Molecular structure of Icilin, CAS Number: 36945-98-9
Icilin (CAS 36945-98-9)
See product citations (9)
Alternate Names:
AG 3-5; 3,6-Dihydro-1-(2-hydroxyphenyl)-4-(3-nitrophenyl)-2(1H)-pyrimidinone
Application:
Icilin is a potent agonist of the TRPM8 and ENaCδ ion channels
CAS Number:
36945-98-9
Purity:
≥97%
Molecular Weight:
311.3
Molecular Formula:
C16H13N3O4
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
Icilin is a small molecule agonist of the TRPM8 (transient receptor potential M8) ion channel, a non-selective Ca2+ channel which depolarizes somatosensory neurons in response to cold temperature. Though Icilin is structurally unrelated to Menthol (sc-202705), both compounds activate the TRPM8 receptor to produce cold sensation, and Icilin is ~200-fold more potent than Menthol in this action. Sensitization of TRPM8 by Icilin exhibits a significant temporal delay and a dependence upon extracellular Ca2+, disparate from the immediately-activating, Ca2+ independent action of Menthol. This variable sensitization of the TRPM8 indicates a unique modular activation mechanism depending on the presence of co-agonist input, and Icilin has been employed as a tool for elucidation of TRP ion channel functionality. Icilin regulates Na+ homeostasis in cells across the epithelia through the amiloride-sensitive epithelial Na+ channel. Icilin is an activator of ANKTM1. Icilin is a inhibitor of TRPV3.
Icilin (CAS 36945-98-9) References
- Identification of a cold receptor reveals a general role for TRP channels in thermosensation. | McKemy, DD., et al. 2002. Nature. 416: 52-8. PMID: 11882888
- ANKTM1, a TRP-like channel expressed in nociceptive neurons, is activated by cold temperatures. | Story, GM., et al. 2003. Cell. 112: 819-29. PMID: 12654248
- The super-cooling agent icilin reveals a mechanism of coincidence detection by a temperature-sensitive TRP channel. | Chuang, HH., et al. 2004. Neuron. 43: 859-69. PMID: 15363396
- Icilin activates the delta-subunit of the human epithelial Na+ channel. | Yamamura, H., et al. 2005. Mol Pharmacol. 68: 1142-7. PMID: 16033954
- Icilin evokes a dose- and time-dependent increase in glutamate within the dorsal striatum of rats. | Werkheiser, JL., et al. 2006. Amino Acids. 30: 307-9. PMID: 16622598
- Differential behavioral effect of the TRPM8/TRPA1 channel agonist icilin (AG-3-5). | Rawls, SM., et al. 2007. Eur J Pharmacol. 575: 103-4. PMID: 17765220
- Comparison of icilin- and cold-evoked responses of spinal neurones, and their modulation of mechanical activity, in a model of neuropathic pain. | Brignell, JL., et al. 2008. Brain Res. 1215: 87-96. PMID: 18479674
- Icilin-induced wet-dog shakes in rats are dependent on NMDA receptor activation and nitric oxide production. | Werkheiser, J., et al. 2009. Pharmacol Biochem Behav. 92: 543-8. PMID: 19248800
- Dose-dependent effects of icilin on thermal preference in the hindpaw and face of rats. | Rossi, HL., et al. 2009. J Pain. 10: 646-53. PMID: 19409862
- Icilin induces G1 arrest through activating JNK and p38 kinase in a TRPM8-independent manner. | Kim, SH., et al. 2011. Biochem Biophys Res Commun. 406: 30-5. PMID: 21284938
