JP2003500404A5 - - Google Patents
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- JP2003500404A5 JP2003500404A5 JP2000619794A JP2000619794A JP2003500404A5 JP 2003500404 A5 JP2003500404 A5 JP 2003500404A5 JP 2000619794 A JP2000619794 A JP 2000619794A JP 2000619794 A JP2000619794 A JP 2000619794A JP 2003500404 A5 JP2003500404 A5 JP 2003500404A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- optionally substituted
- formula
- compound
- amino
- Prior art date
- Legal status (The legal status 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 status listed.)
- Granted
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- 125000000217 alkyl group Chemical group 0.000 description 63
- 150000001875 compounds Chemical class 0.000 description 31
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 19
- -1 3,4-methylenedioxyphenyl Chemical group 0.000 description 18
- 125000001072 heteroaryl group Chemical group 0.000 description 14
- 150000003839 salts Chemical class 0.000 description 14
- 239000011780 sodium chloride Substances 0.000 description 14
- 229910052739 hydrogen Inorganic materials 0.000 description 11
- 125000004356 hydroxy functional group Chemical group O* 0.000 description 11
- 239000012453 solvate Substances 0.000 description 10
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 8
- 125000003545 alkoxy group Chemical group 0.000 description 6
- 125000005037 alkyl phenyl group Chemical group 0.000 description 6
- 239000001257 hydrogen Substances 0.000 description 6
- 125000003739 carbamimidoyl group Chemical group C(N)(=N)* 0.000 description 5
- 125000000753 cycloalkyl group Chemical group 0.000 description 5
- 229910052799 carbon Inorganic materials 0.000 description 4
- 125000004093 cyano group Chemical group *C#N 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 125000005843 halogen group Chemical group 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
- 125000003282 alkyl amino group Chemical group 0.000 description 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 3
- 229910052736 halogen Inorganic materials 0.000 description 3
- 125000000623 heterocyclic group Chemical group 0.000 description 3
- 125000004435 hydrogen atoms Chemical group [H]* 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 150000002825 nitriles Chemical class 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 229910052760 oxygen Inorganic materials 0.000 description 3
- 125000003107 substituted aryl group Chemical group 0.000 description 3
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 description 2
- 241000124008 Mammalia Species 0.000 description 2
- 125000004202 aminomethyl group Chemical group [H]N([H])C([H])([H])* 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- 230000000875 corresponding Effects 0.000 description 2
- 125000000392 cycloalkenyl group Chemical group 0.000 description 2
- 201000010099 disease Diseases 0.000 description 2
- 125000001153 fluoro group Chemical group F* 0.000 description 2
- ZHNUHDYFZUAESO-UHFFFAOYSA-N formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
- 125000002795 guanidino group Chemical group C(N)(=N)N* 0.000 description 2
- 150000002367 halogens Chemical class 0.000 description 2
- 125000005842 heteroatoms Chemical group 0.000 description 2
- 150000002431 hydrogen Chemical class 0.000 description 2
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 2
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 2
