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p-Phenetidine

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245: 136: 38: 553: 491:-Phenetidine has high renal toxicity and it is believed to be responsible for the adverse effects that led to the withdrawal of phenacetin and bucetin from pharmaceutical use. 568:
Kankuri, Esko; Solatunturi, Erkka; Vapaatalo, Heikki (2003). "Effects of phenacetin and its metabolite p-phenetidine on COX-1 and COX-2 activities and expression in vitro".
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of phenetidine. It is used as an intermediate in the synthesis of pharmaceutical drugs, dyes, and the sweetener
143: 113: 131: 481:. It is also used as a chemical intermediate in the manufacture of bucetin, phenacetin, ethoxyquin, and 50: 240: 79: 626: 585: 577: 387: 307: 211: 244: 135: 89: 415: 581: 545: 620: 376: 366: 124: 606: 175: 403: 482: 478: 474: 466: 335: 37: 589: 17: 470: 356: 162: 144: 456: 452: 414:
Except where otherwise noted, data are given for materials in their
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Colorless liquid; turns red to brown on exposure to air
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InChI=1S/C8H11NO/c1-2-10-8-5-3-7(9)4-6-8/h3-6H,2,9H2,1H3
443:) is a chemical compound with the molecular formula C 607:"Ethoxyquin: EFSA safety assessment inconclusive" 174: 88: 609:. European Food Safety Authority. 2015-11-18. 8: 554:Institute for Occupational Safety and Health 243: 134: 26: 563: 561: 495:-Phenetidine is also a possible mutagen. 210: 541: 539: 537: 535: 533: 510: 508: 504: 289: 264: 239: 601: 599: 408:116 °C (241 °F; 389 K) 381:254 °C (489 °F; 527 K) 125: 271:Key: IMPPGHMHELILKG-UHFFFAOYSA-N 7: 371:3 °C (37 °F; 276 K) 165: 25: 325: 319: 36: 518:(12th ed.). p. 1244. 418:(at 25 °C , 100 kPa). 328: 313: 67:-Phenetidine; 4-Aminophenetole 1: 582:10.1016/S0049-3848(03)00416-X 469:of the pharmaceutical drugs 451:NO. It is one of the three 648: 550:GESTIS Substance Database 412: 397: 300: 280: 255: 72: 61: 49: 44: 35: 477:and of the preservative 632:Human drug metabolites 51:Preferred IUPAC name 570:Thrombosis Research 388:Solubility in water 343: g·mol 32: 465:-Phenetidine is a 422:Infobox references 27: 430:Chemical compound 428: 427: 292:CCOC1=CC=C(C=C1)N 224:CompTox Dashboard 114:Interactive image 16:(Redirected from 639: 611: 610: 603: 594: 593: 576:(5–6): 299–303. 565: 556: 543: 528: 527: 512: 342: 330: 327: 321: 315: 308:Chemical formula 248: 247: 232: 230: 214: 178: 167: 146: 138: 127: 116: 92: 40: 33: 21: 647: 646: 642: 641: 640: 638: 637: 636: 617: 616: 615: 614: 605: 604: 597: 567: 566: 559: 544: 531: 514: 513: 506: 501: 450: 446: 441:4-ethoxyaniline 431: 424: 419: 393:20 g/L (20 °C) 390: 340: 324: 318: 310: 296: 293: 288: 287: 276: 273: 272: 269: 263: 262: 251: 233: 226: 217: 197: 181: 168: 156: 119: 106: 95: 82: 68: 57: 56: 55:4-Ethoxyaniline 23: 22: 15: 12: 11: 5: 645: 643: 635: 634: 629: 