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Merck
CN

324630

EHNA, Hydrochloride

≥97% (HPLC), PDE II-selective phosphodiesterase inhibitor, solid

别名:

EHNA, Hydrochloride, erythro-9-(2-Hydroxy-3-nonyl)adenine, HCl

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关于此项目

经验公式(希尔记法):
C14H23N5O · xHCl
化学文摘社编号:
分子量:
277.37 (free base basis)
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77
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产品名称

EHNA, Hydrochloride, The racemic mixture of a cell-permeable adenine derivative that acts as a PDE II-selective phosphodiesterase inhibitor and adenosine deaminase.

SMILES string

[n]1(c2ncnc(c2nc1)N)[C@H]([C@@H](O)C)CCCCCC

InChI

1S/C14H23N5O/c1-3-4-5-6-7-11(10(2)20)19-9-18-12-13(15)16-8-17-14(12)19/h8-11,20H,3-7H2,1-2H3,(H2,15,16,17)/t10-,11-/m0/s1

InChI key

IOSAAWHGJUZBOG-QWRGUYRKSA-N

assay

≥97% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze, desiccated (hygroscopic)

color

white

solubility

water: 25 mg/mL

shipped in

ambient

Quality Level

General description

The racemic mixture of a cell-permeable adenine derivative that acts as a PDE II-selective phosphodiesterase inhibitor (IC50 = 0.8 and 2 µM against human and procine PDE II, respectively) and adenosine deaminase (Ki = 4 nM), while exhibiting little or much reduced potency toward PDE I/II/IV isozymes (IC50 >100 µM) of both human and porcine species. EHNA at 10 µM concentration is also reported to effectively and reversibly block the differentiation and maintain the pluripotency of hES (human embryonic stem) cell line SA121 in feeder-free cultures without exogenously added FGF for up to 30 passages in a manner independent of its known ADA and PDE inhibitory activities.

Biochem/physiol Actions

Cell permeable: yes
Primary Target
PDE 2
Product does not compete with ATP.
Reversible: no
Target IC50: 0.8 and 2 µM against human and procine PDE II, respectively
Target Ki: 4 nM against adenosine deaminase

Other Notes

Burton, P., et al. 2010. Biochem. J.in press.
Lorbar, M., et al. 1999. J. Mol. Cell. Cardiol.31, 401.
Verde, I., et al. 1999. Br. J. Pharmacol.127, 65.
Reynolds, A.J., et al. 1996. Brain Res.798, 67.
Mery, P.F., et al. 1995. Mol. Pharmacol.48, 121.
Podzuweit, T., et al. 1995. Cell. Signal.7, 733.
Bessodes, M., et al. 1982. Biochem. Pharmacol.31, 879.
Bouchard, P., et al. 1981. Proc. Natl. Acad. Sci. USA78, 1033.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Standard Handling (A)

存储类别

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable


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