81408-49-3

Basic information

• Product Name: rac erythro-9-(2-Hydroxy-3-nonyl)adenine, Hydrochloride
• Synonyms: (2R,3S)-EHNA hydrochloride
• CAS NO: 81408-49-3
• Molecular Formula: C14H24ClN5O
• Molecular Weight: 313.82626
• Product Categories: Bases & Related Reagents;Inhibitors;Nucleotides
• Mol File: 81408-49-3.mol
• Article Data: 2

Chemical Properties

• Melting Point: 163-170°C
• Appearance: /
• Storage Temp.: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• CAS DataBase Reference: rac erythro-9-(2-Hydroxy-3-nonyl)adenine, Hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: rac erythro-9-(2-Hydroxy-3-nonyl)adenine, Hydrochloride(81408-49-3)
• EPA Substance Registry System: rac erythro-9-(2-Hydroxy-3-nonyl)adenine, Hydrochloride(81408-49-3)

Safety Data

• Hazardous Substances Data: 81408-49-3(Hazardous Substances Data)

Usage

Description

rac erythro-9-(2-Hydroxy-3-nonyl)adenine, Hydrochloride is a hydrochloride salt obtained by the reaction of (2R,3S)-EHNA with one equivalent of hydrochloric acid. It is a selective inhibitor of cGMP-stimulated phosphodiesterase (PDE2) with an IC50 range of 0.8 4 μM and also acts as a potent inhibitor of adenosine deaminase. This white to off-white solid is a chemical compound with potential applications in various fields.

Uses

Used in Pharmaceutical Industry:
rac erythro-9-(2-Hydroxy-3-nonyl)adenine, Hydrochloride is used as a selective inhibitor for cGMP-stimulated phosphodiesterase (PDE2) for its ability to modulate intracellular cGMP levels, which can have therapeutic effects in treating certain diseases.
Used in Enzyme Inhibition:
In the field of biochemistry, rac erythro-9-(2-Hydroxy-3-nonyl)adenine, Hydrochloride is used as a potent inhibitor of adenosine deaminase, an enzyme involved in the breakdown of adenosine. This inhibition can be useful in studying enzyme function and developing treatments for related conditions.
Used in Research Applications:
As a chemical compound with specific inhibitory properties, rac erythro-9-(2-Hydroxy-3-nonyl)adenine, Hydrochloride is used in research settings to investigate the roles of PDE2 and adenosine deaminase in various biological processes and disease mechanisms.

Upstream product

• 229308-71-8 9-{(S)-1-[(R)-1-(Tetrahydro-pyran-2-yloxy)-ethyl]-heptyl}-9H-purin-6-ylamine 
• 73-24-5 7H-purin-6-ylamine 
• 78008-36-3 (R)-2,3-cyclohexylideneglyceraldehyde 
• 81408-41-5 Methanesulfonic acid (R)-1-((R)-1-benzyloxy-ethyl)-heptyl ester 
• 81408-40-4 (2R,3R)-2-O-benzyl-2,3-nonanediol 
• 229308-65-0 (2R,3R)-3-benzyloxy-1,2-cyclohexylidenenonane 
• 229308-69-4 (2R,3R)-3-benzyloxy-2-tetrahydropyranyloxynonane 
• 229308-66-1 (2R,3R)-3-benzyloxynonane-1,2-diol 
• 229308-70-7 (2R,3R)-3-hydroxy-2-tetrahydropyranyloxynonane 
• 229308-67-2 (2R,3R)-3-benzyloxy-1-epoxynonane 
• 229308-68-3 (2R,3R)-3-benzyloxynonan-2-ol 
• 81408-48-2 (2R,3S)-3-(adenin-9-yl)-2-O-benzyl-2-nonanol 
• 229308-58-1 (2R,3R)-1,2-cyclohexylidenenonane-1,2,3-triol 

Relevant articles and documents

Enantiospecific synthesis of some bioactive amino alcohols and related compounds from cyclohexylideneglyceraldehyde

Two bioactive amino alcohols or related derivatives, 2-aminohexadecanol I and erythro-9-(2-hydroxy-3-nonyl)adenine hydrochloride (EHNA hydrochloride) IIa, have been synthesized from some enantiomerically pure 3-alkylglycerols. The required C-3 epimeric 3-