- 125000001041 indolyl group Chemical group 0.000 description 2
- 125000003884 phenylalkyl group Chemical group 0.000 description 2
- 125000004076 pyridyl group Chemical group 0.000 description 2
- 229910052717 sulfur Inorganic materials 0.000 description 2
- MIZCFULWBDXIJS-UHFFFAOYSA-O (3,5-dimethylpyrazole-1-carboximidoyl)azanium;nitrate Chemical compound [O-][N+]([O-])=O.CC=1C=C(C)N(C(N)=[NH2+])N=1 MIZCFULWBDXIJS-UHFFFAOYSA-O 0.000 description 1
- 125000006274 (C1-C3)alkoxy group Chemical group 0.000 description 1
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 description 1
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 description 1
- 125000006704 (C5-C6) cycloalkyl group Chemical group 0.000 description 1
- 0 **(C=C1)*(*)=Cc2c1c(C(N1[Al])=NN(*)C1=*)c(*)[n]2* Chemical compound **(C=C1)*(*)=Cc2c1c(C(N1[Al])=NN(*)C1=*)c(*)[n]2* 0.000 description 1
- 125000002373 5 membered heterocyclic group Chemical group 0.000 description 1
- 125000004070 6 membered heterocyclic group Chemical group 0.000 description 1
- XKJCHHZQLQNZHY-UHFFFAOYSA-N Phthalimide Chemical compound C1=CC=C2C(=O)NC(=O)C2=C1 XKJCHHZQLQNZHY-UHFFFAOYSA-N 0.000 description 1
- UMGDCJDMYOKAJW-UHFFFAOYSA-N Thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 239000002671 adjuvant Substances 0.000 description 1
- 230000000240 adjuvant Effects 0.000 description 1
- 230000002152 alkylating Effects 0.000 description 1
- 239000002168 alkylating agent Substances 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 1
- 125000000852 azido group Chemical group *N=[N+]=[N-] 0.000 description 1
- XJHABGPPCLHLLV-UHFFFAOYSA-N benzo[de]isoquinoline-1,3-dione Chemical compound C1=CC(C(=O)NC2=O)=C3C2=CC=CC3=C1 XJHABGPPCLHLLV-UHFFFAOYSA-N 0.000 description 1
- 125000004618 benzofuryl group Chemical group O1C(=CC2=C1C=CC=C2)* 0.000 description 1
- 125000004190 benzothiazol-2-yl group Chemical group [H]C1=C([H])C([H])=C2N=C(*)SC2=C1[H] 0.000 description 1
- 125000004196 benzothienyl group Chemical group S1C(=CC2=C1C=CC=C2)* 0.000 description 1
- 125000000440 benzylamino group Chemical group [H]N(*)C([H])([H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- 125000002619 bicyclic group Chemical group 0.000 description 1
- 125000002057 carboxymethyl group Chemical group [H]OC(=O)C([H])([H])[*] 0.000 description 1
- 230000000271 cardiovascular Effects 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 238000010511 deprotection reaction Methods 0.000 description 1
- 125000004663 dialkyl amino group Chemical group 0.000 description 1
- 125000005265 dialkylamine group Chemical group 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 125000002541 furyl group Chemical group 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-N hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 description 1
- 230000001900 immune effect Effects 0.000 description 1
- 125000003453 indazolyl group Chemical group N1N=C(C2=C1C=CC=C2)* 0.000 description 1
- 230000002757 inflammatory Effects 0.000 description 1
- 125000002183 isoquinolinyl group Chemical group C1(=NC=CC2=CC=CC=C12)* 0.000 description 1
- 230000001404 mediated Effects 0.000 description 1
- PNKUSGQVOMIXLU-UHFFFAOYSA-N methanoic acid amidine Chemical compound NC=N PNKUSGQVOMIXLU-UHFFFAOYSA-N 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 125000002560 nitrile group Chemical group 0.000 description 1
- 230000000771 oncological Effects 0.000 description 1
