ChemicalBook--->CAS DataBase List--->1354235-96-3

1354235-96-3

1354235-96-3 Structure

1354235-96-3 Structure
IdentificationBack Directory
[Name]

trans-Ned 19
[CAS]

1354235-96-3
[Synonyms]

trans-Ned 19
(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
(1R,3S)-1-[3-[[4-(2-Fluorophenyl)piperazin-1-yl]methyl]-4-methoxyphenyl]-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic acid
1H-Pyrido[3,4-b]indole-3-carboxylic acid, 1-[3-[[4-(2-fluorophenyl)-1-piperazinyl]methyl]-4-methoxyphenyl]-2,3,4,9-tetrahydro-, (1R,3S)-
[Molecular Formula]

C30H31FN4O3
[MDL Number]

MFCD20926336
[MOL File]

1354235-96-3.mol
[Molecular Weight]

514.59
Chemical PropertiesBack Directory
[Melting point ]

168-173°C
[Boiling point ]

715.1±60.0 °C(Predicted)
[density ]

1.316±0.06 g/cm3(Predicted)
[storage temp. ]

Refrigerator
[solubility ]

Methanol
[form ]

Solid
[pka]

2.17±0.40(Predicted)
[color ]

Yellow
[InChIKey]

FUHCEERDBRGPQZ-LBNVMWSVSA-N
[SMILES]

Fc1c(cccc1)N2CCN(CC2)Cc3c(ccc(c3)[C@H]4N[C@@H](Cc5c6c([nH]c54)cccc6)C(=O)O)OC
Safety DataBack Directory
[WGK Germany ]

WGK 3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Chemical Properties]

Yellow Solid
[Uses]

trans-Ned-19 is a cell permeable and potent nicotinic acid adenine dinucleotide phosphate (NAADP) antagonist. trans-Ned-19 inhibits NAADP-mediated Ca2+ release (IC50 = 6 nM) and also inhibits [32P]NAADP binding (IC50 = 0.4 nM). trans-Ned-19 can be used as a chemical proble since it fluorescentey labels NAADP receptors in intact cells.
[Definition]

ChEBI: Trans-Ned 19 is a member of the class of beta-carbolines that is 2,3,4,9-tetrahydro-1H-beta-carboline-3-carboxylic acid in which one of the methylene protons at position 1 has been replaced by a 3-{[4-(2-fluorophenyl)piperazin-1-yl]methyl}-4-methoxyphenyl group. It has a role as a nicotinic acid adenine dinucleotide phosphate receptor antagonist. It is a member of beta-carbolines, an alpha-amino acid, a monomethoxybenzene, a member of monofluorobenzenes and a N-arylpiperazine.
[Biological Activity]

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).
[storage]

Store at -20°C
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