Skip to main content

Tenofovir disoproxil

ADVERTISEMENT
Identification
Molecular formula
C 19H 30N 5O 10P
CAS number
201341-05-1
IUPAC name
[(4aR,6R,7R,7aR)-6-[6-(butanoylamino)purin-9-yl]-2-hydroxy-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-yl] butanoate
State
State

At room temperature, Tenofovir disoproxil is in a solid state. It is generally stable under recommended storage conditions.

Melting point (Celsius)
118.80
Melting point (Kelvin)
391.95
Boiling point (Celsius)
235.00
Boiling point (Kelvin)
508.15
General information
Molecular weight
519.49g/mol
Molar mass
519.4900g/mol
Density
1.4890g/cm3
Appearence

Tenofovir disoproxil is typically a white to off-white crystalline powder. It is often odorless and tasteless, making it compatible for pharmaceutical uses.

Comment on solubility

Solubility of the Compound

The compound [(4aR,6R,7R,7aR)-6-[6-(butanoylamino)purin-9-yl]-2-hydroxy-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-yl] butanoate presents intriguing solubility characteristics that merit exploration.

General Solubility Insights

Solubility depends on various factors, including:

  • Polarity: This compound contains both polar and non-polar functional groups, which may influence its solubility in organic solvents compared to water.
  • Hydrogen Bonding: The presence of hydroxyl (-OH) and amide groups suggests potential for hydrogen bonding, enhancing solubility in polar solvents.
  • Molecular Weight: With a relatively high molecular weight, larger molecules often have decreased solubility in solvents.

While exact solubility data may not be readily accessible, it is beneficial to note:

  • **Potential solubility in water due to hydrogen bonding capacity.**
  • **Increased solubility in organic solvents, especially those with polar characteristics.**
  • **Unstable or less soluble forms might exist under different pH or temperature conditions.**

As highlighted, the solubility of this compound can vary significantly based on surrounding conditions. Further studies utilizing methods such as the shake-flask technique or high-performance liquid chromatography (HPLC) are recommended to determine precise solubility parameters in different solvents.

Interesting facts

Interesting Facts about (4aR,6R,7R,7aR)-6-[6-(butanoylamino)purin-9-yl]-2-hydroxy-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-yl] butanoate

This complex compound represents an interesting intersection of organic chemistry and pharmaceutical research, primarily due to its intriguing structural motifs and potential applications. Here are some noteworthy aspects that exemplify its significance:

  • Biological Relevance: This compound incorporates purine derivatives, which are crucial for various biological processes. Purines play a key role in the formation of nucleotides, the building blocks of DNA and RNA, and are essential for energy transfer through ATP.
  • Phosphorus Chemistry: The presence of phosphorus in its structure suggests potential applications in medicinal chemistry, particularly in the design of antiviral and anticancer agents. Phosphorus-containing compounds have shown promising activity in various biological systems.
  • Unique Structural Features: The tetrahydrofuro[3,2-d][1,3,2]dioxaphosphinine framework adds layers of complexity to the molecule. Its novel architecture might influence how it interacts with biological targets, emphasizing the importance of structural diversity in drug design.
  • Potential for Drug Development: Given the presence of both a butanoylamino moiety and a hydroxy group, this compound may exhibit unique pharmacological properties. The ability to modify side chains, such as the butanoylamino group, can significantly affect the compound's therapeutic efficacy and selectivity.
  • Synthetic Pathways: The synthesis of such a molecule likely involves intricate multistep synthetic procedures, showcasing the ingenuity required in organic synthesis to produce complex bioactive compounds.

As scientists continue to explore this compound and similar derivatives, the insights gained could pave the way for innovative treatments in various fields, from oncology to infectious diseases. In the words of a well-known chemist, "Chemistry is the art of surrounding ourselves with lovely things," and compounds like this one continue to embody that beauty through their potential impacts on health and well-being.

