CAS 29984-33-6

ara-AMP

Description:

Ara-AMP, or 2'-deoxy-2'-arabinofuranosyladenosine monophosphate, is a nucleoside analog characterized by its unique arabinose sugar configuration, which distinguishes it from the more common ribose and deoxyribose sugars found in nucleotides. This compound features an adenine base linked to a 2'-arabinofuranosyl moiety, contributing to its structural and functional properties. Ara-AMP is known for its role in antiviral and anticancer research, as it can interfere with nucleic acid synthesis and exhibit cytotoxic effects on certain cell types. The presence of the arabinose sugar can enhance its stability and bioavailability compared to other nucleoside analogs. Additionally, ara-AMP can be phosphorylated to its triphosphate form, which is crucial for its mechanism of action in inhibiting viral replication or cancer cell proliferation. Its unique structure and biological activity make it a subject of interest in medicinal chemistry and pharmacology, particularly in the development of therapeutic agents targeting viral infections and malignancies.

Formula: C₁₀H₁₄N₅O₇P

InChI: InChI=1S/C10H14N5O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(22-10)1-21-23(18,19)20/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20)/t4-,6-,7+,10-/m1/s1

InChI key: InChIKey=UDMBCSSLTHHNCD-UHTZMRCNSA-N

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

Synonyms:

• 5′-Arabinosyladenine monophosphate
• 9-(5-O-Phosphono-β-<span class="text-smallcaps">D</span>-arabinofuranosyl)-9H-purin-6-amine
• 9-(5-O-phosphonato-beta-D-arabinofuranosyl)-9H-purin-6-amine
• 9-(5-O-phosphono-beta-D-arabinofuranosyl)-9H-purin-6-amine
• 9-β-<span class="text-smallcaps">D</span>-Arabinofuranosyl AMP
• 9-β-<span class="text-smallcaps">D</span>-Arabinofuranosyladenine 5′-monophosphate
• 9-β-<span class="text-smallcaps">D</span>-Arabinofuranosyladenine 5′-phosphate
• 9-β-<span class="text-smallcaps">D</span>-Arabinofuranosyladenine monophosphate
• 9-β-D-Arabinofuranosyl-adenine-5'-monophosphate
• 9-β-D-Arabinofuranosyl-adenine-5'-monophosphate,disodium salt
• 9-β-D-Arabinofuranosyl-adenine-5'-monophosphate,sodium salt
• 9H-Purin-6-amine, 9-(5-O-phosphono-β-<span class="text-smallcaps">D</span>-arabinofuranosyl)-
• <span class="text-smallcaps">D</span>-Arabinosyladenine 5′-monophosphate
• Adenine arabinonucleoside 5′-phosphate
• Adenine arabinoside 5′-monophosphate
• Adenine arabinoside monophosphate
• Adenine, 9-β-<span class="text-smallcaps">D</span>-arabinofuranosyl-, 5′-(dihydrogen phosphate)
• Arabinosyladenine monophosphate
• Ci 808
• NSC 127223
• Vidarabine Monophosphate
• Vidarabine phosphate
• Vidarabine-5′-monophosphate
• ara-AMP
• 9-(5-O-Phosphono-β-D-arabinofuranosyl)-9H-purin-6-amine
• 9-β-D-Arabinofuranosyladenine monophosphate
• 9H-Purin-6-amine, 9-(5-O-phosphono-β-D-arabinofuranosyl)-

9H-Purin-6-amine, 9-(5-O-phosphono-b-D-arabinofuranosyl)-

CAS: 29984-33-6

Formula: C₁₀H₁₄N₅O₇P

Purity: 95%

Color and Shape: Solid

Molecular weight: 347.2212

Ref: IN-DA00I5KS

Adenine-9-β-D-arabinofuranoside-5''-monophosphate

CAS: 29984-33-6

Formula: C₁₀H₁₄N₅O₇P

Molecular weight: 347.22

Ref: 7W-GE2372

Vidarabine phosphate

CAS: 29984-33-6

Vidarabine phosphate

Purity: ≥98%

Molecular weight: 347.22g/mol

Ref: 54-BUP15541

Vidarabine Monophosphate

CAS: 29984-33-6

Formula: C₁₀H₁₄N₅O₇P

Purity: >95.0%(T)(HPLC)

Color and Shape: White to Light yellow powder to crystal

Molecular weight: 347.22

Ref: 3B-V0205

Vidarabine Phosphate

CAS: 29984-33-6

Color and Shape: Neat

Ref: 86-MM3814.00

Vidarabine phosphate

CAS: 29984-33-6

Purity: ≥95%

Molecular weight: 347.223999

Ref: 10-F610688

Vidarabine phosphate

CAS: 29984-33-6

Vidarabine phosphate is an adenosine monophosphate analog.

Formula: C₁₀H₁₄N₅O₇P

Purity: 99.75%

Color and Shape: White Crystalline Powder

Molecular weight: 347.22

Ref: TM-T20048

9-(β-D-Arabinofuranosyl)adenine 5'-monophosphate

CAS: 29984-33-6

9-(β-D-Arabinofuranosyl)adenine 5'-monophosphate (Ara-AMP) is a prodrug that is converted to adenine arabinoside in vivo. It is used as an antiviral agent for the prevention of hepatitis B and C. Ara-AMP inhibits viral DNA synthesis by acting as a competitive inhibitor of adenosine triphosphate, which is required for viral DNA polymerase activity. Ara-AMP also has antiviral properties against some RNA viruses, such as HIV and influenza virus. Ara-AMP can be administered orally or by injection, making it suitable for use in children who are unable to take oral medication.

Formula: C₁₀H₁₄N₅O₇P

Purity: Min. 95%

Color and Shape: White Powder

Molecular weight: 347.22 g/mol

Ref: 3D-NA09216