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Azacosterol

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InChI=1S/C25H44N2O/c1-24-13-11-19(28)17-18(24)7-8-20-21-9-10-23(25(21,2)14-12-22(20)24)27(5)16-6-15-26(3)4/h7,19-23,28H,6,8-17H2,1-5H3/t19-,20-,21-,22-,23-,24-,25-/m0/s1
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Counsell RE, Klimstra PD, Ranney RE (November 1962). "Hypocholesterolemic Agents. III.1N-Methyl-N-(dialkylamino)alkyl-17β-aminoandrost-5-en-3β-ol Derivatives".
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20,25-Diazacholesterol; 20,25-Azacholesterol; Azasterol; Diazasterol; SC-12937; DAC; IMD-760; 17β-(3-(Dimethylamino)propyl)methyl-
1612: 1533: 775: 652: 625: 598: 805: 409: 1605: 698: 520:. Although it primarily acts to inhibit 24-DHCR, the drug also inhibits other steps in cholesterol biosynthesis. The 423: 378: 1550: 843: 798: 505: 93: 1643: 1068: 834: 213: 242: 253: 436: 1494: 1653: 1393: 1359: 1274: 1016: 456:(hypocholesteremic), which was marketed previously, but has since been discontinued. It is also an 269: 17: 1538: 1418: 1413: 1388: 1355: 1317: 1101: 1020: 956: 883: 71: 1403: 1398: 471: 763: 642: 588: 1585: 1408: 875: 674: 615: 202: 1449: 1175: 1034: 453: 222: 528:
production, steroid hormones being synthesized from cholesterol. Due to prevention of the
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The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies
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Concise Dictionary of Pharmacological Agents: Properties and Synonyms
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of desmosterol, the drug causes it to accumulate, in turn producing
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effects of the drug in birds are mediated by inhibition of
490: 457: 640: 424: 620:. Springer Science & Business Media. pp. 43–. 721: 437: 724:Journal of Medicinal and Pharmaceutical Chemistry 1630: 764:"Lipids in normal and pathological desquamation" 181: 820: 757: 755: 753: 672: 150: 668: 666: 664: 1613: 806: 641:William Andrew Publishing (22 October 2013). 634: 607: 750: 715: 673:Singh H, Kapoor VK, Paul D (January 1979). 661: 1639:24-Dehydrocholesterol reductase inhibitors 1620: 1606: 813: 799: 613: 272: 201: 1480:Magnesium pyridoxal 5-phosphate glutamate 647:(3rd ed.). Elsevier. pp. 463–. 644:Pharmaceutical Manufacturing Encyclopedia 429:Tooltip International Nonproprietary Name 221: 761: 366:C12CC3(1CC2N(C)CCCN(C)C)CC=C43(CC(C4)O)C 768:Advances in Lipid Research: Skin Lipids 580: 268: 14: 1631: 614:Morton IK, Hall JM (31 October 1999). 794: 241: 1568: 586: 172: 24: 675:"Heterosteroids and drug research" 442:Tooltip United States Adopted Name 25: 1670: 844:Cholesterol absorption inhibitors 1659:Cardiovascular system drug stubs 1572: 307: 301: 47: 38: 762:Williams ML (21 January 2016). 679:Progress in Medicinal Chemistry 506:24-dehydrocholesterol reductase 391:Key:FMTFZYKYVZBISL-HUVRVWIJSA-N 770:. Elsevier. pp. 218–220. 313: 295: 13: 1: 691:10.1016/s0079-6468(08)70187-5 573: 1592:. You can help Knowledge by 7: 593:. Springer. pp. 110–. 587:Elks J (14 November 2014). 551: 133:-cyclopentaphenanthren-3-ol 10: 1675: 1567: 508:(24-DHCR), preventing the 285:Chemical and physical data 1528: 1495:Omega−3-acid ethyl esters 1442: 1381: 1350: 1312: 1269: 1249: 1166: 1156: 1147: 1119: 1096: 1063: 1014: 947: 938: 874: 842: 833: 470:populations via inducing 454:cholesterol-lowering drug 433:azacosterol hydrochloride 399: 374: 354: 332: 319: 289: 284: 252: 232: 212: 192: 167: 141: 89: 84: 70: 60: 55: 46: 37: 1584:article relating to the 1394:Bempedoic acid/ezetimibe 1015:Niacin and derivatives ( 493:have been replaced with 66:amino)androst-5-en-3β-ol 1419:Fenofibrate/simvastatin 1414:Fenofibrate/pravastatin 1389:Amlodipine/atorvastatin 500:Azacosterol acts as an 1404:Ezetimibe/rosuvastatin 1399:Ezetimibe/atorvastatin 876:Bile acid sequestrants 540:, particularly of the 450:20,25-diazacholesterol 1586:cardiovascular system 1409:Ezetimibe/simvastatin 822:Lipid-lowering agents 766:. In Elias PM (ed.). 