HU0700439D0 - Industrial method for the synthesis of 17-acetoxy-11betha-4[-(dimethylamino)-phenyl]-21-methoxy-19-norpregna-4,9-dien-3,20-dione and the key intermediates of the process - Google Patents

Industrial method for the synthesis of 17-acetoxy-11betha-4[-(dimethylamino)-phenyl]-21-methoxy-19-norpregna-4,9-dien-3,20-dione and the key intermediates of the process

Info

Publication number
HU0700439D0
HU0700439D0 HU0700439A HUP0700439A HU0700439D0 HU 0700439 D0 HU0700439 D0 HU 0700439D0 HU 0700439 A HU0700439 A HU 0700439A HU P0700439 A HUP0700439 A HU P0700439A HU 0700439 D0 HU0700439 D0 HU 0700439D0
Authority
HU
Hungary
Prior art keywords
11betha
norpregna
dien
acetoxy
dione
Prior art date
Application number
HU0700439A
Other languages
English (en)
Original Assignee
Richter Gedeon Vegyeszet
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.)
Filing date
Publication date
Application filed by Richter Gedeon Vegyeszet filed Critical Richter Gedeon Vegyeszet
Priority to HU0700439A priority Critical patent/HU228636B1/hu
Publication of HU0700439D0 publication Critical patent/HU0700439D0/hu
Priority to JP2010514149A priority patent/JP5261481B2/ja
Priority to EA201070061A priority patent/EA015478B1/ru
Priority to AU2008269531A priority patent/AU2008269531B2/en
Priority to MYPI20093980A priority patent/MY149296A/en
Priority to UAA201000779A priority patent/UA100241C2/uk
Priority to SI200830476T priority patent/SI2160398T1/sl
Priority to NZ579029A priority patent/NZ579029A/en
Priority to BRPI0813654A priority patent/BRPI0813654B8/pt
Priority to EP08762676A priority patent/EP2160398B1/en
Priority to PT08762676T priority patent/PT2160398E/pt
Priority to US12/598,163 priority patent/US8183402B2/en
Priority to AT08762676T priority patent/ATE528313T1/de
Priority to KR1020097017565A priority patent/KR101535686B1/ko
Priority to PCT/HU2008/000073 priority patent/WO2009001148A2/en
Priority to MX2009011861A priority patent/MX2009011861A/es
Priority to DK08762676.8T priority patent/DK2160398T3/da
Priority to PL08762676T priority patent/PL2160398T3/pl
Priority to ES08762676T priority patent/ES2375320T3/es
Priority to CN2008800063272A priority patent/CN101622268B/zh
Priority to CA2677195A priority patent/CA2677195C/en
Priority to TW097123350A priority patent/TWI411616B/zh
Priority to ARP080102767A priority patent/AR067189A1/es
Priority to IL200124A priority patent/IL200124A/en
Priority to ZA200907030A priority patent/ZA200907030B/xx
Publication of HUP0700439A2 publication Critical patent/HUP0700439A2/hu
Priority to CY20111101242T priority patent/CY1112529T1/el
Priority to HR20120008T priority patent/HRP20120008T1/hr
Publication of HU228636B1 publication Critical patent/HU228636B1/hu

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J21/00—Normal steroids containing carbon, hydrogen, halogen or oxygen having an oxygen-containing hetero ring spiro-condensed with the cyclopenta(a)hydrophenanthrene skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J41/00—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring
    • C07J41/0033—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005
    • C07J41/0077—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005 substituted in position 11-beta by a carbon atom, further substituted by a group comprising at least one further carbon atom
    • C07J41/0083—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005 substituted in position 11-beta by a carbon atom, further substituted by a group comprising at least one further carbon atom substituted in position 11-beta by an optionally substituted phenyl group not further condensed with other rings
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P15/00—Drugs for genital or sexual disorders; Contraceptives
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P15/00—Drugs for genital or sexual disorders; Contraceptives
    • A61P15/18—Feminine contraceptives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J21/00—Normal steroids containing carbon, hydrogen, halogen or oxygen having an oxygen-containing hetero ring spiro-condensed with the cyclopenta(a)hydrophenanthrene skeleton
    • C07J21/005—Ketals
    • C07J21/006—Ketals at position 3
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J41/00—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J41/00—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring
    • C07J41/0033—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005
    • C07J41/0094—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005 containing nitrile radicals, including thiocyanide radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J51/00—Normal steroids with unmodified cyclopenta(a)hydrophenanthrene skeleton not provided for in groups C07J1/00 - C07J43/00
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Reproductive Health (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Engineering & Computer Science (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Endocrinology (AREA)
  • Animal Behavior & Ethology (AREA)
  • Toxicology (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Gynecology & Obstetrics (AREA)
  • Steroid Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
HU0700439A 2007-06-27 2007-06-27 Industrial method for the synthesis of 17-acetoxy-11betha-4[-(dimethylamino)-phenyl]-21-methoxy-19-norpregna-4,9-dien-3,20-dione and the key intermediates of the process HU228636B1 (en)

