467:
122:
25:
915:
908:
264:
in any desired direction. Absent a driving force, thionitrosos form out of nitrosamines, which form out of nitrite esters, which form out of nitrous acid.
2048:
743:
Wang, P. G.; Xian, M.; Tang, X.; Wu, X.; Wen, Z.; Cai, T.; Janczuk, A. J. (2002). "Nitric Oxide Donors: Chemical
Activities and Biological Applications".
673:, pp. 27–28, 209. Williams refers to Traube products as "Drago complexes"; note the typo on p. 27, which should refer to "2:1 complexes".
144:
functionality. The synonymy arises because the R-NO functionality can be interpreted two different ways, depending on the physico-chemical environment:
901:
35:
604:
Mannick, Joan B.; Schonhoff, Christopher M. (7 July 2009). "Review: NO Means No and Yes: Regulation of Cell
Signaling by Protein Nitrosylation".
549:
93:
198:
423:, so that the initial nitroso product (from the first addition) is reduced to a disulfonyl hydroxylamine. A variant on this process with
65:
552:
nitrosate primary amines during the acid environment of the stomach, and the resulting diazonium ions alkylate DNA, leading to cancer.
1677:
350:
2103:
72:
1362:
727:
1528:
1715:
1041:
1332:
79:
1437:
2117:
50:
353:, proton release to the solvent is typically rate-limiting, and the reaction can be suppressed in superacidic conditions.
1799:
1667:
428:
61:
2205:
1367:
1191:
2225:
2053:
1864:
1337:
1077:
569:
Hayton, T. W.; Legzdins, P.; Sharp, W. B. (2002). "Coordination and
Organometallic Chemistry of Metal-NO Complexes".
261:
333:
can substitute directly onto an aromatic ring, but the ring must be substantially activated, because NO is about 14
2235:
1936:
1822:
1755:
1622:
1201:
719:
1087:
975:
537:
If the amine is secondary, then the product is stable, but primary amines decompose in acid to the corresponding
1894:
1768:
1685:
1327:
826:
López-Rodríguez, Rocío; McManus, James A.; Murphy, Natasha S.; Ott, Martin A.; Burns, Michael J. (2020-09-18).
1582:
449:
than the sulfur atom. The formation of an alkyl nitrite from an alcohol and nitrous acid is a common example:
267:
Some form of Lewis acid also enhances the electrophilicity of NO carriers, but the acid need not be Brønsted:
1874:
1705:
1572:
2230:
2134:
1745:
1662:
1394:
1206:
1082:
2034:
1941:
1690:
1422:
541:, and then attack any nearby nucleophile. Nitrosation of a primary amine is thus sometimes referred to as
86:
2131:
1835:
1781:
1644:
1631:
1389:
1092:
1750:
1352:
1322:
2058:
1740:
1555:
1342:
375:
272:
1695:
1399:
1347:
1171:
1166:
1980:
1577:
1317:
1186:
1176:
888:
1592:
1587:
1417:
1404:
1357:
1181:
1107:
1097:
42:
2068:
1998:
1016:
466:
1735:
1720:
1498:
1478:
1447:
1299:
1256:
1021:
1001:
996:
991:
930:
855:
629:
538:
2003:
1794:
1725:
1473:
1452:
1879:
1612:
1006:
986:
1914:
1909:
1523:
1518:
1442:
1276:
1137:
1132:
1127:
1122:
966:
847:
760:
723:
621:
586:
334:
1904:
1899:
1889:
1869:
1602:
1117:
1950:
1544:
1513:
1427:
1378:
1271:
1222:
1102:
839:
752:
613:
578:
302:
287:
1700:
1312:
2138:
1809:
1597:
1432:
1196:
410:
283:
213:
205:
164:
236:
transfer is catalyzed by a strong nucleophile, such as (in increasing order of efficacy)
409:
Although such cations have not been isolated, nitrosating reagents likely coordinate to
360:
typically oxidizes the initially-nitroso product to a nitro compound or diazonium salt.