- MYMOFIZGZYHOMD-UHFFFAOYSA-N oxygen Chemical group O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 239000008194 pharmaceutical composition Substances 0.000 description 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 125000003226 pyrazolyl group Chemical group 0.000 description 1
- 125000000168 pyrrolyl group Chemical group 0.000 description 1
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 238000002560 therapeutic procedure Methods 0.000 description 1
- 125000001544 thienyl group Chemical group 0.000 description 1
- 125000005270 trialkylamine group Chemical group 0.000 description 1
- 125000004954 trialkylamino group Chemical group 0.000 description 1
Applications Claiming Priority (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
SE9901854A SE9901854D0 (sv) | 1999-05-21 | 1999-05-21 | New pharmaceutically active compounds |
SE9901854-1 | 1999-05-21 | ||
SE0000645A SE0000645D0 (sv) | 2000-02-28 | 2000-02-28 | New pharmaceutically active compounds |
SE0000645-2 | 2000-02-28 | ||
PCT/SE2000/001009 WO2000071537A1 (en) | 1999-05-21 | 2000-05-19 | New pharmaceutically active compounds |
Publications (3)
Publication Number | Publication Date |
---|---|
JP2003500404A JP2003500404A (ja) | 2003-01-07 |
JP2003500404A5 true JP2003500404A5 (US07794700-20100914-C00152.png) | 2007-05-24 |
JP4796698B2 JP4796698B2 (ja) | 2011-10-19 |
Family
ID=26655003
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2000619794A Expired - Fee Related JP4796698B2 (ja) | 1999-05-21 | 2000-05-19 | 新たな薬学的に活性な化合物 |
Country Status (16)
Families Citing this family (35)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2842526B1 (fr) | 2002-07-16 | 2007-07-13 | Aventis Pharma Sa | Compositions pharmaceutiques contenant un derive de 3-guanidinocarbonyl-1-heteroaryl-indole, procede de preparation a titre de medicaments |
FR2842525B1 (fr) | 2002-07-16 | 2005-05-13 | Aventis Pharma Sa | Derives de 3-guanidinocarbonyl-1-heteroaryl-indole, procede de preparation a titre de medicaments et compositions pharmaceutiques les renfermant |
AR045595A1 (es) * | 2003-09-04 | 2005-11-02 | Vertex Pharma | Composiciones utiles como inhibidores de proteinas quinasas |
GB0330042D0 (en) | 2003-12-24 | 2004-01-28 | Pharmacia Italia Spa | Pyrrolo [2,3-b] pyridine derivatives active as kinase inhibitors process for their preparation and pharmaceutical compositions them |
GB0330043D0 (en) | 2003-12-24 | 2004-01-28 | Pharmacia Italia Spa | Pyrrolo [2,3-b] pyridine derivatives active as kinase inhibitors process for their preparation and pharmaceutical compositions comprising them |
US7498342B2 (en) | 2004-06-17 | 2009-03-03 | Plexxikon, Inc. | Compounds modulating c-kit activity |
US7626021B2 (en) | 2004-07-27 | 2009-12-01 | Sgx Pharmaceuticals, Inc. | Fused ring heterocycle kinase modulators |
NZ553267A (en) | 2004-07-27 | 2010-09-30 | Sgx Pharmaceuticals Inc | Pyrrolo-pyridine kinase modulators |
BRPI0513899A (pt) | 2004-07-27 | 2008-05-20 | Sgx Pharmaceuticals Inc | moduladores de cinase heterocìclica de anel fundido |
US7361764B2 (en) | 2004-07-27 | 2008-04-22 | Sgx Pharmaceuticals, Inc. | Pyrrolo-pyridine kinase modulators |
SE0402591D0 (sv) * | 2004-10-25 | 2004-10-25 | Astrazeneca Ab | Novel use |
KR101374553B1 (ko) * | 2004-11-18 | 2014-03-17 | 신타 파마슈티칼스 코프. | Hsp90 활성을 조절하는 트리아졸 화합물 |
WO2006117657A1 (en) * | 2005-05-03 | 2006-11-09 | Ranbaxy Laboratories Limited | Triazolone derivatives as anti-inflammatory agents |
