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Bezafibrate

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severity marker. In addition, a prospective observational study of dyslipidemic patients with diabetes or hyperglycemia showed that bezafibrate significantly reduces haemoglobin A1c (HbA1c) concentration as a function of baseline HbA1c levels, regardless of concurrent use of antidiabetic drugs.
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The combination of a cholesterol-lowering drug, bezafibrate, and a contraceptive steroid, medroxyprogesterone acetate, could be an effective, non-toxic treatment for a range of cancers, researchers at the University of Birmingham have found.
2301: 2162: 1943: 1061:, Witte EC, Stach K, Stork H, Thiel M, Schmidt F, "Phenoxyalkylcarbonsäurederivate und Verfahren zur Herstellung derselben ", published 1973-04-05, issued 23 April 1978, assigned to 2278: 602:, the features of which are attenuated by bezafibrate. Studies show that in patients with impaired glucose tolerance, bezafibrate may delay progress to diabetes, and in those with 2283: 2715: 1493: 85: 476: 2481: 2262: 2141: 1922: 1120: 1083:, Witte EC, Stach K, Stork H, Thiel M, Schmidt F, "Phenoxy-alkyl-carboxylic acid compounds", issued 25 December 1973, assigned to 860:"Peroxisome proliferator-activated receptor ligand bezafibrate for prevention of type 2 diabetes mellitus in patients with coronary artery disease" 2597: 2316: 2519: 2489: 2466: 2461: 2446: 2361: 2336: 2456: 2401: 2366: 41: 2494: 2187: 598:, effectively reducing LDL and triglycerides and improving HDL levels. The main effect on cardiovascular morbidity is in patients with the 490: 2602: 2426: 2421: 2416: 2217: 2207: 2046: 2041: 1978: 2252: 2247: 2116: 1906: 686: 2612: 2592: 2572: 2567: 2391: 2126: 2023: 1897: 1787: 697:
Further evidence that substantial bulk tolerance is available in the para position is given by the lipid lowering agent bezafibrate.
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InChI=1S/C19H20ClNO4/c1-19(2,18(23)24)25-16-9-3-13(4-10-16)11-12-21-17(22)14-5-7-15(20)8-6-14/h3-10H,11-12H2,1-2H3,(H,21,22)(H,23,24)
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with ethyl 2-bromo-2-methylpropionate to complete the synthesis. The ester group is hydrolyzed in the alkaline reaction medium.
1841: 1113: 2288: 535: 2720: 778:"Secondary prevention by raising HDL cholesterol and reducing triglycerides in patients with coronary artery disease" 760: 640: 510: 1875: 942:"Effects of bezafibrate on lipid and glucose metabolism in dyslipidemic patients with diabetes: the J-BENEFIT study" 1858: 1151: 1106: 161: 115: 2296: 2157: 1938: 232: 1890: 2693: 2557: 1376: 1142: 607: 402: 283: 2547: 901:"Attenuation of progression of insulin resistance in patients with coronary artery disease by bezafibrate" 363: 352: 819:"Bezafibrate for the secondary prevention of myocardial infarction in patients with metabolic syndrome" 717: 666: 1080: 1058: 2232: 2106: 1802: 1883: 1701: 1667: 1582: 1324: 580: 379: 1846: 1726: 1721: 1696: 1663: 1625: 1409: 1328: 1264: 1191: 1040: 991:
Dumont M, Stack C, Elipenahli C, Jainuddin S, Gerges M, Starkova N, et al. (December 2012).
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Tenenbaum A, Motro M, Fisman EZ, Schwammenthal E, Adler Y, Goldenberg I, et al. (May 2004).
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Tenenbaum A, Fisman EZ, Boyko V, Benderly M, Tanne D, Haim M, et al. (April 2006).
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Behar S, et al. (Bezafibrate Infarction Prevention (BIP) study) (July 2000).
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Tenenbaum A, Motro M, Fisman EZ, Tanne D, Boyko V, Behar S (May 2005).
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It was patented in 1971 and approved for medical use in 1978.
