CAS 35920-39-9

1-(6-Amino-9H-purin-9-yl)-1-deoxy-N-ethyl-β-D-ribofuranuronamide

Description:

1-(6-Amino-9H-purin-9-yl)-1-deoxy-N-ethyl-β-D-ribofuranuronamide, with the CAS number 35920-39-9, is a purine derivative that exhibits characteristics typical of nucleosides. This compound features a purine base, specifically adenine, linked to a ribofuranose sugar moiety, which is modified by the presence of an ethyl group at the nitrogen position. The amino group at the 6-position of the purine ring contributes to its potential biological activity, possibly influencing interactions with nucleic acid structures or enzymes. The presence of the deoxy group indicates that it lacks an oxygen atom at the 2' position of the ribose, which is significant for its stability and reactivity. This compound may be of interest in biochemical research, particularly in studies related to nucleic acid metabolism, antiviral activity, or as a potential therapeutic agent. Its solubility, stability, and reactivity would depend on the specific conditions of the environment, such as pH and temperature, as well as the presence of other chemical species.

Formula: C₁₂H₁₆N₆O₄

InChI: InChI=1S/C12H16N6O4/c1-2-14-11(21)8-6(19)7(20)12(22-8)18-4-17-5-9(13)15-3-16-10(5)18/h3-4,6-8,12,19-20H,2H2,1H3,(H,14,21)(H2,13,15,16)/t6-,7+,8-,12+/m0/s1

InChI key: InChIKey=JADDQZYHOWSFJD-FLNNQWSLSA-N

SMILES: O[C@H]1[C@H](N2C=3C(N=C2)=C(N)N=CN3)O[C@H](C(NCC)=O)[C@H]1O

Synonyms:

• (2S,3R,5R)-5-(6-amino-9H-purin-9-yl)-N-ethyl-3,4-dihydroxytetrahydrofuran-2-carboxamide (non-preferred name)
• (2S,3S,4R)-5-(6-amino-9H-purin-9-yl)-N-ethyl-3,4-dihydroxytetrahydrofuran-2-carboxamide (non-preferred name)
• (2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-N-ethyl-3,4-dihydroxytetrahydrofuran-2-carboxamide (non-preferred name)
• 1-(6-Amino-9H-purin-9-yl)-1-deoxy-N-ethyl-beta-D-ribofuranuronamide
• 1-(6-Amino-9H-purin-9-yl)-1-deoxy-N-ethyl-β-<span class="text-smallcaps">D</span>-ribofuranuronamide
• 5'-N(Sup 6)-Ethylcarboxamidoadenosine
• 5'-N-Ethylcarboxamidoadenosine
• 5′-N⁶-Ethylcarboxamidoadenosine
• 744-96
• Adenosine 5′-ethylcarboxamide
• Adenosine-5'-(N-ethylcarboxamide)
• D-Neca
• beta-D-Ribofuranuronamide, 1-(6-amino-9H-purin-9-yl)-1-deoxy-N-ethyl-
• β-<span class="text-smallcaps">D</span>-Ribofuranuronamide, 1-(6-amino-9H-purin-9-yl)-1-deoxy-N-ethyl-
• β-D-Ribofuranuronamide, 1-(6-amino-9H-purin-9-yl)-1-deoxy-N-ethyl-

5'-N-Ethylcarboxamidoadenosine

CAS: 35920-39-9

5'-N-Ethylcarboxamidoadenosine

Purity: ≥95%

Molecular weight: 308.29g/mol

Ref: 54-BUP06338

5''-Ethylcarboxamidoadenosine

CAS: 35920-39-9

Formula: C₁₂H₁₆N₆O₄

Molecular weight: 308.29

Ref: 7W-GN8868

5'-N-Ethylcarboxamidoadenosine

CAS: 35920-39-9

NECA, an adenosine receptor agonist, boosts brain extravasation of fluorescein and dextran without affecting the blood-brain barrier.

Formula: C₁₂H₁₆N₆O₄

Purity: 98.95% - ≥95%

Color and Shape: Powder

Molecular weight: 308.29

Ref: TM-T7340

5’-Ethylcarboxamido Adenosine

Controlled Product

CAS: 35920-39-9

Stability Hygroscopic
Applications A potent adenosine receptor agonist. Inhibits platelet aggregation and is centrally active in vivo.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Cusack and Hourani: Br. J. Pharmacol., 72, 433 (1981), Knapp, et al.: Pharmacol. Biochem. Behav., 68, 797 (2001)

Formula: C₁₂H₁₆N₆O₄

Color and Shape: Neat

Molecular weight: 308.29

Ref: TR-E900980

5'-Ethylcarboxamidoadenosine

CAS: 35920-39-9

5'-Ethylcarboxamidoadenosine (5-ECA) is an adenosine receptor antagonist that is used as a radioligand to study the binding of adenosine and other nucleotides to their receptors. 5-ECA binds to the A3 receptor, which is a member of the G protein-coupled receptor family. This compound also inhibits platelet aggregation and has been shown to have anti-inflammatory effects in mice with colon cancer. 5-ECA was found to inhibit tumor growth in a mouse model system by suppressing IL-2 production and reducing levels of PGE2, an effect that may be due to inhibition of cyclase activity. 5-ECA can be used in vitro for studies on pluripotent cells because it does not affect their ability to differentiate.

Formula: C₁₂H₁₆N₆O₄

Purity: Min. 95%

Color and Shape: White Powder

Molecular weight: 308.29 g/mol

Ref: 3D-NE06155

5-Ethylcarboxamido Adenosine

CAS: 35920-39-9

Formula: C₁₂H₁₆N₆O₄

Molecular weight: 308.3

Ref: ST-EA-CP-A88069