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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

J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
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jkinfo@jkchemical.com
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China
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96815
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3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
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15839
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Shanghai Aladdin Bio-Chem Technology Co.,LTD
Tel
400-400-6206333 18521732826
Fax
021-50323701
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market@aladdin-e.com
Country
China
ProdList
25003
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Shanghai EFE Biological Technology Co., Ltd.
Tel
021-65675885 18964387627
Fax
021-65675885
Email
info@efebio.com
Country
China
ProdList
9806
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Shenzhen Polymeri Biochemical Technology Co., Ltd.
Tel
+86-400-002-6226 +86-13028896684;
Email
sales@rrkchem.com
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China
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57423
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NewCan Biotech Limited
Tel
+86-0571-86912261 +8613735419629
Email
sales@newcanbio.com
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China
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9981
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Chunchuang (Wuhan) Technology Co., Ltd
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15342225168
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yutianchun2007@126.com
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China
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10003
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Energy Chemical
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021-58432009 400-005-6266
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021-58436166
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marketing@energy-chemical.com
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China
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44918
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Shanghai Universal Biotech Co.,Ltd
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13774214275
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zhouzz@univ-bio.com
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China
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24994
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Aikon International Limited
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18626450290
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yftan@aikonchem.com
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China
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51350-19-7, EHNA HYDROCHLORIDERelated Search:


  • 9-ERYTHRO-(2-HYDROXY-3-N-NONYL) ADENINE HYDROCHLORIDE
  • ERYTHRO-9-(2-HYDROXY-3-NONYL)ADENINE, HCL
  • ERYTHRO-9-(2-HYDROXY-3-NONYL)ADENINE HYDROCHLORIDE
  • ERYTHRO-9-AMINO-BETA-HEXYL-ALPHA-METHYL-9H-PURINE-9-ETHANOL HYDROCHLORIDE
  • EHNA
  • EHNA HCL
  • EHNA HYDROCHLORIDE
  • MEP1 HYDROCHLORIDE
  • ERYTHRO-9-(2-HYDROXY-3-NONYL)ADENINE, HC L POTENT INHIBITOR OF A
  • rac erythro-9-(2-Hydroxy-3-nonyl)adenine, Hydrochloride
  • 9-erythro-(2-Hydroxy-3-nonyl)-adenine hydrochloride
  • NSC-263165
  • (+)-erythro-9-(2-Hydroxy-3-nonyl)adenine
  • (αS,βR)-6-Amino-β-hexyl-α-methyl-9H-purine-9-ethanol
  • 9-erythro-(2-Hydroxyl-3-nonyl)adenine
  • 9H-Purine-9-ethanol, 6-amino-β-hexyl-α-methyl-, (αR,βS)-rel-
  • 6-?amino-?β-?hexyl-?α-?methyl-?,(αR,?βS)?-?rel-9H-?Purine-?9-?ethanol
  • 51350-19-7
  • C14H23N5OHCl
  • C14H24ClN5O
  • Adenosine deaminase inhibitor.
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  • Nucleotides
  • Cyclic Nucleotide related
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