CAS 92999-29-6

(S)-9-[3-Hydroxy-2-(phosphonomethoxy)propyl]adenine

Description:

(S)-9-[3-Hydroxy-2-(phosphonomethoxy)propyl]adenine, commonly referred to as a nucleotide analog, is characterized by its structural similarity to adenine, a fundamental component of nucleic acids. This compound features a phosphonomethoxy group, which contributes to its potential as an antiviral agent, particularly against viral infections such as HIV. The presence of the hydroxyl group enhances its solubility and reactivity, making it a subject of interest in medicinal chemistry. Its stereochemistry, indicated by the (S) configuration, plays a crucial role in its biological activity and interaction with enzymes. The compound's mechanism of action typically involves the inhibition of viral replication by interfering with nucleic acid synthesis. Additionally, its stability and bioavailability are important factors that influence its therapeutic efficacy. Overall, (S)-9-[3-Hydroxy-2-(phosphonomethoxy)propyl]adenine represents a significant area of research in the development of antiviral therapies and highlights the importance of structural modifications in enhancing the pharmacological properties of nucleoside analogs.

Formula: C₉H₁₄N₅O₅P

InChI: InChI=1/C9H14N5O5P/c10-8-7-9(12-3-11-8)14(4-13-7)1-6(2-15)19-5-20(16,17)18/h3-4,6,15H,1-2,5H2,(H2,10,11,12)(H2,16,17,18)/t6-/m0/s1

InChI key: InChIKey=FRPXSOOHWNMLPH-LURJTMIESA-N

SMILES: C([C@H](OCP(=O)(O)O)CO)N1C=2C(N=C1)=C(N)N=CN2

Synonyms:

• (S)-(1-(6-Amino-9H-purin-9-yl)-3-hydroxypropan-2-yloxy)methylphosphonic acid
• (S)-9-(3-Hydroxy-2-(phosphonomethoxy)propyl]adenine
• (S)-9-(3-Hydroxy-2-phosphonylmethoxypropyl)adenine
• ({[(2S)-1-(6-amino-9H-purin-9-yl)-3-hydroxypropan-2-yl]oxy}methyl)phosphonic acid
• 9-[(S)-3-Hydroxy-2-(phosphonomethoxy)propyl]adenine
• Gs 0577
• Hpmpa
• Hpmpa-(S)
• P-[[(1S)-2-(6-Amino-9H-purin-9-yl)-1-(hydroxymethyl)ethoxy]methyl]phosphonic acid
• Phosphonic acid, P-[[(1S)-2-(6-amino-9H-purin-9-yl)-1-(hydroxymethyl)ethoxy]methyl]-
• Phosphonic acid, [[(1S)-2-(6-amino-9H-purin-9-yl)-1-(hydroxymethyl)ethoxy]methyl]-
• Phosphonic acid, [[2-(6-amino-9H-purin-9-yl)-1-(hydroxymethyl)ethoxy]methyl]-, (S)-
• 9-[(S)-3-Hydroxy-2-(phosphonomethoxy)propyl]-9H-purine-6-amine
• (S)-HPMPA
• [[(1S)-1-(Hydroxymethyl)-2-(6-amino-9H-purine-9-yl)ethoxy]methyl]phosphonic acid
• [[(S)-2-(6-Amino-9H-purin-9-yl)-1-(hydroxymethyl)ethoxy]methyl]phosphonic acid
• (S)-(((1-(6-Amino-9H-purin-9-yl)-3-hydroxypropan-2-yl)oxy)methyl)phosphonic acid

9-(3-Hydroxy-2-phosphonylmethoxypropyl)adenine

CAS: 92999-29-6

Formula: C₉H₁₄N₅O₅P

Purity: %

Molecular weight: 303.2117

Ref: IN-DA00H1LF

(S)-(((1-(6-Amino-9H-purin-9-yl)-3-hydroxypropan-2-yl)oxy)methyl)phosphonic acid

CAS: 92999-29-6

(S)-(((1-(6-Amino-9H-purin-9-yl)-3-hydroxypropan-2-yl)oxy)methyl)phosphonic acid

Purity: 95%

Molecular weight: 303.22g/mol

Ref: 54-OR1064089

(S)-HPMPA

CAS: 92999-29-6

(S)-HPMPA is a nucleotide analogue, which is a chemically synthesized compound designed to mimic nucleotides. It acts as both an antiviral and an antitumor agent, sourced primarily through synthetic chemistry involving the modification of naturally occurring nucleotide structures. The mode of action of (S)-HPMPA involves mimicking natural substrates of various viral polymerases and cellular enzymes, thereby inhibiting viral DNA synthesis and disrupting the replication cycle of DNA viruses. Additionally, it can interfere with certain cellular pathways contributing to its antitumor effects.

Formula: C₉H₁₄N₅O₅P

Purity: Min. 95%

Molecular weight: 303.21 g/mol

Ref: 3D-NH137606