EHNA HYDROCHLORIDE

ChemicalBook > CAS DataBase List > EHNA HYDROCHLORIDE

Product Name: EHNA HYDROCHLORIDE
CAS No.: 51350-19-7
Chemical Name: EHNA HYDROCHLORIDE
Synonyms: EHNA;EHNA HCL;NSC-263165;MEP1 HYDROCHLORIDE;EHNA HYDROCHLORIDE;9-erythro-(2-Hydroxyl-3-nonyl)adenine;(+)-erythro-9-(2-Hydroxy-3-nonyl)adenine;ERYTHRO-9-(2-HYDROXY-3-NONYL)ADENINE, HCL;ERYTHRO-9-(2-HYDROXY-3-NONYL)ADENINE HYDROCHLORIDE;9-erythro-(2-Hydroxy-3-nonyl)-adenine hydrochloride
CBNumber: CB1233267
Molecular Formula: C14H23N5O
Formula Weight: 277.37
MOL File: 51350-19-7.mol

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EHNA HYDROCHLORIDE Property

Melting point:: 183～184℃
storage temp.: 0-6°C
solubility: DMSO: 12 mg/mL
form: solid
color: white
Stability:: Stable for 2 years as supplied. Solutions in distilled water may be stored at -20°C for up to 3 months.
CAS DataBase Reference: 51350-19-7

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Safety

WGK Germany: 3

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 324630
Product name: EHNA, Hydrochloride - CAS 51350-19-7 - Calbiochem
Packaging: 10mg
Price: $99.4
Updated: 2024/03/01

Tocris

Product number: 1261
Product name: EHNA hydrochloride
Purity: ≥98%(HPLC)
Packaging: 50
Price: $389
Updated: 2021/12/16

Tocris

Product number: 1261
Product name: EHNA hydrochloride
Purity: ≥98%(HPLC)
Packaging: 10
Price: $97
Updated: 2021/12/16

TRC

Product number: H825590
Product name: 9-Erythro-(2-Hydroxyl-3-nonyl)adenine
Packaging: 25mg
Price: $120
Updated: 2021/12/16

Usbiological

Product number: 366880
Product name: EHNA Hydrochloride
Packaging: 25mg
Price: $336
Updated: 2021/12/16

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EHNA HYDROCHLORIDE Chemical Properties,Usage,Production

Description

EHNA (51350-19-7) inhibits phosphodiesterase 2 (PDE2) (IC50 = 0.8 – 5.5 μM in a variety of tissues and species) over PDE1, PDE3, or PDE4 (IC50 values > 100 μM).1,2 It also inhibits adenosine deaminase (ADA), IC50 = 1.2 and 1.5 μM in human RBCs and astrocytoma cells, respectively3, which may be responsible for its ability to induce apoptosis in malignant pleural mesothelioma cell lines4. Because it blocks breakdown of adenosine to inosine and hypoxanthine, EHNA prevents formation of free radical substrates, protecting against cardiac reperfusion-mediated injury.5 It inhibits differentiation and maintains expression of pluripotency markers in hESCs, but not through inhibition of PDEs or ADA.6

Chemical Properties

White Solid

Uses

A potent inhibitor of phosphodiesterase II (PDE II) (IC50=800nM). Does ot inhibit other PDE isozymes (IC50>100uM). Inhibits the retrograde transport motor, dynein. Also inhibits adenosine deaminase (Ki=4nM)

Uses

9-erythro-(2-Hydroxyl-3-nonyl)adenine is an intermediate in the synthesis of potent inhibitor of phosphodiesterase II.

Definition

ChEBI: (2R,3S)-EHNA is eHNA of absolute configuration 2R,3S. Selective inhibitor of cGMP-stimulated phosphodiesterase (PDE2) (IC50 = 0.8 - 4 mM). Also a potent inhibitor of adenosine deaminase. It has a role as an EC 3.5.4.4 (adenosine deaminase) inhibitor and an EC 3.1.4.* (phosphoric diester hydrolase) inhibitor. It is a conjugate base of a (2R,3S)-EHNA(1+). It is an enantiomer of a (2S,3R)-EHNA.

Biological Activity

Selective inhibitor of cGMP-stimulated phosphodiesterase (PDE2) (IC 50 = 0.8 - 4 mM). Also a potent inhibitor of adenosine deaminase.

References

Podzuweit et al. (1995), Isoenzyme selective inhibition of cGMP-stimulated cyclic nucleotide phosphodiesterases by erythron-9-(2-hydroxy-3-nonyl) adenine; Cell Signal., 7 733 Méry et al. (1995), Erythro-9-(2-hydroxy-3-nonyl)adenine inhibits cyclic GMP-stimulated phosphodiesterase in isolated cardiac myocytes; Mol. Pharmacol., 48 121 Barankiewicz et al. (1997), Regulation of adenosine concentration and cytoprotective effects of novel reversible adenosine deaminase inhibitors; J. Pharmacol. Exp. Ther., 283 1230 Nakajima et al. (2015), Adenosine deaminase inhibitor EHNA exhibits a potent anticancer effect against malignant pleural mesothelioma; Cell Physiol. Biochem., 35 51 Abd-Elfattah and Wechsler (1994), Separation between ischemic and reperfusion injury by site specific entrapment of endogenous adenosine and inosine using NBMPR and EHNA; Card. Surg., 9 387 Burton et al. (2010), Erythro-9-(2-hydroxy-3-nonyl)adenine(EHNA) blocks differentiation and maintains the expression of pluripotency markers in human embryonic stem cells; Biochem. J., 432 575

EHNA HYDROCHLORIDE Preparation Products And Raw materials

Raw materials

Preparation Products

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EHNA HYDROCHLORIDE Suppliers

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51350-19-7, EHNA HYDROCHLORIDERelated Search:

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51350-19-7

C14H23N5OHCl

C14H24ClN5O

Adenosine deaminase inhibitor.

Bases & Related Reagents

Inhibitors

Nucleotides

Cyclic Nucleotide related

All Inhibitors