Synonyms
bucladesine
Dibutyryl cAMP
362-74-3
Dibutyryl cyclic AMP
dBcAMP
Actosin
Dibutyryl-3',5'-AMP
Cyclic AMP dibutyrate
Bucladesinum
Bucladesina
Bucladesine [INN]
Dibutyryl 3',5'-cyclic AMP
3',5'-Cyclic AMP dibutyrate
Dibutyl cyclic AMP
Dibutyryladenosine cyclic monophosphate
Bucladesinum [Latin]
Dibutyryl acid, AMP
Dibutyryl cyclic 3',5'-adenylic acid
Bucladesina [Spanish]
Dibutyryl cyclic adenosine monophosphate
AMP, cyclic dibutyryl
Dibutyrylic cyclic AMP
Dibutyryl adenosine 3',5'-monophosphate
DBC-AMP
Dibutyryl adenosine 3',5'-cyclic phosphate
Cyclic N6-dibutyryl-AMP
Dibutyryladenosine 3',5'-cyclic monophosphate
Dibutyryl cyclic adenosine 3',5'-monophosphate
AMP N6-2'-O-dibutyrate
N6,O2'-Dibutyrylcyclic AMP
CCRIS 2053
N6,O2'-Dibutyryl cyclic AMP
Dibutyryl adenosine cyclic monophosphate
N6,2'-O-Dibutyryl cyclic AMP
N(sup 6),2'-O-Dibutyryl cAMP
UNII-63X7MBT2LQ
N6,O2'-Dibutyryl 3',5'-AMP
EINECS 206-649-8
63X7MBT2LQ
Bucladesine (INN)
NSC 143108
DT 5621
N(sup 6),2'-O-Dibutyryl cyclic AMP
N(sup 6),O(sup 2')-Dibutyryl cAMP
BRN 0871714
N(6),2'-O-dibutyryl cAMP
Cyclic AMP N(sup 6),2'-O-dibutyrate
Dibutyryl-3',5'-adenosine monophosphate
N6,O2'-Dibutyryl cyclic 3',5'-AMP
N6,O2'-Dibutyryl-3',5'-cyclic AMP
DTXSID1040459
N6,2'-O-Dibutyryl cyclic 3',5'-AMP
CHEBI:50095
N(6),O(2')-dibutyryl cAMP
N(sup 6),O(sup 2')-Dibutyryl cyclic AMP
N(6),2'-O-dibutyryl cyclic AMP
N6,O2'-Dibutyryl adenosine-3',5'-phosphate
BUCLADESINE [MI]
Dibutyryl adenosine cyclic 3',5'-monophosphate
N(6),O(2')-dibutyryl cyclic AMP
N6,O2'-Dibutyryl cyclic adenosine monophosphate
N6,O2'-Dibutyryladenosine 3',5'-monophosphate
Cyclic dibutyryl AMP
N6,2'-O-Dibutyryladenosine 3',5'-monophosphate
N6,O2'-Dibutyryl 3',5'-adenosine monophosphate
N6,O2'-Dibutyryladenosine cyclic 3',5'-phosphate
N6,O2'-Dibutyrylcyclic adenosine 3',5'-phosphate
N6,2'-O-Dibutyryladenosine cyclic 3',5'-phosphate
N(6),O(2)'-Dibutyryladenosine-3',5'-monophosphate
BUCLADESINE [WHO-DD]
N6,2-O-Dibutyryladenosine 3',5'-cyclic monophosphate
N6,O2-Dibutyryl-adenosine 3',5'-cyclic monophosphate
Adenosine, N-(1-oxobutyl)-, cyclic 3',5'-(hydrogen phosphate) 2'-butanoate
N6,O2'-Dibutyryl adenosine 3',5'-cyclic monophosphate
N6,O2'-Dibutyryl cyclic adenosine 3',5'-monophosphate
N6,2'-O-Dibutyryl cyclic 3',5'-adenosine monophosphate
N6,2'-Dibutyryladenosine cyclic 3',5'-(hydrogen phosphate)
DTXCID9020459
N(6),O(2')-dibutyryl cyclic 3',5'-AMP
N(6),O(2')-dibutyryl-3',5'-cyclic AMP
N6,O2'-Dibutyryl cyclic adenosine 3',5'-monophosphoric acid
N(6),O(2')-dibutyryladenosine 3',5'-monophosphate
Bucladesinum (Latin)
NSC-143108
N(6),O(2')-dibutyryl adenosine 3',5'-cyclic monophosphate
6-N-butanoyl-2'-O-butanoyladenosine 3',5'-(hydrogen phosphate)
Actosin (TN)
DT-5621
DIBUTYRYLADENOSINE CYCLIC 3',5'-PHOSPHATE
