AR060595A1 - Un proceso para preparar derivados enantiomericos de dibenz[b,f]-azepina - Google Patents
Un proceso para preparar derivados enantiomericos de dibenz[b,f]-azepinaInfo
- Publication number
- AR060595A1 AR060595A1 ARP070101541A ARP070101541A AR060595A1 AR 060595 A1 AR060595 A1 AR 060595A1 AR P070101541 A ARP070101541 A AR P070101541A AR P070101541 A ARP070101541 A AR P070101541A AR 060595 A1 AR060595 A1 AR 060595A1
- Authority
- AR
- Argentina
- Prior art keywords
- term
- group
- alkyl
- azepina
- dibenz
- Prior art date
Links
- 229910052731 fluorine Inorganic materials 0.000 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 3
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 2
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- 150000002367 halogens Chemical class 0.000 abstract 2
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 abstract 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 125000002723 alicyclic group Chemical group 0.000 abstract 1
- 125000004103 aminoalkyl group Chemical group 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 238000009876 asymmetric hydrogenation reaction Methods 0.000 abstract 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 1
- 229910052794 bromium Inorganic materials 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 239000000460 chlorine Chemical group 0.000 abstract 1
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 abstract 1
- 239000011737 fluorine Substances 0.000 abstract 1
- 125000001153 fluoro group Chemical group F* 0.000 abstract 1
- 125000001188 haloalkyl group Chemical group 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 229910052740 iodine Chemical group 0.000 abstract 1
- 239000011630 iodine Chemical group 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- 125000004076 pyridyl group Chemical group 0.000 abstract 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/55—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having seven-membered rings, e.g. azelastine, pentylenetetrazole
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D223/00—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom
- C07D223/14—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
- C07D223/18—Dibenzazepines; Hydrogenated dibenzazepines
- C07D223/22—Dibenz [b, f] azepines; Hydrogenated dibenz [b, f] azepines
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/08—Antiepileptics; Anticonvulsants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/18—Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/24—Antidepressants
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D223/00—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom
- C07D223/14—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
- C07D223/18—Dibenzazepines; Hydrogenated dibenzazepines
- C07D223/22—Dibenz [b, f] azepines; Hydrogenated dibenz [b, f] azepines
- C07D223/24—Dibenz [b, f] azepines; Hydrogenated dibenz [b, f] azepines with hydrocarbon radicals, substituted by nitrogen atoms, attached to the ring nitrogen atom
- C07D223/26—Dibenz [b, f] azepines; Hydrogenated dibenz [b, f] azepines with hydrocarbon radicals, substituted by nitrogen atoms, attached to the ring nitrogen atom having a double bond between positions 10 and 11
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D223/00—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom
- C07D223/14—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
- C07D223/18—Dibenzazepines; Hydrogenated dibenzazepines
- C07D223/22—Dibenz [b, f] azepines; Hydrogenated dibenz [b, f] azepines
