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Tenofovir

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Identification
Molecular formula
C9H14N5O4P
CAS number
147127-20-6
IUPAC name
(4aR,6R,7R,7aS)-6-(6-aminopurin-9-yl)-2-hydroxy-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-ol
State
State

Tenofovir is a solid under standard conditions, specifically at room temperature. It is typically found in pharmaceutical formulations or research settings in this state.

Melting point (Celsius)
118.00
Melting point (Kelvin)
391.15
Boiling point (Celsius)
150.00
Boiling point (Kelvin)
423.15
General information
Molecular weight
287.21g/mol
Molar mass
287.2130g/mol
Density
1.4690g/cm3
Appearence

Tenofovir is usually encountered as a white to off-white crystalline powder. Its appearance is consistent with its solid state at room temperature.

Comment on solubility

Solubility Overview

The compound with the name (4aR,6R,7R,7aS)-6-(6-aminopurin-9-yl)-2-hydroxy-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-ol and the formula C9H14N5O4P presents intriguing solubility characteristics.

Key Aspects of Solubility

The solubility of this compound can be affected by several factors including:

  • Polarity - The presence of multiple polar functional groups, such as hydroxyl (-OH) and amino (-NH2) groups, typically increases the affinity for polar solvents, enhancing solubility in water.
  • Hydrogen Bonding - The capability of this compound to form hydrogen bonds can significantly increase its solubility in various aqueous solutions.
  • pH Levels - The solubility may also vary with changes in pH, due to the potential ionization of the amino group, influencing its solubility.

However, it is essential to consider that complex organic compounds, especially those containing multicyclic and heterocyclic structures, may have varying degrees of solubility depending on specific conditions. As a rule of thumb, "like dissolves like"; hence, the solubility would be higher in solvents with similar polarities.

In conclusion, while this compound shows potential for effective solubility in aqueous and polar solvents due to its molecular features, practical applications should rely on empirical data to understand its solubility profile fully.

Interesting facts

Interesting Facts About (4aR,6R,7R,7aS)-6-(6-aminopurin-9-yl)-2-hydroxy-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-ol

This unique compound, with a complex molecular structure, is a fascinating member of the phosphorous chemistry family. Its intricate arrangement of atoms highlights the beauty and complexity found in chemical compounds. Here are some intriguing aspects about this molecule:

  • Biological Relevance: The presence of the aminopurine functional group is indicative of potential interactions with biological systems, particularly in areas of nucleic acid chemistry.
  • Phosphorylation Patterns: As a phosphin derivative, this compound may participate in key biochemical processes such as phosphorylation, which is vital for energy transfer in cells.
  • Therapeutic Potential: The structural features suggest that this compound could play a role in drug design, particularly in targeting specific pathways in cellular activities or diseases, like cancer.
  • Structural Complexity: The stereochemical details, denoted as (4aR,6R,7R,7aS), reveal its chirality, which is essential for understanding its interaction with biological systems; chirality can influence the biological activity of compounds dramatically.

As you explore this compound further, consider how its distinct configuration may impact its functionality. The multidimensional aspects of such compounds not only hold the keys to new medicinal applications but also underscore the intricate ballet of atoms and bonds in the realm of chemistry. As one chemist once said: "The beauty of chemistry lies in its complexity and the endless possibilities of molecular interactions."

