CAS 38819-10-2

2-amino-9-(beta-D-arabinofuranosyl)-3,9-dihydro-6H-purin-6-one

Description:

2-amino-9-(beta-D-arabinofuranosyl)-3,9-dihydro-6H-purin-6-one, commonly known as Ara-A or arabinosyladenine, is a nucleoside analog with notable antiviral properties. It is characterized by its purine base structure, which includes an amino group at the 2-position and a beta-D-arabinofuranosyl sugar moiety. This compound exhibits a unique stereochemistry that contributes to its biological activity, particularly in inhibiting viral replication. Ara-A is primarily utilized in the treatment of viral infections, including those caused by herpes simplex virus and other RNA viruses. Its mechanism of action involves interference with viral nucleic acid synthesis, making it a valuable therapeutic agent. The compound is typically administered in its phosphate form to enhance solubility and bioavailability. Additionally, Ara-A has been studied for its potential in cancer therapy due to its ability to disrupt cellular processes. Overall, its structural features and biological activities make it a significant compound in medicinal chemistry and virology.

Formula: C₁₀H₁₃N₅O₅

InChI: InChI=1/C10H13N5O5/c11-10-13-7-4(8(19)14-10)12-2-15(7)9-6(18)5(17)3(1-16)20-9/h2-3,5-6,9,16-18H,1H2,(H3,11,13,14,19)/t3-,5-,6+,9-/m1/s1

InChI key: InChIKey=NYHBQMYGNKIUIF-FJFJXFQQSA-N

SMILES: O=C1C2=C(N(C=N2)[C@@H]3O[C@H](CO)[C@@H](O)[C@@H]3O)NC(N)=N1

Synonyms:

