RU2411230C2 - Альтернативные способы синтеза ингибиторов ренина и их промежуточных соединений - Google Patents
Альтернативные способы синтеза ингибиторов ренина и их промежуточных соединений Download PDFInfo
- Publication number
- RU2411230C2 RU2411230C2 RU2007111752/04A RU2007111752A RU2411230C2 RU 2411230 C2 RU2411230 C2 RU 2411230C2 RU 2007111752/04 A RU2007111752/04 A RU 2007111752/04A RU 2007111752 A RU2007111752 A RU 2007111752A RU 2411230 C2 RU2411230 C2 RU 2411230C2
- Authority
- RU
- Russia
- Prior art keywords
- alkyl
- formula
- compound
- aryl
- alkoxy
- Prior art date
Links
- 0 CC(C)(CNC([C@](*)C[C@@]([C@](C[C@@](*)Cc1cc(*)c(C)cc1)N)O)=O)C(N)=O Chemical compound CC(C)(CNC([C@](*)C[C@@]([C@](C[C@@](*)Cc1cc(*)c(C)cc1)N)O)=O)C(N)=O 0.000 description 9
- OURKKNDNLSPPQY-NUHJPDEHSA-N O=C1N2C(c3ccccc3)OC[C@@H]2CC1 Chemical compound O=C1N2C(c3ccccc3)OC[C@@H]2CC1 OURKKNDNLSPPQY-NUHJPDEHSA-N 0.000 description 1
- XBGYMVTXOUKXLG-BYPYZUCNSA-N O=C[C@H](CC1)NC1=O Chemical compound O=C[C@H](CC1)NC1=O XBGYMVTXOUKXLG-BYPYZUCNSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C53/00—Saturated compounds having only one carboxyl group bound to an acyclic carbon atom or hydrogen
- C07C53/126—Acids containing more than four carbon atoms
- C07C53/128—Acids containing more than four carbon atoms the carboxylic group being bound to a carbon atom bound to at least two other carbon atoms, e.g. neo-acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
- C07D207/22—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D207/24—Oxygen or sulfur atoms
- C07D207/26—2-Pyrrolidones
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/12—Antihypertensives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
- C07C271/06—Esters of carbamic acids
- C07C271/08—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
- C07C271/10—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
- C07C271/06—Esters of carbamic acids
- C07C271/08—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
- C07C271/10—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C271/16—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of hydrocarbon radicals substituted by singly-bound oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
- C07C271/06—Esters of carbamic acids
- C07C271/08—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
- C07C271/10—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C271/22—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of hydrocarbon radicals substituted by carboxyl groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
- C07D207/34—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D207/36—Oxygen or sulfur atoms
- C07D207/38—2-Pyrrolones
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/68—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
- C07D211/72—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D211/74—Oxygen atoms
- C07D211/76—Oxygen atoms attached in position 2 or 6
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/26—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D307/30—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D307/32—Oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/26—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D307/30—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D307/32—Oxygen atoms
- C07D307/33—Oxygen atoms in position 2, the oxygen atom being in its keto or unsubstituted enol form
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Peptides Or Proteins (AREA)
- Pyrrole Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB0419361.1A GB0419361D0 (en) | 2004-08-31 | 2004-08-31 | Organic compounds |
| GB0419361.1 | 2004-08-31 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU2007111752A RU2007111752A (ru) | 2008-10-10 |
| RU2411230C2 true RU2411230C2 (ru) | 2011-02-10 |
Family
ID=33155811
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2007111752/04A RU2411230C2 (ru) | 2004-08-31 | 2005-08-30 | Альтернативные способы синтеза ингибиторов ренина и их промежуточных соединений |
Country Status (17)
| Country | Link |
|---|---|
| US (2) | US7910774B2 (enExample) |
