| | Identification | Back 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 Properties | Back 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
 | 
 | Hazard Information | Back 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
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