ChemicalBook--->CAS DataBase List--->96017-59-3

96017-59-3

96017-59-3 Structure

96017-59-3 Structure
IdentificationBack Directory
[Name]

2-N-HEXYL-4-PENTYNOIC ACID
[CAS]

96017-59-3
[Synonyms]

Hexyl-4-pentynoic Acid
2-PROPARGYLOCTANOIC ACID
2-Hexyl-4-pentynoic Acid
2-N-HEXYL-4-PENTYNOIC ACID
2-Hexyl-4-pentynoicAcid>
2-(2-PROPYNYL)OCTANOIC ACID
Hexyl-4-pentynoic acid (HPA)
R-2-(2-propynyl)octanoic acid
2-(Prop-2-yn-1-yl)octanoic acid
2-Propargyloctanoic Acid 2-(2-Propynyl)octanoic Acid
HDAC inhibitor,Heat shock proteins,HSP70,Excitotoxicity,Histone deacetylases,inhibit,HDAC,Neuroprotection,2hexyl4Pentynoic Acid,2 hexyl 4 Pentynoic Acid,Inhibitor,Glutamate,HSP,Valproic acid
[Molecular Formula]

C11H18O2
[MDL Number]

MFCD00946863
[MOL File]

96017-59-3.mol
[Molecular Weight]

182.26
Chemical PropertiesBack Directory
[Boiling point ]

287.1±23.0 °C(Predicted)
[density ]

0.94
[refractive index ]

1.4450-1.4510
[storage temp. ]

Inert atmosphere,Room Temperature
[solubility ]

Soluble in DMSO (up to 25 mg/ml) or in Ethanol (up to 25 mg/ml).
[form ]

oil
[pka]

4.24±0.21(Predicted)
[color ]

Colorless
[Stability:]

Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 3 months
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

22
[HS Code ]

2916.19.3000
Hazard InformationBack Directory
[Description]

2-hexyl-4-Pentynoic acid is a derivative of valproic acid , an inhibitor of histone deacetylases (HDACs). It inhibits HDAC activity more potently (IC50 = 13 μM) than valproic acid (IC50 = 398 μM). 2-hexyl-4-Pentynoic acid induces histone hyperacetylation in cerebellar granule cells significantly at 5 μM. It also induces the expression of heat shock proteins Hsp70-1a and Hsp70-1b and protects cerebellar granule cells from glutamate-induced excitotoxicity when used at a concentration of 50 μM.
[Uses]

2-Hexyl-4-pentynoic acid ((±)-2-Hexyl-4-pentynoic acid), valproic acid (VPA) derivative, exhibits potential roles of HDAC inhibition (IC50=13 μM) and HSP70 induction. Potent neuroprotective effects. 2-Hexyl-4-pentynoic acid causes histone hyperacetylation and protect against glutamate-induced excitotoxicity in cultured neurons[1]. 2-Hexyl-4-pentynoic acid is a click chemistry reagent, it contains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups.
[References]

1) Eikel et al. (2006), Teratogenic effects mediated by inhibition of histone deacetylases: evidence from quantitative structure activity relationships of 20 valproic acid derivatives; Chem. Res. Toxicol., 19 272 2) Leng et al. (2010), Potent neuroprotective effects of novel structural derivatives of valproic acid: potential roles of HDAC inhibition and HSP70 induction; Neurosci. Lett., 476 127
Spectrum DetailBack Directory
[Spectrum Detail]

2-N-HEXYL-4-PENTYNOIC ACID(96017-59-3)1HNMR
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