- Icilin inhibits E2F1-mediated cell cycle regulatory programs in prostate cancer. | Lee, S., et al. 2013. Biochem Biophys Res Commun. 441: 1005-10. PMID: 24239550
- Icilin reduces voltage-gated calcium channel currents in naïve and injured DRG neurons in the rat spinal nerve ligation model. | Hagenacker, T., et al. 2014. Brain Res. 1557: 171-9. PMID: 24560602
- The cooling compound icilin attenuates autoimmune neuroinflammation through modulation of the T-cell response. | Ewanchuk, BW., et al. 2018. FASEB J. 32: 1236-1249. PMID: 29114087
- Suppressive Effects of Cooling Compounds Icilin on Penicillin G-Induced Epileptiform Discharges in Anesthetized Rats. | Moriyama, H., et al. 2019. Front Pharmacol. 10: 652. PMID: 31263415
- The super-cooling compound icilin stimulates c-Fos and Egr-1 expression and activity involving TRPM8 channel activation, Ca2+ ion influx and activation of the ternary complex factor Elk-1. | Ulrich, M., et al. 2020. Biochem Pharmacol. 177: 113936. PMID: 32224140
- AG-3-5: a chemical producing sensations of cold. | Wei, ET. and Seid, DA. 1983. J Pharm Pharmacol. 35: 110-2. PMID: 6131976
Inhibitor of:
Gα olf, GPR155, Olfr303, Olfr304, Olfr307, Olfr313, Olfr315, Olfr323, Olfr324, Olfr329, Olfr331, OR2S2, OR2V1, OR4Q3, OR6P1, TRPV3, V1RL5, and Vmn2r99.Activator of:
ANKTM1, EG667292, MrgA2a, MRGX, OBP-2B, Olfr1008, Olfr1009, Olfr1024, Olfr1029, Olfr1038, Olfr1055, Olfr1080, Olfr1086, Olfr110, Olfr1104, Olfr1105, Olfr1110, Olfr1111, Olfr1112, Olfr1113, Olfr1115, Olfr1116, Olfr1118, Olfr112, Olfr1120, Olfr1121, Olfr1122, Olfr1123, Olfr1125, Olfr1126, Olfr1128, Olfr1129, Olfr113, Olfr1130, Olfr1131, Olfr1132, Olfr1133, Olfr1134, Olfr1135, Olfr1136, Olfr1137, Olfr1138, Olfr114, Olfr1140, Olfr1141, Olfr1143, Olfr1145, Olfr1148, Olfr115, Olfr1151, Olfr1152, Olfr1153, Olfr1154, Olfr1155, Olfr1156, Olfr1157, Olfr1158, Olfr116, Olfr1160, Olfr1161, Olfr1162, Olfr1163, Olfr1164, Olfr1167, Olfr1168, Olfr117, Olfr1170, Olfr1173, Olfr1176, Olfr1179, Olfr118, Olfr1180, Olfr1181, Olfr1182, Olfr1183, Olfr1184, Olfr1186, Olfr1188, Olfr1189, Olfr119, Olfr1193, Olfr1195, Olfr1196, Olfr1197, Olfr1198, Olfr1199, Olfr12, Olfr120, Olfr1200, Olfr1201, Olfr1202, Olfr1203, Olfr1204, Olfr1206, Olfr1208, Olfr1209, Olfr121, Olfr1211, Olfr1212, Olfr1213, Olfr1214, Olfr1215, Olfr1216, Olfr1217, Olfr1218, Olfr1219, Olfr122, Olfr1220, Olfr1221, Olfr1222, Olfr1223, Olfr1225, Olfr1226, Olfr1228, Olfr1229, Olfr123, Olfr1230, Olfr1231, Olfr1232, Olfr1233, Olfr1234, Olfr1238, Olfr1239, Olfr124, Olfr1240, Olfr1241, Olfr1242, Olfr1243, Olfr1245, Olfr1246, Olfr1247, Olfr1248, Olfr1249, Olfr125, Olfr1250, Olfr1251, Olfr1252, Olfr1254, Olfr1255, Olfr1256, Olfr1257, Olfr1258, Olfr1259, Olfr126, Olfr1260, Olfr1261, Olfr1262, Olfr1263, Olfr1264, Olfr1265, Olfr1269, Olfr127, Olfr1270, Olfr1271, Olfr1272, Olfr1273, Olfr1275, Olfr1276, Olfr1277, Olfr1278, Olfr1279, Olfr128, Olfr1280, Olfr1281, Olfr1282, Olfr1283, Olfr1284, Olfr1285, Olfr1286, Olfr1287, Olfr1289, Olfr129, Olfr1290, Olfr1294, Olfr1295, Olfr1297, Olfr1298, Olfr1299, Olfr13, Olfr130, Olfr1301, Olfr1302, Olfr1303, Olfr1305, Olfr1306, Olfr1307, Olfr1308, Olfr1309, Olfr131, Olfr1310, Olfr1311, Olfr1312, Olfr1313, Olfr1314, Olfr1316, Olfr1317, Olfr1318, Olfr132, Olfr1320, Olfr1321, Olfr1322, Olfr1323, Olfr1324, Olfr1325, Olfr1329, Olfr133, Olfr1330, Olfr1331, Olfr1333, Olfr1335, Olfr1336, Olfr1337, Olfr1338, Olfr1339, Olfr134, Olfr1340, Olfr1341, Olfr1342, Olfr1344, Olfr1346, Olfr1347, Olfr1348, Olfr1349, Olfr135, Olfr1350, Olfr1351, Olfr1352, Olfr1353, Olfr1355, Olfr1356, Olfr1357, Olfr1358, Olfr1359, Olfr136, Olfr1360, Olfr1361, Olfr1362, Olfr1364, Olfr1365, Olfr1366, Olfr1367, Olfr1368, Olfr137, Olfr1370, Olfr1371, Olfr1373, Olfr1377, Olfr1378, Olfr138, Olfr1380, Olfr1381, Olfr1382, Olfr1383, Olfr1384, Olfr1385, Olfr1386, Olfr1387, Olfr1388, Olfr1389, Olfr139, Olfr1390, Olfr1391, Olfr1392, Olfr1393, Olfr1394, Olfr1395, Olfr1396, Olfr140, Olfr1402, Olfr1403, Olfr1404, Olfr1406, Olfr1408, Olfr141, Olfr1410, Olfr1411, Olfr1412, Olfr1413, Olfr1414, Olfr1415, Olfr1416, Olfr1417, Olfr1418, Olfr1419, Olfr142, Olfr1420, Olfr1423, Olfr1424, Olfr1425, Olfr1427, Olfr1428, Olfr143, Olfr1431, Olfr1433, Olfr1436, Olfr1437, Olfr144, Olfr1440, Olfr1441, Olfr1442, Olfr1443, Olfr1444, Olfr1445, Olfr1446, Olfr1447, Olfr1448, Olfr1449, Olfr145, Olfr1450, Olfr1451, Olfr1453, Olfr1454, Olfr1457, Olfr1459, Olfr146, Olfr1461, Olfr1462, Olfr1463, Olfr1465, Olfr1466, Olfr1467, Olfr1469, Olfr147, Olfr1471, Olfr1472, Olfr1474, Olfr1475, Olfr1477, Olfr148, Olfr1480, Olfr1484, Olfr1487, Olfr1489, Olfr149, Olfr1490, Olfr1491, Olfr1494, Olfr1495, Olfr1496, Olfr1497, Olfr1499, Olfr150, Olfr1500, Olfr1501, Olfr1502, Olfr1504, Olfr1505, Olfr1506, Olfr1508, Olfr1509, Olfr1510, Olfr1511, Olfr1512, Olfr1513, Olfr1518, Olfr1519, Olfr152, Olfr153, Olfr154, Olfr155, Olfr156, Olfr159, Olfr160, Olfr161, Olfr164, Olfr165, Olfr166, Olfr167, Olfr168, Olfr169, Olfr17, Olfr170, Olfr171, Olfr172, Olfr173, Olfr174, Olfr178, Olfr18, Olfr180, Olfr181, Olfr183, Olfr186, Olfr187, Olfr19, Olfr190, Olfr191, Olfr192, Olfr193, Olfr194, Olfr195, Olfr196, Olfr197, Olfr198, Olfr199, Olfr2, Olfr20, Olfr201, Olfr202, Olfr203, Olfr204, Olfr205, Olfr206, Olfr207, Olfr211, Olfr212, Olfr213, Olfr214, Olfr215, Olfr216, Olfr218, Olfr220, Olfr221, Olfr222, Olfr223, Olfr225, Olfr228, Olfr23, Olfr234, Olfr235, Olfr239, Olfr24, Olfr242, Olfr244, Olfr247, Olfr25, Olfr259, Olfr26, Olfr262, Olfr266, Olfr267, Olfr27, Olfr270, Olfr272, Olfr273, Olfr275, Olfr281, Olfr282, Olfr283, Olfr284, Olfr285, Olfr286, Olfr287, Olfr288, Olfr290, Olfr291, Olfr292, Olfr293, Olfr294, Olfr295, Olfr33, Olfr714, OR10A2, OR10A6, OR11G2, OR2A1, OR2A12, OR2A7, OR2L8, OR2M7, OR2T2, OR2T3, OR2T5, OR4S2, OR4X2, OR5L1, OR5L2, OR5V1, OR6C2, OR6C4, OR6C65, OR6C70, OR6C75, OR7G3, OR8K3, OR8K5, OR9K2, PDE1B, PKR2, Shank 2, TRBV1, TRPM8, V1RL5, Vmn1r124, Vmn1r127, Vmn1r149, Vmn1r158, Vmn1r168, Vmn1r60, and Vmn1r90.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Icilin, 10 mg | sc-201557 | 10 mg | $89.00 | |||
Icilin, 50 mg | sc-201557A | 50 mg | $252.00 |