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Tooltip Peroxisome proliferator-activated receptor gamma
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Tooltip Peroxisome proliferator-activated receptor delta
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Tooltip Peroxisome proliferator-activated receptor alpha
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Teramoto T, Shirai K, Daida H, Yamada N (March 2012).
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Like the other fibrates, bezafibrate is an agonist of
231: 1912:Tooltip Peroxisome proliferator-activated receptor 2548: 2707: 211: 1128: 748: 186: 1891: 1114: 169:2-(4-{2-ethyl}phenoxy)-2-methylpropanoic acid 2716:2-Methyl-2-phenoxypropanoic acid derivatives 498:O=C(c1ccc(Cl)cc1)NCCc2ccc(OC(C(=O)O)(C)C)cc2 1898: 1884: 1121: 1107: 405: 382: 271: 27: 1788:Magnesium pyridoxal 5-phosphate glutamate 1016: 967: 957: 916: 875: 834: 793: 291: 699: 378: 251: 64: 2708: 755:. John Wiley & Sons. p. 474. 742: 396: 124: 1879: 1102: 775: 654:Bezafibrate has been shown to reduce 351: 331: 137: 50: 728:Bezafibrate was first introduced by 552:and various other brand names) is a 97: 651:drug combination called Hepaconda. 311: 202: 13: 877:10.1161/01.CIR.0000126824.12785.B6 14: 2737: 2553:Tooltip Selective PPARγ modulator 1152:Cholesterol absorption inhibitors 680: 594:Bezafibrate improves markers of 439: 436: 430: 1073: 749:Fischer J, Ganellin CR (2006). 639:The Australian biotech company 614: 589: 523:Key:IIBYAHWJQTYFKB-UHFFFAOYSA-N 1051: 1033: 984: 933: 892: 851: 810: 769: 442: 424: 1: 2694:Receptor/signaling modulators 905:Archives of Internal Medicine 823:Archives of Internal Medicine 752:Analogue-based Drug Discovery 735: 634: 836:10.1001/archinte.165.10.1154 692: 7: 2437:Muraglitazar (muroglitazar) 10: 2742: 2289:15-Deoxy-Δ-prostaglandin J 946:Cardiovascular Diabetology 918:10.1001/archinte.166.7.737 723: 718:Williamson ether synthesis 643:combines bezafibrate with 623:(abnormal liver enzymes); 606:it slowed progress in the 414:Chemical and physical data 2685: 2621: 2261: 2233:Tetradecylthioacetic acid 2140: 2107:Tetradecylthioacetic acid 1921: 1836: 1803:Omega−3-acid ethyl esters 1750: 1689: 1658: 1620: 1577: 1557: 1474: 1464: 1455: 1427: 1404: 1371: 1322: 1255: 1246: 1182: 1150: 1141: 531: 506: 486: 464: 451: 418: 413: 394: 362: 342: 322: 302: 282: 262: 242: 222: 197: 177: 157: 152: 114: 109: 84: 72: 58: 40: 35: 26: 2721:4-Chlorophenyl compounds 1702:Bempedoic acid/ezetimibe 1323:Niacin and derivatives ( 1085:Boehringer Mannheim GmbH 1063:Boehringer Mannheim GmbH 997:Human Molecular Genetics 52:International Drug Names 1727:Fenofibrate/simvastatin 1722:Fenofibrate/pravastatin 1697:Amlodipine/atorvastatin 