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Amoxicillin

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Identification
Molecular formula
C16H19N3O5S
CAS number
26787-78-0
IUPAC name
(2R,4R,5R,6S)-4-(hydroxymethyl)-10-imino-3,7-dioxa-1,9-diazatricyclo[6.4.0.02,6]dodeca-8,11-dien-5-ol
State
State

At room temperature, Amoxicillin is in a solid state. It is commonly formulated into tablets, capsules, or oral suspension forms for therapeutic use.

Melting point (Celsius)
195.00
Melting point (Kelvin)
468.15
Boiling point (Celsius)
596.10
Boiling point (Kelvin)
869.25
General information
Molecular weight
365.41g/mol
Molar mass
365.4080g/mol
Density
1.6000g/cm3
Appearence

Amoxicillin is typically available as a white crystalline powder that might appear slightly yellow depending on the manufacturing process. It is generally odourless or has a faint chemical smell.

Comment on solubility

Solubility Characteristics

The solubility of (2R,4R,5R,6S)-4-(hydroxymethyl)-10-imino-3,7-dioxa-1,9-diazatricyclo[6.4.0.02,6]dodeca-8,11-dien-5-ol can be intriguing due to its complex structure. Generally, the solubility of a compound is influenced by several factors, such as:

  • Polar groups: The presence of hydroxymethyl and imino functional groups suggests that this compound may exhibit considerable polarity, likely enhancing its solubility in polar solvents like water.
  • Hydrogen bonding: The functional groups can participate in hydrogen bonding, which can further facilitate solubility in aqueous environments.
  • Structural rigidity: The bicyclic and tricyclic nature of the compound could affect conformational flexibility, impacting how well it interacts with solvent molecules.

However, it's essential to consider that:

  • While polar solubility can be anticipated, its solubility in non-polar solvents may be limited.
  • Experimental data are crucial, and solubility can vary with temperature and solvent composition.

In summary, understanding the solubility of this compound requires a nuanced approach, considering both its functional groups and structural attributes. As with many complex compounds, empirical testing will ultimately determine its behavior in various solvents.

Interesting facts

Interesting Facts about (2R,4R,5R,6S)-4-(hydroxymethyl)-10-imino-3,7-dioxa-1,9-diazatricyclo[6.4.0.02,6]dodeca-8,11-dien-5-ol

This unique compound, often referred to in scientific literature for its intriguing structure, belongs to a class of chemical compounds known for their complex bicyclic frameworks. Here are some fascinating aspects of this compound:

  • Stereochemistry: The specific stereochemistry indicated by its formula (2R,4R,5R,6S) plays a critical role in determining the compound's biological activity and interactions. The configuration at these chiral centers can affect binding affinities to biological targets.
  • Functional Groups: The presence of hydroxymethyl and imino groups adds complexity to the reactivity and potential applications of this compound. These groups can participate in various chemical reactions, including substitutions and polymerizations.
  • Potential Applications: Compounds with similar structures are often investigated for their biological activities, which might include roles as pharmaceuticals or agrochemicals. Research may reveal uses in areas such as:
    • Antimicrobial agents
    • Catalysts in organic synthesis
    • Intermediates in the synthesis of more complex molecules
  • Molecular Complexity: This compound exemplifies the beauty and complexity of organic chemistry by illustrating how various elemental building blocks can be arranged into sophisticated structures with potential novel properties.
  • Research Potential: Its intriguing chemical nature invites further studies into its synthesis and reactivity, making it a potentially valuable compound in ongoing research in chemical and medicinal chemistry.

As a known example in the niche of bicyclic and tricyclic compounds, understanding its properties and reactivity can lead to exciting discoveries and advancements in synthetic and medicinal chemistry.