JP5118039B2 (ja) * | 2005-08-18 | 2013-01-16 | シンタ ファーマシューティカルズ コーポレーション | Hsp90活性を調節するトリアゾール化合物 |
CA2653327A1 (en) * | 2006-05-25 | 2007-12-06 | Synta Pharmaceuticals Corp. | Compounds that modulate hsp90 activity and methods for identifying same |
EP2035396B1 (en) | 2006-05-25 | 2014-05-14 | Synta Pharmaceuticals Corp. | Triazole compounds that modulate hsp90 activity |
AU2007267847B2 (en) | 2006-05-25 | 2012-04-12 | Synta Pharmaceuticals Corp. | Triazole compounds that modulate Hsp90 activity |
EP2038262B1 (en) * | 2006-05-25 | 2014-11-12 | Synta Pharmaceuticals Corp. | Triazole compounds that modulate hsp90 activity |
WO2008063888A2 (en) | 2006-11-22 | 2008-05-29 | Plexxikon, Inc. | Compounds modulating c-fms and/or c-kit activity and uses therefor |
EP2170830B1 (en) | 2007-07-17 | 2014-10-15 | Plexxikon, Inc. | 2-FLUORO-BENZENESULFONAMIDE COMPOUNDS AS Raf KINASE MODULATORS |
US8076491B2 (en) | 2007-08-21 | 2011-12-13 | Senomyx, Inc. | Compounds that inhibit (block) bitter taste in composition and use thereof |
CN101828111B (zh) * | 2007-08-21 | 2014-07-23 | 塞诺米克斯公司 | 人t2r苦味受体及其用途 |
AU2010232670B2 (en) | 2009-04-03 | 2015-07-09 | F. Hoffmann-La Roche Ag | Propane- I-sulfonic acid {3- [5- (4 -chloro-phenyl) -1H-pyrrolo [2, 3-b] pyridine-3-carbonyl] -2, 4-difluoro-pheny l } -amide compositions and uses thereof |
PE20121327A1 (es) | 2009-11-06 | 2012-10-18 | Plexxikon Inc | Compuestos y metodos para la modulacion de cinasas, e indicaciones para ello |
FR2953838B1 (fr) * | 2009-12-10 | 2012-02-24 | Sanofi Aventis | Derives de 9h-beta-carboline (ou 9h-pyridino[3,4-b]indole) trisubstitues, leur preparation et leur utilisation therapeutique |
FR2953837B1 (fr) * | 2009-12-10 | 2012-03-09 | Sanofi Aventis | Derives 9h-pyridino[3,4-b]indole disubstitues, leur preparation et leur utilisation therapeutique |
US9205086B2 (en) | 2010-04-19 | 2015-12-08 | Synta Pharmaceuticals Corp. | Cancer therapy using a combination of a Hsp90 inhibitory compounds and a EGFR inhibitor |
PL2672967T3 (pl) | 2011-02-07 | 2019-04-30 | Plexxikon Inc | Związki i sposoby modulacji kinaz i wskazania ku temu |
TWI558702B (zh) | 2011-02-21 | 2016-11-21 | 普雷辛肯公司 | 醫藥活性物質的固態形式 |
WO2013067162A1 (en) | 2011-11-02 | 2013-05-10 | Synta Pharmaceuticals Corp. | Cancer therapy using a combination of hsp90 inhibitors with topoisomerase i inhibitors |
CA2853806C (en) | 2011-11-02 | 2020-07-14 | Synta Pharmaceuticals Corp. | Combination therapy of hsp90 inhibitors with platinum-containing agents |
AU2012339679A1 (en) | 2011-11-14 | 2014-06-12 | Synta Pharmaceuticals Corp. | Combination therapy of Hsp90 inhibitors with BRAF inhibitors |
US9150570B2 (en) | 2012-05-31 | 2015-10-06 | Plexxikon Inc. | Synthesis of heterocyclic compounds |
CN107235966B (zh) * | 2017-05-04 | 2019-12-03 | 浙江工业大学 | 一类3,4-双吲哚-1,2,4-三氮唑酮类化合物及其制备方法和应用 |
CN116199687B (zh) * | 2023-03-10 | 2024-04-19 | 石河子大学 | 一种β-咔啉-3位连接1,2,3-三氮唑类化合物及其制备方法、应用 |
Family Cites Families (39)
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NL34898C (US07794700-20100914-C00152.png) * | 1931-08-18 | |||
US3821387A (en) | 1965-10-23 | 1974-06-28 | Robins Co Inc A H | The treatment of parkinsonism with 3-(omega-substituted alkyl)-indoles |
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US3821389A (en) | 1969-10-31 | 1974-06-28 | Sherwin Williams Co | Microbiocidal use of 1,2-benzisothiazolin-3-ones |
SU389096A1 (US07794700-20100914-C00152.png) | 1971-07-01 | 1973-07-05 | ||
