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Cyclic AMP

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Identification
Molecular formula
C10H12N5O6P
CAS number
60-92-4
IUPAC name
[4-(6-aminopurin-9-yl)-2-hydroxy-2-oxo-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3,2]dioxaphosphol-6-yl]methanol
State
State

At room temperature, cyclic AMP is typically found as a solid, usually in crystalline or powder form.

Melting point (Celsius)
240.00
Melting point (Kelvin)
513.00
Boiling point (Celsius)
250.00
Boiling point (Kelvin)
523.00
General information
Molecular weight
329.21g/mol
Molar mass
329.2060g/mol
Density
1.5180g/cm3
Appearence

Cyclic adenosine monophosphate, often abbreviated as cAMP, is typically found as a white or off-white crystalline powder. It is odorless and can appear as a hygroscopic solid.

Comment on solubility

Solubility of 4-(6-aminopurin-9-yl)-2-hydroxy-2-oxo-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3,2]dioxaphosphol-6-yl]methanol (C10H12N5O6P)

The solubility of a compound is a crucial property that influences its application in various fields, from pharmaceuticals to environmental science. For the compound with the formula C10H12N5O6P, the following observations can be made:

  • Polarity: Given the presence of numerous functional groups, including amino and hydroxyl groups, the molecule exhibits significant polar characteristics.
  • Hydrophilicity: The hydroxyl (-OH) and amino (-NH2) groups contribute to strong hydrogen bonding, enhancing its solubility in water.
  • Solvent Compatibility: This compound is likely to be more soluble in polar solvents compared to non-polar solvents.
  • Temperature Effects: The solubility may vary with temperature, where higher temperatures often increase solubility for many solid compounds.

In summary, one would typically expect this compound to have good solubility in aqueous solutions due to its polar groups. As stated, *“like dissolves like”*, hence the polar nature of the compound suggests a favorable interaction with polar solvents, particularly water.

Interesting facts

Interesting Facts about 4-(6-Aminopurin-9-yl)-2-hydroxy-2-oxo-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3,2]dioxaphosphol-6-yl]methanol

The compound known as 4-(6-aminopurin-9-yl)-2-hydroxy-2-oxo-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3,2]dioxaphosphol-6-yl]methanol is a fascinating substance that merges elements of organic chemistry and biochemistry, primarily due to its structural features reminiscent of nucleobases.

Here are some intriguing aspects of this compound:

  • Phosphorus Chemistry: This compound contains phosphorus within its framework, specifically in a dioxaphospholane structure. The phosphorus atom is part of a cyclic component, which is essential for creating various phosphonate structures often studied in medicinal chemistry.
  • Potential Biological Activity: The presence of the aminopurine moiety hints at possible interactions with nucleic acids. Such compounds may influence DNA/RNA functions, making them potential candidates for therapeutic applications.
  • Hydroxy and Oxo Groups: The hydroxy and oxo functional groups enhance reactivity and can serve as sites for further chemical modifications, leading to the development of new derivatives with distinct properties.
  • Applications in Drug Design: Due to its complex structure and potential bioactivity, this compound could provide a valuable scaffold for the synthesis of novel pharmaceuticals, particularly in the field of antiviral or anticancer drugs.
  • Synthetic Challenges: The synthesis of such complex molecules often presents unique challenges in terms of selectivity and yield, making this compound a subject of interest for organic chemists.

In conclusion, the exploration of 4-(6-aminopurin-9-yl)-2-hydroxy-2-oxo-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3,2]dioxaphosphol-6-yl]methanol not only deepens our understanding of phosphorus-containing compounds but also opens up avenues for novel chemical and biological research.

Synonyms
Adenosine 2',3'-cyclic phosphate
4-(6-Amino-9H-purin-9-yl)-2-hydroxy-6-(hydroxymethyl)tetrahydrofuro[3,4-d][1,3,2]dioxaphosphole 2-oxide
cyclic 2',3'-(hydrogen phosphate)-Adenosine
[4-(6-aminopurin-9-yl)-2-hydroxy-2-oxo-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3,2]dioxaphosphol-6-yl]methanol
1264440-62-1
2',3'-cAMP
2',3'-Cyclic adenosine monophosphate
Adenosine cyclic 2',3'-monophosphate
b-D-Sedoheptulose
(4-(6-aminopurin-9-yl)-2-hydroxy-2-oxo-3a,4,6,6a-tetrahydrofuro(3,4-d)(1,3,2)dioxaphosphol-6-yl)methanol
(4S)-4-(6-amino-9H-purin-9-yl)-2-hydroxy-6-(hydroxymethyl)-tetrahydro-2H-2lambda5-furo(3,4-d)(1,3,2)dioxaphosphol-2-one
(4S)-4-(6-amino-9H-purin-9-yl)-2-hydroxy-6-(hydroxymethyl)-tetrahydro-2H-2lambda5-furo[3,4-d][1,3,2]dioxaphosphol-2-one
4-(6-amino-9h-purin-9-yl)-6-(hydroxymethyl)tetrahydrofuro[3,4-d][1,3,2]dioxaphosphol-2-ol 2-oxide
b-D-Sedoheptulopyranose
beta-D-Altro-2-heptulopyranose
CHEMBL4574750
SCHEMBL26372947
CHEBI:175195
AKOS015998433
Adenosine 2',3'-cyclic phosphoric acid
"ADENOSINE 2',3'-CYCLIC PHOSPHATE"
NS00035430
Adenosine 2',3'-cyclic monophosphate triethylammonium salt
[4-(6-aminopurin-9-yl)-2-hydroxy-2-oxo-3a,4,6,6a-tetrahydrouro[3,4-d][1,3,2]dioxaphosphol-6-yl]methanol
4-(6-AMINO-PURIN-9-YL)-6-HO-METHYL-2-OXO-4H-FURO(3,4-D)(1,3,2)DIOXAPHOSPHOL-2-OL