- C07D223/24—Dibenz [b, f] azepines; Hydrogenated dibenz [b, f] azepines with hydrocarbon radicals, substituted by nitrogen atoms, attached to the ring nitrogen atom
- C07D223/28—Dibenz [b, f] azepines; Hydrogenated dibenz [b, f] azepines with hydrocarbon radicals, substituted by nitrogen atoms, attached to the ring nitrogen atom having a single bond between positions 10 and 11
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D223/00—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom
- C07D223/14—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
- C07D223/32—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom condensed with carbocyclic rings or ring systems containing carbocyclic rings other than six-membered
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Biomedical Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Neurosurgery (AREA)
- Neurology (AREA)
- Pain & Pain Management (AREA)
- Psychiatry (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Other In-Based Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Reivindicacion 1: Un proceso para preparar un compuesto de la formula (1) o (2) donde R es alquilo, aminoalquilo, halogenoalquilo, aralquilo, cicloalquilo, cicloalquilalquilo, alcoxi, un grupo fenilo o piridilo sustituidos; el término alquilo significa cadena de carbono, recta o ramificada, que contiene de 1 a 18 átomos de carbono; el término halogeno representa fluor, cloro, bromo o yodo; el término cicloalquilo representa un grupo alicíclico saturado con 3 a 6 átomos de carbono; el término arilo representa un grupo fenilo no sustituido o fenilo sustituido con alcoxi, un grupo halogeno o nitro, comprendiendo el proceso la hidrogenacion asimétrica de un compuesto de la formula (3) donde R tiene los mismos significados a los proporcionados anteriormente, utilizando un catalizador quiral y una fuente de hidrogeno.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB0607317A GB2437078A (en) | 2006-04-11 | 2006-04-11 | 10-Acyloxy-5H-dibenzo[b,f]azepine-5-carboxamides & their asymmetric hydrogenation to the chiral 10,11-dihydro derivatives |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR060595A1 true AR060595A1 (es) | 2008-07-02 |
Family
ID=36571661
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP070101541A AR060595A1 (es) | 2006-04-11 | 2007-04-11 | Un proceso para preparar derivados enantiomericos de dibenz[b,f]-azepina |
Country Status (21)
| Country | Link |
|---|---|
| US (1) | US8367821B2 (es) |
| EP (1) | EP2004610B1 (es) |
| JP (1) | JP2009533424A (es) |
| KR (1) | KR20080108352A (es) |
| CN (1) | CN101421245A (es) |
| AR (1) | AR060595A1 (es) |
| AT (1) | ATE478850T1 (es) |
| AU (1) | AU2007235756A1 (es) |
| BR (1) | BRPI0709490A2 (es) |
| CA (1) | CA2648916C (es) |
| CY (1) | CY1111308T1 (es) |
| DE (1) | DE602007008706D1 (es) |
| DK (1) | DK2004610T3 (es) |
| ES (1) | ES2350126T3 (es) |
| GB (1) | GB2437078A (es) |
| MX (1) | MX2008013022A (es) |
| PL (1) | PL2004610T3 (es) |
| PT (1) | PT2004610E (es) |
| RU (1) | RU2008139061A (es) |
| SI (1) | SI2004610T1 (es) |
| WO (1) | WO2007117166A1 (es) |
Families Citing this family (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2437078A (en) | 2006-04-11 | 2007-10-17 | Portela & Ca Sa | 10-Acyloxy-5H-dibenzo[b,f]azepine-5-carboxamides & their asymmetric hydrogenation to the chiral 10,11-dihydro derivatives |
| GB0700773D0 (en) | 2007-01-15 | 2007-02-21 | Portela & Ca Sa | Drug therapies |
