141018-30-6
Chemical Structure
2-Hexynyl-5′-N-ethylcarboxamidoadenosine
Synonym(s): HENECA; 2-Hexynyl-NECA
- CAS No.: 141018-30-6
- Formula:C18H24N6O4
- Molecular Weight:388.42
IUPAC Name: (2S,3S,4R,5R)-5-(6-amino-2-(hex-1-yn-1-yl)-9H-purin-9-yl)-N-ethyl-3,4-dihydroxytetrahydrofuran-2-carboxamide
InChIKey: FDEACFAXFCKCHZ-MOROJQBDSA-N
SMILES: O[C@H]([C@@H]1O)[C@](O[C@@H]1C(NCC)=O)([H])N2C3=NC(C#CCCCC)=NC(N)=C3N=C2
Biological Activity: 2-Hexynyl-5′-N-ethylcarboxamidoadenosine (HENECA) is a selective A2A adenosine receptor agonist. 2-Hexynyl-5′-N-ethylcarboxamidoadenosine increases intracellular cAMP level, and inhibits TNFα-evoked MMP-3 release. 2-Hexynyl-5′-N-ethylcarboxamidoadenosine induces Aβ42 production in SH-SY5Y cells[1][2][3].
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2-Hexynyl-5′-N-ethylcarboxamidoadenosine | 99.39% | 2-Hexynyl-5′-N-ethylcarboxamidoadenosine (HENECA) is a selective A2A adenosine receptor agonist. 2-Hexynyl-5′-N-ethylcarboxamidoadenosine increases intracellular cAMP level, and inhibits TNFα-evoked MMP-3 release. 2-Hexynyl-5′-N-ethylcarboxamidoadenosine induces Aβ42 production in SH-SY5Y cells. | ||||||||||||||||||||
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- [1]. Cunha RA, et al. ZM241385 is an antagonist of the facilitatory responses produced by the A2A adenosine receptor agonists CGS21680 and HENECA in the rat hippocampus. Br J Pharmacol. 1997 Dec;122(7):1279-84. [Content Brief]
- [2]. Konishi H, et al. Adenosine inhibits TNFα-induced MMP-3 production in MH7A rheumatoid arthritis synoviocytes via A2A receptor signaling. Sci Rep. 2022 Apr 11;12(1):6033 [Content Brief]
- [3]. Nagpure BV, et al. Hydrogen sulfide inhibits A2A adenosine receptor agonist induced β-amyloid production in SH-SY5Y neuroblastoma cells via a cAMP dependent pathway. PLoS One. 2014 Feb 11;9(2):e88508. [Content Brief]