• 1-β-D-Arabinofuranosylguanine
• 2-Amino-6-hydroxy-9-(β-<span class="text-smallcaps">D</span>-arabinofuranosyl)purine
• 2-Amino-9-(beta-D-arabinofuranosyl)-1,9-dihydro-6H-purin-6-one
• 2-Amino-9-β-<span class="text-smallcaps">D</span>-arabinofuranosyl-1,9-dihydro-6H-purin-6-one
• 6H-Purin-6-one, 2-amino-9-β-<span class="text-smallcaps">D</span>-arabinofuranosyl-1,9-dihydro-
• 6H-purin-6-one, 2-amino-9-beta-D-arabinofuranosyl-1,9-dihydro-
• 9-(Beta-D-Arabinofuranosyl)Guanine
• 9-Arabinoguanine
• 9-β-<span class="text-smallcaps">D</span>-Arabinofuranosylguanine
• A 4233
• Arabinoguanosine
• Araguanosine
• Guanine arabinoside
• Guanine, 9-β-<span class="text-smallcaps">D</span>-arabinofuranosyl-
• NSC 76352
• ara-Guanosine
• Arabinosylguanine
• 9-β-D-Arabinofuranosylguanine
• Guanine, 9-β-D-arabinofuranosyl-
• 2-Amino-6-hydroxy-9-(β-D-arabinofuranosyl)purine
• 6H-Purin-6-one, 2-amino-9-β-D-arabinofuranosyl-1,9-dihydro-
• 2-Amino-9-β-D-arabinofuranosyl-1,9-dihydro-6H-purin-6-one
• )-21-(Acetyloxy)-9,11-epoxy-6-fluoro-16-methyl-d3-pregna-1,4-diene-3,20-dione
• )-10-Bromo-8,9,10,11-tetrahydrobenz[a]anthracene-8,9,11-triol
• 9-beta-D-Arabinofuranosylguanine Hydrate
• GUANINE-9-ARABINOSIDE
• -Epoxy-21dehydroxy Betamethasone
• Ara-G
• 9-β-D-Arabinofuranosyl-1,6-dihydro-2-amino-6-oxo-9H-purine
• 9-beta-Arabinosylguanine
• )-9,11-Epoxy-pregna-1,4,16-triene-3,20-dione
• 9-(β-D-Arabinoribofuranosyl)-guanine
• 9-arabinofuranosylguanine
• 9-(BETA-D-ARABINOFURANOSYL)GUANINE USP/EP/BP
• 9-(b-D-Arabinofuranosyl)guanine
• 9-β-D-Arabinofuranosyl-2-amino-9H-purin-6-ol
• )-9,11-Epoxy-6-fluoro-21-hydroxy-16-methyl-pregna-1,4-diene-3,20-dione
• 9-β-D-Arabinofuranosylguanine Hydrate
• 2-AMino-9-((2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxyMethyl)tetrahydrofuran-2-yl)-1H-purin-6(9H)-one
• )-21-(Acetyloxy)-9,11-epoxy-6-fluoro-17-hydroxy-16-methylpregna-1,4-diene-3,20-dione
• -Epoxy-17,21-dihydroxy-16&beta
• 2-amino-9-beta-d-arabinofuranosyl-1,9-dihydro-6h-purin-6-on
• Guanine, 9-(beta-D-arabinofuranosyl)-
• 9-β-D-Arabinofuranosylguanine Hydrate &gt
• 9-&beta
• 9-(beta-d-arabinofuranosyl)-guanin
• )-9,11-Epoxy-1,21-dihydroxy-4,16-dimethyl-19-norpregna-1,3,5(10)-trien-20-one
• 9-(β-D-Arabinofuranosyl)guanine ,97%
• )-9,11-Epoxy-21-hydroxy-16-methyl-pregna-1,4-diene-3,20-dione
• )-21-(Acetyloxy)-9,11-epoxypregna-1,4,16-triene-3,20-dione
• 2-Amino-9-β-D-arabinofuranosyl-9H-purine-6(1H)-one
• Ara-G hydrate, 98%, inhibitor of DNA synthesis, an antimetabolite and antineoplastic.
• Ara-G hydrate
• -Arabinofuranosylguanine Hydrate
• 2-amino-9-(beta-D-arabinofuranosyl)-3,9-dihydro-6H-purin-6-one
• ARABINOFURANOSYL-GUANINE
• D
• -
• )-9-Bromo-8,9,10,11-tetrahydrobenz[a]anthracene-8,10,11-triol-d9
• Arabinofuranosyl-guanine (ara-G)
• )-21-(Acetyloxy)-9,11-epoxy-6-fluoro-pregna-1,4,16-triene-3,20-dione
• 9-β-D-Arabinofuranosyl guanine hydrate
• -methyl-pregn-4-ene-3,20-dione
• )-9,11-Epoxy-6-fluoropregna-1,4,16-triene-3,20-dione
• ARA-G 9-(BETA-D-ARABINOFURANOSYL)-GUANINE

9-beta-D-Arabinofuranosylguanine

CAS: 38819-10-2

Formula: C₁₀H₁₃N₅O₅

Purity: >98.0%(HPLC)

Color and Shape: White to Almost white powder to crystal

Molecular weight: 283.24

Ref: 3B-A2739

9-β-Arabinosylguanine

CAS: 38819-10-2

9-β-Arabinosylguanine

Formula: C₁₀H₁₃N₅O₅

Purity: 98%

Molecular weight: 283.24

Ref: 54-OR1026312

Ara-G

CAS: 38819-10-2

Ara-G

Formula: C₁₀H₁₃N₅O₅

Purity: ≥98%

Molecular weight: 283.24

Ref: 54-BUP16058

9-β-D-Arabinofuranosylguanine

CAS: 38819-10-2

Formula: C₁₀H₁₃N₅O₅

Purity: 98%

Color and Shape: Solid

Molecular weight: 283.2407

Ref: IN-DA0037XI

Nelarabine Impurity 16

CAS: 38819-10-2

Formula: C₁₀H₁₃N₅O₅

Molecular weight: 283.24

Ref: 4Z-N-5217

9-β-D-Arabinofuranosylguanine

CAS: 38819-10-2

9-beta-Arabinosylguanine

Formula: C₁₀H₁₃N₅O₅

Purity: 98%

Molecular weight: 283.24

Ref: IN-DG12134

Ara-G

CAS: 38819-10-2

Ara-G, a deoxyguanosine analog, inhibits DNA synthesis, targeting T cell leukemia by converting to araGTP.

