SU795456A3 - Способ получени -замещенныхАМидОВ -АМиНОКАРбОНОВыХ КиС-лОТ - Google Patents
Способ получени -замещенныхАМидОВ -АМиНОКАРбОНОВыХ КиС-лОТ Download PDFInfo
- Publication number
- SU795456A3 SU795456A3 SU772478856A SU2478856A SU795456A3 SU 795456 A3 SU795456 A3 SU 795456A3 SU 772478856 A SU772478856 A SU 772478856A SU 2478856 A SU2478856 A SU 2478856A SU 795456 A3 SU795456 A3 SU 795456A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- general formula
- water
- compound
- indicated above
- amide
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 7
- 150000001875 compounds Chemical class 0.000 claims abstract 5
- -1 N-substituted amides Chemical class 0.000 claims description 7
- 125000006239 protecting group Chemical group 0.000 claims description 5
- 239000002253 acid Substances 0.000 claims description 2
- 150000007513 acids Chemical class 0.000 claims description 2
- 238000006243 chemical reaction Methods 0.000 claims description 2
- 238000003786 synthesis reaction Methods 0.000 claims 2
- 239000004475 Arginine Substances 0.000 claims 1
- 108010016626 Dipeptides Proteins 0.000 claims 1
- ODKSFYDXXFIFQN-BYPYZUCNSA-N L-arginine Chemical compound OC(=O)[C@@H](N)CCCN=C(N)N ODKSFYDXXFIFQN-BYPYZUCNSA-N 0.000 claims 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 1
- ODKSFYDXXFIFQN-UHFFFAOYSA-N arginine Natural products OC(=O)C(N)CCCNC(N)=N ODKSFYDXXFIFQN-UHFFFAOYSA-N 0.000 claims 1
- 229960003121 arginine Drugs 0.000 claims 1
- 230000015572 biosynthetic process Effects 0.000 claims 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 1
- 230000003197 catalytic effect Effects 0.000 claims 1
- 238000007327 hydrogenolysis reaction Methods 0.000 claims 1
- 230000007062 hydrolysis Effects 0.000 claims 1
- 238000006460 hydrolysis reaction Methods 0.000 claims 1
- 229940124280 l-arginine Drugs 0.000 claims 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 150000003839 salts Chemical class 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 24
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 15
- 150000001408 amides Chemical class 0.000 description 15
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 14
- XOAAWQZATWQOTB-UHFFFAOYSA-N taurine Chemical compound NCCS(O)(=O)=O XOAAWQZATWQOTB-UHFFFAOYSA-N 0.000 description 14
- 239000000203 mixture Substances 0.000 description 13
- 239000000047 product Substances 0.000 description 12
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 11
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 9
- 229960003080 taurine Drugs 0.000 description 9
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 6
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 6
- 238000002844 melting Methods 0.000 description 6
- 230000008018 melting Effects 0.000 description 6
- DLYUQMMRRRQYAE-UHFFFAOYSA-N tetraphosphorus decaoxide Chemical compound O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 description 6
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 description 5
- 229960000583 acetic acid Drugs 0.000 description 4
- 239000012043 crude product Substances 0.000 description 4
- 238000002329 infrared spectrum Methods 0.000 description 4