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GB2090826B (en) | 1981-01-09 | 1985-06-12 | Usv Pharma Corp | New heterocyclic compounds useful as anti-allergie agents |
DE3132882A1 (de) | 1981-08-20 | 1983-03-03 | Cassella Ag, 6000 Frankfurt | Neue piperazinone, ihre herstellung und verwendung |
DE3141063A1 (de) | 1981-10-13 | 1983-04-28 | Schering Ag, 1000 Berlin Und 4619 Bergkamen | Neue imidazol-derivate, verfahren zu ihrer herstellung und diese enthaltende pharmazeutische praeparate |
US4532250A (en) | 1983-11-23 | 1985-07-30 | American Hospital Supply Corporation | 5-Heteroarylimidazol-2-ones having cardiotonic activity |
US4912125A (en) | 1985-09-03 | 1990-03-27 | Ciba-Geigy Corporation | 2,3-dihydro-2-(4,5-dihydroimidazol-2-yl)-indoles for reducing intraocular pressure |
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JPH04187686A (ja) * | 1990-11-20 | 1992-07-06 | Meiji Seika Kaisha Ltd | インドロカルバゾール誘導体 |
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US5491242A (en) * | 1994-06-22 | 1996-02-13 | Eli Lilly And Company | Protein kinase C inhibitors |
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JP2000516632A (ja) | 1996-08-23 | 2000-12-12 | イーライ・リリー・アンド・カンパニー | ビスインドリルマレイミド類の合成 |
SE9603283D0 (sv) | 1996-09-10 | 1996-09-10 | Astra Ab | New compounds |
TW472045B (en) | 1996-09-25 | 2002-01-11 | Astra Ab | Protein kinase C inhibitor compounds, method for their preparation, pharmaceutical composition thereof and intermediate used for their preparation |
US5854285A (en) | 1997-04-03 | 1998-12-29 | Natpro, Inc. | Protein kinase inhibitor |
AR017200A1 (es) | 1997-12-23 | 2001-08-22 | Astrazeneca Ab | Compuestos inhibidores de la proteina cinasa c, sales farmaceuticamente aceptables de los mismos, formulaciones farmaceuitcas que los comprenden, usode las mismas y proceso para la sintesis de dichos compuestos |
US6103712A (en) | 1998-03-05 | 2000-08-15 | Eli Lilly And Company | Therapeutic treatment for asthma |
WO1999048887A1 (en) | 1998-03-25 | 1999-09-30 | Bristol-Myers Squibb Company | Imidazolone anorectic agents: iii. heteroaryl derivatives |
-
2000
- 2000-03-19 US US09/646,972 patent/US6492406B1/en not_active Expired - Fee Related
- 2000-05-19 AT AT00931873T patent/ATE259798T1/de not_active IP Right Cessation
- 2000-05-19 CA CA002372743A patent/CA2372743A1/en not_active Abandoned
- 2000-05-19 CN CN00807844A patent/CN1351602A/zh active Pending
- 2000-05-19 JP JP2000619794A patent/JP4796698B2/ja not_active Expired - Fee Related
- 2000-05-19 WO PCT/SE2000/001009 patent/WO2000071537A1/en not_active Application Discontinuation
- 2000-05-19 KR KR1020017014805A patent/KR20010113829A/ko not_active Application Discontinuation
- 2000-05-19 AU AU49686/00A patent/AU4968600A/en not_active Abandoned
- 2000-05-19 MX MXPA01011884A patent/MXPA01011884A/es unknown
- 2000-05-19 BR BR0010520-1A patent/BR0010520A/pt not_active IP Right Cessation
- 2000-05-19 EP EP00931873A patent/EP1183252B1/en not_active Expired - Lifetime
- 2000-05-19 IL IL14611700A patent/IL146117A0/xx unknown
- 2000-05-19 DE DE60008372T patent/DE60008372T2/de not_active Expired - Lifetime
- 2000-05-19 NZ NZ515281A patent/NZ515281A/en unknown
- 2000-05-22 AR ARP000102486A patent/AR024060A1/es not_active Application Discontinuation
-
2001
- 2001-11-20 NO NO20015664A patent/NO20015664L/no not_active Application Discontinuation
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