SML2830

trans-Ned-19

≥98% (HPLC)

• Synonym(s): (1R,3S)-)-1-[3-[[4-(2-Fluorophenyl)-1-piperazinyl]methyl]-4-methoxyphenyl]-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic acid, Ned-19, trans (1R,3S)-NED-19
• Empirical Formula (Hill Notation): C₃₀H₃₁FN₄O₃
• CAS Number: 1354235-96-3
• Molecular Weight: 514.59
• UNSPSC Code: 12352200
• NACRES: NA.77
• MDL number: MFCD31562774
• Assay: ≥98% (HPLC)
• Form: powder

Properties

• Quality Segment: 100
• assay: ≥98% (HPLC)
• form: powder
• color: white to beige
• solubility: DMSO: 2 mg/mL, clear
• storage temp.: −20°C
• SMILES string: Fc1c(cccc1)N2CCN(CC2)Cc3c(ccc(c3)[C@H]4N[C@@H](Cc5c6c([nH]c54)cccc6)C(=O)O)OC
• InChI: 1S/C30H31FN4O3/c1-38-27-11-10-19(16-20(27)18-34-12-14-35(15-13-34)26-9-5-3-7-23(26)31)28-29-22(17-25(33-28)30(36)37)21-6-2-4-8-24(21)32-29/h2-11,16,25,28,32-33H,12-15,17-18H2,1H3,(H,36,37)/t25-,28+/m0/s1
• InChI key: FUHCEERDBRGPQZ-LBNVMWSVSA-N

Description

Biochem/physiol Actions

NAADP (nicotinic acid adenine dinucleotide phosphate) has recently been recognized as a crucial Ca²⁺-releasing second messenger in several mammalian tissues including pancreatic, brain and cardiac. Ned-19 is a potent inhibitor of NAADP action. It is a selective blocker of cellular NAADP-induced Ca²⁺-release and can fluorescently label NAADP receptors. Ned-19 blocks NAADP signaling at nanomolar concentrations. In intact cells, Ned-19 blocked NAADP signaling and fluorescently labeled NAADP receptors.The trans-Ned-19 is more potent than the cis form in regard to both inhibition of Ca²⁺ release (IC₅₀ of 6 nM versus 800 nM) and [32P]NAADP binding (IC₅₀ of 0.4 nM versus 15 μM).

Potent inhibitor of NAADP action, selective blocker of cellular NAADP-induced Ca²⁺-release; fluorescently labels NAADP receptors

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3