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 238000010521 absorption reaction Methods 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 239000012362 glacial acetic acid Substances 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- SUHOOTKUPISOBE-UHFFFAOYSA-N O-phosphoethanolamine Chemical compound NCCOP(O)(O)=O SUHOOTKUPISOBE-UHFFFAOYSA-N 0.000 description 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
- 239000008346 aqueous phase Substances 0.000 description 2
- 239000012153 distilled water Substances 0.000 description 2
- 238000010828 elution Methods 0.000 description 2
- 229910000042 hydrogen bromide Inorganic materials 0.000 description 2
- 239000012074 organic phase Substances 0.000 description 2
- 229920001467 poly(styrenesulfonates) Polymers 0.000 description 2
- DXCXWVLIDGPHEA-UHFFFAOYSA-N 2-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]-3-[(4-ethylpiperazin-1-yl)methyl]pyrazol-1-yl]-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C=1C(=NN(C=1)CC(=O)N1CC2=C(CC1)NN=N2)CN1CCN(CC1)CC DXCXWVLIDGPHEA-UHFFFAOYSA-N 0.000 description 1
- STQMDRQJSNKUAW-UHFFFAOYSA-N 4-(phenylmethoxycarbonylamino)butanoic acid Chemical compound OC(=O)CCCNC(=O)OCC1=CC=CC=C1 STQMDRQJSNKUAW-UHFFFAOYSA-N 0.000 description 1
- BTJIUGUIPKRLHP-UHFFFAOYSA-N 4-nitrophenol Chemical compound OC1=CC=C([N+]([O-])=O)C=C1 BTJIUGUIPKRLHP-UHFFFAOYSA-N 0.000 description 1
- FYEHYMARPSSOBO-UHFFFAOYSA-N Aurin Chemical compound C1=CC(O)=CC=C1C(C=1C=CC(O)=CC=1)=C1C=CC(=O)C=C1 FYEHYMARPSSOBO-UHFFFAOYSA-N 0.000 description 1
- 241000764238 Isis Species 0.000 description 1
- 125000003412 L-alanyl group Chemical group [H]N([H])[C@@](C([H])([H])[H])(C(=O)[*])[H] 0.000 description 1
- 238000000862 absorption spectrum Methods 0.000 description 1
- 125000001584 benzyloxycarbonyl group Chemical group C(=O)(OCC1=CC=CC=C1)* 0.000 description 1
- 238000009903 catalytic hydrogenation reaction Methods 0.000 description 1
- AOGYCOYQMAVAFD-UHFFFAOYSA-N chlorocarbonic acid Chemical compound OC(Cl)=O AOGYCOYQMAVAFD-UHFFFAOYSA-N 0.000 description 1
- 238000010908 decantation Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- XULSCZPZVQIMFM-IPZQJPLYSA-N odevixibat Chemical compound C12=CC(SC)=C(OCC(=O)N[C@@H](C(=O)N[C@@H](CC)C(O)=O)C=3C=CC(O)=CC=3)C=C2S(=O)(=O)NC(CCCC)(CCCC)CN1C1=CC=CC=C1 XULSCZPZVQIMFM-IPZQJPLYSA-N 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 239000012264 purified product Substances 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- NGDIAZZSCVVCEW-UHFFFAOYSA-M sodium;butyl sulfate Chemical compound [Na+].CCCCOS([O-])(=O)=O NGDIAZZSCVVCEW-UHFFFAOYSA-M 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/08—Esters of oxyacids of phosphorus
- C07F9/09—Esters of phosphoric acids
- C07F9/091—Esters of phosphoric acids with hydroxyalkyl compounds with further substituents on alkyl
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/02—Nutrients, e.g. vitamins, minerals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
- A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Diabetes (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Public Health (AREA)
- Hematology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- Obesity (AREA)
- Emergency Medicine (AREA)
- Endocrinology (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Nutrition Science (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Indole Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| HU76CI1662A HU178199B (en) | 1976-05-06 | 1976-05-06 | New process for producing amides of omega-amino-carboxylic acids |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU795456A3 true SU795456A3 (ru) | 1981-01-07 |