2158:
1817:
1710:
1607:
1307:
1294:
1281:
927:
403:
368:
314:
306:
232:
solution. Nitrous acid is unstable, and high yields require a rapid reaction rate; NO
229:
2219:
2099:
1848:
1657:
1286:
1266:
1261:
1246:
859:
268:
253:
133:
893:
827:
633:
152:
NO. It commonly occurs to a metal (e.g. iron) or a thiol, leading to nitrosyl iron
2176:
2152:
1483:
1251:
951:
938:
924:
504:
420:
383:
279:
257:
225:
201:
149:
121:
712:
617:
2189:
1960:
1884:
1493:
1488:
1373:
1214:
1112:
956:
542:
507:
493:
481:
446:
245:
185:
There are multiple chemical mechanisms by which this can be achieved, including
178:
24:
2162:
2142:
2076:
1730:
1147:
1142:
1031:
1011:
851:
843:
548:
The stable secondary nitrosamines are carcinogens in rodents. The compounds
2148:
2107:
1970:
1965:
1026:
424:
416:
399:
338:
310:
115:
764:
625:
590:
2182:
cGMP preferring PDE inhibitors (e.g., sildenafil, paraxanthine, tadalafil)
445:-nitroso compounds, but are less reactive because the oxygen atom is less
2169:
2125:
2111:
2026:
1928:
1617:
1508:
1055:
946:
828:"Pathways for N -Nitroso Compound Formation: Secondary Amines and Beyond"
496:
357:
330:
249:
237:
209:
2089:
1955:
1468:
1463:
1412:
1231:
1226:
1152:
1072:
1061:
485:
471:
438:
241:
233:
137:
756:
582:
2185:
2081:
1975:
1538:
291:
186:
286:
notwithstanding. But atmospheric oxygen can oxidize nitric oxide to
275:
may react similarly, but it is unclear if they release NO or NO.
125:
Nitrosylation results in a molecule "R" adducted with the group N=O
500:
489:
465:
379:
120:
132:
are two names for the process of converting organic compounds or
2063:
1990:
1564:
271:, for example, nitrosates best in neutral-to-basic conditions.
16:
Process of converting organic compounds into nitroso derivatives
897:
260:) can also nitrosate under such conditions; and the equilibria
18:
46:
947:
Nitroxyl anion (NO; oxonitrate(1-), hyponitrite anion)
2016:
1989:
1927:
1857:
1808:
1676:
1563:
1554:
1537:
1438:
Methylamine hexamethylene methylamine/NO (MAHMA/NO)
1054:
974:
965:
937:
711:
429:Raschig's hydroxylamine production technique
212:thiols in proteins, which is an important part of
1252:Amyl nitrite (isoamyl nitrite, isopentyl nitrite)
294:ions catalyze disproportionation into NO and NO.
148:Nitrosylation interprets the process as adding a
1113:Naproxcinod (nitronaproxen; AZD-3582, HCT-3012)
156:(e.g., in nitrosylated heme = nitrosylheme) or
252:. Indeed, (meta)stable nitrosation products (
1529:N-Acetyl-N-acetoxy-4-chlorobenzenesulfonamide
1088:Ethylene glycol dinitrate (EGDN; nitroglycol)
909:
8:
140:derivatives, i.e., compounds containing the
51:introducing citations to additional sources
492:. Typically, this reaction occurs when the
398:They are liable to disproportionate to the
1560:
1551:
971:
916:
902:
894:
832:Organic Process Research & Development
1272:Isobutyl nitrite (2-methylpropyl nitrite)
1182:Nitroglycerin (glyceryl trinitrate (GTN))
872:
813:
801:
789:
777:
697:
670:
658:
646:
224:Nitrosation is typically performed with
173:
41:Relevant discussion may be found on the
1348:S-Nitrosocysteine (SNC, CysNO, SNO-Cys)
1338:S-Nitroso-N-valerylpenicillamine (SNVP)
561:
290:, which does nitrosate. Alternatively
1333:S-Nitroso-N-acetylpenicillamine (SNAP)
1207:Sodium trioxodinitrate (Angeli's salt)
163:Nitrosation interprets it as adding a
710:Williams, D. L. H. (1988).