Priority Applications (27)

Application Number Priority Date Filing Date Title
HU0700439A HU228636B1 (en) 2007-06-27 2007-06-27 Industrial method for the synthesis of 17-acetoxy-11betha-4[-(dimethylamino)-phenyl]-21-methoxy-19-norpregna-4,9-dien-3,20-dione and the key intermediates of the process
CA2677195A CA2677195C (en) 2007-06-27 2008-06-19 Industrial method for the synthesis of 17-acetoxy-11.beta.-[4-(dimethylamino)-phenyl]-21-methoxy-19-norpregna-4,9-dien-3,20-dione and the key intermediates of the process
AT08762676T ATE528313T1 (de) 2007-06-27 2008-06-19 INDUSTRIEVERFAHREN ZUR SYNTHESE VON 17-ACETOXY- 11ß-Ä4-(DIMETHYLAMINO)-PHENYLÜ-21-METHOXY-19- NORPREGNA-4,9-DIEN-3,20-DION UND HAUPTZWISCHENPRODUKTE DES VERFAHRENS
PCT/HU2008/000073 WO2009001148A2 (en) 2007-06-27 2008-06-19 INDUSTRIAL METHOD FOR THE SYNTHESIS OF 17-ACETOXY-11β-[4-(DIMETHYLAMINO)-PHENYL]-21-METHOXY-19-NORPREGNA-4,9-DIEN-3,20-DIONE AND THE KEY INTERMEDIATES OF THE PROCESS
AU2008269531A AU2008269531B2 (en) 2007-06-27 2008-06-19 Industrial method for the synthesis of 17-acetoxy-11beta-[4-(dimethylamino)-phenyl]-21-methoxy-19-norpregna-4,9-dien-3,20-dione and the key intermediates of the process
MYPI20093980A MY149296A (en) 2007-06-27 2008-06-19 INDUSTRIAL METHOD FOR THE SYNTHESIS OF 17-ACETOXY-11-ß-[4-(DIMETHYLAMINO)-PHENYL]-21-METHOXY-19-NORPREGNA-4,9-DIEN-3,20-DIONE AND THE KEY INTERMEDIATES OF THE PROCESS
UAA201000779A UA100241C2 (uk) 2007-06-27 2008-06-19 ПРОМИСЛОВИЙ СПОСІБ СИНТЕЗУ 17-АЦЕТОКСИ-11<font face="Symbol">b</font>-[4-(ДИМЕТИЛАМІНО)-ФЕНІЛ]-21-МЕТОКСИ-19-НОРПРЕГН-4,9-ДІЄН-3,20-ДІОНУ І ПРОМІЖНІ СПОЛУКИ ДАНОГО СПОСОБУ
SI200830476T SI2160398T1 (sl) 2007-06-27 2008-06-19 Industrijski postopek za sintezo 17-acetoksi-11beta-(4-(dimetilamino)-fenil)-21-metoksi-19-norpregna- 4,9-dien-3,20-diona in kljuäśni intermediati procesa
NZ579029A NZ579029A (en) 2007-06-27 2008-06-19 Industrial method for the synthesis of 17-acetoxy-11-beta-[4-(dimethylamino)-phenyl]-21-methoxy-19-norpregna-4,9-dien-3,20-dione and the key intermediates of the process
BRPI0813654A BRPI0813654B8 (pt) 2007-06-27 2008-06-19 método industrial para a síntese de 17-acetóxi-11ß-[4-(dimetilamino)-fenil]-21-metóxi-19-norpregna-4,9-dieno-3,20-diona e os intermediários essenciais do processo
EP08762676A EP2160398B1 (en) 2007-06-27 2008-06-19 INDUSTRIAL METHOD FOR THE SYNTHESIS OF 17-ACETOXY-11ß-[4-(DIMETHYLAMINO)-PHENYL]-21-METHOXY-19-NORPREGNA-4,9-DIEN-3,20-DIONE AND THE KEY INTERMEDIATES OF THE PROCESS
PT08762676T PT2160398E (pt) 2007-06-27 2008-06-19 MÉTODO INDUSTRIAL PARA A SÍNTESE DE 17-ACETÓXI-11ß-[4- (DIMETILAMINO)- FENIL]-21-METÓXI-19-NORPREGNA-4,9-DIENO- 3,20-DIONA E OS INTERMEDIÁRIOS ESSENCIAIS DO PROCESSO
US12/598,163 US8183402B2 (en) 2007-06-27 2008-06-19 Industrial method for the synthesis of 17-acetoxy-11β[4-(dimethylamino)-phenyl]-21-methoxy-19-norpregna-4,9-dien-3,20-dione and the key intermediates of the process