Family
ID=10994613
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU772478856A SU795456A3 (ru) | 1976-05-06 | 1977-05-05 | Способ получени -замещенныхАМидОВ -АМиНОКАРбОНОВыХ КиС-лОТ |
Country Status (28)
| Country | Link |
|---|---|
| US (1) | US4102948A (enExample) |
| JP (2) | JPS6055506B2 (enExample) |
| AR (2) | AR212468A1 (enExample) |
| AT (1) | AT353762B (enExample) |
| AU (1) | AU508792B2 (enExample) |
| BE (1) | BE854347A (enExample) |
| BG (1) | BG27739A3 (enExample) |
| CA (1) | CA1089485A (enExample) |
| CH (1) | CH638181A5 (enExample) |
| CS (1) | CS200513B2 (enExample) |
| DD (1) | DD130932A5 (enExample) |
| DE (1) | DE2719351A1 (enExample) |
| DK (1) | DK199677A (enExample) |
| EG (1) | EG12889A (enExample) |
| ES (1) | ES469265A1 (enExample) |
| FI (1) | FI65624C (enExample) |
| FR (2) | FR2368471A1 (enExample) |
| GB (1) | GB1574950A (enExample) |
| GR (1) | GR63186B (enExample) |
| HU (1) | HU178199B (enExample) |
| IL (1) | IL51997A (enExample) |
| IN (1) | IN145672B (enExample) |
| NL (1) | NL7704993A (enExample) |
| NO (1) | NO145236C (enExample) |
| PL (2) | PL125548B1 (enExample) |
| RO (1) | RO72420A (enExample) |
| SE (1) | SE431087B (enExample) |
| SU (1) | SU795456A3 (enExample) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2374221C2 (ru) * | 2003-05-22 | 2009-11-27 | Рем Гмбх Унд Ко. Кг | Способ непрерывного получения алкиламино(мет)акриламидов |
| RU2546670C2 (ru) * | 2009-04-07 | 2015-04-10 | Эвоник Рем ГмбХ | Способ непрерывного получения алкиламино(мет)акриламидов |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4218404A (en) * | 1976-05-06 | 1980-08-19 | Chinoin Gyogyszer Es Vegyeszeti Termekek Gyara Rt. | ω-Aminocarboxylic acid amides |
| HU180443B (en) * | 1979-04-02 | 1983-03-28 | Chinoin Gyogyszer Es Vegyeszet | Process for preparing a pharmaceutical preparation with synergetic action against radiation |
| IT1190163B (it) * | 1986-01-13 | 1988-02-16 | Sigma Tau Ind Farmaceuti | Derivati fosforilalcanolammidici della l-carnitina e composizioni farmaceutiche che li contengono |
| JPS62199502A (ja) * | 1986-02-28 | 1987-09-03 | Suzuki Motor Co Ltd | ナツクルア−ム |
| JPS6397455A (ja) * | 1986-10-13 | 1988-04-28 | Honda Motor Co Ltd | 車両のブレ−キ装置 |
| JPS6398804U (enExample) * | 1986-12-19 | 1988-06-27 | ||
| US5370868A (en) * | 1990-07-06 | 1994-12-06 | University Of New Mexico | Therapeutic use of vitaletheine modulators in neoplasia |
| US6096536A (en) * | 1990-07-06 | 2000-08-01 | University Of New Mexico | In vitro cell culture in media containing beta-alanyl-taurine or carbobenzoxy beta-alanyl-taurine |
| JPH0459508U (enExample) * | 1990-09-29 | 1992-05-21 | ||
| US6007819A (en) * | 1995-10-17 | 1999-12-28 | Dovetail Technologies, Inc. | Methods of inducing immunity using low molecular weight immune stimulants |
| US6166086A (en) * | 1998-02-24 | 2000-12-26 | Dovetail Technologies, Inc. | Small molecules that increase the conversion of food to body weight gain |
| US6762174B1 (en) | 1998-02-24 | 2004-07-13 | Dovetail Technologies, Inc. | Low molecular weight compounds administered together with anti-cancer agents to prevent or treat cancer and pharmaceutical compositions thereof |