411:sulfides with no hydrogen substituent
7:
2168:non-selective PDE inhibitors (e.g.,
952:Nitric oxide (NO; nitrogen monoxide)
170:. It commonly occurs with amines (–
1192:Pentaerithrityl tetranitrate (PETN)
1078:Diethylene glycol dinitrate (DEGDN)
687:(8th ed.). Wiley. p. 634.
351:electrophilic aromatic substitution
2097:Indirect/downstream NO modulators:
1865:Asymmetric dimethylarginine (ADMA)
14:
1895:Nitroarginine methyl ester (NAME)
1358:S-Nitrosoglutathione (GSNO, SNOG)
1328:S-Nitroso-N-acetylcysteine (SNAC)
1202:Propylene glycol dinitrate (PGDN)
957:Nitrosonium (NO; nitrosyl cation)
228:, formed from acidification of a
419:and sulfinic acids add twice to
34:relies largely or entirely on a
23:
1423:Diethylenetriamine/NO (DETA/NO)
683:Smith, Michael B. (2020).
62:"Nitrosation and nitrosylation"
1623:N-(1-Iminoethyl)-L-ornithine (
1:
2206:Receptor/signaling modulators
1875:Guanidinoethyldisulfide (GED)
1093:Isosorbide mononitrate (ISMN)
1083:Erythritol tetranitrate (ETN)
130:Nitrosation and nitrosylation
1343:S-Nitrosocaptopril (SNO-Cap)
1172:Nitroflurbiprofen (HCT-1026)
1167:Nitroatorvastatin (NCX-6560)
618:10.1080/10715760310001629065
503:attacks the nitrogen of the
309:, are typically prepared by
1818:Aminoguanidine (pimagedine)
1711:Aminoguanidine (pimagedine)
1608:Aminoguanidine (pimagedine)
1372:N-Nitroso compounds (e.g.,
1187:Nitropravastatin (NCX-6550)
1098:Isosorbide dinitrate (ISDN)
484:arise from the reaction of
208:, the conjugation of NO to
2252:
2104:AT-II receptor antagonists
1849:Nitroarginine (NNA, NOARG)
1686:1-Amino-2-hydroxyguanidine
1658:Nitroarginine (NNA, NOARG)
1405:Sodium nitroprusside (SNP)
374:are typically prepared by
113:
2199:
685:March's Organic Chemistry
441:compounds are similar to
1583:3-Chloro-5-nitroindazole
1418:Diethylamine/NO (DEA/NO)
1390:Metal nitrosyl complexes
1318:S-Nitrosoalbumin (SNALB)
1012:Cinaciguat (BAY 58-2667)
844:10.1021/acs.oprd.0c00323
816:, pp. 150–151, 177.
661:, pp. 202, 206–207.
364:Of chalcogen heteroatoms
337:less electrophilic than
189:and chemical synthesis.
114:Not to be confused with
2175:PDE9 inhibitors (e.g.,
1663:Pentamidine isethionate
1573:3-Bromo-7-nitroindazole
1460:Heterocyclic compounds:
984:Activators/stimulators:
199:biological functions of
160:-nitrosothiols (RSNOs).
2132:L-Type calcium channel
804:, pp. 186, 191–2.
474:
298:On the carbon skeleton
126:
1736:Cindunistat (SD-6010)
1691:2-Ethylaminoguanidine
1448:Spermine/NO (SPER/NO)
1245:O-Nitroso compounds (
889:Nitrosation of Amines
606:Free Radical Research
469:
453:ROH + HONO → RONO + H
390:RSH + HONO → RSNO + H
284:Traube-type reactions
282:is a poor nitrosant,
124:
2122:receptor antagonists
1795:Ronopterin (VAS-203)
1494:Molsidomine (SIN-10)
1415:(diazeniumdiolates):
1395:Roussin's black salt
1108:Mannitol hexanitrate
720:Cambridge University
47:improve this article
1489:Linsidomine (SIN-1)
1386:Nitrosyl compounds:
1353:S-Nitrosodiclofenac
1323:S-Nitrosated AR545C
1308:S-Nitroso compounds
792:, pp. 182–183.