JP2010514149A JP5261481B2 (ja) 2007-06-27 2008-06-19 １７−アセトキシ−１１β−［４−（ジメチルアミノ）−フェニル］−２１−メトキシ−１９−ノルプレグナ−４，９−ジエン−３，２０−ジオンの合成のための工業的方法およびプロセスのキーとなる中間体
KR1020097017565A KR101535686B1 (ko) 2007-06-27 2008-06-19 17-아세톡시-11β-[4-(디메틸아미노)-페닐]-21-메톡시-19-노르프레그나-4,9-디엔-3,20-디온의 공업적 합성 방법 및 이 방법의 주요 중간체
EA201070061A EA015478B1 (ru) 2007-06-27 2008-06-19 ПРОМЫШЛЕННЫЙ СПОСОБ СИНТЕЗА 17-АЦЕТОКСИ-11β-[4-(ДИМЕТИЛАМИНО)ФЕНИЛ]-21-МЕТОКСИ-19-НОРПРЕГН-4,9-ДИЕН-3,20-ДИОНА И КЛЮЧЕВЫЕ ПРОМЕЖУТОЧНЫЕ СОЕДИНЕНИЯ ДАННОГО СПОСОБА
MX2009011861A MX2009011861A (es) 2007-06-27 2008-06-19 METODO INDUSTRIAL PARA LA SINTESIS DE 17-ACETOXI-11ß-[4-(DIMETILAM INO)-FENIL]-21-METOXI-19-NORPREGNA-4,9-DIEN-3, 20-DIONA Y LOS INTERMEDIOS CLAVE DEL PROCESO.
DK08762676.8T DK2160398T3 (da) 2007-06-27 2008-06-19 Industriel fremgangsmåde til syntese af 17-acetoxy-11ss-[4-(dimethylamino)-phenyl]-21-methoxy-19-norpregna-4,9-dien-3,20-dion og fremgangsmådens væsentligste mellemprodukter
PL08762676T PL2160398T3 (pl) 2007-06-27 2008-06-19 Przemysłowy sposób syntezy 17-acetoksy-11ß-[4-(dimetyloamino)fenylo]-21-metoksy-19-norpregna-4,9-dieno-3,20-dionu i kluczowe związki pośrednie sposobu
ES08762676T ES2375320T3 (es) 2007-06-27 2008-06-19 Procedimiento industrial para la s�?ntesis de 17-acetoxi-11?-[4-(dimetilamino)fenil]-21-metoxi-19-norpregna-4,9-dien-3,20-diona y de los intermedios claves del procedimiento.
CN2008800063272A CN101622268B (zh) 2007-06-27 2008-06-19 合成17-乙酰氧基-11β-[4-(二甲氨基)-苯基]-21-甲氧基-19-去甲孕-4,9-二烯-3,20-二酮的工业方法和该方法的关键中间体
TW097123350A TWI411616B (zh) 2007-06-27 2008-06-23 合成１７－乙醯氧基－１１β－〔４－（二甲胺基）－苯基〕－２１－甲氧基－１９－去甲孕－４，９－二烯－３，２０－二酮之工業方法及該方法之關鍵中間物
ARP080102767A AR067189A1 (es) 2007-06-27 2008-06-26 Metodo industrial para la sintesis de 17-acetoxi-11beta-(4-(dimetilamino)-fenil)-21-metoxi-19-norpregna-4,9-dien-3,20-diona y los intermediarios claves del proceso
IL200124A IL200124A (en) 2007-06-27 2009-07-28 Industrial method for the synthesis of 17 – acetoxy-11 ß [4– (dimethylamino) –phenyl] –21 – methoxy – 19 – norepinephrine – 9,4 – dian – 20,3 – deion and important intermediates for the process
ZA200907030A ZA200907030B (en) 2007-06-27 2009-10-08 Industrial method for the synthesis of 17-acetoxy-11²-[4-(dimethylamino)-phenyl]-21-methoxy-19-norpregna-4,9-dien-3,20-dione and the key intermediates of the process
CY20111101242T CY1112529T1 (el) 2007-06-27 2011-12-14 Βιομηχανικη μεθοδος για τη συνθεση 17-ακετοξυ-11β-[4-(διμεθυλαμινο)-φαινυλο]-21-μεθοξυ-19-νορπρεγνα-4,9-διεν-3,20-διονης και των ενδιαμεσων ενωσεων-κλειδιων της μεθοδου
HR20120008T HRP20120008T1 (hr) 2007-06-27 2012-01-03 INDUSTRIJSKI POSTUPAK ZA SINTEZU 17-ACETOKSI-11ß-[4-(DIMETILAMINO)-FENIL]-21-METOKSI-19-NORPREGNA-4,9-DIEN-3,20-DIONA I KLJUČNI INTERMEDIJERI U TOM POSTUPKU