959:10.1186/1475-2840-11-29 795:10.1161/01.cir.102.1.21 596:combined hyperlipidemia 2472:Perfluorononanoic acid 2082:Perfluorooctanoic acid 2077:Perfluorononanoic acid 1712:Ezetimibe/rosuvastatin 1707:Ezetimibe/atorvastatin 1184:Bile acid sequestrants 705: 704:Bezafibrate synthesis: 627:and on rare occasions 2067:Palmitoylethanolamide 1717:Ezetimibe/simvastatin 1130:Lipid-lowering agents 703: 645:chenodeoxycholic acid 619:The main toxicity is 2284:5-Oxo-15-hydroxy-ETE 1954:Aluminium clofibrate 1758:Alipogene tiparvovec 1484:Aluminium clofibrate 1343:Aluminium nicotinate 712:-chlorobenzamide of 659:hyperphosphorylation 631:have been reported. 567:. It helps to lower 561:lipid-lowering agent 1494:Choline fenofibrate 730:Boehringer Mannheim 661:and other signs of 133:(Prescription only) 23: 1863:Never to phase III 1742:Niacin/simvastatin 1732:Niacin/laropiprant 1009:10.1093/hmg/dds355 706: 604:insulin resistance 600:metabolic syndrome 19: 2703: 2702: 2062:Oleylethanolamide 1873: 1872: 1737:Niacin/lovastatin 1685: 1684: 1573: 1572: 1451: 1450: 1406:ATP citrate lyase 1363:Nicotinyl alcohol 1261:HMG-CoA reductase 1242: 1241: 1003:(23): 5091–5105. 870:(18): 2197–2202. 829:(10): 1154–1160. 669:having human tau 543: 542: 477:Interactive image 364:CompTox Dashboard 141: 128: 16:Chemical compound 2733: 2554: 2550: 2312:Arachidonic acid 2269: 2265: 2168:Arachidonic acid 2148: 2144: 1959:Arachidonic acid 1929: 1925: 1913: 1909: 1900: 1893: 1886: 1877: 1876: 1622:PCSK9 inhibitors 1472: 1471: 1462: 1461: 1253: 1252: 1148: 1147: 1123: 1116: 1109: 1100: 1099: 1093: 1092: 1091: 1087: 1077: 1071: 1070: 1069: 1065: 1055: 1049: 1048: 1037: 1031: 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2031: 2026: 2021: 2016: 2011: 2006: 2001: 1996: 1995:) (in rodents) 1986: 1981: 1976: 1971: 1966: 1961: 1956: 1951: 1946: 1941: 1932: 1930: 1919: 1918: 1903: 1902: 1895: 1888: 1880: 1871: 1870: 1867: 1866: 1865: 1864: 1861: 1850: 1844: 1838: 1837: 1834: 1833: 1831: 1830: 1825: 1820: 1815: 1810: 1805: 1800: 1795: 1790: 1785: 1780: 1775: 1770: 1765: 1760: 1754: 1752: 1748: 1747: 1745: 1744: 1739: 1734: 1729: 1724: 1719: 1714: 1709: 1704: 1699: 1693: 1691: 1687: 1686: 1683: 1682: 1680: 1679: 1673: 1671: 1656: 1655: 1653: 1652: 1647: 1642: 1637: 1631: 1629: 1618: 1617: 1615: 1614: 1609: 1604: 1599: 1594: 1588: 1586: 1575: 1574: 1571: 1570: 1568: 1567: 1561: 1559: 1555: 1554: 1552: 1551: 1546: 1541: 1536: 1531: 1526: 1521: 1516: 1511: 1506: 1501: 1496: 1491: 1486: 1480: 1478: 1469: 1459: 1453: 1452: 1449: 1448: 1446: 1445: 1440: 1434: 1432: 1425: 1424: 1422: 1421: 1419:Bempedoic acid 1415: 1413: 1402: 1401: 1399: 1398: 1393: 1388: 1382: 1380: 1369: 1368: 1366: 1365: 1360: 1355: 1350: 1345: 