780:, pp. 174–175.
722:. pp. 59, 61.
2226:Chemical reactions
1400:Roussin's red salt
1257:Cyclohexyl nitrite
1148:Nipradilol (K-351)
475:
321:RNHOH + → RNO + H
127:
2236:Organic reactions
2213:
2212:
2038:
2029:
2012:
2011:
1945:
1923:
1922:
1843:
1839:
1830:
1826:
1823:N-(1-Iminoethyl)-
1789:
1785:
1776:
1772:
1769:N-(1-Iminoethyl)-
1763:
1759:
1756:N-(1-Iminoethyl)-
1696:2-Iminopiperidine
1652:
1648:
1639:
1635:
1626:
1548:
1277:Isopropyl nitrite
1223:Nitroso compounds
1065:
1050:
1049:
875:, pp. 81–83.
757:10.1021/cr000040l
718:. Cambridge, UK:
700:, pp. 63–70.
583:10.1021/cr000074t
349:. Unusually for
303:Nitroso compounds
220:Organic synthesis
112:
111:
97:
2243:
2139:dihydropyridines
2039:-arginine (NOHA)
2036:
2027:
1981:alpha aminoacids
1951:chlorogenic acid
1946:-arginine (NOHA)
1943:
1841:
1837:
1828:
1824:
1787:
1783:
1774:
1770:
1761:
1757:
1650:
1646:
1637:
1633:
1624:
1578:3-Chloroindazole
1561:
1552:
1542:
1240:
1239:
1177:Nitrofluvastatin
1161:
1160:
1103:Itramin tosilate
1059:
972:
918:
911:
904:
895:
876:
870:
864:
863:
838:(9): 1558–1585.
823:
817:
811:
805:
799:
793:
787:
781:
775:
769:
768:
751:(4): 1091–1134.
745:Chemical Reviews
740:
734:
733:
717:
707:
701:
695:
689:
688:
680:
674:
668:
662:
656:
650:
644:
638:
637:
601:
595:
594:
566:
539:diazonium cation
347:
346:
288:nitrogen dioxide
177:), leading to a
176:
169:
155:
150:nitrosyl radical
143:
107:
104:
98:
96:
55:
27:
19:
2251:
2250:
2246:
2245:
2244:
2242:
2241:
2240:
2216:
2215:
2214:
2209:
2195:
2159:PDE5 inhibitors
2121:
2085:
2072:
2008:
1985:
1919:
1853:
1804:
1672:
1598:7-Nitroindazole
1593:6-Nitroindazole
1588:5-Nitroindazole
1541:
1533:
1310:(thionitrites):
1238:
1235:
1234:
1233:
1197:Propatylnitrate
1159:
1156:
1155:
1154:
1058:
1046:
961:
933:
922:
885:
880:
879:
871:
867:
825:
824:
820:
812:
808:
800:
796:
788:
784:
776:
772:
742:
741:
737:
730:
709:
708:
704:
696:
692:
682:
681:
677:
669:
665:
657:
653:
645:
641:
603:
602:
598:
568:
567:
563:
558:
550:are believed to
532:
528:
521:
517:
499:of a secondary
490:amino compounds
470:Nitrosation of
464:
456:
404:nitrogen oxides
393:
366:
345:
342:
341:
340:
324:
300:
273:Roussin's salts
222:
214:cell signalling
206:S-nitrosylation
195:
193:In biochemistry
175:
171:
167:
165:nitrosonium ion
153:
141:
134:metal complexes
119:
108:
102:
99:
56:
54:
40:
28:
17:
12:
11:
5:
2249:
2247:
2239:
2238:
2233:
2231:Nitrogen cycle
2228:
2218:
2217:
2211:
2210:
2200:
2197:
2196:
2194:
2193:
2183:
2180:
2173:
2166:
2156:
2146:
2129:
2119:
2115:
2100:ACE inhibitors
2093:
2092:
2087:
2083:
2079:
2074:
2070:
2066:
2061:
2056:
2051:
2042:
2041:
2032:
2020:
2018:
2014:
2013:
2010:
2009:
2007:
2006:
2001:
1995:
1993:
1987:
1986:
1984:
1983:
1978:
1973:
1968:
1963:
1958:
1953:
1948:
1939:
1933:
1931:
1925:
1924:
1921:
1920:
1918:
1917:
1912:
1907:
1902:
1897:
1892:
1887:
1882:
1877:
1872:
1867:
1861:
1859:
1855:
1854:
1852:
1851:
1846:
1833:
1820:
1814:
1812:
1806:
1805:
1803:
1802:
1797:
1792:
1779:
1766:
1753:
1748:
1743:
1738:
1733:
1728:
1723:
1718:
1713:
1708:
1703:
1698:
1693:
1688:
1682:
1680:
1674:
1673:
1671:
1670:
1665:
1660:
1655:
1642:
1629:
1620:
1615:
1610:
1605:
1600:
1595:
1590:
1585:
1580:
1575:
1569:
1567:
1558:
1549:
1535:
1534:
1532:
1531:
1526:
1521:
1516:
1511:
1502:
1501:
1496:
1491:
1486:
1471:
1456:
1455:
1450:
1445:
1440:
1435:
1430:
1425:
1420:
1408:
1407:
1402:
1397:
1382:
1381:
1365:
1360:
1355:
1350:
1345:
1340:
1335:
1330:
1325:
1320:
1315:
1303:-Butyl nitrite
1297:
1295:Pentyl nitrite
1292:
1290:-Butyl nitrite
1284:
1282:Methyl nitrite
1279:
1274:
1269:
1264:
1259:
1254:
1247:alkyl nitrites
1236:
1218:
1217:
1212:
1209:
1204:
1199:
1194:
1189:
1184:
1179:
1174:
1169:
1164:
1157:
1150:
1145:
1140:
1135:
1130:
1125:
1120:
1115:
1110:
1105:
1100:
1095:
1090:
1085:
1080:
1068:
1066:
1052:
1051:
1048:
1047:
1045:
1044:
1035:
1034:
1029:
1024:
1019:
1014:
1009:
1004:
999:
994:
989:
980:
978:
969:
963:
962:
960:
959:
954:
949:
943:
941:
935:
934:
923:
921:
920:
913:
906:
898:
892:
891:
884:
883:External links
881:
878:
877:
865:
818:
806:
794:
782:
770:
735:
728:
702:
690:
675:
663:
651:
639:
596:
577:(1): 935–991.
560:
559:
557:
554:
535:
534:
530:
526:
523:
519:
518:+ 2 H → NO + H
515:
463:
460:
459:
458:
454:
396:
395:
391:
372:-nitrosothiols
365:
362:
343:
329:In principle,
327:
326:
322:
315:hydroxylamines
307:nitrosobenzene
299:
296:
254:alkyl nitrites
230:sodium nitrite
221:
218:
194:
191:
183:
182:
161:
110:
109:
103:September 2024
45:. Please help
31:
29:
22:
15:
13:
10:
9:
6:
4:
3:
2:
2248:
2237:
2234:
2232:
2229:
2227:
2224:
2223:
2221:
2208:
2207:
2204:
2198:
2191:
2187:
2184:
2181:
2178:
2174:
2171:
2167:
2164:
2160:
2157:
2154:
2150:
2147:
2144:
2140:
2136:
2133:
2130:
2127:
2123:
2116:
2113:
2109:
2105:
2101:
2098:
2095:
2094:
2091:
2088:
2086:
2080:
2078:
2075:
2073:
2067:
2065:
2062:
2060:
2057:
2055:
2052:
2050:
2047:
2044:
2043:
2040:
2033:
2031:
2025:
2022:
2021:
2019:
2015:
2005:
2002:
2000:
1999:Calmidazolium