| US8372431B2 (en) | 2007-10-26 | 2013-02-12 | Bial-Portela & C.A., S.A. | Pharmaceutical composition comprising licarbazepine acetate |
| US9855277B2 (en) | 2009-07-27 | 2018-01-02 | Bial—Portela & Ca, S.A. | Use of 5H-dibenz/b,f/azepine-5-carboxamide derivatives for treating fibromyalgia |
| WO2011045648A2 (en) * | 2009-10-12 | 2011-04-21 | Matrix Laboratories Limited | Process for preparing (s)-(-)-10-acetoxy-10,11-dihydro-5h-dibenz[b,f]azepine-5-carboxamide and its esters thereof |
| WO2011091131A2 (en) * | 2010-01-23 | 2011-07-28 | Dr. Reddy's Laboratories Ltd. | Eslicarbazepine acetate and its polymorphs |
| WO2011117885A1 (en) * | 2010-03-23 | 2011-09-29 | Intas Pharmaceuticals Limited | Process for preparation of enantiomers of licarbazepine |
| WO2011138795A2 (en) * | 2010-05-03 | 2011-11-10 | Msn Laboratories Limited | Process for preparing (s)-10-acetoxy-10,11-dihydro-5h-dibenz[b,f] azepine-5-carboxamide |
| CN102382033B (zh) * | 2010-08-31 | 2013-04-03 | 凯瑞斯德生化(苏州)有限公司 | 一种光学活性米格列奈酯及米格列奈盐的制备方法 |
| TR201008460A1 (tr) | 2010-10-15 | 2012-05-21 | Sanovel İlaç San.Ve Ti̇c.A.Ş. | Eslikarbazepinin saşe formülasyonları. |
| CN102465159B (zh) * | 2010-11-15 | 2014-11-26 | 浙江九洲药物科技有限公司 | 微生物法制备艾利西平的一种合成工艺 |
| EP2683691B1 (en) | 2011-03-08 | 2018-06-06 | Jubilant Life Sciences Limited | PROCESS FOR THE PREPARATION OF (S)-(+)-10,11-DIHYDRO-10-HYDROXY-5H-DIBENZ[b,f]AZEPINE-5-CARBOXAMIDE AND ESTERS THEREOF BY ENANTIOSELECTIVE REDUCTION OF 10,11-DIHYDRO-10-OXO-5H-DIBENZ[b,f]AZEPINE-5-CARBOXAMIDE |
| EP2697662B1 (en) | 2011-04-13 | 2018-06-06 | Codexis, Inc. | Biocatalytic process for preparing eslicarbazepine and analogs thereof |
| US20150065704A1 (en) | 2011-07-13 | 2015-03-05 | Ketan Hirpara | Process for the preparation and purification of eslicarbazepine acetate and intermediates thereof |
| EP2900640A1 (en) | 2012-09-26 | 2015-08-05 | Ranbaxy Laboratories Limited | Process for the preparation of oxcarbazepine and its use as intermediate in the preparation of eslicarbazepine acetate |
| EP2970080A4 (en) * | 2013-03-14 | 2017-01-18 | Vistagen Therapeutics, Inc. | Synthesis of chiral kynurenine compounds and intermediates |
| EP3064490A1 (en) | 2015-03-06 | 2016-09-07 | F.I.S.- Fabbrica Italiana Sintetici S.p.A. | Improved process for the preparation of eslicarbazepine and eslicarbazepine acetate |
| CN105198775B (zh) * | 2015-10-10 | 2017-11-14 | 凯瑞斯德生化(苏州)有限公司 | 一种手性N‑Boc联苯丙氨醇的制备方法 |
| CN106588773B (zh) * | 2016-11-10 | 2019-09-27 | 北京现代药物代谢研究院 | 一种脑靶向艾司利卡西平酯类前药及其应用 |
| CN108840825A (zh) * | 2018-07-24 | 2018-11-20 | 天津安浩生物科技有限公司 | 不对称催化氢化反应的前体反应物的重结晶纯化工艺 |
| CN108752276A (zh) * | 2018-07-24 | 2018-11-06 | 天津安浩生物科技有限公司 | 不对称催化氢化反应的前体反应物的层析纯化工艺 |
| CN109912508B (zh) * | 2019-04-30 | 2022-08-12 | 上海天慈国际药业有限公司 | 一种右美托咪定及其盐酸盐的制备方法 |
| CN114920696B (zh) * | 2022-07-22 | 2022-10-11 | 北京丹大生物技术有限公司 | 奥卡西平代谢物的半抗原衍生物、人工抗原和单克隆抗体及其应用、杂交瘤细胞株 |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PT101732B (pt) * | 1995-06-30 | 1997-12-31 | Portela & Ca Sa | Novas di-hidrodibenzo<b,f>azepinas substituidas processo para a sua preparacao composicoes farmaceuticas que as contem e utilizacao dos novos compostos na preparacao de composicoes farmaceuticas empregues em doencas do sistema nervoso |
| DE19706273A1 (de) * | 1996-02-20 | 1997-07-03 | Lonza Ag | Verfahren zur Herstellung optisch aktiver gamma-Butyrolactame und -lactone |
| GB0111566D0 (en) | 2001-05-11 | 2001-07-04 | Portela & Ca Sa | Method for preparation of (s)-(+)-and (r)-(-)-10,11-dihydro-10-hydroxy-5h-dibenz/b,f/azephine-5-carboxamide |
| JP3504254B2 (ja) | 2001-10-31 | 2004-03-08 | 関東化学株式会社 | 光学活性アミノアルコールおよびその中間体の製造方法 |
