3482-38-0

Basic information

• Product Name: 3,11-diketofusidic acid
• Synonyms: 3,11-diketofusidic acid
• CAS NO: 3482-38-0
• Molecular Formula: C₃₁H₄₄O₆
• Molecular Weight: 512.68
• Mol File: 3482-38-0.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 643.7°Cat760mmHg
• Flash Point: 202.3°C
• Appearance: /
• Density: 1.16g/cm³
• Vapor Pressure: 3.15E-18mmHg at 25°C
• Refractive Index: 1.547
• Storage Temp.: Refrigerator
• Solubility: Dichloromethane (Slightly), Chloroform (Slightly), Methanol (Slightly)
• PKA: 3.95±0.41(Predicted)
• CAS DataBase Reference: 3,11-diketofusidic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3,11-diketofusidic acid(3482-38-0)
• EPA Substance Registry System: 3,11-diketofusidic acid(3482-38-0)

Safety Data

• Hazardous Substances Data: 3482-38-0(Hazardous Substances Data)

Usage

Description

3,11-Diketofusidic acid is an organic compound that serves as an intermediate in the synthesis of Fusidic Acid metabolites. It plays a crucial role in the production of certain pharmaceuticals due to its unique chemical properties.

Uses

Used in Pharmaceutical Industry:
3,11-Diketofusidic acid is used as a key intermediate for the synthesis of Fusidic Acid, which is an important antibiotic. It is particularly effective against gram-positive bacteria, including methicillin-resistant Staphylococcus aureus (MRSA). 3,11-diketofusidic acid contributes to the development of new treatments for bacterial infections and enhances the effectiveness of existing antibiotics.
Used in Research and Development:
In the field of scientific research, 3,11-diketofusidic acid is utilized as a valuable compound for studying the structure and function of Fusidic Acid and its derivatives. This helps researchers understand the mechanisms of action, resistance, and potential improvements in the design of new antibiotics.
Used in Drug Synthesis:
3,11-Diketofusidic acid is employed as a building block in the synthesis of various other pharmaceutical compounds, expanding its applications beyond just Fusidic Acid. Its versatility in chemical reactions allows for the creation of a diverse range of drugs with different therapeutic properties.

InChI:InChI=1/C31H44O6/c1-7-26(34)37-25-16-31(6)21-12-11-20-18(4)23(32)13-14-30(20,5)28(21)24(33)15-22(31)27(25)19(29(35)36)10-8-9-17(2)3/h9,18,20-22,25,28H,7-8,10-16H2,1-6H3,(H,35,36)/b27-19-/t18-,20?,21-,22-,25-,28-,30-,31+/m0/s1

Upstream product

• 3482-49-3 fusidine 

Relevant articles and documents

Fusidic acid derivatives. I. Relationship between structure and antibacterial activity.

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Synthesis of Fusidic Acid Derivatives Yields a Potent Antibiotic with an Improved Resistance Profile

Fusidic acid (FA) is a potent steroidal antibiotic that has been used in Europe for more than 60 years to treat a variety of infections caused by Gram-positive pathogens. Despite its clinical success, FA requires significantly elevated dosing (3 g on the first day, 1.2 g on subsequent days) to minimize resistance, as FA displays a high resistance frequency, and a large shift in minimum inhibitory concentration is observed for resistant bacteria. Despite efforts to improve on these aspects, all previously constructed derivatives of FA have worse antibacterial activity against Gram-positive bacteria than the parent natural product. Here, we report the creation of a novel FA analogue that has equivalent potency against clinical isolates of Staphylococcus aureus (S. aureus) and Enterococcus faecium (E. faecium) as well as an improved resistance profile in vitro when compared to FA. Importantly, this new compound displays efficacy against an FA-resistant strain of S. aureus in a soft-tissue murine infection model. This work delineates the structural features of FA necessary for potent antibiotic activity and demonstrates that the resistance profile can be improved for this scaffold and target.