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Penicillin G benzathine

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Identification
Molecular formula
C48H56N6O8S2
CAS number
1538-09-6
IUPAC name
N,N'-dibenzylethane-1,2-diamine;(2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(2-phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
State
State

At room temperature, Penicillin G benzathine is typically a solid. It is stable under normal conditions but should be stored in a dry environment to maintain its efficacy and structure.

Melting point (Celsius)
131.00
Melting point (Kelvin)
404.15
Boiling point (Celsius)
80.00
Boiling point (Kelvin)
353.15
General information
Molecular weight
912.08g/mol
Molar mass
912.0820g/mol
Density
1.3600g/cm3
Appearence

Penicillin G benzathine appears as a white or almost white crystalline powder. It is often available in the form of fine particles, giving a powdery appearance.

Comment on solubility

Solubility of N,N'-dibenzylethane-1,2-diamine

N,N'-dibenzylethane-1,2-diamine is a complex organic compound that generally exhibits limited solubility in water. This can be attributed to its large hydrophobic benzyl groups which hinder water interaction. However, its solubility characteristics are influenced by various factors:

  • Solvent Type: It is more soluble in organic solvents such as ethanol, methanol, and chloroform than in polar solvents.
  • Temperature: Increasing temperature typically enhances solubility for many organic compounds.
  • pH Levels: The solubility may vary with changes in pH due to potential protonation of the amine groups, improving solubility in acidic conditions.

Solubility of (2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(2-phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

This compound features a more polar structure, which may improve its solubility profile compared to N,N'-dibenzylethane-1,2-diamine. Key points include:

  • Polarity: The presence of a carboxylic acid group enhances its solubility in water, especially at higher temperatures.
  • Functional Groups: Functional groups such as amine and thioether also contribute to solubility in both aqueous and organic environments.
  • Salt Formation: It may form salts with acids, significantly increasing its solubility in water, which is often a common strategy for enhancing the solubility of weakly soluble compounds.

In conclusion, while N,N'-dibenzylethane-1,2-diamine may present solubility challenges in polar solvents, the latter compound displays a higher potential for aqueous solubility, depending on its chemical modifications. Understanding these solubility parameters is crucial for applications in pharmaceutical formulations and other chemical applications.

Interesting facts

Interesting Facts about N,N'-dibenzylethane-1,2-diamine and (2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(2-phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

The compound N,N'-dibenzylethane-1,2-diamine, often referred to in the literature as a significant intermediate in organic synthesis, presents fascinating applications that emphasize its role in medicinal chemistry. Here are some intriguing aspects about this compound:

  • Versatile Reactivity: This compound can undergo various chemical reactions, such as acylation and alkylation, making it a valuable building block in the synthesis of more complex structures.
  • Chiral Centers: The steric configuration of N,N'-dibenzylethane-1,2-diamine allows for the production of enantiomers, which is vital in drug design where the stereochemistry can greatly affect biological activity.
  • Medicinal Applications: Its derivatives are actively researched for potential therapeutic effects, particularly in treating allergies and inflammatory disorders.

The second compound, (2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(2-phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, is a complex structure with noteworthy biological significance:

  • Antibiotic Properties: This compound is related to the well-known class of antibiotics and is vital in the development of new therapeutic agents.
  • Unique Ring Structure: The bicyclo[3.2.0]heptane configuration opens pathways for innovative synthetic routes, offering chemists new ways to explore organic synthesis.
  • Potential in Drug Discovery: Exploring variations of this compound provides insight into modifying its activity, which is crucial for developing new drugs targeting specific pathways in diseases.

Both compounds illustrate the complexity and beauty of organic chemistry, showcasing how intricate molecular structures can lead to valuable products in pharmaceuticals and other applications. As we continue to study these compounds, let’s remember the words of a famous chemist: "Chemistry is the art of understanding nature"—a reminder of the significance these compounds hold in bridging structure and function.

Synonyms
1538-09-6
Debecillin
BENZATHINE PENICILLIN G
Pendepon
penicillin G benzathine anhydrous
Benzathine penicilline G
SSZ1S4I0US
DTXSID2047804
Benzathine benzylpenicillin [INN]
Penduran
Bicillin 1
N,N'-dibenzylethane-1,2-diamine;(2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(2-phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
CAS-1538-09-6
Benzylpenicillinum benzathinicum
Benzilpenicillina benzatinica [DCIT]
Penicillin G benzathine anhydrous [USAN]
Benzathine penicillin G tetrahydrate
MFCD00079284
Penicillin G Benzathine Salt
SCHEMBL34089
CHEMBL3182097
HY-N7139A
BVGLIYRKPOITBQ-ANPZCEIESA-N
BCP19762
Tox21_111587
Tox21_111587_1
FP32157
NCGC00021679-07
BENZATHINE BENZYLPENICILLIN [WHO-DD]
BENZATHINE BENZYLPENICILLIN [WHO-IP]
CS-0031262
NS00078741
S5736
PENICILLIN G BENZATHINE ANHYDROUS [MI]
Q868435
BENZATHINI BENZYLPENICILLINUM [WHO-IP LATIN]
Benzathine benzylpenicillin;Benzylpenicillin benzathine
ETHYLENEDIAMINE, N,N'-DIBENZYL-, BIS(3,3-DIMETHYL-7-OXO-6- (2-PHENYLACETAMIDO)-4-THIA-1-AZABICYCLO(3.2.0)HEPTANE-2- CARBOXYLATE)