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Cefazolin

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Identification
Molecular formula
C14H14N8O4S3
CAS number
25953-19-9
IUPAC name
3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
State
State

At room temperature, cefazolin is typically found in its solid form, often as a powder.

Melting point (Celsius)
198.00
Melting point (Kelvin)
471.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
454.50g/mol
Molar mass
454.5040g/mol
Density
1.7500g/cm3
Appearence

Cefazolin usually appears as a white to off-white crystalline powder.

Comment on solubility

Solubility of 3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

The solubility of this compound, with the chemical formula C14H14N8O4S3, can be influenced by various factors due to its complex structure and multiple functional groups. Here are some key points regarding its solubility:

  • Polarity: The presence of polar functional groups such as carboxylic acid and amino groups can enhance solubility in polar solvents like water.
  • Hydrogen Bonding: Molecules that can form hydrogen bonds tend to have better solubility in water. The -COOH group is known to engage in hydrogen bonding, which potentially increases solubility.
  • Specific Interactions: The presence of heterocyclic rings may provide unique interactions with solvents, affecting solubility selectively depending on the solvent used.

Overall, while we might expect this compound to have moderate solubility in water, its solubility characteristics would likely need to be evaluated experimentally. As stated, "Solubility is the ability of a substance to dissolve in a solvent, and it is paramount in determining the applicability of a compound in various fields." Understanding these principles can provide insights into how this compound behaves in solution.

Interesting facts

Insights into 3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

This intriguing compound boasts a complex structure that makes it a fascinating subject for chemists and pharmaceutical researchers alike. Here are some captivating points to consider:

  • Multifunctionality: The compound features both thiazole and tetrazole moieties, which are known for their diverse biological activities, including antimicrobial and antitumor properties. This duality opens up possibilities for developing new therapeutics.
  • Thiadiazole Framework: The 5-methyl-1,3,4-thiadiazole part of the structure is particularly noteworthy. Thiadiazoles are often utilized in medicinal chemistry for their ability to interact with biological targets, making them essential building blocks for drug design.
  • Image of Bicyclic Structures: The compound's bicyclic arrangement, specifically the azabicyclo structure, adds to its uniqueness. Such structural frameworks can offer enhanced stability and specificity in pharmacological applications.
  • Potential Applications: Research into this compound could lead to advancements in the treatment of infections caused by resistant bacteria and other pathogens. The presence of a carboxylic acid group may also confer additional reactivity and interaction capabilities with biological systems.

As a final thought, the sheer complexity and potential applications of this compound highlight why the field of chemistry continues to be a treasure trove for discovery. The intersection of innovative synthetic methodologies and biological applications makes it essential for aspiring chemists to explore compounds like this one!

Synonyms
3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
3-{[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl}-8-oxo-7-[(1H-tetrazol-1-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Cephamezine;Cephazoline
438540-91-1
Oprea1_319479
Oprea1_496190
MLS001183701
CHEMBL172840
SCHEMBL4930576
CHEBI:94418
DTXSID10860354
HMS2231F11
HMS3374P08
CID 2618
STK177242
AKOS001482982
AKOS021990220
SMR000677916
DB-046800
NS00007794
AG-684/21187061
Q27166276
(6S,7R)-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
3-[[(5-methyl-1,3,4-thiadiazol-2-yl)thio]methyl]-8-oxo-7-[[1-oxo-2-(1-tetrazolyl)ethyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
3-[[(5-Methyl-1,3,4-thiadiazol-2-yl)thio]methyl]-8-oxo-7-[[2-(1H-tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
3-{[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl}-8-oxo-7-[2-(1H-1,2,3,4-tetrazol-1-yl)acetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
3-{[(5-methyl-1,3,4-thiadiazol-2-yl)thio]methyl}-8-oxo-7-[(1H-tetrazol-1-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid