HUP0202435A2 - Eljárás naproxén-nitroxi-alkil-észterek előállítására - Google Patents
Eljárás naproxén-nitroxi-alkil-észterek előállításáraInfo
- Publication number
- HUP0202435A2 HUP0202435A2 HU0202435A HUP0202435A HUP0202435A2 HU P0202435 A2 HUP0202435 A2 HU P0202435A2 HU 0202435 A HU0202435 A HU 0202435A HU P0202435 A HUP0202435 A HU P0202435A HU P0202435 A2 HUP0202435 A2 HU P0202435A2
- Authority
- HU
- Hungary
- Prior art keywords
- ono2
- naphthyl
- methoxy
- propanoic acid
- group
- Prior art date
Links
- CMWTZPSULFXXJA-VIFPVBQESA-N naproxen Chemical compound C1=C([C@H](C)C(O)=O)C=CC2=CC(OC)=CC=C21 CMWTZPSULFXXJA-VIFPVBQESA-N 0.000 title abstract 5
- 229910004679 ONO2 Inorganic materials 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 125000002947 alkylene group Chemical group 0.000 abstract 2
- CMWTZPSULFXXJA-UHFFFAOYSA-N Naproxen Natural products C1=C(C(C)C(O)=O)C=CC2=CC(OC)=CC=C21 CMWTZPSULFXXJA-UHFFFAOYSA-N 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 150000004820 halides Chemical class 0.000 abstract 1
- 150000007529 inorganic bases Chemical class 0.000 abstract 1
- 229960002009 naproxen Drugs 0.000 abstract 1
- 125000001893 nitrooxy group Chemical group [O-][N+](=O)O* 0.000 abstract 1
- -1 nitroxyl ester Chemical class 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C203/00—Esters of nitric or nitrous acid
- C07C203/02—Esters of nitric acid
- C07C203/04—Esters of nitric acid having nitrate groups bound to acyclic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C201/00—Preparation of esters of nitric or nitrous acid or of compounds containing nitro or nitroso groups bound to a carbon skeleton
- C07C201/02—Preparation of esters of nitric acid
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
A találmány szerinti eljárás 2-(S)-(6-metoxi-2-naftil)-propánsav(naproxén), nitroxi-alkil-észtereinek előállítására szolgál, ahol az(S) forma enantiomer 97% vagy annál nagyobb mennyiségben van jelen ésa hozam meghaladja a 75-80 %-ot. Az eljárás során 2-(S)-(6-metoxi-2-naftil)-propánsav A-Hal képletű halogenidjét, ahol A jelentése azemlített sav savmaradéka, közömbös szerves oldószerben HO-Y-ONO2nitroxialkanollal reagáltatják, ahol Y jelentése - alkiléncsoport ; -cikloalkiléncsoport; - 5-6 szénatomos, adott esetben szubsztituáltaromás csoport, - (T)p-(CH2-CH(ONO2)-CH2O)nf-(T), az utóbbiakban Tjelentése alkiléncsoport, p értéke 0 vagy 1, n értéke 1 és 6 közöttiegész szám, szervetlen bázis jelenlétében, a 2-(S)-(6-metoxi-2-naftil)-propánsav A-O-Y-ONO2 általános képletű nitroxi-alkil-észterétkapják. Ó
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
IT1999MI001753A IT1313596B1 (it) | 1999-08-04 | 1999-08-04 | Processo per la preparazione di nitrossialchil esteri del naproxene |
PCT/EP2000/007222 WO2001010814A1 (en) | 1999-08-04 | 2000-07-27 | Process for the preparation of naproxene nitroxyalkylesters |
Publications (3)
Publication Number | Publication Date |
---|---|
HUP0202435A2 true HUP0202435A2 (hu) | 2002-11-28 |
HUP0202435A3 HUP0202435A3 (en) | 2004-03-01 |
HU227109B1 HU227109B1 (en) | 2010-07-28 |
Family
ID=11383500
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
HU0202435A HU227109B1 (en) | 1999-08-04 | 2000-07-27 | Process for the preparation of naproxene nitroxyalkylesters |
Country Status (23)
Country | Link |
---|---|
US (2) | US6700011B1 (hu) |
EP (2) | EP1384707B1 (hu) |
JP (2) | JP4667691B2 (hu) |
KR (1) | KR100687820B1 (hu) |
CN (1) | CN1198786C (hu) |
AT (2) | ATE297372T1 (hu) |
AU (1) | AU778694B2 (hu) |
BR (1) | BRPI0012915B1 (hu) |
CA (1) | CA2380116C (hu) |
DE (2) | DE60020753T2 (hu) |
DK (2) | DK1200386T3 (hu) |
ES (2) | ES2243859T3 (hu) |
HU (1) | HU227109B1 (hu) |
IL (1) | IL147639A0 (hu) |
IT (1) | IT1313596B1 (hu) |
MX (1) | MXPA02001256A (hu) |
NO (1) | NO327669B1 (hu) |
PL (1) | PL200165B1 (hu) |
PT (2) | PT1200386E (hu) |
RU (1) | RU2248348C2 (hu) |
TR (1) | TR200200290T2 (hu) |
WO (1) | WO2001010814A1 (hu) |
ZA (2) | ZA200200478B (hu) |
Families Citing this family (17)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP1126838A4 (en) | 1998-10-30 | 2005-02-16 | Nitromed Inc | NITROSIS AND NITROSYAL NON-STEROID ANTI-INFLAMMATORY COMPOUNDS, COMPOSITIONS AND METHODS OF USE |
WO2002060378A2 (en) | 2000-12-21 | 2002-08-08 | Nitromed, Inc. | Substituted aryl compounds as cyclooxygenase-2 selective inhibitors, compositions and methods of use |
CA2465697C (en) * | 2001-11-27 | 2010-05-11 | Astrazeneca Ab | Process for the preparation of (s)-naproxen 4-nitrooxybutyl ester |
AU2003248642A1 (en) | 2002-06-11 | 2003-12-22 | Nitromed, Inc. | Nitrosated and/or nitrosylated cyclooxygenase-2 selective inhibitors, compositions and methods of use |
JP2005539089A (ja) | 2002-07-03 | 2005-12-22 | ニトロメッド インコーポレーティッド | ニトロソ化非ステロイド性抗炎症化合物、組成物および使用方法 |
AU2003261281A1 (en) | 2002-07-29 | 2004-02-16 | Nicox S.A. | Cyclooxygenase- 2 selective inhibitors, compositions and methods of use |
ITMI20021861A1 (it) * | 2002-08-29 | 2004-02-29 | Nicox Sa | Procedimento di sintesi di nitrossialchilesteri di acidi carbossilici, intermedi impiegabili in detto procedimento e loro preparazione. |
ITMI20022409A1 (it) * | 2002-11-14 | 2004-05-15 | Dinamite Dipharma S P A | Procedimento per la purificazione di 1, 4-butandiolo mononitrato. |
KR20080097989A (ko) * | 2006-02-03 | 2008-11-06 | 니콕스 에스. 에이. | 근위축증 치료를 위한 의약의 니트록시 유도체의 용도 |
CN100427475C (zh) * | 2006-11-30 | 2008-10-22 | 华南理工大学 | 萘普生-2-芳基吗啉乙酯及其制备方法与应用 |
US20100137599A1 (en) * | 2007-06-28 | 2010-06-03 | Nicox S.A. | Process for preparing 1,4-butandiol monitrate |
WO2009149053A2 (en) * | 2008-06-02 | 2009-12-10 | Dr. Reddy's Laboratories Ltd. | Naproxcinod process and solid dispersion |
ITRM20080325A1 (it) * | 2008-06-20 | 2009-12-21 | Nicox Sa | Metodo per purificare 4-(nitroosi)butil(2s)-2-(6-metossi-2-naftil) propanoato |
TW201139337A (en) | 2010-03-31 | 2011-11-16 | Lonza Ag | Process for the production of esters of nitric acid |
TWI417276B (zh) | 2011-03-01 | 2013-12-01 | Everlight Chem Ind Corp | 2-(s)-(6-甲氧基-2-萘基)-丙酸之酸酐衍生物、其製法暨及其用途 |
CA2897571C (en) | 2013-01-21 | 2018-12-18 | Apparao Satyam | Nitric oxide releasing prodrugs of therapeutic agents containing at least one carboxylic acid group |
WO2021160543A1 (en) | 2020-02-10 | 2021-08-19 | Nicox S.A. | Method for treating vaso occlusive crises associated with sickle cell disease |
Family Cites Families (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS57145841A (en) * | 1981-03-05 | 1982-09-09 | Nissan Chem Ind Ltd | L-menthyl naphthylpropionate and its preparation |
IT1243367B (it) | 1990-07-26 | 1994-06-10 | Italfarmaco Spa | Derivati acidi benzoici sostituiti ad attivita' cardiovascolare |
DE69412109T2 (de) * | 1993-10-06 | 1999-01-21 | Nicox S.A., Paris | Salzetersaüreester mit entzündungshemmender und/oder schmerzlindernder wirkung und verfahren zu deren herstellung |
DK0759899T3 (da) | 1994-05-10 | 1999-12-20 | Nicox Sa | Nitroforbindelser og sammensætninger deraf med antiinflammatoriske, analgetiske og antitrombotiske aktiviteter |