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1547: 1545: 1542: 1540: 1537: 1535: 1532: 1530: 1527: 1525: 1522: 1520: 1517: 1515: 1512: 1510: 1507: 1505: 1502: 1500: 1497: 1495: 1492: 1490: 1487: 1485: 1482: 1481: 1479: 1477: 1473: 1470: 1467: 1466:PPAR agonists 1463: 1460: 1458: 1457:Blood vessels 1454: 1444: 1441: 1439: 1436: 1435: 1433: 1430: 1429:Thyromimetics 1426: 1420: 1417: 1416: 1414: 1411: 1407: 1403: 1397: 1394: 1392: 1389: 1387: 1384: 1383: 1381: 1378: 1374: 1370: 1364: 1361: 1359: 1356: 1354: 1351: 1349: 1346: 1344: 1341: 1339: 1336: 1335: 1333: 1330: 1326: 1321: 1315: 1312: 1310: 1307: 1305: 1302: 1300: 1297: 1295: 1292: 1290: 1287: 1285: 1282: 1280: 1277: 1275: 1272: 1271: 1269: 1266: 1262: 1258: 1254: 1251: 1249: 1245: 1235: 1231: 1227: 1226:Soluble fiber 1224: 1222: 1219: 1217: 1216:Colestyramine 1214: 1212: 1209: 1207: 1204: 1202: 1199: 1198: 1196: 1193: 1189: 1185: 1181: 1175: 1172: 1170: 1167: 1165: 1162: 1161: 1159: 1157: 1153: 1149: 1146: 1144: 1140: 1135: 1131: 1124: 1119: 1117: 1112: 1110: 1105: 1104: 1101: 1086: 1082: 1076: 1064: 1060: 1054: 1046: 1045:Science daily 1042: 1036: 1028: 1024: 1019: 1014: 1010: 1006: 1002: 998: 994: 987: 979: 975: 970: 965: 960: 955: 951: 947: 943: 936: 928: 924: 919: 914: 910: 906: 902: 895: 887: 883: 878: 873: 869: 865: 861: 854: 846: 842: 837: 832: 828: 824: 820: 813: 805: 801: 796: 791: 787: 783: 779: 772: 764: 762:9783527607495 758: 754: 753: 745: 741: 733: 731: 721: 719: 715: 711: 702: 698: 690: 688: 678: 674: 672: 668: 664: 660: 657: 652: 650: 646: 642: 632: 630: 626: 622: 612: 609: 605: 601: 597: 587: 584: 582: 578: 574: 570: 566: 562: 558: 555: 551: 548:(marketed as 547: 537: 530: 521: 516: 515: 512: 505: 496: 495: 492: 485: 478: 474: 473: 471: 468: 463: 456: 454: 450: 423: 421: 417: 412: 408: 404: 401: 399: 397:ECHA InfoCard 393: 385: 381: 380:DTXSID3029869 377: 376: 374: 365: 361: 354: 350: 349: 347: 345: 341: 334: 330: 329: 327: 325: 321: 314: 310: 309: 307: 305: 301: 294: 290: 289: 287: 285: 281: 274: 270: 269: 267: 265: 261: 254: 250: 249: 247: 245: 241: 234: 230: 229: 227: 225: 221: 214: 210: 209: 207: 200: 196: 189: 185: 184: 182: 180: 176: 167: 166: 163: 156: 151: 145: 135: 132: 122: 121: 119: 117: 113: 108: 100: 95: 92: 91: 89: 87: 83: 79: 77: 71: 67: 63: 61: 57: 53: 49: 47: 43: 39: 36:Clinical data 34: 30: 25: 2692: 2637:Clinofibrate 2632:Ciprofibrate 2628: 2609: 2585:Antagonists: 2584: 2546: 2540:Troglitazone 2535:Tesaglitazar 2520:Sipoglitazar 2515:Saroglitazar 2490:Ragaglitazar 2477:Pioglitazone 2467:Pemaglitazar 2462:Peliglitazar 2447:Naveglitazar 2412:Lanifibranor 2407:Indeglitazar 2362:Edaglitazone 2357:Darglitazone 2337:Cevoglitazar 2326: 2275: 2240:Antagonists: 2239: 2213:Lanifibranor 2172: 