CAS 147127-19-3

({[(2S)-1-(6-amino-9H-purin-9-yl)propan-2-yl]oxy}methyl)phosphonic acid

Description:

The chemical substance known as "({[(2S)-1-(6-amino-9H-purin-9-yl)propan-2-yl]oxy}methyl)phosphonic acid," with the CAS number 147127-19-3, is a phosphonic acid derivative that features a purine base structure. This compound is characterized by the presence of a phosphonic acid functional group, which imparts significant acidity and reactivity. The purine moiety contributes to its biological relevance, particularly in the context of nucleic acid metabolism and signaling pathways. The stereochemistry indicated by the (2S) designation suggests that it has a specific three-dimensional arrangement, which can influence its interactions with biological targets. Additionally, the presence of an amino group enhances its potential for hydrogen bonding and interaction with biomolecules. This compound may exhibit properties such as solubility in polar solvents and potential applications in pharmaceuticals or biochemistry, particularly in the development of antiviral agents or as a biochemical probe. Its unique structure allows for specific interactions within biological systems, making it a subject of interest in medicinal chemistry.

Formula: C₉H₁₄N₅O₄P

InChI: InChI=1/C9H14N5O4P/c1-6(18-5-19(15,16)17)2-14-4-13-7-8(10)11-3-12-9(7)14/h3-4,6H,2,5H2,1H3,(H2,10,11,12)(H2,15,16,17)/t6-/m0/s1

SMILES: C[C@@H](Cn1cnc2c(N)ncnc12)OCP(=O)(O)O

Synonyms:

• Phosphonic acid, [[(1S)-2-(6-amino-9H-purin-9-yl)-1-methylethoxy]methyl]-
• (S)-(1-(6-Amino-9H-Purin-9-Yl)Propan-2-Yloxy)Methylphosphonic Acid

Phosphonic acid, P-[[(1S)-2-(6-amino-9H-purin-9-yl)-1-methylethoxy]methyl]-

CAS: 147127-19-3

Formula: C₉H₁₄N₅O₄P

Purity: 98%

Color and Shape: Solid

Molecular weight: 287.2123

Ref: IN-DA001EMJ

(S)-Tenofovir

CAS: 147127-19-3

Formula: C₉H₁₄N₅O₄P

Color and Shape: White To Off-White Solid

Molecular weight: 287.22

Ref: 4Z-T-0226

(S)-(((1-(6-Amino-9H-Purin-9-yl)Propan-2-yl)Oxy)Methyl)Phosphonic Acid

CAS: 147127-19-3

(S)-(((1-(6-Amino-9H-Purin-9-yl)Propan-2-yl)Oxy)Methyl)Phosphonic Acid

Purity: 95%

Molecular weight: 287.21g/mol

Ref: 54-OR1024634

(S)-Tenofovir

CAS: 147127-19-3

(S)-Tenofovir

Purity: ≥98%

Molecular weight: 287.21g/mol

Ref: 54-BUP08757

Tenofovir (S)-Isomer

CAS: 147127-19-3

Formula: C₉H₁₄N₅O₄P

Molecular weight: 287.22

Ref: ST-EA-CP-T5012

(S)-Tenofovir

Controlled Product

CAS: 147127-19-3

Applications (S)-Tenofovir is an S-enatiomeric derivative of Tenofovir (T018500). (S)-Tenofovir displays virucidal activity against herpes, visna virus and retrovirus. The S enantiomer of Tenofovir (T018500) is less effective against HIV than their (R)-enantiomeric counterparts.
References Balzarini, J. et al: Biochem. Biophys. Res. Comm., 219, 337 (1996); Balzarini, J. et al.: Antimicrob. Agents. Ch., 37, 332 (1993); Thormar, H. et al.: Antimicorb. Agents. Ch., 37, 2540 (1993)

Formula: C₉H₁₄N₅O₄P

Color and Shape: Neat

Molecular weight: 287.21

Ref: TR-T018480

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

CAS: 147127-19-3

Formula: C₉H₁₄N₅O₄P

Purity: 98%

Molecular weight: 287.216

Ref: 10-F320202

(S)-Tenofovir

CAS: 147127-19-3

Tenofovir is an antiviral drug that belongs to the class of acyclic nucleoside phosphonates. Tenofovir is a prodrug that needs to be activated by phosphorylation before it can act as a polymerase chain inhibitor. The inhibition of viral replication by tenofovir has been shown in many different models, including in murine sarcoma virus, where the drug was able to inhibit the growth of the virus in cell cultures and mice. Tenofovir also inhibits human HL-60 cells and has been shown to have anti-inflammatory properties, which may be due to its ability to inhibit prostaglandin synthesis. Structural analysis has revealed that tenofovir binds to HIV protease and prevents it from cleaving the polyprotein precursor into individual proteins. This leads to a decrease in HIV levels in both CD4+ and CD8+ T cells.

Formula: C₉H₁₄N₅O₄P

Purity: Min. 95%

Molecular weight: 287.21 g/mol

Ref: 3D-FT153411

(S)-Tenofovir

CAS: 147127-19-3

(S)-Tenofovir ((S)-PMPA) is the less active S-enantiomer of Tenofovir which is a nucleotide reverse transcriptase inhibitor.

Formula: C₉H₁₄N₅O₄P

Purity: 99.9%

Color and Shape: Solid

Molecular weight: 287.21

Ref: TM-T12814