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18228-17-6

18228-17-6 Structure

18228-17-6 Structure
IdentificationBack Directory
[Name]

NAPHTHOL AS-E PHOSPHATE
[CAS]

18228-17-6
[Synonyms]

NASEP
kg-501
KD-501
NAPHTHOL AS-E PHOSPHATE
2-naphthol-AS-E-phosphate
KG-501(NaphtholAS-Ephosphate)
NAPHTHOL AS-E PHOSPHATE NAPHTHOL FREE
NAPHTHOL AS-E-PHOSPHATE, FOR HISTOLOGY
2-NAPHTHOL-AS-E-PHOSPHATE;NAPHTHOL AS-E PHOSPHATE
3-hydroxy-2-(hydroxymethyl)-2-methyl-1-phenyl-1-propanone
N-(4-Chlorophenyl)-3-phosphonooxy-2-naphthalenecarboxamide
N-(4-chlorophenyl)-3-(phosphonooxy)naphthalene-2-carboxamide
2-Naphthalenecarboxamide, N-(4-chlorophenyl)-3-(phosphonooxy)-
[3-[(4-chlorophenyl)carbamoyl]-2-naphthyl] dihydrogen phosphate
[3-[(4-chlorophenyl)carbamoyl]naphthalen-2-yl] dihydrogen phosphate
N-(4-CHLOROPHENYL)-3-(PHOSPHONOOXY)NAPHTHALENE-2-CARBOXAMIDE; KG-501; NASEP;NAPHTHOL AS-E PHOSPHATE;KG501;KG 501
[EINECS(EC#)]

242-106-1
[Molecular Formula]

C17H13ClNO5P
[MDL Number]

MFCD00042718
[MOL File]

18228-17-6.mol
[Molecular Weight]

377.72
Chemical PropertiesBack Directory
[density ]

1.567±0.06 g/cm3(Predicted)
[storage temp. ]

Keep in dark place,Inert atmosphere,2-8°C
[solubility ]

DMSO: soluble
[form ]

A crystalline solid
[pka]

1.04±0.30(Predicted)
[color ]

White to light yellow
[BRN ]

6664478
[Major Application]

histology
[InChI]

1S/C17H13ClNO5P/c18-13-5-7-14(8-6-13)19-17(20)15-9-11-3-1-2-4-12(11)10-16(15)24-25(21,22)23/h1-10H,(H,19,20)(H2,21,22,23)
[InChIKey]

RQAQWBFHPMSXKR-UHFFFAOYSA-N
[SMILES]

OP(O)(=O)Oc1cc2ccccc2cc1C(=O)Nc3ccc(Cl)cc3
Safety DataBack Directory
[WGK Germany ]

3
[F ]

8-10-21
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Uses]

Naphthol AS-E phosphate has been used as a cAMP-response element-binding protein (CREB) inhibitor to dissolve in dimethyl sulfoxide (DMSO) as a stock solution in the study to test the hypothesis th at oncostatin M (OSM) may confer neuronal resistance against 3-nitropropionic acid (3-NP).
[Biological Activity]

Naphthol AS-E phosphate is a CREB inhibitor that disrupts CREB-dependent transcription (Ki=10 μM) and CREB:CBP interaction (Ki=50 μM). It also disrupts the binding of phosphorylated CREB (Ser-133) to KIX with a Ki of approximately 90 μM.
[in vitro]

Naphthol AS-E phosphate inhibited (or partially inhibited) the induction of cAMP-related genes by preventing CREB:CBP interaction. KG-501 inhibited neurite outgrowth, synaptogenesis and reduced MAP2+ neurons.

[in vivo]

Naphthol AS-E phosphate inhibited the expression of CREB, CCL2 and ERK phosphorylation, while significantly reducing cAMP levels. CREB may help to fight neuroinflammation through the cAMP/ERKadjustment pathway, thereby protecting nerves.It significantly promoted neurological function in a mouse model treated with azomethane oxide (AOM), reducing ERK phosphorylation levels and cAMP concentrations in the cortex.

[target]

TargetValue
CREB
()
Spectrum DetailBack Directory
[Spectrum Detail]

NAPHTHOL AS-E PHOSPHATE(18228-17-6)1HNMR
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