619: 618: 613: 612: 595: 557: 529: 503: 502: 500: 497: 448: 444: 429: 426: 425: 420: 416:standard state 413: 410: 409: 406: 400: 399: 395: 394: 391: 386: 383: 382: 379: 373: 372: 369: 363: 362: 359: 353: 352: 349: 345: 344: 338: 332: 331: 322: 316: 311: 306: 303: 302: 298: 297: 295: 294: 291: 283: 282: 281: 278: 277: 275: 274: 270: 267: 266: 258: 257: 256: 253: 252: 250: 249: 236: 234: 222: 219: 218: 216: 215: 207: 205: 199: 198: 196: 195: 191: 189: 183: 182: 180: 179: 171: 169: 161: 158: 157: 155: 154: 150: 148: 140: 139: 129: 121: 120: 118: 117: 109: 107: 100: 97: 96: 94: 93: 85: 83: 78: 75: 74: 70: 69: 63: 59: 58: 54: 53: 47: 46: 42: 41: 24: 14: 13: 10: 9: 6: 4: 3: 2: 644: 633: 630: 628: 625: 624: 622: 608: 602: 600: 596: 591: 587: 583: 579: 575: 571: 564: 562: 558: 555: 551: 547: 542: 540: 538: 536: 534: 530: 525: 523: 517: 511: 509: 505: 498: 496: 494: 490: 486: 484: 480: 476: 472: 468: 464: 460: 458: 454: 442: 438: 436: 423: 417: 411: 407: 405: 402: 401: 396: 392: 389: 385: 384: 380: 378: 377:Boiling point 375: 374: 370: 368: 367:Melting point 365: 364: 360: 358: 355: 354: 350: 347: 346: 339: 337: 334: 333: 312: 309: 305: 304: 299: 290: 286: 279: 265: 261: 254: 246: 242: 241:DTXSID0025864 238: 237: 235: 225: 221: 220: 213: 209: 208: 206: 204: 201: 200: 193: 192: 190: 188: 185: 184: 177: 173: 172: 170: 164: 160: 159: 152: 151: 149: 147: 142: 141: 137: 133: 130: 128: 126:ECHA InfoCard 123: 122: 115: 111: 110: 108: 104: 99: 98: 91: 87: 86: 84: 81: 77: 76: 71: 66: 60: 52: 48: 43: 39: 34: 31:-Phenetidine 30: 19: 573: 569: 524:-Phenetidine 521: 519: 515: 492: 488: 487: 462: 461: 440: 437:-Phenetidine 434: 433: 432: 187:RTECS number 73:Identifiers 64: 62:Other names 28: 516:Merck Index 404:Flash point 348:Appearance 301:Properties 132:100.005.324 18:Phenetidine 621:Categories 499:References 483:phenacaine 479:ethoxyquin 475:phenacetin 467:metabolite 361:1.07 g/mL 336:Molar mass 212:9TSL224ZSE 101:3D model ( 80:CAS Number 194:SI6465500 153:205-855-5 145:EC Number 627:Anilines 590:14592552 398:Hazards 90:156-43-4 552:of the 548:in the 546:Record 471:bucetin 453:isomers 357:Density 341:137.182 163:PubChem 588:  520:7373. 457:dulcin 285:SMILES 45:Names 260:InChI 103:JSmol 586:PMID 473:and 203:UNII 176:9076 65:para 578:doi 574:110 229:EPA 166:CID 623:: 598:^ 584:. 572:. 560:^ 532:^ 507:^ 485:. 459:. 449:11 323:11 592:. 580:: 526:. 522:p 493:p 489:p 463:p 447:H 445:8 439:( 435:p 329:O 326:N 320:H 317:8 314:C 231:) 227:( 105:) 29:p 20:)

Index

Phenetidine

Preferred IUPAC name
CAS Number
156-43-4
JSmol
Interactive image
ECHA InfoCard
100.005.324
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EC Number
PubChem
9076
RTECS number
UNII
9TSL224ZSE
CompTox Dashboard
DTXSID0025864
Edit this at Wikidata
InChI
SMILES
Chemical formula
Molar mass
Density
Melting point
Boiling point
Solubility in water
Flash point
standard state
Infobox references

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