| EP (2) | EP1978012A1 (enExample) |
| JP (1) | JP2008511573A (enExample) |
| KR (1) | KR20070045300A (enExample) |
| CN (2) | CN102417464A (enExample) |
| AT (1) | ATE485257T1 (enExample) |
| AU (1) | AU2005279351B2 (enExample) |
| BR (1) | BRPI0514742A (enExample) |
| CA (1) | CA2576749C (enExample) |
| DE (1) | DE602005024282D1 (enExample) |
| ES (1) | ES2354986T3 (enExample) |
| GB (1) | GB0419361D0 (enExample) |
| MX (1) | MX2007002419A (enExample) |
| PL (1) | PL1789377T3 (enExample) |
| PT (1) | PT1789377E (enExample) |
| RU (1) | RU2411230C2 (enExample) |
| WO (1) | WO2006024501A1 (enExample) |
Families Citing this family (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB0511686D0 (en) * | 2005-06-08 | 2005-07-13 | Novartis Ag | Organic compounds |
| GB0519764D0 (en) | 2005-09-28 | 2005-11-09 | Novartis Ag | Organic compounds |
| GB0521083D0 (en) | 2005-10-17 | 2005-11-23 | Novartis Ag | Organic compounds |
| GB2431646A (en) * | 2005-10-25 | 2007-05-02 | Novartis Ag | Alternative synthesis of aryl-octanoyl amide compounds |
| GB2431649A (en) * | 2005-10-25 | 2007-05-02 | Novartis Ag | Alternative synthesis of aryl-octanoyl amide compounds |
| GB2431653A (en) * | 2005-10-25 | 2007-05-02 | Novartis Ag | Alternative synthesis of aryl-octanoyl amide compounds |
| GB2431648A (en) * | 2005-10-25 | 2007-05-02 | Novartis Ag | Alternative synthesis of aryl-octanoyl amide compounds |
| GB2431651A (en) * | 2005-10-25 | 2007-05-02 | Novartis Ag | Synthesis of aryl-octanoyl amide compounds |
| GB2431642A (en) * | 2005-10-25 | 2007-05-02 | Novartis Ag | Alternative synthesis of aryl-octanoyl amide compounds |
| GB0522789D0 (en) | 2005-11-08 | 2005-12-14 | Novartis Ag | Organic compounds |
| MY148758A (en) | 2006-11-07 | 2013-05-31 | Novartis Ag | Crystalline forms of aliskiren hemifumarate |
| DE102007049039A1 (de) | 2007-10-11 | 2009-04-16 | Reuter Chemischer Apparatebau Kg | Verfahren zur Herstellung von 8-Hydrazino-8-Aryl-Octanoylderivaten und deren Verwendung |
| EP2062874B1 (en) | 2007-11-20 | 2014-12-17 | KRKA, tovarna zdravil, d.d., Novo mesto | Process and intermediates for the preparation of aliskiren |
| EP2189442B1 (en) | 2008-11-20 | 2014-10-01 | Krka Tovarna Zdravil, D.D., Novo Mesto | Process and intermediates for the preparation of aliskiren |
| RU2550691C2 (ru) * | 2009-08-11 | 2015-05-10 | Новартис Аг | Раскрытие циклов лактонов и лактамов |
| WO2011051853A1 (en) | 2009-10-29 | 2011-05-05 | CarboDesign LLC | Manufacturing process for preparing enaniomerically pure 8- aryloctanoic acid derivatives such as aliskiren |
| CN101774986B (zh) * | 2010-01-06 | 2012-03-28 | 浙江天宇药业股份有限公司 | 一种制备阿利克伦及其中间体的方法 |
| CN102329244A (zh) * | 2010-07-13 | 2012-01-25 | 凯瑞斯德生化(苏州)有限公司 | 一种rs-托特罗定的制备方法及中间体化合物 |
| CN102372653A (zh) * | 2010-08-10 | 2012-03-14 | 江苏恒瑞医药股份有限公司 | 二苯甲醇类衍生物、其制备方法及其在医药上的应用 |
| EP2551260A1 (en) | 2011-07-28 | 2013-01-30 | Chemo Ibérica, S.A. | Chemical process for opening ring compounds |
| US8703976B2 (en) | 2011-10-02 | 2014-04-22 | Milan Soukup | Manufacturing process for 8-aryloctanoic acids such as Aliskiren |
| ITMI20120354A1 (it) * | 2012-03-07 | 2013-09-08 | Friulchem Spa | Processo per la produzione di aliskirene |
| CN103044273B (zh) * | 2012-11-29 | 2014-12-24 | 珠海保税区丽珠合成制药有限公司 | 一种酒石酸托特罗定的合成方法 |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SU1651786A3 (ru) * | 1987-12-15 | 1991-05-23 | Пфайзер Инк. (Фирма) | Способ получени амида |
| US5559111A (en) * | 1994-04-18 | 1996-09-24 | Ciba-Geigy Corporation | δ-amino-γ-hydroxy-ω-aryl-alkanoic acid amides |
| US5936116A (en) * | 1995-11-16 | 1999-08-10 | British Biotech Pharmaceuticals Limited | Preparation of allyl succinate derivatives and starting materials therefor |
| WO2002008172A1 (en) * | 2000-07-25 | 2002-01-31 | Speedel Pharma Ag | Process for the preparation of substituted octanoyl amides |
| EP1215201A2 (en) * | 2000-12-14 | 2002-06-19 | Speedel Pharma AG | Process for the preparation of aryloctanoyl amides |