1644:Hypolipidemic agents 1450:Alipogene tiparvovec 1176:Aluminium clofibrate 1035:Aluminium nicotinate 1186:Choline fenofibrate 736:10.1021/jm01241a014 568:X-linked ichthyosis 34: 1555:Never to phase III 1434:Niacin/simvastatin 1424:Niacin/laropiprant 30: 1601: 1600: 1565: 1564: 1429:Niacin/lovastatin 1377: 1376: 1265: 1264: 1143: 1142: 1098:ATP citrate lyase 1055:Nicotinyl alcohol 953:HMG-CoA reductase 934: 933: 777:978-1-4832-1545-7 654:978-0-8155-1856-3 627:978-0-7514-0499-9 600:978-1-4757-2085-3 463:used to control 448:), also known as 417: 416: 345:Interactive image 254:CompTox Dashboard 27:Chemical compound 16:(Redirected from 1666: 1622: 1615: 1608: 1576: 1569: 1314:PCSK9 inhibitors 1164: 1163: 1154: 1153: 945: 944: 840: 839: 815: 808: 801: 792: 791: 782: 781: 759: 748: 747: 719: 713: 712: 670: 659: 658: 638: 632: 631: 611: 605: 604: 584: 474:. The drug is a 443: 439: 430: 426: 413: 412: 405: 347: 327: 315: 309: 303: 297: 277: 276: 262: 260: 245: 225: 205: 185: 175: 174: 154: 51: 42: 35: 33: 29: 21: 1674: 1673: 1669: 1668: 1667: 1665: 1664: 1663: 1654:Withdrawn drugs 1629: 1628: 1627: 1626: 1566: 1561: 1560: 1545:Clinical trials 1524: 1438: 1373: 1346: 1308: 1271:CETP inhibitors 1261: 1245: 1139: 1130:Dextrothyroxine 1115: 1092: 1059: 1010: 930: 870: 829: 819: 788: 786: 785: 778: 760: 751: 720: 716: 701: 671: 662: 655: 639: 635: 628: 612: 608: 601: 585: 581: 576: 558:Desmosterolosis 554: 526:steroid hormone 441: 428: 408: 406: 403:(what is this?) 400: 395: 392: 387: 382: 381: 370: 367: 362: 361: 350: 325: 312: 306: 300: 280: 256: 248: 228: 208: 188: 171: 163: 155: 137: 134: 97: 96: 73: 65: 28: 23: 22: 15: 12: 11: 5: 1672: 1662: 1661: 1656: 1651: 1646: 1641: 1625: 1624: 1617: 1610: 1602: 1599: 1598: 1577: 1563: 1562: 1559: 1558: 1557: 1556: 1553: 1542: 1536: 1530: 1529: 1526: 1525: 1523: 1522: 1517: 1512: 1507: 1502: 1497: 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633: 626: 606: 599: 578: 577: 575: 572: 571: 570: 565: 560: 553: 550: 538:hyperkeratosis 461:chemosterilant 444:) (brand name 415: 414: 397: 396: 394: 393: 390: 388: 385: 377: 376: 375: 372: 371: 369: 368: 365: 357: 356: 355: 352: 351: 349: 348: 340: 338: 330: 329: 323: 317: 316: 310: 304: 298: 293: 287: 286: 282: 281: 279: 278: 265: 263: 250: 249: 247: 246: 238: 236: 230: 229: 227: 226: 218: 216: 210: 209: 207: 206: 198: 196: 190: 189: 187: 186: 178: 176: 165: 164: 162: 161: 147: 145: 139: 138: 136: 135: 100: 92: 91: 90: 87: 86: 82: 81: 76: 74:administration 68: 67: 62: 58: 57: 53: 52: 44: 43: 26: 9: 6: 4: 3: 2: 1671: 1660: 1657: 1655: 1652: 1650: 1647: 1645: 1642: 1640: 1637: 1636: 1634: 1623: 1618: 1616: 1611: 1609: 1604: 1603: 1597: 1595: 1591: 1587: 1583: 1578: 1575: 1571: 1570: 1554: 1552: 1549: 1548: 1546: 1543: 1540: 1537: 1535: 1532: 1531: 1527: 1521: 1518: 1516: 1513: 1511: 1508: 1506: 1503: 1501: 1498: 1496: 1493: 1491: 1488: 1486: 1483: 1481: 1478: 1476: 1473: 1471: 1468: 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270:DTXSID1058509 267: 266: 264: 255: 251: 244: 243:ChEMBL1615357 240: 239: 237: 235: 231: 224: 220: 219: 217: 215: 211: 204: 200: 199: 197: 195: 191: 184: 180: 179: 177: 170: 166: 