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Merck
CN

H8034

HE-NECA

solid, ≥98% (HPLC)

Synonym(s):

2-(1-Hexyn-1-yl)adenosine-5′-N-ethyluronamide, 2-Hexynyl-5′-ethylcarboxamidoadenosine

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About This Item

Empirical Formula (Hill Notation):
C18H24N6O4 · xH2O
CAS Number:
141018-30-6
Molecular Weight:
388.42 (anhydrous basis)
UNSPSC Code:
12352200
PubChem Substance ID:
24278473
MDL number:
MFCD03095611

Key Documents

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assay

≥98% (HPLC)

form

solid

color

white

solubility

DMSO: >10 mg/mL, H2O: insoluble

storage temp.

2-8°C

SMILES string

CCCCC#Cc1nc(N)c2ncn([C@@H]3O[C@@H]([C@@H](O)[C@H]3O)C(=O)NCC)c2n1

InChI

1S/C18H24N6O4/c1-3-5-6-7-8-10-22-15(19)11-16(23-10)24(9-21-11)18-13(26)12(25)14(28-18)17(27)20-4-2/h9,12-14,18,25-26H,3-6H2,1-2H3,(H,20,27)(H2,19,22,23)/t12-,13+,14-,18+/m0/s1

InChI key

FDEACFAXFCKCHZ-MOROJQBDSA-N

Gene Information

human ... ADORA2A(135), ADORA2B(136)

Biochem/physiol Actions

A2 adenosine receptor agonist

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
100K4602
044K4611

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S Genovesi et al.
Journal of cardiovascular pharmacology, 35(2), 189-194 (2000-02-15)
The aim of this study was to investigate the effects of A1 and A2 adenosine-receptor activation on the sympathetic nervous system. The effects on efferent renal nerve activity of selective A1 (CCPA; 2-chloro-N-6-cyclopentyladenosine) and A2 (2HE-NECA; 2-hexynyl-5'-N-ethylcarboxamidoadenosine) adenosine-receptor agonists were
G Panzacchi et al.
Journal of hypertension, 15(12 Pt 2), 1785-1789 (1998-03-06)
To investigate the effects of the interaction between adenosine receptors and renal nerves on urinary sodium excretion and glomerular filtration rate. The effects on water and sodium excretion and glomerular filtration rate of A1 [2-chloro-N6-cyclopentyl-adenosine (CCPA)] and A2 [2-hesinyl-5'-N-ethyl-carboxamido-adenosine (2HE-NECA)]
R Volpini et al.
Nucleosides & nucleotides, 18(11-12), 2511-2520 (2000-01-20)
The synthesis of 2-(hex-1-ynyl)adenosine derivatives substituted at the N6- and/or 5'-position was carried out on the basis that 2-(hex-1-ynyl)adenosine-5'-N-ethyluronamide (HENECA, 2) showed good affinity and different degree of selectivity for rat adenosine receptors. All new compounds were tested in radioligand
R A Cunha et al.
British journal of pharmacology, 122(7), 1279-1284 (1998-01-08)
1. In the present study, we investigated the ability of a recently introduced non-xanthine A2A receptor antagonist, ZM241385 (4-(2-[7-amino-2-(2-furyl[1,2,4]-triazolo[2,3-a[1,3,5]triazin-5-yl -aminoethyl)phenol) to displace binding of the prototypical A2A adenosine receptor agonist [3H]CGS21680 (2-[4-(2-p-carboxyethyl)phenylamino]-5'-N-ethylcarboxamidoadenosine) and to modify the facilitatory responses caused by
G Protasoni et al.
Journal of hypertension, 13(12 Pt 2), 1753-1757 (1995-12-01)
To investigate the effects of the interaction between adenosine receptors and renal nerves on renin release. The effects on renin secretion of A1 (2-chloro-N6-cyclopentiladenosine) and A2 (2-hexynil-5'-N-ethyl-carboxamido-adenosine) adenosine-receptor agonists were studied in two groups of anaesthetized rats, each with one
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