Synonyms
ANCITABINE
Cyclocytidine
Ancytabine
Ancitabina
Anhydrocytidine
Anhydroara C
Ancitabine [INN]
Ancitabinum
Ancitabinum [INN-Latin]
Ancitabina [INN-Spanish]
2,2'-O-Cyclocytidine
O(sup 2),2'-Cyclocytidine
CCRIS 2757
UNII-DO2D32W0VC
DO2D32W0VC
DTXSID6020357
CHEBI:74838
2,2'-anhydro-AraC
10212-25-6
ANCITABINE [MI]
O(2,2')-cyclocytidine
NSC145668
(2R,3R,3aS,9aR)-2,3,3a,9a-Tetrahydro-3-hydroxy-6-imino-6H-furo(2',3';4,5)oxazolo(3,2-a)pyrimidine-2-methanol
ANCITABINE [WHO-DD]
DTXCID40357
NSC 145668
NSC-145668
(2R,3R,3aS,9aR)-2-(hydroxymethyl)-6-imino-2,3,3a,9a-tetrahydro-6H-furo[2',3':4,5][1,3]oxazolo[3,2-a]pyrimidin-3-ol
6H-Furo(2',3':4,5)oxazolo(3,2-a)pyrimidine-2-methanol, 2,3,3a,9a-tetrahydro-3-hydroxy-6-imino-, (2R-(2alpha,3beta,3abeta,9abeta))-
Ancitabinum (INN-Latin)
Ancitabina (INN-Spanish)
Anhydro-Ara-C
2,2'-anhydro-1-(beta-D-arabinofuranosyl)cytosine
6H-Furo(2',3':4,5)oxazolo(3,2-alpha)pyrimidine-2-methanol, 2,3,3a,9a-tetrahydro-3-hydroxy-6-imino-, stereoisomer
O2,2'-Cyclocytidine
(2R,3R,3aS,9aR)-6-imino-2-methylol-2,3,3a,9a-tetrahydrofuro[1,2]oxazolo[3,4-a]pyrimidin-3-ol
[2R-(2alpha,3beta,3abeta,9abeta)]-2,3,3a,9a-tetrahydro-3-hydroxy-6-imino-6H-furo[2',3':4,5]pxazolo[3,2-a]pyrimidine-2-methanol
OCTD hydrochloride (Salt/Mix)
NSC-145,668
Ancitabine hydrochloride (Salt/Mix)
U-33,624A
Cyclocytidine hydrochloride (Salt/Mix)
(2R,3R,3aS,9aR)-2-(hydroxymethyl)-6-imino-2,3,3a,9a-tetrahydro-6H-furo(2',3':4,5)(1,3)oxazolo(3,2-a)pyrimidin-3-ol
(2R,3R,3aS,9aR)-6-imino-2-methylol-2,3,3a,9a-tetrahydrofuro(1,2)oxazolo(3,4-a)pyrimidin-3-ol
(2R-(2alpha,3beta,3abeta,9abeta))-2,3,3a,9a-tetrahydro-3-hydroxy-6-imino-6H-furo(2',3':4,5)pxazolo(3,2-a)pyrimidine-2-methanol
(2R,3R,3aS,9aR)-2,3,3a,9a-Tetrahydro-3-hydroxy-6-imino-6H-furo(2',3':4,5)oxazolo(3,2-a)pyrimidine-2-methanol
6H-Furo(2',3':4,5)oxazolo(3,2-a)pyrimidine-2-methanol, 2,3,3a,9a-tetrahydro-3-hydroxy-6-imino-, (2R-(2.alpha.,3.beta.,3a.beta.,9a.beta.))-
6H-Furo(2',3':4,5)oxazolo(3,2-a)pyrimidine-2-methanol, 2,3,3a,9a-tetrahydro-3-hydroxy-6-imino-, stereoisomer
bbdagfixkzcxah-ccxzuqqusa-n
bbdagfixkzcxah-uhfffaoysa-n
31698-14-3
2,2'-Cyclocytidine
2,2'-Anhydrocytidine
2,2'-Anhydroarabinosylcytosine
Cyclo-C
NCGC00159322-02
MLS001173324
(2R,4R,5R,6S)-4-(hydroxymethyl)-10-imino-3,7-dioxa-1,9-diazatricyclo[6.4.0.02,6]dodeca-8,11-dien-5-ol
CAS-31698-14-3
SMR000538927
OCTD
NSC129220
SCHEMBL8708
Cyclocytidine hydrochloride;Cyclo-CMP hydrochloride;Cyclo-C
cid_25050
CHEMBL1412614
BDBM58407
HY-N0093A
HMS2090A16
TNP00125
Tox21_111571
Tox21_301815
AKOS025312528
NA02790
SMP1_000022
NCGC00017239-01
NCGC00159322-04
NCGC00159322-05
NCGC00159322-06
NCGC00159322-14
NCGC00159322-18
NCGC00255140-01
BP-43568
DA-50457
4,5)oxazolo(3,2-a)pyrimidine-2-methanol
CS-0013321
AB00430480-02
2,2'-Anhydro-1-.beta.-D-arabinofuranosylcytosine
EN300-19740102
BRD-K67536197-003-11-4
Q27144950
(2R,3R,3aS,9aR)-2,3,3a,9a-Tetrahydro-3-hydroxy-6-imino-6H-furo(2',3'
2,2'Anhydro-b-D-arabinofuranosyl cytosine;Ancitabine;2,2'-Anhydro-D-cytidine
(2R,3R,3aS,9aR)-2-(hydroxymethyl)-6-imino-2,3,3a,9a-tetrahydro-6H-furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-3-ol
(2R,3R,3aS,9aR)-2-(hydroxymethyl)-6-imino-2,3,3a,9a-tetrahydrofuro[[?]:[?]]oxazolo[[?]]pyrimidin-3-ol
(2R,3R,3aS,9aR)-2-(hydroxymethyl)-6-imino-2,3,3a,9a-tetrahydrofuro[1,2][1,3]oxazolo[3,4-a]pyrimidin-3-ol;hydrochloride
(2R,3R,3aS,9aR)-2-(hydroxymethyl)-6-imino-2,3,3a,9a-tetrahydrofuro[1,2]oxazolo[3,4-a]pyrimidin-3-ol;hydrochloride
(2R,3R,3aS,9aR)-6-azanylidene-2-(hydroxymethyl)-2,3,3a,9a-tetrahydrofuro[1,2][1,3]oxazolo[3,4-a]pyrimidin-3-ol;hydrochloride
(2R,3R,3aS,9aR)-6-imino-2-methylol-2,3,3a,9a-tetrahydrofuro[1,2]oxazolo[3,4-a]pyrimidin-3-ol;hydrochloride
(2R,4R,5R,6S)-4-(hydroxymethyl)-10-imino-3,7-dioxa-1,9-diazatricyclo[6.4.0.0,2,6]dodeca-8,11-dien-5-ol