2154: 2124:Antagonists: 2123: 2112:Troglitazone 2102:Tesaglitazar 2092:Saroglitazar 2087:Pioglitazone 2057:Muraglitazar 2029:Lanifibranor 1963: 1935: 1828:Volanesorsen 1690:Combinations 1662:inhibitors ( 1504:Clinofibrate 1499:Ciprofibrate 1488: 1408:inhibitors ( 1375:inhibitors ( 1358:Nicofuranose 1309:Rosuvastatin 1299:Pitavastatin 1279:Cerivastatin 1274:Atorvastatin 1075: 1053: 1044: 1035: 1000: 996: 986: 949: 945: 935: 908: 904: 894: 867: 863: 853: 826: 822: 812: 788:(1): 21–27. 785: 781: 771: 751: 744: 727: 716:undergoes a 709: 707: 696: 684: 675: 653: 638: 618: 615:Side-effects 593: 590:Medical uses 585: 573:triglyceride 549: 545: 544: 533:   353:ChEMBL264374 116:Legal status 110:Legal status 2667:Ronifibrate 2657:Farglitazar 2647:Englitazone 2530:Telmisartan 2457:Oxeglitazar 2402:Imiglitazar 2382:Farglitazar 2372:Englitazone 2367:Efatutazone 2347:Ciglitazone 2342:Chiglitazar 2332:Cannabidiol 2327:Bezafibrate 2307:Aleglitazar 2183:Elafibranor 2173:Bezafibrate 2072:Pemafibrate 2019:Gemfibrozil 2009:Fenofibrate 1999:Elafibranor 1969:Chiglitazar 1964:Bezafibrate 1949:Aleglitazar 1849:from market 1808:Policosanol 1783:Lapaquistat 1763:Azacosterol 1640:Bococizumab 1612:Torcetrapib 1607:Obicetrapib 1602:Evacetrapib 1597:Dalcetrapib 1592:Anacetrapib 1544:Ronifibrate 1539:Pemafibrate 1529:Gemfibrozil 1524:Fenofibrate 1489:Bezafibrate 1396:Mitratapide 1386:Dirlotapide 1314:Simvastatin 1304:Pravastatin 1284:Fluvastatin 1234:glucomannan 1201:Colesevelam 864:Circulation 782:Circulation 656:tau protein 649:hepatitis C 647:in an anti- 546:Bezafibrate 460: g·mol 403:100.050.498 333:CHEBI:47612 153:Identifiers 60:MedlinePlus 21:Bezafibrate 2726:Benzamides 2710:Categories 2677:Simfibrate 2652:Etofibrate 2642:Clofibride 2495:Reglitazar 2223:Seladelpar 2188:Fonadelpar 1993:prasterone 1974:Clofibrate 1915:modulators 1823:Triparanol 1798:Mipomersen 1778:Darapladib 1773:Benfluorex 1768:Azalanstat 1677:Evinacumab 1650:Inclisiran 1645:Evolocumab 1635:Alirocumab 1549:Simfibrate 1519:Etofibrate 1514:Clofibride 1509:Clofibrate 1443:Resmetirom 1391:Lomitapide 1353:Niceritrol 1294:Mevastatin 1289:Lovastatin 1211:Colestipol 1206:Colestilan 1169:Hyzetimibe 1081:US 3781328 1059:DE 2149070 736:References 635:Other uses 559:used as a 465:3D model ( 453:Molar mass 293:Y9449Q51XH 264:ChemSpider 224:IUPHAR/BPS 188:41859-67-0 179:CAS Number 162:IUPAC name 2629:Agonists: 2603:T-0070907 2427:LG-101506 2422:LG-100754 2417:LG-100268 2397:Ibuprofen 2387:Genistein 2322:Berberine 2279:5-Oxo-ETE 2276:Agonists: 2218:LG-101506 2208:L-165,041 2203:GW-501516 2193:Genistein 2155:Agonists: 2047:LG-100754 2042:LG-101506 2014:Genistein 1979:CP-775146 1936:Agonists: 1859:Phase III 1847:Withdrawn 1534:Nafenopin 1221:Colextran 1174:SCH-48461 1164:Ezetimibe 952:(1): 29. 