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
HU0700439A HU228636B1 (en) 2007-06-27 2007-06-27 Industrial method for the synthesis of 17-acetoxy-11betha-4[-(dimethylamino)-phenyl]-21-methoxy-19-norpregna-4,9-dien-3,20-dione and the key intermediates of the process

Publications (3)

Publication Number Publication Date
HU0700439D0 true HU0700439D0 (en) 2007-08-28
HUP0700439A2 HUP0700439A2 (en) 2009-11-30
HU228636B1 HU228636B1 (en) 2013-04-29

Family

ID=89987607

Family Applications (1)

Application Number Title Priority Date Filing Date
HU0700439A HU228636B1 (en) 2007-06-27 2007-06-27 Industrial method for the synthesis of 17-acetoxy-11betha-4[-(dimethylamino)-phenyl]-21-methoxy-19-norpregna-4,9-dien-3,20-dione and the key intermediates of the process

Country Status (27)

Country Link
US (1) US8183402B2 (hu)
EP (1) EP2160398B1 (hu)
JP (1) JP5261481B2 (hu)
KR (1) KR101535686B1 (hu)
CN (1) CN101622268B (hu)
AR (1) AR067189A1 (hu)
AT (1) ATE528313T1 (hu)
AU (1) AU2008269531B2 (hu)
BR (1) BRPI0813654B8 (hu)
CA (1) CA2677195C (hu)
CY (1) CY1112529T1 (hu)
DK (1) DK2160398T3 (hu)
EA (1) EA015478B1 (hu)
ES (1) ES2375320T3 (hu)
HR (1) HRP20120008T1 (hu)
HU (1) HU228636B1 (hu)
IL (1) IL200124A (hu)
MX (1) MX2009011861A (hu)
MY (1) MY149296A (hu)
NZ (1) NZ579029A (hu)
PL (1) PL2160398T3 (hu)
PT (1) PT2160398E (hu)
SI (1) SI2160398T1 (hu)
TW (1) TWI411616B (hu)
UA (1) UA100241C2 (hu)
WO (1) WO2009001148A2 (hu)
ZA (1) ZA200907030B (hu)

Families Citing this family (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
HUP0900171A2 (hu) * 2009-03-20 2010-12-28 Richter Gedeon Nyrt 17-acetoxi-11ß-[4-(dimetil-amino)-fenil]-21-metoxi-19-norpregna-4,9-dién-3,20-dion új kristályos módosulata és eljárás elõállítására
HUP0900487A2 (hu) 2009-08-05 2011-03-28 Richter Gedeon Nyrt 17-acetoxi-11ß-[4-(dimetil-amino)-fenil]-21-metoxi-19-norpregna-4,9-dién-3,20-dion új kristályos polimorf módosulata és eljárás elõállítására
CN102516345B (zh) * 2011-11-01 2014-11-26 上海优拓医药科技有限公司 醋酸乌利司他及其关键中间体的制备方法
CN102942612A (zh) * 2012-10-30 2013-02-27 四川大学 一种合成醋酸乌利司他的新方法
KR20160058722A (ko) * 2013-03-15 2016-05-25 더 플로리다 스테이트 유니버시티 리서치 파운데이션, 인크 ent-프로게스테론 및 그의 중간생성물의 합성
HU230319B1 (hu) 2013-10-01 2016-01-28 Richter Gedeon Nyrt. Ipari eljárás szteroid hatóanyagok előállítására
CN103601785A (zh) * 2013-11-25 2014-02-26 四川大学 一种醋酸优力斯特新的合成方法
HU230397B1 (hu) 2013-11-25 2016-04-28 Richter Gedeon Nyrt. Eljárás (11b,17a)-17-acetoxi-11-metil-19-norpregn-4-én-3,20-dion előállítására
HU230381B1 (hu) 2014-02-17 2016-03-29 Richter Gedeon Nyrt Ipari eljárás szteroid intermedier előállítására
CN107200770B (zh) * 2016-03-18 2019-11-01 华东师范大学 特拉司酮合成中环氧异构体的高效分离和循环利用方法
CN109575098B (zh) * 2019-01-18 2021-01-01 湖南成大生物科技有限公司 诺孕美特的合成方法
CN115536529B (zh) * 2022-09-26 2024-06-25 浦拉司科技（上海）有限责任公司 一种3,5-二（2-氰基-异丙基）-甲苯的合成方法

