| Identification | Back Directory | [Name]
2-[2-[4-(4-NITROBENZYLOXY)PHENYL]ETHYL]ISOTHIOUREA MESYLATE | [CAS]
182004-65-5 | [Synonyms]
IN1281
KB-R7943
KB-R7943 MESYLATE
KB-R7943 - CAS 182004-65-5 - Calbiochem
2-[2-[4-(4-NITROBENZYLOXY)PHENYL]ETHYL]ISOTHIOUREA MESYLATE
S-[4-[(4-Nitrobenzyl)oxy]phenethyl]isothiourea Methanesulfonate
4-((4-Nitrobenzyl)oxy)phenethyl carbaMiMidothioate Methanesulfonate
S-[4-[(4-Nitrobenzyl)oxy]phenethyl]isothiourea Methanesulfonate >
2-(2-(4-(4-NITROBENZYLOXY)PHENYL)ETHYL)ISOTHIOUREA, METHANE SULFONATE
S-[4-[(4-Nitrobenzyl)oxy]phenethyl]isothiourea Methanesulfonate
Carbamimidothioic Acid 4-[(4-Nitrobenzyl)oxy]phenethyl Ester Methanesulfonate
Carbamimidothioic acid 2-[4-[(4-nitrophenyl)methoxy]phenyl]ethyl ester methanesulfonate
Carbamimidothioic acid 2-[4-[(4-nitrophenyl)methoxy]phenyl]ethyl ester monomethanesulfonate
KB R7943; KB-R 7943; KBR7943; 182004-65-5; KB-R7943 MESYLATE; 2-[2-[4-(4-NITROBENZYLOXY)PHENYL]ETHYL]ISOTHIOUREA MESYLATE; IN1281; KB-R 7943 | [Molecular Formula]
C17H21N3O6S2 | [MDL Number]
MFCD00952138 | [MOL File]
182004-65-5.mol | [Molecular Weight]
427.5 |
| Chemical Properties | Back Directory | [Melting point ]
>214°C (dec.) | [storage temp. ]
Store at RT | [solubility ]
Soluble in DMSO (up to 50 mg/ml). | [form ]
White crystalline solid | [color ]
Tan | [Water Solubility ]
water: 4mg/mL
DMSO: 40mg/mL | [Stability:]
Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months. | [InChI]
InChI=1S/C16H17N3O3S.CH4O3S/c17-16(18)23-10-9-12-3-7-15(8-4-12)22-11-13-1-5-14(6-2-13)19(20)21;1-5(2,3)4/h1-8H,9-11H2,(H3,17,18);1H3,(H,2,3,4) | [InChIKey]
WGIKEBHIKKWJLG-UHFFFAOYSA-N | [SMILES]
S(O)(=O)(=O)C.C(C1C=CC(N(=O)=O)=CC=1)OC1C=CC(CCSC(N)=N)=CC=1 |
| Hazard Information | Back Directory | [Description]
KB-R7943 (182004-65-5) is a potent and selective inhibitor of the reversed Na+/Ca2+ exchanger (NCE or NCX; IC50‘s = 1.2-2.4 μM in cardiomyocytes, smooth muscle cells, NCX1-transfected fibroblasts1; 0.7 μM in cultured rat forebrain2). KB-R7943 has also been shown to inhibit the mitochondrial Ca2+ uniporter (MCU) Ki = 5.5 μM.3 Recently shown to inhibit complex I in the mitochondrial respiratory chain (IC50 = 11.4 μM) and block NMDA receptors (IC50 = 13.4 μM).4 | [Uses]
KB-R7943 Mesylate is a selective inhibitor of the reverse mode of Na+/Ca2+ exchange in cells expressing NCX1. | [General Description]
A cell-permeable inhibitor of the influx/reverse mode of the Na+/Ca2+ exchanger (NCX) (IC50 = 4.3 μM for NCX1, 4.7 μM for NCX2, and 1.4 μM for NCX3). Directly modulates Na+/Mg2+ exchange in a Ca2+-dependent manner. Reported ot offer neuronal and cardio-protection against ischemic injury. Also inhibits nicotinic acetylcholine receptors and NMDA receptor channels (IC50<10 μM). | [Biological Activity]
Potent, selective inhibitor of the reverse mode of the Na + /Ca 2+ exchanger (IC 50 = 0.7 mM). Does not affect Na + -dependent transport systems, Na + channels or ionotropic glutamate receptors. | [Biochem/physiol Actions]
Target IC50: 4.3 μM, 4.7 μM, and 1.4 μM for NCX1,NCX2, and NCX3, respectively | [storage]
Room temperature | [References]
1) Iwamoto et al. (1996), Novel Isothiourea Derivative Selectively Inhibits the Reverse Mode of Na+/Ca2+ Exchange in Cells Expressing NCX1; J. Biol .Chem., 271 22391
2) Hoyt et al. (1998) Reverse Na+/Ca2+ exchange contributes to glutamate-induced intracellular Ca2+ concentration increases in cultured rat forebrain neurons; Mol. Pharmacol., 53 742
3) Santo-Domingo et al. (2007) The plasma membrane Na+/Ca2+ exchange inhibitor KB-R7943 is also a potent inhibitor of the mitochondrial Ca2+ uniporter; Br. J. Pharmacol., 151 647
4) Brustovetsky et al. (2011) KB-R7943, an inhibitor of the reverse Na+/Ca2+ exchanger, blocks N-methyl-D-aspartate receptor and inhibits mitochondrial complex I; Br. J. Pharmacol,. 162 255 |
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