732:in 1977. 693:Synthesis 663:tauopathy 563:to treat 74:Routes of 46:Drugs.com 2689:See also 2610:Unknown: 2377:Etalocib 2352:Daidzein 2302:15-HpETE 2253:GSK-3787 2248:GSK-0660 2178:Daidzein 2163:15-HpETE 2117:WY-14643 2004:Etomoxir 1984:Daidzein 1944:15-HpETE 1818:Tiadenol 1813:Probucol 1793:Meglutol 1565:GW501516 1476:Fibrates 1338:Acipimox 1230:psyllium 1228:such as 1143:GI tract 1027:22922230 978:22439599 927:16606809 886:15123532 845:15911729 804:10880410 714:tyramine 671:mutation 641:Giaconda 625:myopathy 536:(verify) 244:DrugBank 86:ATC code 2613:SR-1664 2593:GW-9662 2573:MK-0533 2568:INT-131 2563:EPI-001 2549:SPPARMs 2392:GW-1929 2297:15-HETE 2198:GW-0742 2158:15-HETE 2127:GW-6471 2024:GW-7647 1939:15-HETE 1660:ANGPTL3 1257:Statins 1018:3490516 969:3342914 724:History 621:hepatic 575:in the 554:fibrate 550:Bezalip 420:Formula 253:DB01393 199:PubChem 102:) 96: ( 94:C10AB02 66:a682711 2598:SR-202 2588:FH-535 2578:S26948 2510:RS5444 2442:nTZDpa 2243:FH-535 2132:MK-886 1842:WHO-EM 1558:Others 1431:(VLDL) 1348:Niacin 1188:resins 1156:NPC1L1 1090:  1068:  1025:  1015:  976:  966:  925:  884:  843:  802:  759:  491:SMILES 458:361.82 344:ChEMBL 313:D01366 144:℞-only 142: 129: 2558:BADGE 2264:PPARγ 2143:PPARδ 1924:PPARα 1751:Other 1468:(LDL) 1248:Liver 687:PPARα 577:blood 511:InChI 467:JSmol 324:ChEBI 273:35728 213:39042 1989:DHEA 1908:PPAR 1377:VLDL 1373:MTTP 1327:and 1232:and 1023:PMID 974:PMID 923:PMID 882:PMID 841:PMID 800:PMID 757:ISBN 708:The 608:HOMA 571:and 557:drug 304:KEGG 284:UNII 233:2668 80:Oral 42:AHFS 1668:HDL 1664:LDL 1626:LDL 1583:HDL 1410:LDL 1329:LDL 1325:HDL 1265:LDL 1192:LDL 1134:C10 1013:PMC 1005:doi 964:PMC 954:doi 913:doi 909:166 872:doi 868:109 831:doi 827:165 790:doi 786:102 665:in 581:HDL 369:EPA 203:CID 131:POM 99:WHO 2712:: 1855:: 1263:, 1154:, 1043:. 1021:. 1011:. 1001:21 999:. 995:. 972:. 962:. 950:11 948:. 944:. 921:. 907:. 903:. 880:. 866:. 862:. 839:. 825:. 821:. 798:. 784:. 780:. 673:. 583:. 437:Cl 434:20 428:19 138:US 125:UK 2555:: 2484:2 2291:2 2036:4 1991:( 1899:e 1892:t 1885:v 1670:) 1666:/ 1628:) 1624:( 1585:) 1581:( 1412:) 1379:) 1331:) 1267:) 1259:( 1194:) 1190:( 1186:/ 1136:) 1132:( 1122:e 1115:t 1108:v 1029:. 1007:: 980:. 956:: 929:. 915:: 888:. 874:: 847:. 833:: 806:. 792:: 765:. 710:p 469:) 446:4 443:O 440:N 431:H 425:C 371:) 367:( 140:: 127:: 44:/

Index


AHFS
Drugs.com
International Drug Names
MedlinePlus
a682711
Routes of
administration

ATC code
C10AB02
WHO
Legal status
POM
℞-only
IUPAC name
CAS Number
41859-67-0
PubChem
39042
IUPHAR/BPS
2668
DrugBank
DB01393
ChemSpider
35728
UNII
Y9449Q51XH
KEGG
D01366
ChEBI
CHEBI:47612

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