Synonyms
Cyclic AMP
cAMP
60-92-4
Adenosine 3',5'-cyclic monophosphate
3',5'-cyclic AMP
Adenosine 3',5'-cyclophosphate
Adenosine 3',5'-phosphate
cyclic 3',5'-AMP
Adenosine cyclic monophosphate
Cyclic Adenosine Monophosphate
cyclic 3',5'-Adenylic acid
Adenosine cyclophosphate
Adenosine 3',5'-monophosphate
Adenosine-3',5'-cyclophosphate
cyclic Adenosine 3',5'-phosphate
Adenosine cyclic 3',5'-monophosphate
Adenosine, cyclic 3',5'-(hydrogen phosphate)
Cyclic adenylic acid
3',5'-AMP
Adenosine 3',5'-cyclic phosphate
Adenosine cyclic 3',5'-phosphate
cyclic Adenosine 3',5'-monophosphate
CCRIS 4291
Adenosine cyclic phosphate
NSC 94017
adenosine-3',5'-cyclic-monophosphate
CHEBI:17489
BRN 0052645
[3H]cAMP
[3H]-cAMP
EINECS 200-492-9
UNII-E0399OZS9N
Adenosine 3',5'-phosphate monohydrate
E0399OZS9N
3',5'-cAMP
DTXSID8040436
cyclic-AMP
adenosine-3',5'-cyclic monophosphate
adenosine-cyclic-phosphate
adenosine cyclic-monophosphate
3' 5'-adenosine monophosphate
CHEMBL316966
adenosine-cyclic-phosphoric-acid
(4aR,6R,7R,7aS)-6-(6-aminopurin-9-yl)-2-hydroxy-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-ol
114697-05-1
DTXCID6020436
ADENOSINUM CYCLOPHOSPHORICUM
4-26-00-03618 (Beilstein Handbook Reference)
MFCD00005845
NSC-143670
(4aR,6R,7R,7aS)-6-(6-amino-9H-purin-9-yl)-2,7-dihydroxy-hexahydro-1,3,5,2$l^{5}-furo[3,2-d][1,3,2$l^{5}]dioxaphosphinin-2-one
adenosine 3',5'-(hydrogen phosphate)
NCGC00093588-03
Adenosine 3,5'-cyclic monophosphoric acid
Adenosine cyclic 3',5'-(hydrogen phosphate)
adenosine cyclic-3',5'-monophosphate
3',5'-Monophosphate, Adenosine Cyclic
ADENOSINE CYCLIC-3',5'-(HYDROPHOSPHATE)
ADENOSINE-3':5'-CYCLIC MONOPHOSPHORIC ACID (3:5-CYCLIC AMP)
NSC-94017
adenosine-3',5'-monophosphate
AMP, Cyclic
cyclic-3',5'-adenosine monophosphate
Adenosine cyclicphosphate
Adenosine-3',5'-cyclic phosphate
Cyclic Monophosphate, Adenosine
Monophosphate, Adenosine Cyclic
CAS-60-92-4
Adenosine Cyclic 3,5 Monophosphate
Adenosine Cyclic 3',5' Monophosphate
Cyclic 3',5'-Monophosphate, Adenosine
Cyclic-3',5'-Monophosphate, Adenosine
3'5'-cyclic AMP
Cyclic AMP (Standard)
CYCLIC AMP; CAMP
CYCLIC AMP [MI]
Cyclic 3',5'-adenylate
bmse000071
Epitope ID:137352
SCHEMBL1244
Adenosini Cycloghosghas,(S)
Lopac0_000084
3'5'-cyclic ester of AMP
CYCLIC AMP [WHO-DD]
GTPL2352
GTPL5096
cAMP; 3',5'-Cyclic AMP
BDBM10851
HY-B1511R
cid_23902375
HMS3260A10
HY-B1511
Tox21_113510
Tox21_500084
Adenosine-3',5'-cyclicmonophosphate
BDBM50384264
s9370
Adenosine 3',5'-cyclophosphoric acid
Adenosine 3':5'-cyclic monophosphate
Adenosine 3,5'-cyclic monophosphorate
Adenosine Cyclic 3':5'-Monophosphate
AKOS015999561
Tox21_113510_1
3', 5'-cyclic adenosine monophosphate
Adenosine 3'-,5'-cyclic monophosphate
CCG-204179
DB02527
LP00084
NA08991
SDCCGSBI-0050072.P002
Adenosine 3a(2),5a(2)-cyclophosphate
Adenosine-3',5'-cyclophosphate (cAMP)
NCGC00093588-01
NCGC00093588-02
NCGC00093588-04
NCGC00093588-06
NCGC00260769-01
AS-13112
ADENOSINUM CYCLOPHOSPHORICUM [HPUS]
Adenosine, 3',5'-cyclic-monophosphoric acid
CS-0013299
EU-0100084
NS00122387
ADENOSINE-3 ,5 -CYCLIC-MONOPHOSPHATE
A 9501
A51099
C00575
Q210041
SR-01000075695
CYCLIC-3',5'-(HYDROGEN PHOSPHATE)ADENOSINE
SR-01000075695-1
Cyclic AMP;cAMP;D-Adenosine 3',5'-cyclic monophosphate
4H-Furo[3,2-d]-1,3,2-dioxaphosphorin, adenosine deriv.
B5C9F048-77DD-4170-A624-23C09E7B080D
Adenosine 3',5'-cyclic monophosphate, >=98.5% (HPLC), powder
Adenosine 3 inverted exclamation marka,5 inverted exclamation marka-cyclic monophosphate
CAMP;Adenosine 3 inverted exclamation marka,5 inverted exclamation marka-cyclic monophosphat
(1S,6R,8R,9R)-8-(6-aminopurin-9-yl)-3-hydroxy-3-oxo-2,4,7-trioxa-3$l^{5}-phosphabicyclo[4.3.0]nonan-9-ol
(2R,4aR,6R,7R,7aS)-6-(6-amino-9H-purin-9-yl)tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinine-2,7-diol 2-oxide
(4aR,6R,7R,7aS)-6-(6-amino-9H-purin-9-yl)-2,7-dihydroxy-hexahydro-1,3,5,2$l^{5}-furo[3,2-d][1,3,2]dioxaphosphinin-2-one
(4aR,6R,7R,7aS)-6-(6-Amino-9H-purin-9-yl)-2,7-dihydroxytetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinine 2-oxide
(4aR,6R,7R,7aS)-6-(6-amino-9H-purin-9-yl)tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinine-2,7-diol 2-oxide
(4aR,6R,7R,7aS)-6-(6-Aminopurin-9-yl)-2-oxo-tetrahydro-2-lambda*5*-furo[3,2-d][1,3,2]dioxaphosphinine-2,7-diol
200-492-9
4H-furo[3,2-d]-1,3,2-dioxaphosphorin-7-ol, 6-(6-amino-9H-purin-9-yl)tetrahydro-2-hydroxy-, 2-oxide, (4aR,6R,7R,7aS)-
6-(6-Amino-9H-purin-9-yl)tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinine-2,7-diol 2-oxide #