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Procaine and Penicillin G

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Identification
Molecular formula
C13H20N2O2; C16H18N2O4S
CAS number
59-46-1,6130-64-9
IUPAC name
2-(diethylamino)ethyl 4-aminobenzoate;(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

Procaine: At room temperature, Procaine is typically in a solid state as a crystalline powder.

Penicillin G: At room temperature, Penicillin G in its salt forms (sodium or potassium) appears as a solid, soluble in water.

Melting point (Celsius)
61.00
Melting point (Kelvin)
334.40
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
378.48g/mol
Molar mass
378.4820g/mol
Density
1.4000g/cm3
Appearence

Procaine: Procaine typically appears as a white, crystalline powder that is odorless. It is soluble in water and is used primarily as its hydrochloride salt form in medical applications due to improved stability and solubility in water.

Penicillin G: Penicillin G is often seen as its sodium or potassium salt, appearing as a white to off-white crystalline powder. It is water-soluble and is one of the more common forms of naturally occurring penicillin used in medicine.

Comment on solubility

Solubility Characteristics

The solubility of compounds is a crucial factor influencing their technological applications and biological interactions. For the given compounds, 2-(diethylamino)ethyl 4-aminobenzoate (C13H20N2O2) and (2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(2-phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (C16H18N2O4S), we observe varying degrees of solubility primarily influenced by their structural features.

Here’s a brief overview of their solubility attributes:

  • 2-(diethylamino)ethyl 4-aminobenzoate:
    • Typically exhibits good solubility in organic solvents due to the presence of the diethylamino functional group.
    • May have limited solubility in water, depending on pH and temperature.
  • (2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(2-phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid:
    • The thia and carboxylic acid groups suggest potential for interaction with water molecules, leading to increased solubility in aqueous solutions.
    • Solubility can vary, showing improved characteristics at higher temperatures.

In conclusion, the solubility behavior of these compounds can be summarized as follows:

  1. Strong solubility in organic solvents due to hydrophobic characteristics.
  2. Variable aqueous solubility, influenced by additional factors such as pH, temperature, and the presence of other solutes.

Understanding the solubility profiles of these compounds is essential for their effective utilization in fields like pharmaceuticals and chemical manufacturing.

Interesting facts

Interesting Facts About 2-(Diethylamino)ethyl 4-aminobenzoate

This compound is a fascinating example of organic chemistry that showcases the synergy between amino acids and aromatic structures. Below are some noteworthy aspects:

  • Biomedical Applications: This compound is known for its potential applications in pharmacology, as compounds with similar structures often play significant roles in drug development.
  • Structural Complexity: The presence of both a diethylamino group and a 4-aminobenzoate moiety suggests interesting conformational properties that could affect biological activity.
  • Synthetic Pathways: The synthesis of such compounds often involves multi-step organic reactions, showcasing the creativity and problem-solving skills of synthetic chemists.
  • Research Interest: The compound is of interest in studying the pharmacokinetics and pharmacodynamics due to its unique functionality and potential for drug-like properties.

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

This particular compound illustrates the intricate nature once encountered in bicyclic structures, particularly within the realm of thiazolidines and azabicyclines. Here are some engaging facts:

  • Structural Diversity: The compound features a bicyclic framework which contributes to its unique chemical and physical properties, making it a valuable subject for structural analysis.
  • Potential Therapeutic Use: Similar compounds have been explored for antimicrobial and anti-inflammatory applications, suggesting avenues for future research.
  • Chirality and Configuration: The (2S,5R,6R) configuration hints at stereogenic centers that are critical for the biological activity of the compound, exemplifying the importance of stereochemistry in drug design.
  • Multifunctional Groups: The presence of carboxylic acid and amine functionalities allows this compound to have diverse reactivity and interaction profiles, making it an interesting candidate for further examination.

Both of these compounds represent the intricate and beautiful complexity of organic molecules, highlighting the relationship between structure and function that is central to medicinal chemistry. As research in these areas continues to advance, the potential for discovering new therapeutic agents grows tremendously.

Synonyms
Procaine penicillin G
54-35-3
Procaine Benzylpenicillin
Depocillin
Duphapen
Hostacillin
Hydracillin
Nopcaine
Retardillin
Vitablend
Vetspen
Jenacillin O
Micro-Pen
Penicillin procaine
Penzal N 300
Procaine benzylpenicillinate
Benzylpenicillin novocaine salt
Penicillin procaine (anhydrous)
Benzilpenillina procainica
UNII-1LW5K9CIR1
EINECS 200-205-7
1LW5K9CIR1
CHEBI:52154
ANHYDROUS PROCAINE PENICILLIN
PENICILLIN G PROCAINE ANHYDROUS
2-(diethylamino)ethyl 4-aminobenzoate;(2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(2-phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
procain-penicillin
Benzilpenillina procainica [DCIT]
Pen-Aqueous
PenOne Pro
VetriPen G
Pen-G Max
Pro-Pen-G
Penicillin, Procaine
U.S. Vet go-dry
G Procaine, Penicillin
Procaine, Penicillin G
Bencilpenicilina procaina
go-dry, MASTI-CLEAR
Procaine, Benzylpenicillin
Crysticillin 300 A.S.
Crystalline Pro Penicillin G
U.S. Vet MASTI-CLEAR
CHEMBL1628385
DTXSID30883227
Penicillin G Procaine in Sesame Oil
MFCD00079285
s4979
AKOS015896161
DB09320
AS-15252
DA-57052
E707
HY-130079
CS-0104860
G91199
EN300-19736966
Q3435660
PENICILLIN G PROCAINE COMPONENT OF BICILLIN C-R
Formula A-34, Uni-Biotic 4 Dose, Herdsman's Choice, Dry-A-Cillin
(2S,5R,6R)-3,3-dimethyl-7-oxo-6-(2-phenylacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid; 2-(diethylamino)ethyl 4-aminobenzoate
2-(Diethylamino)ethyl 4-aminobenzoate (2S,5R,6R)-3,3-dimethyl-7-oxo-6-(2-phenylacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
200-205-7
4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-((phenylacetyl)amino)-(2S,5R,6R)-, compd. with 2-(diethylamino)ethyl 4-aminobenzoate (1:1)
4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-((phenylacetyl)amino)-(2S-(2alpha,5alpha,6beta))-, compd. with 2-(diethylamino)ethyl 4-aminobenzoate (1:1), monohydrate