US5703073A (en) * | 1995-04-19 | 1997-12-30 | Nitromed, Inc. | Compositions and methods to prevent toxicity induced by nonsteroidal antiinflammatory drugs |
CN1144092A (zh) * | 1995-08-25 | 1997-03-05 | 蔡雄 | 可释放一氧化氮的新型非类固醇类抗炎药、它们的制备方法和用途 |
AU6835696A (en) * | 1995-10-09 | 1997-04-30 | Russinsky Limited | Esters of cyclooxygenase inhibitors and terpene derivatives as pharmaceutical products |
IT1276071B1 (it) * | 1995-10-31 | 1997-10-24 | Nicox Ltd | Compositi ad attivita' anti-infiammatoria |
FR2757159B1 (fr) | 1996-12-12 | 1999-12-17 | Hoechst Marion Roussel Inc | Nouveaux derives nitres analgesiques, anti-inflammatoires et anti-thrombotiques, leur procede de preparation, leur application comme medicaments |
-
1999
- 1999-08-04 IT IT1999MI001753A patent/IT1313596B1/it active
-
2000
- 2000-07-27 HU HU0202435A patent/HU227109B1/hu not_active IP Right Cessation
- 2000-07-27 AU AU64385/00A patent/AU778694B2/en not_active Ceased
- 2000-07-27 JP JP2001515282A patent/JP4667691B2/ja not_active Expired - Lifetime
- 2000-07-27 BR BRPI0012915-1A patent/BRPI0012915B1/pt not_active IP Right Cessation
- 2000-07-27 ES ES03102132T patent/ES2243859T3/es not_active Expired - Lifetime
- 2000-07-27 KR KR1020027000946A patent/KR100687820B1/ko not_active IP Right Cessation
- 2000-07-27 PT PT00951456T patent/PT1200386E/pt unknown
- 2000-07-27 WO PCT/EP2000/007222 patent/WO2001010814A1/en active IP Right Grant
- 2000-07-27 EP EP03102132A patent/EP1384707B1/en not_active Expired - Lifetime
- 2000-07-27 PT PT03102132T patent/PT1384707E/pt unknown
- 2000-07-27 DE DE60020753T patent/DE60020753T2/de not_active Expired - Lifetime
- 2000-07-27 EP EP00951456A patent/EP1200386B1/en not_active Expired - Lifetime
- 2000-07-27 MX MXPA02001256A patent/MXPA02001256A/es active IP Right Grant
- 2000-07-27 TR TR2002/00290T patent/TR200200290T2/xx unknown
- 2000-07-27 US US10/031,412 patent/US6700011B1/en not_active Expired - Lifetime
- 2000-07-27 CN CNB008111588A patent/CN1198786C/zh not_active Expired - Fee Related
- 2000-07-27 RU RU2002102860/04A patent/RU2248348C2/ru active
- 2000-07-27 IL IL14763900A patent/IL147639A0/xx not_active IP Right Cessation
- 2000-07-27 AT AT03102132T patent/ATE297372T1/de active
- 2000-07-27 DK DK00951456T patent/DK1200386T3/da active
- 2000-07-27 DK DK03102132T patent/DK1384707T3/da active
- 2000-07-27 DE DE60005682T patent/DE60005682T2/de not_active Expired - Lifetime
- 2000-07-27 CA CA2380116A patent/CA2380116C/en not_active Expired - Lifetime
- 2000-07-27 AT AT00951456T patent/ATE251109T1/de active
- 2000-07-27 ES ES00951456T patent/ES2208390T3/es not_active Expired - Lifetime
- 2000-07-27 PL PL353092A patent/PL200165B1/pl unknown
-
2002
- 2002-01-18 ZA ZA200200478A patent/ZA200200478B/en unknown
- 2002-02-01 NO NO20020515A patent/NO327669B1/no not_active IP Right Cessation
-
2003
- 2003-06-10 ZA ZA200304525A patent/ZA200304525B/xx unknown
- 2003-07-24 US US10/625,558 patent/US7238829B2/en not_active Expired - Lifetime
-
2010
- 2010-11-30 JP JP2010266860A patent/JP2011042690A/ja active Pending
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
HC9A | Change of name, address |
Owner name: NICOX S.A., FR Free format text: FORMER OWNER(S): NICOX S.A., FR |
|
GB9A | Succession in title |
Owner name: NICOX SCIENCE IRELAND, IR Free format text: FORMER OWNER(S): NICOX S.A., FR; NICOX S.A., FR |
|
MM4A | Lapse of definitive patent protection due to non-payment of fees |