1997:
1996:
1994:
1992:
1988:
1982:
1979:
1977:
1974:
1972:
1969:
1967:
1964:
1962:
1959:
1957:
1954:
1952:
1949:
1947:
1940:
1938:
1935:
1934:
1932:
1930:
1926:
1916:
1913:
1911:
1908:
1906:
1903:
1901:
1898:
1896:
1893:
1891:
1888:
1886:
1883:
1881:
1878:
1876:
1873:
1871:
1868:
1866:
1863:
1862:
1860:
1856:
1850:
1847:
1845:
1834:
1832:
1821:
1819:
1816:
1815:
1813:
1811:
1807:
1801:
1798:
1796:
1793:
1791:
1780:
1778:
1767:
1765:
1754:
1752:
1749:
1747:
1744:
1742:
1739:
1737:
1734:
1732:
1729:
1727:
1724:
1722:
1719:
1717:
1714:
1712:
1709:
1707:
1704:
1702:
1699:
1697:
1694:
1692:
1689:
1687:
1684:
1683:
1681:
1679:
1675:
1669:
1666:
1664:
1661:
1659:
1656:
1654:
1643:
1641:
1630:
1628:
1621:
1619:
1616:
1614:
1611:
1609:
1606:
1604:
1601:
1599:
1596:
1594:
1591:
1589:
1586:
1584:
1581:
1579:
1576:
1574:
1571:
1570:
1568:
1566:
1562:
1559:
1557:
1553:
1550:
1546:
1540:
1536:
1530:
1527:
1525:
1522:
1520:
1517:
1515:
1512:
1510:
1507:
1504:
1503:
1500:
1497:
1495:
1492:
1490:
1487:
1485:
1482:
1480:
1475:
1472:
1470:
1467:
1465:
1461:
1458:
1457:
1454:
1451:
1449:
1446:
1444:
1441:
1439:
1436:
1434:
1431:
1429:
1426:
1424:
1421:
1419:
1416:
1414:
1410:
1409:
1406:
1403:
1401:
1398:
1396:
1393:
1391:
1387:
1384:
1383:
1380:
1377:
1375:
1369:
1366:
1364:
1361:
1359:
1356:
1354:
1351:
1349:
1346:
1344:
1341:
1339:
1336:
1334:
1331:
1329:
1326:
1324:
1321:
1319:
1316:
1314:
1311:
1309:
1304:
1302:
1298:
1296:
1293:
1291:
1289:
1285:
1283:
1280:
1278:
1275:
1273:
1270:
1268:
1267:Hexyl nitrite
1265:
1263:
1262:Ethyl nitrite
1260:
1258:
1255:
1253:
1250:
1248:
1242:
1230:
1228:
1224:
1220:
1219:
1216:
1213:
1210:
1208:
1205:
1203:
1200:
1198:
1195:
1193:
1190:
1188:
1185:
1183:
1180:
1178:
1175:
1173:
1170:
1168:
1165:
1163:
1151:
1149:
1146:
1144:
1141:
1139:
1136:
1134:
1131:
1129:
1126:
1124:
1121:
1119:
1116:
1114:
1111:
1109:
1106:
1104:
1101:
1099:
1096:
1094:
1091:
1089:
1086:
1084:
1081:
1079:
1076:
1074:
1070:
1069:
1067:
1063:
1057:
1053:
1043:
1040:
1037:
1036:
1033:
1030:
1028:
1025:
1023:
1020:
1018:
1015:
1013:
1010:
1008:
1005:
1003:
1000:
998:
995:
993:
990:
988:
985:
982:
981:
979:
977:
973:
970:
968:
964:
958:
955:
953:
950:
948:
945:
944:
942:
940:
936:
932:
929:
926:
919:
914:
912:
907:
905:
900:
899:
896:
890:
887:
886:
882:
874:
873:Williams 1988
869:
866:
861:
857:
853:
849:
845:
841:
837:
833:
829:
822:
819:
815:
814:Williams 1988
810:
807:
803:
802:Williams 1988
798:
795:
791:
790:Williams 1988
786:
783:
779:
778:Williams 1988
774:
771:
766:
762:
758:
754:
750:
746:
739:
736:
731:
729:0-521-26796-X
725:
721:
716:
715:
706:
703:
699:
698:Williams 1988
694:
691:
686:
679:
676:
672:
671:Williams 1988
667:
664:
660:
659:Williams 1988
655:
652:
648:
647:Williams 1988
643:
640:
635:
631:
627:
623:
619:
615:
611:
607:
600:
597:
592:
588:
584:
580:
576:
572:
565:
562:
555:
553:
551:
546:
544:
540:
524:
513:
512:
511:
509:
506:
505:electrophilic
502:
498:
495:
491:
488:sources with
487:
483:
479:
473:
468:
461:
452:
451:
450:
448:
444:
440:
436:
432:
430:
426:
422:
418:
414:
412:
407:
405:
401:
389:
388:
387:
385:
381:
377:
373:
371:
363:
361:
359:
354:
352:
348:
336:
332:
320:
319:
318:
316:
312:
308:
304:
297:
295:
293:
289:
285:
281:
276:
274:
270:
269:nitroprusside
265:
263:
262:can be driven
259:
255:
251:
247:
243:
239:
235:
231:
227:
219:
217:
215:
211:
207:
203:
200:
192:
190:
188:
180:
166:
162:
159:
151:
147:
146:
145:
139:
135:
131:
123:
117:
106:
95:
92:
88:
85:
81:
78:
74:
71:
67:
64: –
63:
59:
58:Find sources:
52:
48:
44:
38:
37:
36:single source
32:This article
30:
26:
21:
20:
2202:
2201:
2177:paraxanthine
2153:beta blocker
2096:
2045:
2023:
1827:-ornithine (
1760:-ornithine (
1505:
1484:Feprosidnine
1479:Sydnonimines
1477:
1462:
1459:
1411:
1388:
1385:
1374:nitrosamines
1371:
1306:
1300:
1287:
1244:
1221:
1071:
1038:
1017:GSK-2181236A
983:
925:Nitric oxide
868:
835:
831:
821:
809:
797:
785:
773:
748:
744:
738:
713:
705:
693:
684:
678:
666:
654:
642:
609:
605:
599:
574:
570:
564:
547:
536:
494:nucleophilic
482:Nitrosamines
477:
476:
447:nucleophilic
442:
434:
433:
421:nitrous acid
415:
408:
397:
384:nitrous acid
376:condensation
369:
367:
355:
328:
301:
280:nitric oxide
278:In general,
277:
266:
258:nitrosamines
226:nitrous acid
223:
202:nitric oxide
196:
184:
157:
129:
128:
100:
90:
83:
76:
69:
57:
33:
2190:simvastatin
2024:Precursors:
1961:epicatechin
1885:Indospicine
1840:-arginine (
1786:-arginine (
1721:AR-C 102222
1649:-arginine (
1636:-arginine (
1499:Sydnonimine
1232:Nitrite (NO
1215:Trolnitrate
1211:Tenitramine
1153:Nitrate (NO
1039:Inhibitors:
1022:Praliciguat
1002:BAY 60-4552
997:BAY 41-8543
992:BAY 41-2272
714:Nitrosation
543:deamination
529:NH + NO → R
508:nitrosonium
246:thiocyanate
179:nitrosamine
2220:Categories
2163:sildenafil
2143:nifedipine
2046:Cofactors:
2035:N-Hydroxy-
1942:N-Hydroxy-
1731:Canavanine
1726:BYK-191023
1545:inhibitors
1474:REC15/2739
1453:V-PYRRO/NO
1143:Nicorandil
1032:Vericiguat
931:modulators
612:(1): 1–7.