| WO2003103653A1 (en) * | 2002-06-11 | 2003-12-18 | Elan Pharmaceuticals, Inc. | Methods of treating alzheimer's disease using aryl alkanoic acid amides |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3837197A1 (de) | 1988-11-02 | 1990-05-03 | Continental Ag | Vorrichtung zum aufbereiten von unvulkanisiertem kautschuk |
| CN100482636C (zh) | 2000-07-05 | 2009-04-29 | 斯皮德尔药品公司 | 取代的辛酰胺的制备方法 |
-
2004
- 2004-08-31 GB GBGB0419361.1A patent/GB0419361D0/en not_active Ceased
-
2005
- 2005-08-30 CN CN2011103045513A patent/CN102417464A/zh active Pending
- 2005-08-30 EP EP08158568A patent/EP1978012A1/en not_active Withdrawn
- 2005-08-30 CN CN2005800292634A patent/CN101010281B/zh not_active Expired - Fee Related
- 2005-08-30 WO PCT/EP2005/009347 patent/WO2006024501A1/en not_active Ceased
- 2005-08-30 PL PL05775930T patent/PL1789377T3/pl unknown
- 2005-08-30 RU RU2007111752/04A patent/RU2411230C2/ru not_active IP Right Cessation
- 2005-08-30 EP EP05775930A patent/EP1789377B1/en not_active Expired - Lifetime
- 2005-08-30 US US11/573,790 patent/US7910774B2/en not_active Expired - Fee Related
- 2005-08-30 AU AU2005279351A patent/AU2005279351B2/en not_active Ceased
- 2005-08-30 BR BRPI0514742-5A patent/BRPI0514742A/pt not_active IP Right Cessation
- 2005-08-30 DE DE602005024282T patent/DE602005024282D1/de not_active Expired - Lifetime
- 2005-08-30 KR KR1020077004734A patent/KR20070045300A/ko not_active Abandoned
- 2005-08-30 AT AT05775930T patent/ATE485257T1/de active
- 2005-08-30 JP JP2007528770A patent/JP2008511573A/ja active Pending
- 2005-08-30 PT PT05775930T patent/PT1789377E/pt unknown
- 2005-08-30 MX MX2007002419A patent/MX2007002419A/es active IP Right Grant
- 2005-08-30 CA CA2576749A patent/CA2576749C/en not_active Expired - Fee Related
- 2005-08-30 ES ES05775930T patent/ES2354986T3/es not_active Expired - Lifetime
-
2011
- 2011-02-07 US US13/022,243 patent/US8143416B2/en not_active Expired - Fee Related
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SU1651786A3 (ru) * | 1987-12-15 | 1991-05-23 | Пфайзер Инк. (Фирма) | Способ получени амида |
| US5559111A (en) * | 1994-04-18 | 1996-09-24 | Ciba-Geigy Corporation | δ-amino-γ-hydroxy-ω-aryl-alkanoic acid amides |
| US5936116A (en) * | 1995-11-16 | 1999-08-10 | British Biotech Pharmaceuticals Limited | Preparation of allyl succinate derivatives and starting materials therefor |
| WO2002008172A1 (en) * | 2000-07-25 | 2002-01-31 | Speedel Pharma Ag | Process for the preparation of substituted octanoyl amides |
| EP1215201A2 (en) * | 2000-12-14 | 2002-06-19 | Speedel Pharma AG | Process for the preparation of aryloctanoyl amides |
| WO2003103653A1 (en) * | 2002-06-11 | 2003-12-18 | Elan Pharmaceuticals, Inc. | Methods of treating alzheimer's disease using aryl alkanoic acid amides |
Non-Patent Citations (1)
| Title |
|---|
| Göschke R. et al. "The nonchiral bislactim diethoxy ether as a highly stereo-inducing synthon for sterically hindered gamma-branched alpha-ammo acids: A practical, large-scale route to an intermediate rennin inhibitor aliskiren". Helvetica Chimica Acta, 2003, т.86, с.2848-2870. * |
Also Published As
| Publication number | Publication date |
|---|---|
| CA2576749C (en) | 2012-10-16 |
| US20110137044A1 (en) | 2011-06-09 |
| ES2354986T3 (es) | 2011-03-21 |
| AU2005279351A1 (en) | 2006-03-09 |
| PT1789377E (pt) | 2011-01-25 |
| BRPI0514742A (pt) | 2008-06-24 |
| JP2008511573A (ja) | 2008-04-17 |
| US7910774B2 (en) | 2011-03-22 |
| DE602005024282D1 (de) | 2010-12-02 |
| US8143416B2 (en) | 2012-03-27 |
| AU2005279351B2 (en) | 2009-04-23 |
| KR20070045300A (ko) | 2007-05-02 |
| PL1789377T3 (pl) | 2011-04-29 |
| CN101010281A (zh) | 2007-08-01 |
| GB0419361D0 (en) | 2004-10-06 |
| ATE485257T1 (de) | 2010-11-15 |
| EP1789377B1 (en) | 2010-10-20 |
| WO2006024501A1 (en) | 2006-03-09 |
| RU2007111752A (ru) | 2008-10-10 |
| CN102417464A (zh) | 2012-04-18 |
| EP1978012A1 (en) | 2008-10-08 |
| EP1789377A1 (en) | 2007-05-30 |
| MX2007002419A (es) | 2007-04-23 |
| CN101010281B (zh) | 2011-12-21 |
| CA2576749A1 (en) | 2006-03-09 |
| US20070208055A1 (en) | 2007-09-06 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM4A | The patent is invalid due to non-payment of fees |
Effective date: 20130831 |