Propicillin - 551-27-9

Propicillin

Catalog Number: EVT-401040
CAS Number: 551-27-9
Molecular Formula: C18H22N2O5S
Molecular Weight: 378.4 g/mol
The product is for non-human research only. Not for therapeutic or veterinary use.

Product Introduction

Description
Propicillin is a semi-synthetic penicillin antibiotic that is used to treat a wide range of bacterial infections. It was first introduced in the 1960s and has since been widely used in medical, environmental, and industrial research. This paper aims to provide a comprehensive review of propicillin, including its method of synthesis or extraction, chemical structure and biological activity, biological effects, applications, and future perspectives and challenges.
Applications in Various Fields
Propicillin has various applications in medical, environmental, and industrial research. In medical research, it has been used in drug development and clinical trials to evaluate its efficacy and safety in treating bacterial infections. It has also been used to study the mechanisms of antibiotic resistance and to develop new antibiotics.
In environmental research, propicillin has been used to study its effects on ecosystems and its role in pollution management. It has been found to have a low environmental impact and can be used as a marker for pollution in water and soil.
In industrial research, propicillin has been used in manufacturing processes to improve product quality and efficiency. It has also been used to develop new materials, such as biodegradable plastics, and to study the health and safety considerations of using antibiotics in industrial settings.

Properties

CAS Number

551-27-9

Product Name

Propicillin

IUPAC Name

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

Molecular Formula

C18H22N2O5S

Molecular Weight

378.4 g/mol

InChI

InChI=1S/C18H22N2O5S/c1-4-11(25-10-8-6-5-7-9-10)14(21)19-12-15(22)20-13(17(23)24)18(2,3)26-16(12)20/h5-9,11-13,16H,4H2,1-3H3,(H,19,21)(H,23,24)/t11?,12-,13+,16-/m1/s1

InChI Key

HOCWPKXKMNXINF-XQERAMJGSA-N

SMILES

CCC(C(=O)NC1C2N(C1=O)C(C(S2)(C)C)C(=O)O)OC3=CC=CC=C3

Synonyms

Baycillin
Propibay
propicillin
propicillin potassium
propicillin, (2S-(2alpha,5alpha,6beta(R*)))-isomer
propicillin, monopotassium salt, (2S-(2alpha,5alpha,6beta(R*)))-isomer
propicillin, monopotassium salt, (2S-(2alpha,5alpha,6beta(S*)))-isomer
propicillin, monosodium salt, (2S-(2alpha,5alpha,6beta))-isome

Canonical SMILES

CCC(C(=O)NC1C2N(C1=O)C(C(S2)(C)C)C(=O)O)OC3=CC=CC=C3

Isomeric SMILES

CCC(C(=O)N[C@H]1[C@@H]2N(C1=O)[C@H](C(S2)(C)C)C(=O)O)OC3=CC=CC=C3
Method of Synthesis or Extraction
Propicillin is synthesized by the acylation of 6-aminopenicillanic acid (6-APA) with propionic anhydride. The reaction is carried out in the presence of a catalyst, such as triethylamine or pyridine, and a solvent, such as dimethylformamide or dimethylacetamide. The yield of propicillin synthesis is typically around 70-80%, and the process is considered to be efficient and cost-effective.
Environmental and safety considerations are important in the synthesis of propicillin. The use of solvents and catalysts can generate waste and pose a risk to human health and the environment. Therefore, efforts have been made to develop greener and safer methods of propicillin synthesis, such as using water as a solvent and using enzymes as catalysts.
Chemical Structure and Biological Activity
Propicillin belongs to the class of beta-lactam antibiotics, which inhibit bacterial cell wall synthesis by binding to penicillin-binding proteins (PBPs). The chemical structure of propicillin consists of a beta-lactam ring, a thiazolidine ring, and a propionic acid side chain.
Propicillin has a broad spectrum of activity against Gram-positive and Gram-negative bacteria, including Streptococcus pneumoniae, Haemophilus influenzae, and Escherichia coli. Its potency is similar to that of ampicillin, another commonly used penicillin antibiotic.
Biological Effects
Propicillin affects cell function and signal transduction by inhibiting bacterial cell wall synthesis. It can also induce the release of bacterial cell wall components, such as lipopolysaccharides, which can trigger an inflammatory response.
Potential therapeutic effects of propicillin include the treatment of bacterial infections, such as pneumonia, meningitis, and urinary tract infections. However, propicillin can also have toxic effects, such as allergic reactions, gastrointestinal disturbances, and liver damage.
Future Perspectives and Challenges
Current limitations in the use and study of propicillin include the emergence of antibiotic resistance and the need for more effective and safer antibiotics. Possible solutions and improvements include the development of new antibiotics and the use of combination therapies to overcome resistance.
Future trends and prospects in the application of propicillin in scientific research include the use of genomics and proteomics to study the mechanisms of antibiotic resistance and the development of personalized medicine based on individual genetic profiles.
In conclusion, propicillin is a versatile and important antibiotic that has various applications in medical, environmental, and industrial research. Its synthesis, chemical structure, biological activity, and potential therapeutic and toxic effects have been discussed in this paper. Future perspectives and challenges in the use and study of propicillin have also been highlighted.

Product FAQ

Q1: How Can I Obtain a Quote for a Product I'm Interested In?
  • To receive a quotation, send us an inquiry about the desired product.
  • The quote will cover pack size options, pricing, and availability details.
  • If applicable, estimated lead times for custom synthesis or sourcing will be provided.
  • Quotations are valid for 30 days, unless specified otherwise.
Q2: What Are the Payment Terms for Ordering Products?
  • New customers generally require full prepayment.
  • NET 30 payment terms can be arranged for customers with established credit.
  • Contact our customer service to set up a credit account for NET 30 terms.
  • We accept purchase orders (POs) from universities, research institutions, and government agencies.
Q3: Which Payment Methods Are Accepted?
  • Preferred methods include bank transfers (ACH/wire) and credit cards.
  • Request a proforma invoice for bank transfer details.
  • For credit card payments, ask sales representatives for a secure payment link.
  • Checks aren't accepted as prepayment, but they can be used for post-payment on NET 30 orders.
Q4: How Do I Place and Confirm an Order?
  • Orders are confirmed upon receiving official order requests.
  • Provide full prepayment or submit purchase orders for credit account customers.
  • Send purchase orders to sales@EVITACHEM.com.
  • A confirmation email with estimated shipping date follows processing.
Q5: What's the Shipping and Delivery Process Like?
  • Our standard shipping partner is FedEx (Standard Overnight, 2Day, FedEx International Priority), unless otherwise agreed.
  • You can use your FedEx account; specify this on the purchase order or inform customer service.
  • Customers are responsible for customs duties and taxes on international shipments.
Q6: How Can I Get Assistance During the Ordering Process?
  • Reach out to our customer service representatives at sales@EVITACHEM.com.
  • For ongoing order updates or questions, continue using the same email.
  • Remember, we're here to help! Feel free to contact us for any queries or further assistance.

Quick Inquiry

 Note: Kindly utilize formal channels such as professional, corporate, academic emails, etc., for inquiries. The use of personal email for inquiries is not advised.