556:References
417:Sulfinates
305:, such as
73:newspapers
2203:See also:
2149:Nebivolol
2108:captopril
2030:-Arginine
1971:norvaline
1966:ornithine
1880:GW-273629
1836:N-Methyl-
1782:N-Methyl-
1773:-lysine (
1645:N-Propyl-
1632:N-Methyl-
1613:ARL-17477
1506:Unsorted:
1056:NO donors
1027:Riociguat
1007:BI-703704
987:Ataciguat
928:signaling
860:225483602
852:1083-6160
571:Chem. Rev
462:Of amines
425:bisulfite
400:disulfide
311:oxidation
116:Nitration
43:talk page
2170:caffeine
2135:blockers
2126:bosentan
2112:losartan
1929:Arginase
1915:VAS-2381
1910:ONO-1714
1858:Unsorted
1618:Indazole
1524:FR146881
1519:FR144220
1509:Cimlanod
1464:Furoxans
1443:PROLI/NO
1413:NONOates
1363:SNO-t-PA
1227:nitrites
1138:NCX-4215
1133:NCX 4040
1128:NCX-4016
1123:NCX-2216
1073:Nitrates
1062:prodrugs
765:11942788
634:21787778
626:15061648
591:11942784
533:N-NO + H
497:nitrogen
250:thiourea
238:chloride
210:cysteine
204:include
2188:(e.g.,
2186:Statins
2161:(e.g.,
2137:(e.g.,
2124:(e.g.,
2106:(e.g.,
1956:ginseng
1905:NXN-462
1900:NCX-456
1890:KD-7040
1870:CKD-712
1603:A-84643
1469:Furoxan
1368:SNO-vWF
1118:NCX-466
967:Targets
486:nitrite
472:aniline
439:Nitroso
356:Excess
242:bromide
234:synthon
187:enzymes
138:nitroso
87:scholar
2017:Others
1976:lysine
1539:Enzyme
1514:FK-409
1428:GLO/NO
1379:SIN-1A
858:
850:
763:
726:
632:
624:
589:
510:ion:
292:cupric
89:
82:
75:
68:
60:
2049:NADPH
1844:-NMA)
1831:-NIO)
1790:-NMA)
1777:-NIL)
1764:-NIO)
1706:AEITU
1701:1400W
1653:-NPA)
1640:-NMA)
1627:-NIO)
1313:LA810
939:Forms
856:S2CID
630:S2CID
501:amine
380:thiol
378:of a
248:, or
154:Fe−NO
136:into
94:JSTOR
80:books
2064:Heme
1991:CAMK
1810:eNOS
1800:TRIM
1751:MITU
1746:IPTU
1741:EITU
1678:iNOS
1668:TRIM
1565:nNOS
1433:JS-K
1301:tert
848:ISSN
761:PMID
724:ISBN
622:PMID
587:PMID
402:and
382:and
197:The
142:R−NO
66:news
2077:CaM
2059:FMN
2054:FAD
2004:W-7
1937:ABH
1716:AMT
1556:NOS
1042:ODQ
976:sGC
840:doi
753:doi
749:102
614:doi
579:doi
575:102
427:is
335:bel
313:of
256:or
49:by
2222::
2141::
2118:ET
2110:,
2090:Ca
2069:BH
1476:;
1376:):
1370:;
1305:;
1249:):
1243:;
854:.
846:.
836:24
834:.
830:.
759:.
747:.
628:.
620:.
610:38
608:.
585:.
573:.
545:.
514:NO
431:.
413:.
406:.
386::
358:NO
339:NO
331:NO
317::
244:,
240:,
216:.
172:NH
168:NO
2192:)
2179:)
2172:)
2165:)
2155:)
2151:(
2145:)
2128:)
2120:B
2114:)
2102:/
2084:2
2082:O
2071:4
2037:L
2028:L
1944:L
1842:L
1838:L
1829:L
1825:L
1788:L
1784:L
1775:L
1771:L
1762:L
1758:L
1651:L
1647:L
1638:L
1634:L
1625:L
1547:)
1543:(
1481::
1466::
1392::
1288:n
1241:)
1237:2
1229::
1225:/
1162:)
1158:3
1075::
1064:)
1060:(
917:e
910:t
903:v
862:.
842::
767:.
755::
732:.
649:.
636:.
616::
593:.
581::
531:2
527:2
525:R
522:O
520:2
516:2
480:-
478:N
457:O
455:2
443:S
437:-
435:O
394:O
392:2
370:S
344:2
325:O
323:2
181:.
174:2
158:S
118:.
105:)
101:(
91:·
84:·
77:·
70:·
53:.
39:.
Text is available under the Creative Commons Attribution-ShareAlike License. Additional terms may apply.