| US20040019107A1 (en) | 2002-07-29 | 2004-01-29 | Floyd Taub | Homeopathic drug composition and methods of use thereof |
| EP1477493A1 (en) * | 2003-05-15 | 2004-11-17 | Bayer HealthCare AG | Isotope coded affinity tags |
| CN101600730B (zh) | 2006-10-12 | 2014-01-29 | Bhi有限合资公司 | 递送3-氨基-1-丙磺酸的方法、化合物、组合物和载体 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2229744A (en) * | 1941-01-28 | Hnxchj-conh | ||
| BE758129A (fr) * | 1969-10-28 | 1971-04-01 | Bayer Ag | Sels d'acides 2-(beta-amino-propionamino)-alcane sulfoniques etleur utilisation comme composants de synthese anioniques dans la preparation dedispersions de polyurethanes sans agents emulsifiants |
| IL47149A (en) * | 1974-04-29 | 1979-05-31 | Chinoin Gyogyszer Es Vegyeszet | Amino acid derivatives,their preparation and pharmaceutical compositions containing them |
-
1976
- 1976-05-06 HU HU76CI1662A patent/HU178199B/hu unknown
-
1977
- 1977-04-30 DE DE19772719351 patent/DE2719351A1/de not_active Ceased
- 1977-05-02 AT AT308377A patent/AT353762B/de not_active IP Right Cessation
- 1977-05-02 US US05/792,917 patent/US4102948A/en not_active Expired - Lifetime
- 1977-05-03 SE SE7705143A patent/SE431087B/xx not_active IP Right Cessation
- 1977-05-03 IL IL51997A patent/IL51997A/xx unknown
- 1977-05-03 BG BG036190A patent/BG27739A3/xx unknown
- 1977-05-03 CS CS772896A patent/CS200513B2/cs unknown
- 1977-05-05 FI FI771425A patent/FI65624C/fi not_active IP Right Cessation
- 1977-05-05 RO RO7790234A patent/RO72420A/ro unknown
- 1977-05-05 DK DK199677A patent/DK199677A/da not_active Application Discontinuation
- 1977-05-05 CH CH563477A patent/CH638181A5/de not_active IP Right Cessation
- 1977-05-05 GB GB18927/77A patent/GB1574950A/en not_active Expired
- 1977-05-05 DD DD7700198775A patent/DD130932A5/xx unknown
- 1977-05-05 NO NO771584A patent/NO145236C/no unknown
- 1977-05-05 SU SU772478856A patent/SU795456A3/ru active
- 1977-05-05 GR GR53376A patent/GR63186B/el unknown
- 1977-05-05 CA CA277,811A patent/CA1089485A/en not_active Expired
- 1977-05-05 AU AU24893/77A patent/AU508792B2/en not_active Expired
- 1977-05-05 IN IN672/CAL/77A patent/IN145672B/en unknown
- 1977-05-06 JP JP52051311A patent/JPS6055506B2/ja not_active Expired
- 1977-05-06 PL PL1977213795A patent/PL125548B1/pl unknown
- 1977-05-06 NL NL7704993A patent/NL7704993A/xx not_active Application Discontinuation
- 1977-05-06 PL PL1977197928A patent/PL121491B1/pl unknown
- 1977-05-06 BE BE177343A patent/BE854347A/xx not_active IP Right Cessation
- 1977-05-06 AR AR267507A patent/AR212468A1/es active
- 1977-05-06 FR FR7713900A patent/FR2368471A1/fr active Granted
- 1977-05-07 EG EG265/77A patent/EG12889A/xx active
-
1978
- 1978-03-08 AR AR271308A patent/AR213748A1/es active
- 1978-04-28 ES ES469265A patent/ES469265A1/es not_active Expired
-
1980
- 1980-05-14 FR FR8010848A patent/FR2479833A1/fr active Granted
-
1984
- 1984-05-04 JP JP59088545A patent/JPS601126A/ja active Pending
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2374221C2 (ru) * | 2003-05-22 | 2009-11-27 | Рем Гмбх Унд Ко. Кг | Способ непрерывного получения алкиламино(мет)акриламидов |
| RU2546670C2 (ru) * | 2009-04-07 | 2015-04-10 | Эвоник Рем ГмбХ | Способ непрерывного получения алкиламино(мет)акриламидов |
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