.000 description 1
230000004792 oxidative damage Effects 0.000 description 1
239000002245 particle Substances 0.000 description 1
NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
239000010452 phosphate Substances 0.000 description 1
239000003495 polar organic solvent Substances 0.000 description 1
229910052700 potassium Inorganic materials 0.000 description 1
239000011591 potassium Substances 0.000 description 1
230000000750 progressive effect Effects 0.000 description 1
239000002994 raw material Substances 0.000 description 1
230000035484 reaction time Effects 0.000 description 1
238000005057 refrigeration Methods 0.000 description 1
230000035945 sensitivity Effects 0.000 description 1
239000002002 slurry Substances 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
239000011734 sodium Substances 0.000 description 1
239000011780 sodium chloride Substances 0.000 description 1
238000010561 standard procedure Methods 0.000 description 1
238000003786 synthesis reaction Methods 0.000 description 1
229940095064 tartrate Drugs 0.000 description 1
229910052725 zinc Inorganic materials 0.000 description 1
239000011701 zinc Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
- C07C309/01—Sulfonic acids
- C07C309/28—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
- C07C309/45—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing nitrogen atoms, not being part of nitro or nitroso groups, bound to the carbon skeleton
- C07C309/46—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing nitrogen atoms, not being part of nitro or nitroso groups, bound to the carbon skeleton having the sulfo groups bound to carbon atoms of non-condensed six-membered aromatic rings
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
- C07C303/02—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof
- C07C303/22—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof from sulfonic acids, by reactions not involving the formation of sulfo or halosulfonyl groups; from sulfonic halides by reactions not involving the formation of halosulfonyl groups
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
- C07C303/32—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of salts of sulfonic acids

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Chemical Kinetics & Catalysis (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

UA2002065094A 2000-01-10 2001-04-01 A METHOD FOR THE PREPARATION OF a-(2,4-DISULFOPHENYL)-N-TRET-BUTYLNITRONE AND SALTS THEREOF UA71653C2 (en)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
SE0000055A SE0000055D0 (sv)	2000-01-10	2000-01-10	Novel process
PCT/SE2001/000007 WO2001051460A1 (en)	2000-01-10	2001-01-04	NOVEL PROCESS FOR THE PREPARATION OF α-(2-4-DISULFOPHENYL)-N-TERT-BUTYLNITRONE AND PHARMACEUTICALLY ACCEPTABLE SALTS THEREOF

Publications (1)

Publication Number	Publication Date
UA71653C2 true UA71653C2 (en)	2004-12-15

Family

ID=20278055

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
UA2002065094A UA71653C2 (en)	2000-01-10	2001-04-01	A METHOD FOR THE PREPARATION OF a-(2,4-DISULFOPHENYL)-N-TRET-BUTYLNITRONE AND SALTS THEREOF

Country Status (32)

Country	Link
US (1)	US6479697B2 (de)
EP (1)	EP1265856B1 (de)
JP (1)	JP3748821B2 (de)
KR (1)	KR100687167B1 (de)
CN (1)	CN1198798C (de)
AR (1)	AR029431A1 (de)
AT (1)	ATE263753T1 (de)
AU (1)	AU783255B2 (de)
BR (1)	BR0107483A (de)
CA (1)	CA2395971A1 (de)
CO (1)	CO5280203A1 (de)
DE (1)	DE60102679T2 (de)
DK (1)	DK1265856T3 (de)
EE (1)	EE200200385A (de)
ES (1)	ES2217114T3 (de)
HU (1)	HU225298B1 (de)
IL (2)	IL150403A0 (de)
IS (1)	IS6456A (de)
MX (1)	MXPA02006674A (de)
MY (1)	MY122830A (de)
NO (1)	NO20023316L (de)
NZ (1)	NZ519828A (de)
PL (1)	PL357106A1 (de)
PT (1)	PT1265856E (de)
RU (1)	RU2259996C2 (de)
SE (1)	SE0000055D0 (de)
SK (1)	SK9932002A3 (de)
TR (1)	TR200401307T4 (de)
TW (1)	TW572880B (de)
UA (1)	UA71653C2 (de)
WO (1)	WO2001051460A1 (de)
ZA (1)	ZA200204872B (de)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US7866796B2 (en)	2002-02-14	2011-01-11	Videojet Technologies Inc.	Solenoid valve
US20050059638A1 (en) *	2003-08-04	2005-03-17	Kelly Michael G.	Aryl, heteroaromatic and bicyclic aryl nitrone compounds, prodrugs and pharmaceutical compositions of the same to treat human disorders
US20050182060A1 (en) *	2004-02-13	2005-08-18	Kelly Michael G.	2-Substituted and 4-substituted aryl nitrone compounds
EP1829668A1 (de) *	2004-12-01	2007-09-05	Toyo Boseki Kabushiki Kasisha	Polyesterharzfolie und verfahren zu deren herstellung
NZ555308A (en) *	2004-12-22	2010-10-29	Ambrx Inc	Compositions containing, methods involving, and uses of non-natural amino acids and polypeptides
WO2007013844A1 (en) *	2005-07-26	2007-02-01	Astrazeneca Ab	Use of 4-[(tert-butylimino)benzene-1,3-disulfonate n-oxide against nausea
AU2009214727B2 (en)	2008-02-12	2014-12-11	Tosk, Incorporated	Doxorubicin adjuvants to reduce toxicity and methods for using the same

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
FR1437188A (fr)	1964-06-17	1966-04-29	Du Pont	Procédé de fabrication d'alpha-phényl-nu-méthyl nitrone
US5488145A (en) *	1993-12-23	1996-01-30	Oklahoma Medical Research Foundation	2,4-disulfonyl phenyl butyl nitrone, its salts, and their use as pharmaceutical free radical traps
SE9802507D0 (sv)	1998-07-10	1998-07-10	Astra Ab	Novel salts