Formula: C₁₀H₁₃N₅O₅

Purity: 98.74%

Color and Shape: White Solid

Molecular weight: 283.2407

Ref: TM-T36944

9-(b-D-Arabinofuranosyl)guanine

CAS: 38819-10-2

Formula: C₁₀H₁₃N₅O₅·xH₂O

Purity: ≥ 97.5%

Color and Shape: White to off-white crystalline powder

Molecular weight: 283.24 (anhydrous)

Ref: 7W-GN2070

9-(b-D-Arabinofuranosyl)guanine

CAS: 38819-10-2

9-(b-D-Arabinofuranosyl)guanine is an arabinoside derivative that has high affinity for DNA. 9-(b-D-Arabinofuranosyl)guanine binds to the phosphate groups in DNA and inhibits the synthesis of DNA. It is used in vitro assays to study molecular pathogenesis and in vivo as a drug against leukemia, lymphomas, and other cancers. 9-(b-D-Arabinofuranosyl)guanine also inhibits protein synthesis by binding to ribosomes. This drug can cause significant side effects such as gastrointestinal distress, diarrhea, nausea, vomiting, and abdominal pain. It can also cause blood dyscrasias and liver damage.

Formula: C₁₀H₁₃N₅O₅

Purity: Min. 97 Area-%

Color and Shape: White Powder

Molecular weight: 283.24 g/mol

Ref: 3D-NA06002

9-(b-D-Arabinofuranosyl)guanine - Bio-X ™

CAS: 38819-10-2

9-(b-D-Arabinofuranosyl) guanine is a purine nucleoside in which guanine is attached to arabinofuranose via a beta-N(9)-glycosidic bond. 9-(b-D-Arabinofuranosyl) guanine binds to the phosphate groups in DNA and inhibits the synthesis of DNA causing cell death. It also has antineoplastic properties.

Formula: C₁₀H₁₃N₅O₅

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 283.24 g/mol

Ref: 3D-BA300152

Ara-G

CAS: 38819-10-2

Formula: C₁₀H₁₃N₅O₅

Molecular weight: 283.24

Ref: BE-RMCN045008

9-β-D-Arabinofuranosylguanine

CAS: 38819-10-2

Purity: 98%

Molecular weight: 283.092

Ref: 10-F858517

9-b-D-Arabinofuranosylguanine

CAS: 38819-10-2

Formula: C₁₀H₁₃N₅O₅

Purity: 95.0%

Color and Shape: Liquid, No data available.

Molecular weight: 283.244

Ref: 10-F225628

Ara-G

Controlled Product

CAS: 38819-10-2

Applications Ara-G is an inducer of apoptosis, inhibitor of DNA synthesis, an antimetabolite, and antineoplastic.

Formula: C₁₀H₁₃N₅O₅

Color and Shape: Neat

Molecular weight: 283.24

Ref: TR-A765558

Ara-G-13C,15N2

Controlled Product

CAS: 38819-10-2

Formula: CC₉H₁₃₁₅N₂N₃O₅

Color and Shape: Neat

Molecular weight: 286.22

Ref: TR-A765559

Nelarabine Impurity 16

CAS: 38819-10-2

Formula: C₁₀H₁₃N₅O₅

Molecular weight: 283.24

Ref: ST-EA-CP-N38018

9-(b-D-Arabinofuranosyl)guanine

CAS: 38819-10-2

Formula: C₁₀H₁₃N₅O₅

Molecular weight: 283.24

Ref: ST-EA-CP-A88013