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Publication number Priority date Publication date Assignee Title
ZA8231B (en) * 1981-01-09 1982-11-24 Roussel Uclaf New 11 -substituted steroid derivatives, their preparation, their use as medicaments, the compositions containing them and the new intermediates thus obtained
DE3722486A1 (de) * 1987-07-03 1989-01-12 Schering Ag Neues epoxidierungs-reagenz und seine verwendung
US4954490A (en) * 1988-06-23 1990-09-04 Research Triangle Institute 11 β-substituted progesterone analogs
US6861415B2 (en) * 1996-05-01 2005-03-01 The United States Of America As Represented By The Department Of Health And Human Services 21-substituted progesterone derivatives as new antiprogestational agents
US6900193B1 (en) * 1996-05-01 2005-05-31 The United States Of America As Represented By The Department Of Health And Human Services Structural modification of 19-norprogesterone I: 17-α-substituted-11-β-substituted-4-aryl and 21-substituted 19-norpregnadienedione as new antiprogestational agents
AU775831B2 (en) 1999-12-29 2004-08-19 Government Of The United States Of America, As Represented By The Secretary Of The Department Of Health And Human Services, The Process for preparing 17alpha-acetoxy-11beta-(4-N,N-(dimethylamino)phenyl)-21- methoxy-19-norpregna-4,9-diene-3,20-dione, intermediates useful in the process, and processes for preparing such intermediates
WO2001074840A2 (en) * 2000-03-17 2001-10-11 The Government Of The United States Of America As Represented By The Secretary Of Health And Human Services 17-alpha-substituted-11-beta-substituted-4-aryl and 21-substituted 19-norpregna 21-substituted 19-norpregnadienedione as antiprogestational agents

Also Published As

Publication number Publication date
PT2160398E (pt) 2012-01-06
JP5261481B2 (ja) 2013-08-14
ES2375320T3 (es) 2012-02-28
SI2160398T1 (sl) 2012-01-31
HU228636B1 (en) 2013-04-29
TW200918549A (en) 2009-05-01
US8183402B2 (en) 2012-05-22
TWI411616B (zh) 2013-10-11
CN101622268A (zh) 2010-01-06
EP2160398A2 (en) 2010-03-10
IL200124A0 (en) 2010-04-15
CA2677195C (en) 2014-08-05
PL2160398T3 (pl) 2012-03-30
AR067189A1 (es) 2009-09-30
WO2009001148A3 (en) 2009-03-19
BRPI0813654B1 (pt) 2021-05-04
EA015478B1 (ru) 2011-08-30
NZ579029A (en) 2011-09-30
JP2010531346A (ja) 2010-09-24
BRPI0813654A2 (pt) 2014-12-30
MX2009011861A (es) 2009-11-18
EP2160398B1 (en) 2011-10-12
AU2008269531A1 (en) 2008-12-31
MY149296A (en) 2013-08-30
HRP20120008T1 (hr) 2012-01-31
ATE528313T1 (de) 2011-10-15
UA100241C2 (uk) 2012-12-10
CA2677195A1 (en) 2008-12-31
CY1112529T1 (el) 2015-12-09
ZA200907030B (en) 2010-07-28
IL200124A (en) 2011-10-31
BRPI0813654B8 (pt) 2021-05-25
HUP0700439A2 (en) 2009-11-30
AU2008269531B2 (en) 2013-07-04
CN101622268B (zh) 2012-09-05
US20100137622A1 (en) 2010-06-03
DK2160398T3 (da) 2012-01-23
WO2009001148A2 (en) 2008-12-31
KR101535686B1 (ko) 2015-07-24
KR20100036218A (ko) 2010-04-07
EA201070061A1 (ru) 2010-04-30

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