Skip to Content
Merck
All Photos(2)

Key Documents

More Documents

E114

Sigma-Aldrich

EHNA hydrochloride

≥98% (HPLC)

Synonym(s):

erythro-9-(2-Hydroxy-3-nonyl)­adenine hydrochloride, erythro-9-Amino-β-hexyl-­α-methyl-9H-purine-9-ethanol hydrochloride

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Empirical Formula (Hill Notation):
C14H23N5O · HCl
CAS Number:
58337-38-5
Molecular Weight:
313.83
MDL number:
MFCD00151066
UNSPSC Code:
12352200
PubChem Substance ID:
24277713
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

storage condition

desiccated

solubility

DMSO: >10 mg/mL
H2O: >10 mg/mL

SMILES string

Cl[H].CCCCCC[C@H]([C@H](C)O)n1cnc2c(N)ncnc12

InChI

1S/C14H23N5O.ClH/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);1H/t10-,11+;/m0./s1

InChI key

VVDXNJRUNJMYOZ-VZXYPILPSA-N

Gene Information

human ... ADORA1(134) , ADORA2A(135) , ADORA2B(136) , ADORA3(140)

Looking for similar products? Visit Product Comparison Guide

General description

EHNA is an adenosine deaminase inhibitor. It possesses antitumor action.

Application

EHNA hydrochloride has been used to treat microexplant culture to examine the direction and the motor responsible for the movement of autophagosomes in axons. It has also been used in nucleoside supplementation to inhibit the breakdown of deoxyadenosine by the enzyme adenosine deaminase.

Biochem/physiol Actions

Adenosine deaminase inhibitor.

Features and Benefits

This compound is a featured product for Cyclic Nucleotide research. Click here to discover more featured Cyclic Nucleotide products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the Phosphodiesterases page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Adenosine deaminase inhibitor EHNA exhibits a potent anticancer effect against malignant pleural mesothelioma
Nakajima Y, et al.
Cellular Physiology and Biochemistry, 35(1), 51-60 (2015)
Sarah M Bowers et al.
Pediatric rheumatology online journal, 18(1), 54-54 (2020-07-12)
Human adenosine deaminase 2 (ADA2) is an extracellular enzyme that negatively regulates adenosine-mediated cell signaling by converting adenosine to inosine. Altered ADA2 enzyme activity has been associated with some viral infections and rheumatic diseases. The potential utility of ADA2 as
Enzyme inhibitors. 26. Bridging hydrophobic and hydrophilic regions on adenosine deaminase with some 9-(2-hydroxy-3-alkyl)adenines.
H J Schaeffer et al.
Journal of medicinal chemistry, 17(1), 6-8 (1974-01-01)
Eric Y Shin et al.
Journal of the American Heart Association, 7(2) (2018-01-15)
During myocardial ischemia/reperfusion (MI/R) injury, there is extensive release of immunogenic metabolites that activate cells of the innate immune system. These include ATP and AMP, which upregulate chemotaxis, migration, and effector function of early infiltrating inflammatory cells. These cells subsequently
Heidi M B Lesscher et al.
Alcoholism, clinical and experimental research, 41(7), 1271-1279 (2017-04-28)
A substantial part of the risk for alcohol use disorder is determined by genetic factors. We previously used chromosome substitution (CSS) mice, to identify a quantitative trait loci (QTL) for alcohol preference on mouse chromosome 2. The aim of this
View All Related Papers

Related Content

Discover Bioactive Small Molecules for Cyclic Nucleotides

Cyclic nucleotides, including cyclic AMP (cAMP), cyclic GMP (cGMP) and cyclic ADP-ribose, have been extensively studied as second messengers of intracellular events initiated by activation of GPCRs. cAMP modifies cell function in all eukaryotic cells, principally through the activation of cAMP-dependent protein kinase (PKA), but also through cAMP-gated ion channels and guanine nucleotide exchange factors directly activated by cAMP.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service