Knowledge (XXG)

Sematilide

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Lumma, William C.; Wohl, Ronald A.; Davey, David D.; Argentieri, Thomas M.; DeVita, Robert J.; Gomez, Robert P.; Jain, Vijay K.; Marisca, Anthony J.; Morgan, Thomas K. (1987). "Rational design of 4-benzamides as class III antiarrhythmic agents". Journal of Medicinal Chemistry 30 (5): 755–758.
431:) and mesyl chloride gives the sulfonamide, Ethyl 4-(Methylsulfonamido)benzoate . Base saponification followed by the removal of the water from the reaction mixture gives 4-benzoic acid sodium salt ( 381: 533: 297: 103: 526: 262: 572: 567: 557: 519: 388: 193: 226: 435:). Halogenation with thionyl chloride gives 4-Benzoyl Chloride . Amide formation with N,N-Diethylethylenediamine ( 271:
InChI=1S/C14H23N3O3S/c1-4-17(5-2)11-10-15-14(18)12-6-8-13(9-7-12)16-21(3,19)20/h6-9,16H,4-5,10-11H2,1-3H3,(H,15,18)
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InChI=1/C14H23N3O3S/c1-4-17(5-2)11-10-15-14(18)12-6-8-13(9-7-12)16-21(3,19)20/h6-9,16H,4-5,10-11H2,1-3H3,(H,15,18)
154: 160: 552: 123: 404: 36: 562: 243: 57: 503: 499: 320: 74: 67: 209: 202: 143: 411:, differing only by the placement of a mesyl sulfonamide moiety to the anilino nitrogen. 247: 359: 546: 214: 79: 419: 408: 182: 491: 475: 347: 134: 169: 23: 114: 358:
Except where otherwise noted, data are given for materials in their
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The reaction between Benzocaine (Ethyl 4-Aminobenzoate) (
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David D. Davey, William C. Lumma, Jr., Ronald A. Wohl,
376: 181: 73: 66: 527: 8: 534: 520: 246: 142: 15: 208: 201: 456: 302: 267: 242: 159: 274:Key: KHYPYQZQJSBPIX-UHFFFAOYSA-N 122: 7: 488: 486: 305:O=S(=O)(Nc1ccc(cc1)C(=O)NCCN(CC)CC)C 284:Key: KHYPYQZQJSBPIX-UHFFFAOYAU 172: 506:. You can help Knowledge (XXG) by 439:) then concludes the synthesis of 407:. It is the same structure as for 14: 44:--4-(methanesulfonamido)benzamide 490: 366: 22: 362:(at 25 °C , 100 kPa). 1: 589: 485: 352:313.42 g/mol 356: 313: 293: 258: 50: 35: 30: 21: 479:(1985 to Schering A.G.). 464:doi:10.1021/jm00388a001. 573:Organic compound stubs 568:Diethylamino compounds 498:This article about an 424: 558:Antiarrhythmic agents 476:U.S. patent 4,544,654 422: 405:antiarrhythmic agent 37:Preferred IUPAC name 18: 425: 423:Synthesis: Patent: 389:Infobox references 16: 515: 514: 397:Chemical compound 395: 394: 227:CompTox Dashboard 104:Interactive image 580: 536: 529: 522: 500:organic compound 494: 487: 480: 478: 471: 465: 461: 379: 373: 370: 369: 321:Chemical formula 251: 250: 235: 233: 212: 205: 185: 174: 163: 146: 126: 106: 77: 70: 26: 19: 588: 587: 583: 582: 581: 579: 578: 577: 543: 542: 541: 540: 484: 483: 474: 472: 468: 462: 458: 453: 417: 398: 391: 386: 385: 384:  ?) 375: 371: 367: 363: 341: 337: 333: 329: 323: 309: 306: 301: 300: 289: 286: 285: 282: 276: 275: 272: 266: 265: 254: 236: 229: 220: 188: 175: 149: 129: 109: 96: 85: 60: 46: 45: 12: 11: 5: 586: 584: 576: 575: 570: 565: 560: 555: 545: 544: 539: 538: 531: 524: 516: 513: 512: 495: 482: 481: 466: 455: 454: 452: 449: 416: 413: 396: 393: 392: 387: 365: 364: 360:standard state 357: 354: 353: 350: 344: 343: 339: 335: 331: 327: 324: 319: 316: 315: 311: 310: 308: 307: 304: 296: 295: 294: 291: 290: 288: 287: 283: 280: 279: 277: 273: 270: 269: 261: 260: 259: 256: 255: 253: 252: 239: 237: 225: 222: 221: 219: 218: 206: 198: 196: 190: 189: 187: 186: 178: 176: 168: 165: 164: 157: 151: 150: 148: 147: 139: 137: 131: 130: 128: 127: 119: 117: 111: 110: 108: 107: 99: 97: 90: 87: 86: 84: 83: 71: 63: 61: 56: 53: 52: 48: 47: 40: 39: 33: 32: 28: 27: 13: 10: 9: 6: 4: 3: 2: 585: 574: 571: 569: 566: 564: 561: 559: 556: 554: 551: 550: 548: 537: 532: 530: 525: 523: 518: 517: 511: 509: 505: 501: 496: 493: 489: 477: 470: 467: 460: 457: 450: 448: 446: 442: 438: 434: 430: 421: 414: 412: 410: 406: 402: 390: 383: 378: 361: 355: 351: 349: 346: 345: 325: 322: 318: 317: 312: 303: 299: 292: 278: 268: 264: 257: 249: 245: 244:DTXSID0058720 241: 240: 238: 228: 224: 223: 216: 211: 207: 204: 200: 199: 197: 195: 192: 191: 184: 180: 179: 177: 171: 167: 166: 162: 158: 156: 153: 152: 145: 141: 140: 138: 136: 133: 132: 125: 121: 120: 118: 116: 113: 112: 105: 101: 100: 98: 94: 89: 88: 81: 76: 72: 69: 65: 64: 62: 59: 55: 54: 49: 43: 38: 34: 29: 25: 20: 553:Sulfonamides 508:expanding it 497: 469: 459: 444: 440: 436: 432: 428: 426: 409:procainamide 400: 399: 51:Identifiers 41: 314:Properties 124:ChEMBL95804 75:101526-62-9 68:101526-83-4 17:Sematilide 563:Benzamides 547:Categories 451:References 441:Sematilide 401:Sematilide 348:Molar mass 210:1B8MC21ZI2 203:0NHB13IN3R 161:Sematilide 135:ChemSpider 91:3D model ( 58:CAS Number 415:Synthesis 342:S 382:what is 380: ( 213: ( 170:PubChem 78: ( 403:is an 377:verify 374:  298:SMILES 115:ChEMBL 31:Names 502:is a 263:InChI 183:58505 144:52715 93:JSmol 504:stub 194:UNII 155:MeSH 447:). 232:EPA 215:HCl 173:CID 80:HCl 549:: 332:23 328:14 535:e 528:t 521:v 510:. 445:4 443:( 437:3 433:2 429:1 372:N 340:3 338:O 336:3 334:N 330:H 326:C 234:) 230:( 217:) 95:) 82:) 42:N

Index


Preferred IUPAC name
CAS Number
101526-83-4
101526-62-9
HCl
JSmol
Interactive image
ChEMBL
ChEMBL95804
ChemSpider
52715
MeSH
Sematilide
PubChem
58505
UNII
0NHB13IN3R
1B8MC21ZI2
HCl
CompTox Dashboard
DTXSID0058720
Edit this at Wikidata
InChI
SMILES
Chemical formula
Molar mass
standard state
verify
what is

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