| EP1513816A4 (en) * | 2002-06-14 | 2009-12-16 | Taro Pharmaceuticals Usa Inc | PROCESS FOR THE PRODUCTION OF 5H-DIBENZ (B, F) AZEPINE-5-CARBOXAMIDE |
| JP2004075560A (ja) * | 2002-08-12 | 2004-03-11 | Kawaken Fine Chem Co Ltd | ３−キヌクリジノンエノールエステルおよびそれを使用した光学活性３−キヌクリジノールエステルの製造方法 |
| GB0223224D0 (en) | 2002-10-07 | 2002-11-13 | Novartis Ag | Organic compounds |
| TW200502222A (en) * | 2003-04-02 | 2005-01-16 | Novartis Ag | Use of 10-hydroxy-10,11-dihydrocarbamazepine derivatives for the treatment of affective disorders |
| GB2401605A (en) * | 2003-05-12 | 2004-11-17 | Portela & Ca Sa | Method for racemisation of (S)-(+)- and (R)-(-)-10,11-dihydro-10-hydroxy-5H-dibenz[b,f]azepine-5-carboxamide and optically enriched mixtures thereof |
| GB2416167A (en) * | 2004-07-13 | 2006-01-18 | Portela & Ca Sa | Chiral inversion and esterification of (S)- and (R)-10-hydroxy-dibenzazepine carboxamides |
| GB2437078A (en) | 2006-04-11 | 2007-10-17 | Portela & Ca Sa | 10-Acyloxy-5H-dibenzo[b,f]azepine-5-carboxamides & their asymmetric hydrogenation to the chiral 10,11-dihydro derivatives |
-
2006
- 2006-04-11 GB GB0607317A patent/GB2437078A/en not_active Withdrawn
-
2007
- 2007-04-11 ES ES07747757T patent/ES2350126T3/es active Active
- 2007-04-11 DK DK07747757.8T patent/DK2004610T3/da active
- 2007-04-11 WO PCT/PT2007/000017 patent/WO2007117166A1/en not_active Ceased
- 2007-04-11 US US12/294,855 patent/US8367821B2/en not_active Expired - Fee Related
- 2007-04-11 AT AT07747757T patent/ATE478850T1/de active
- 2007-04-11 EP EP07747757A patent/EP2004610B1/en not_active Not-in-force
- 2007-04-11 CA CA2648916A patent/CA2648916C/en active Active
- 2007-04-11 PL PL07747757T patent/PL2004610T3/pl unknown
- 2007-04-11 DE DE602007008706T patent/DE602007008706D1/de active Active
- 2007-04-11 BR BRPI0709490-6A patent/BRPI0709490A2/pt not_active IP Right Cessation
- 2007-04-11 MX MX2008013022A patent/MX2008013022A/es active IP Right Grant
- 2007-04-11 AU AU2007235756A patent/AU2007235756A1/en not_active Abandoned
- 2007-04-11 KR KR1020087027437A patent/KR20080108352A/ko not_active Withdrawn
- 2007-04-11 CN CNA2007800129576A patent/CN101421245A/zh active Pending
- 2007-04-11 AR ARP070101541A patent/AR060595A1/es unknown
- 2007-04-11 JP JP2009505319A patent/JP2009533424A/ja active Pending
- 2007-04-11 PT PT07747757T patent/PT2004610E/pt unknown
- 2007-04-11 RU RU2008139061/04A patent/RU2008139061A/ru not_active Application Discontinuation
- 2007-04-11 SI SI200730375T patent/SI2004610T1/sl unknown
-
2010
- 2010-10-18 CY CY20101100923T patent/CY1111308T1/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| GB2437078A (en) | 2007-10-17 |
| CN101421245A (zh) | 2009-04-29 |
| CA2648916C (en) | 2015-11-17 |
| CY1111308T1 (el) | 2015-08-05 |
| RU2008139061A (ru) | 2010-05-20 |
| EP2004610A1 (en) | 2008-12-24 |
| US20100173893A1 (en) | 2010-07-08 |
| ATE478850T1 (de) | 2010-09-15 |
| CA2648916A1 (en) | 2007-10-18 |
| GB0607317D0 (en) | 2006-05-24 |
| AU2007235756A1 (en) | 2007-10-18 |
| DK2004610T3 (da) | 2010-11-22 |
| US8367821B2 (en) | 2013-02-05 |
| ES2350126T3 (es) | 2011-01-18 |
| SI2004610T1 (sl) | 2011-01-31 |
| PT2004610E (pt) | 2010-11-12 |
| EP2004610B1 (en) | 2010-08-25 |
| WO2007117166A1 (en) | 2007-10-18 |
| JP2009533424A (ja) | 2009-09-17 |
| MX2008013022A (es) | 2009-02-18 |
| PL2004610T3 (pl) | 2011-02-28 |
| DE602007008706D1 (de) | 2010-10-07 |
| BRPI0709490A2 (pt) | 2011-07-19 |
| KR20080108352A (ko) | 2008-12-12 |
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