159: 158:hydrochloride 153: 149: 148: 146: 144: 140: 132: 128: 124: 120: 116: 112: 108: 104: 99: 98: 95: 88: 83: 80: 77: 75: 69: 63: 59: 56:Clinical data 54: 50: 45: 41: 36: 19: 1594:expanding it 1579: 1520:Volanesorsen 1454: 1382:Combinations 1354:inhibitors ( 1196:Clinofibrate 1191:Ciprofibrate 1100:inhibitors ( 1067:inhibitors ( 1050:Nicofuranose 1001:Rosuvastatin 991:Pitavastatin 971:Cerivastatin 966:Atorvastatin 787: 767: 727: 723: 717: 682: 678: 643: 636: 616: 609: 589: 582: 534:side effects 499: 449: 445: 432: 419: 418: 407:   401:   130: 126: 122: 118: 114: 110: 106: 102: 1541:from market 1500:Policosanol 1475:Lapaquistat 1455:Azacosterol 1332:Bococizumab 1304:Torcetrapib 1299:Obicetrapib 1294:Evacetrapib 1289:Dalcetrapib 1284:Anacetrapib 1236:Ronifibrate 1231:Pemafibrate 1221:Gemfibrozil 1216:Fenofibrate 1181:Bezafibrate 1088:Mitratapide 1078:Dirlotapide 1006:Simvastatin 996:Pravastatin 976:Fluvastatin 926:glucomannan 893:Colesevelam 518:desmosterol 514:cholesterol 484:cholesterol 420:Azacosterol 328: g·mol 156:1249-84-9 ( 85:Identifiers 61:Other names 32:Azacosterol 1633:Categories 1515:Triparanol 1490:Mipomersen 1470:Darapladib 1465:Benfluorex 1460:Azalanstat 1369:Evinacumab 1342:Inclisiran 1337:Evolocumab 1327:Alirocumab 1241:Simfibrate 1211:Etofibrate 1206:Clofibride 1201:Clofibrate 1135:Resmetirom 1083:Lomitapide 1045:Niceritrol 986:Mevastatin 981:Lovastatin 903:Colestipol 898:Colestilan 861:Hyzetimibe 685:: 35–149. 574:References 563:Triparanol 530:metabolism 480:derivative 333:3D model ( 321:Molar mass 223:EPT876J73A 194:ChemSpider 143:CAS Number 94:IUPAC name 1551:Phase III 1539:Withdrawn 1226:Nafenopin 913:Colextran 866:SCH-48461 856:Ezetimibe 510:formation 502:inhibitor 472:sterility 72:Routes of 1510:Tiadenol 1505:Probucol 1485:Meglutol 1257:GW501516 1168:Fibrates 1030:Acipimox 922:psyllium 920:such as 835:GI tract 744:14056455 552:See also 536:such as 495:nitrogen 446:Ornitrol 410:(verify) 183:10023199 152:313-05-3 79:By mouth 18:Ornitrol 1649:Sterols 1352:ANGPTL3 949:Statins 497:atoms. 452:, is a 326:388.640 291:Formula 203:8198772 169:PubChem 1534:WHO-EM 1250:Others 1123:(VLDL) 1040:Niacin 880:resins 848:NPC1L1 774:  742:  707:  697:  651:  624:  597:  488:carbon 476:sterol 468:pigeon 431:), or 359:SMILES 234:ChEMBL 1588:is a 1580:This 1443:Other 1160:(LDL) 940:Liver 709:95596 546:soles 542:palms 516:from 491:atoms 458:avian 379:InChI 335:JSmol 1590:stub 1582:drug 1069:VLDL 1065:MTTP 1019:and 924:and 772:ISBN 740:PMID 705:PMID 695:ISBN 649:ISBN 622:ISBN 595:ISBN 544:and 478:and 465:pest 438:USAN 214:UNII 1360:HDL 1356:LDL 1318:LDL 1275:HDL 1102:LDL 1021:LDL 1017:HDL 957:LDL 884:LDL 826:C10 732:doi 687:doi 512:of 504:of 482:of 425:INN 259:EPA 173:CID 125:,17 121:,14 117:,13 113:,10 1635:: 1547:: 955:, 846:, 752:^ 738:. 728:91 726:. 703:. 693:. 683:16 681:. 677:. 663:^ 548:. 305:44 299:25 109:,9 105:,8 101:(3 1621:e 1614:t 1607:v 1596:. 1362:) 1358:/ 1320:) 1316:( 1277:) 1273:( 1104:) 1071:) 1023:) 959:) 951:( 886:) 882:( 878:/ 828:) 824:( 814:e 807:t 800:v 780:. 746:. 734:: 711:. 689:: 657:. 630:. 603:. 435:( 422:( 337:) 314:O 311:2 308:N 302:H 296:C 261:) 257:( 160:) 131:H 127:S 123:S 119:S 115:R 111:S 107:R 103:S 20:)

Index

Ornitrol

Ball-and-stick model of azacosterol
Routes of
administration

By mouth
IUPAC name
CAS Number
313-05-3
hydrochloride
PubChem
10023199
ChemSpider
8198772
UNII
EPT876J73A
ChEMBL
ChEMBL1615357
CompTox Dashboard
DTXSID1058509
Edit this at Wikidata
Formula
Molar mass
JSmol
Interactive image
SMILES
InChI
(what is this?)
(verify)
INN
USAN

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