[(4aR,6R,7R,7aR)-6-[6-(butanoylamino)purin-9-yl]-2-hydroxy-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-yl] butanoate
Butyramide, N-(9-beta-D-ribofuranosyl-9H-furin-6-yl)-, cyclic 3',5'-(hydrogen phosphate) 2'-butyrate
Butyramide, N-(9-beta-D-ribofuranosyl-9H-purin-6-yl)-, cyclic 3',5'-(hydrogen phosphate) 2'-butyrate
N-(9-beta-D-Ribofuranosyl)-9H-purin-6-yl)butyramide cyclic 3',5'-(hydrogen phosphate) 2'-butyrate
(N6,2'-O-DIBUTYRYL-ADENOSINE-3',5'-MONO-PHOSPHATE
(4aR,6R,7R,7aR)-6-(6-butanamido-9H-purin-9-yl)-2-hydroxy-2-oxo-hexahydro-1,3,5,2$l^{5}-furo[3,2-d][1,3,2$l^{5}]dioxaphosphinin-7-yl butanoate
(4aR,6R,7R,7aR)-6-(6-Butyramido-9H-purin-9-yl)-2-hydroxy-2-oxidotetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-yl butyrate
N-(9-.BETA.-D-RIBOFURANOSYL)-9H-PURIN-6-YL)BUTYRAMIDE CYCLIC 3',5'-(HYDROGEN PHOSPHATE) 2'-BUTYRATE
AMP, Dibutyryl Cyclic
Cyclic AMP, Dibutyryl
Calcium Dibutyryladenosine Cyclophosphate
N',O' Dibutyryl cAMP
N',O'-Dibutyryl-cAMP
(But)(2) cAMP
DibutyrylcAMP
NCGC00021144-02
(4aR,6R,7R,7aR)-6-(6-butanamido-9H-purin-9-yl)-2-hydroxy-2-oxidotetrahydro-4H-furo(3,2-d)(1,3,2)dioxaphosphinin-7-yl butanoate
(4aR,6R,7R,7aR)-6-(6-butanamido-9H-purin-9-yl)-2-hydroxy-2-oxidotetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-yl butanoate
(4aR,6R,7R,7aR)-6-(6-butanamido-9H-purin-9-yl)-2-hydroxy-2-oxo-hexahydro-1,3,5,2$l^(5)-furo(3,2-d)(1,3,2$l^(5))dioxaphosphinin-7-yl butanoate
(4aR,6R,7R,7aR)-6-[6-(butanoylamino)-9H-purin-9-yl]-2-hydroxy-2-oxidotetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-yl butanoate
Dibutyrl cylic AMP
Bt2cAMP
Dibutyryl Adenosine 3,5 Monophosphate
N(6),0(2')-Dibutyryl Cyclic AMP
Dibutyryl Adenosine 3',5' Monophosphate
Dibutyryl Adenosine-3',5'-Monophosphate
Adenosine-3',5'-Monophosphate, Dibutyryl
Dibutyryladenosine cyclic 3',5'-monophosphate
SCHEMBL62065
BSPBio_000997
CHEMBL485980
GTPL5485
SCHEMBL20817487
HY-B0764B
C01CE04
Bio1_000426
Bio1_000915
Bio1_001404
Tox21_110864
AKOS040744554
DB13242
Bucladesine;Dibutyryl 3',5'-cyclic AMP
CAS-362-74-3
N-(9-(beta-D-Ribofuranosyl)-9H-purin-6-yl)butyramide cyclic 3',5'-(hydrogen phosphate) 2'-butyrate
NR145431
CS-0090315
NS00022100
D07546
SR-01000003174
Q4983616
SR-01000003174-2
BRD-A94624445-236-02-2
BRD-A94624445-236-17-0
Phosphoric acid, N6,2'-O-dibutryladenosine 3'-5'-cyclic
Adenosine, N-(1-oxobutyl)-, cyclic 3',5'-(hydrogen phosphate) 2'-butanoate (9CI)
(4aR,6R,7R,7aR)-6-(6-butanamido-9H-purin-9-yl)-7-(butanoyloxy)-2-hydroxy-hexahydro-2|E?-furo[3,2-d][1,3,2]dioxaphosphinin-2-olate
206-649-8
Butanoic acid, (4aR,6R,7R,7aR)-tetrahydro-2-hydroxy-2-oxido-6-[6-[(1-oxobutyl)amino]-9H-purin-9-yl]-4H-furo[3,2-d]-1,3,2-dioxaphosphorin-7-yl ester
Butyramide, N-(9-beta-D-ribofuranosyl-9H-purin-6-yl)-, cyclic 3',5'-(hydrogen phosphate) 2'-butyrate (8CI)