Adicillin
Catalog Number: BT-258052
CAS Number: 525-94-0
Molecular Formula: C14H21N3O6S
Molecular Weight: 359.4 g/mol
The product is for non-human research only. Not for therapeutic or veterinary use.
Product Introduction
Description
Adicillin is a synthetic antibiotic that belongs to the class of beta-lactam antibiotics. It is used to treat bacterial infections and is effective against a wide range of gram-positive and gram-negative bacteria. Adicillin is a potent antibiotic that works by inhibiting the synthesis of bacterial cell walls, leading to the death of the bacteria.
Properties
CAS Number
525-94-0
Product Name
Adicillin
IUPAC Name
(2S,5R,6R)-6-[[(5R)-5-amino-5-carboxypentanoyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Molecular Formula
C14H21N3O6S
Molecular Weight
359.4 g/mol
InChI
InChI=1S/C14H21N3O6S/c1-14(2)9(13(22)23)17-10(19)8(11(17)24-14)16-7(18)5-3-4-6(15)12(20)21/h6,8-9,11H,3-5,15H2,1-2H3,(H,16,18)(H,20,21)(H,22,23)/t6-,8-,9+,11-/m1/s1
InChI Key
MIFYHUACUWQUKT-UHFFFAOYSA-N
SMILES
CC1(C(N2C(S1)C(C2=O)NC(=O)CCCC(C(=O)O)N)C(=O)O)C
Solubility
Soluble in DMSO
Synonyms
adicillin
cephalosporin N
D-4-amino-4-carboxybutyl penicillanic acid
isopenicillin N
penicillin N
penicillin N, (2S-(2alpha,5alpha,6beta(R*)))-isomer
penicillin N, monopotassium salt, (2S-(2alpha,5alpha,6beta(R*)))-isomer
penicillin N, potassium salt, (2S-(2alpha,5alpha,6beta(R*)))-isomer
penicillin N, potassium salt, (2S-(2alpha,5alpha,6beta(S*)))-isome
cephalosporin N
D-4-amino-4-carboxybutyl penicillanic acid
isopenicillin N
penicillin N
penicillin N, (2S-(2alpha,5alpha,6beta(R*)))-isomer
penicillin N, monopotassium salt, (2S-(2alpha,5alpha,6beta(R*)))-isomer
penicillin N, potassium salt, (2S-(2alpha,5alpha,6beta(R*)))-isomer
penicillin N, potassium salt, (2S-(2alpha,5alpha,6beta(S*)))-isome
Canonical SMILES
CC1(C(N2C(S1)C(C2=O)NC(=O)CCCC(C(=O)O)N)C(=O)O)C
Isomeric SMILES
CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)CCC[C@H](C(=O)O)N)C(=O)O)C
Method of Synthesis or Extraction
Adicillin is synthesized by the reaction of 6-aminopenicillanic acid with acetic anhydride in the presence of a catalyst. The yield of this method is around 50%, and the process is relatively simple and efficient. However, the use of acetic anhydride as a reagent can be hazardous to the environment and human health. Therefore, alternative methods have been developed, such as the use of enzymes or microorganisms to produce Adicillin. These methods are more environmentally friendly and have higher yields.
Chemical Structure and Biological Activity
Adicillin has a beta-lactam ring structure, which is essential for its antibacterial activity. The beta-lactam ring binds to the bacterial enzyme transpeptidase, which is involved in the synthesis of bacterial cell walls. This binding inhibits the enzyme's activity, leading to the death of the bacteria. Adicillin is effective against a wide range of gram-positive and gram-negative bacteria, including Staphylococcus aureus, Streptococcus pneumoniae, and Escherichia coli. Adicillin has a high potency and is active at low concentrations.
Biological Effects
Adicillin has several biological effects on cell function and signal transduction. It inhibits the synthesis of bacterial cell walls, leading to the death of the bacteria. Adicillin also affects the expression of genes involved in bacterial metabolism and virulence. Adicillin has potential therapeutic and toxic effects. It can be used to treat bacterial infections, but it can also cause allergic reactions and other adverse effects.
Applications
Adicillin has several applications in medical research, environmental research, and industrial research. In medical research, Adicillin plays a crucial role in drug development. It is used to test the efficacy of new antibiotics and to study the mechanisms of bacterial resistance. Adicillin has been used in clinical trials to treat bacterial infections, and the findings have been promising. Adicillin has benefits and potential side effects, and its use should be carefully monitored.
In environmental research, Adicillin has been studied for its effects on ecosystems. It can have a significant impact on the microbial communities in soil and water, leading to changes in nutrient cycling and other ecological processes. Adicillin can also be used in pollution management to treat contaminated soil and water. However, its use should be carefully regulated to prevent environmental damage.
In industrial research, Adicillin is used in manufacturing processes to improve product quality and efficiency. It is also used in health and safety considerations to prevent bacterial contamination in food and other products.
In environmental research, Adicillin has been studied for its effects on ecosystems. It can have a significant impact on the microbial communities in soil and water, leading to changes in nutrient cycling and other ecological processes. Adicillin can also be used in pollution management to treat contaminated soil and water. However, its use should be carefully regulated to prevent environmental damage.
In industrial research, Adicillin is used in manufacturing processes to improve product quality and efficiency. It is also used in health and safety considerations to prevent bacterial contamination in food and other products.
Future Perspectives and Challenges
The use of Adicillin is limited by the development of bacterial resistance. Bacteria can develop resistance to Adicillin by producing beta-lactamase enzymes that break down the beta-lactam ring. Therefore, new antibiotics and alternative treatments are needed to combat bacterial infections. Possible solutions and improvements include the development of new antibiotics that are less susceptible to bacterial resistance and the use of combination therapies that target multiple bacterial pathways. Future trends and prospects in the application of Adicillin in scientific research include the development of new methods of synthesis and extraction, the study of its effects on microbial communities, and the development of new applications in industrial research.
Conclusion:
Adicillin is a potent antibiotic that has several applications in medical research, environmental research, and industrial research. Its method of synthesis or extraction, chemical structure and biological activity, biological effects, applications, future perspectives, and challenges have been discussed in this paper. Adicillin has the potential to be an important tool in the fight against bacterial infections, but its use should be carefully monitored to prevent adverse effects on human health and the environment.
Conclusion:
Adicillin is a potent antibiotic that has several applications in medical research, environmental research, and industrial research. Its method of synthesis or extraction, chemical structure and biological activity, biological effects, applications, future perspectives, and challenges have been discussed in this paper. Adicillin has the potential to be an important tool in the fight against bacterial infections, but its use should be carefully monitored to prevent adverse effects on human health and the environment.
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