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Tenofovir

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Identification
Molecular formula
C9H14N5O4P
CAS number
147127-20-6
IUPAC name
1-[(4aR,6R,7R,7aS)-2,7-dihydroxy-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl]-4-amino-pyrimidin-2-one
State
State
Tenofovir is solid at room temperature.
Melting point (Celsius)
279.36
Melting point (Kelvin)
552.51
Boiling point (Celsius)
537.70
Boiling point (Kelvin)
810.85
General information
Molecular weight
287.21g/mol
Molar mass
287.2100g/mol
Density
1.4970g/cm3
Appearence
Tenofovir is typically a white to off-white crystalline powder.
Comment on solubility

Solubility of 1-[(4aR,6R,7R,7aS)-2,7-dihydroxy-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl]-4-amino-pyrimidin-2-one

The solubility profile of this complex compound can be quite intriguing owing to its multifaceted structure comprising diverse functional groups. Understanding the solubility of such a compound is key to its application in various fields, particularly in pharmaceuticals. Here are some essential aspects to consider:

  • Polarity: The presence of hydroxyl groups suggests a potential for strong hydrogen bonding with solvents, particularly in polar solvents like water.
  • Functional Groups: The amino and keto functionalities may also enhance solubility in aqueous environments, typically increasing the likelihood of forming solvate complexes.
  • Interactions: The compound's solubility is likely influenced by intermolecular interactions such as hydrogen bonding, dipole-dipole interactions, and possibly van der Waals forces.
  • pH Dependence: The solubility may vary with pH levels due to the ionizable groups present, affecting the compound's overall charge and solubility behavior.

In summary, while the intricate chemical structure may present some challenges in determining exact solubility parameters, the combination of polar functional groups typically aids in enhancing solubility, especially in polar solvents. As a result, conducting further empirical studies will be essential to elucidate the solubility in various media effectively.

Interesting facts

Interesting Facts about 1-[(4aR,6R,7R,7aS)-2,7-dihydroxy-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl]-4-amino-pyrimidin-2-one

This complex chemical compound is a fascinating example of a hybrid structure that merges features of both organic and inorganic chemistry. Here are some intriguing aspects to consider:

  • Multi-Functional Role: This compound exhibits properties that may contribute to several biological activities, making it a candidate for pharmaceutical applications, particularly in the field of antiviral or anticancer research.
  • Stereochemistry Significance: The specific stereochemistry denoted in the compound’s name (4aR, 6R, 7R, 7aS) indicates the presence of multiple chiral centers. This can significantly influence the compound’s reactivity and interaction with biological systems, emphasizing the importance of chirality in drug design.
  • Hybrid Architecture: The integration of a pyrimidin-2-one and a dioxaphosphinin ring system creates a unique scaffold that may be exploited for the development of novel compounds with tailored properties. Such architectures are ripe for synthetic exploration.
  • Potential for Binding: The hydroxyl groups and the keto group may offer multiple points for hydrogen bonding, which is essential for binding interactions with enzymes or receptors, facilitating its potential as an active pharmacophore.
  • Environmental Relevance: Compounds like this may also serve as markers or agents in environmental chemistry, particularly in the study of phosphorus-based drugs and their pathways in ecosystems.

As chemistry continues to advance, studying such intricate compounds will play a crucial role in enhancing our understanding of complex biological systems and improving therapeutic strategies. The interplay of organic mechanisms within these structures showcases the beauty of chemical innovation!

Synonyms
CYCLIC CMP
3616-08-8
3',5'-Cyclic CMP
CMP, Cyclic
CHEBI:17065
1-[(4aR,6R,7R,7aS)-2,7-dihydroxy-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl]-4-aminopyrimidin-2-one
cytidine 3',5'-(hydrogen phosphate)
Cytidine-3',5'-cyclicmonophosphate
Cytidine cyclic-3',5'-monophosphate
4-amino-1-[(1S,6R,8R,9R)-3,9-dihydroxy-3-oxo-2,4,7-trioxa-3$l^{5}-phosphabicyclo[4.3.0]nonan-8-yl]pyrimidin-2-one
1-((4aR,6R,7R,7aS)-2,7-dihydroxy-2-oxo-4a,6,7,7a-tetrahydro-4H-furo(3,2-d)(1,3,2)dioxaphosphinin-6-yl)-4-aminopyrimidin-2-one
4-amino-1-((1S,6R,8R,9R)-3,9-dihydroxy-3-oxo-2,4,7-trioxa-3$l^(5)-phosphabicyclo(4.3.0)nonan-8-yl)pyrimidin-2-one
Cytidine Cyclic Monophosphate
Cyclic Monophosphate, Cytidine
Monophosphate, Cytidine Cyclic
Cytidine Cyclic 3,5 Monophosphate
Cytidine Cyclic 3',5' Monophosphate
Cyclic-3',5'-Monophosphate, Cytidine
cCMP
Cytidine, cyclic 3',5'-(hydrogen phosphate)
CYTIDINE 3':5'-CYCLIC MONOPHOSPHATE
Cytidine 3',5'-cyclic monophosphate
4-Amino-1-((4aR,6R,7R,7aS)-2,7-dihydroxy-2-oxidotetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl)pyrimidin-2(1H)-one
4-Amino-1-[(2s,4ar,6r,7r,7as)-2,7-Dihydroxy-2-Oxidotetrahydro-4h-Furo[3,2-D][1,3,2]dioxaphosphinin-6-Yl]pyrimidin-2(1h)-One
CC7
Cyclic CMP, 7
CHEMBL72442
GTPL6261
SCHEMBL1331888
BDBM31910
DTXSID10957571
WCPTXJJVVDAEMW-XVFCMESISA-N
NS00126243
C00941
Q27076941
2,7-Dihydroxy-6-(2-hydroxy-4-iminopyrimidin-1(4H)-yl)tetrahydro-2H,4H-2lambda~5~-furo[3,2-d][1,3,2]dioxaphosphinin-2-one