2000
- 2000-01-10 SE SE0000055A patent/SE0000055D0/xx unknown
2001
- 2001-01-04 HU HU0204111A patent/HU225298B1/hu not_active IP Right Cessation
- 2001-01-04 EP EP01901619A patent/EP1265856B1/de not_active Expired - Lifetime
- 2001-01-04 DE DE60102679T patent/DE60102679T2/de not_active Expired - Fee Related
- 2001-01-04 MX MXPA02006674A patent/MXPA02006674A/es active IP Right Grant
- 2001-01-04 WO PCT/SE2001/000007 patent/WO2001051460A1/en not_active Ceased
- 2001-01-04 AU AU27203/01A patent/AU783255B2/en not_active Ceased
- 2001-01-04 BR BR0107483-0A patent/BR0107483A/pt not_active IP Right Cessation
- 2001-01-04 NZ NZ519828A patent/NZ519828A/en unknown
- 2001-01-04 EE EEP200200385A patent/EE200200385A/xx unknown
- 2001-01-04 IL IL15040301A patent/IL150403A0/xx active IP Right Grant
- 2001-01-04 RU RU2002118320/04A patent/RU2259996C2/ru not_active IP Right Cessation
- 2001-01-04 TR TR2004/01307T patent/TR200401307T4/xx unknown
- 2001-01-04 US US09/806,832 patent/US6479697B2/en not_active Expired - Fee Related
- 2001-01-04 PL PL01357106A patent/PL357106A1/xx not_active IP Right Cessation
- 2001-01-04 CA CA002395971A patent/CA2395971A1/en not_active Abandoned
- 2001-01-04 TW TW90100196A patent/TW572880B/zh not_active IP Right Cessation
- 2001-01-04 JP JP2001551842A patent/JP3748821B2/ja not_active Expired - Fee Related
- 2001-01-04 AT AT01901619T patent/ATE263753T1/de not_active IP Right Cessation
- 2001-01-04 PT PT01901619T patent/PT1265856E/pt unknown
- 2001-01-04 DK DK01901619T patent/DK1265856T3/da active
- 2001-01-04 ES ES01901619T patent/ES2217114T3/es not_active Expired - Lifetime
- 2001-01-04 CN CNB018035841A patent/CN1198798C/zh not_active Expired - Fee Related
- 2001-01-04 KR KR1020027008862A patent/KR100687167B1/ko not_active Expired - Fee Related
- 2001-01-04 SK SK993-2002A patent/SK9932002A3/sk unknown
- 2001-01-05 AR ARP010100045A patent/AR029431A1/es not_active Application Discontinuation
- 2001-01-05 CO CO01000729A patent/CO5280203A1/es not_active Application Discontinuation
- 2001-01-08 MY MYPI20010054A patent/MY122830A/en unknown
- 2001-04-01 UA UA2002065094A patent/UA71653C2/uk unknown
2002
- 2002-06-18 ZA ZA200204872A patent/ZA200204872B/en unknown
- 2002-06-25 IL IL150403A patent/IL150403A/en not_active IP Right Cessation
- 2002-07-04 IS IS6456A patent/IS6456A/is unknown
- 2002-07-09 NO NO20023316A patent/NO20023316L/no not_active Application Discontinuation

Also Published As

Publication number	Publication date
WO2001051460A1 (en)	2001-07-19
ZA200204872B (en)	2003-10-07
IL150403A0 (en)	2002-12-01
TR200401307T4 (tr)	2004-07-21
US20020128318A1 (en)	2002-09-12
EE200200385A (et)	2003-12-15
IL150403A (en)	2007-06-03
JP3748821B2 (ja)	2006-02-22
CN1395559A (zh)	2003-02-05
HUP0204111A3 (en)	2005-05-30
PT1265856E (pt)	2004-07-30
MXPA02006674A (es)	2004-09-10
EP1265856B1 (de)	2004-04-07
SE0000055D0 (sv)	2000-01-10
NO20023316D0 (no)	2002-07-09
AU783255B2 (en)	2005-10-06
DE60102679T2 (de)	2004-12-09
DK1265856T3 (da)	2004-07-05
CA2395971A1 (en)	2001-07-19
SK9932002A3 (en)	2003-03-04
JP2003519678A (ja)	2003-06-24
HU225298B1 (en)	2006-09-28
EP1265856A1 (de)	2002-12-18
KR20020091077A (ko)	2002-12-05
HUP0204111A2 (hu)	2003-03-28
CO5280203A1 (es)	2003-05-30
AU2720301A (en)	2001-07-24
CN1198798C (zh)	2005-04-27
DE60102679D1 (de)	2004-05-13
PL357106A1 (en)	2004-07-12
ATE263753T1 (de)	2004-04-15
AR029431A1 (es)	2003-06-25
RU2259996C2 (ru)	2005-09-10
NZ519828A (en)	2004-11-26
NO20023316L (no)	2002-07-09
RU2002118320A (ru)	2004-02-27
IS6456A (is)	2002-07-04
MY122830A (en)	2006-05-31
TW572880B (en)	2004-01-21
US6479697B2 (en)	2002-11-12
ES2217114T3 (es)	2004-11-01
BR0107483A (pt)	2002-09-03
KR100687167B1 (ko)	2007-02-27

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EP1250320B1 (de)	2004-08-04	Neues verfahren zur herstellung von alpha-(2,4-disulphophenyl)-n-tert-butylnitron und seine pharmazeutisch akzeptablen salze
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