CAS 54356-09-1

Rifamycin, 4-deoxy-4-[(2R)-2-[(1S)-1-hydroxyethyl]-1-pyrrolidinyl]-

Description:

Rifamycin, 4-deoxy-4-[(2R)-2-[(1S)-1-hydroxyethyl]-1-pyrrolidinyl]- is a semi-synthetic derivative of rifamycin, a class of antibiotics primarily used to treat bacterial infections, particularly tuberculosis. This compound exhibits a complex structure characterized by a naphthalenic core with various functional groups that enhance its antibacterial activity. The presence of a pyrrolidine ring contributes to its pharmacological properties, allowing for effective interaction with bacterial RNA polymerase, thereby inhibiting RNA synthesis. This mechanism of action is crucial for its efficacy against a range of Gram-positive and some Gram-negative bacteria. Additionally, the stereochemistry of the molecule, indicated by the (2R) and (1S) configurations, plays a significant role in its biological activity and pharmacokinetics. Rifamycin derivatives are known for their relatively low toxicity and ability to penetrate bacterial cell walls, making them valuable in clinical settings. However, resistance can develop, necessitating careful use and monitoring in therapeutic applications.

Formula: C₄₃H₅₈N₂O₁₂

InChI: InChI=1/C43H58N2O12/c1-20-13-11-14-21(2)42(53)44-28-19-30(45-17-12-15-29(45)26(7)46)32-33(38(28)51)37(50)25(6)40-34(32)41(52)43(9,57-40)55-18-16-31(54-10)22(3)39(56-27(8)47)24(5)36(49)23(4)35(20)48/h11,13-14,16,18-20,22-24,26,29,31,35-36,39,46,48-51H,12,15,17H2,1-10H3,(H,44,53)/b13-11+,18-16+,21-14+/t20-,22+,23+,24+,26?,29?,31-,35-,36+,39+,43-/m0/s1

Synonyms:

• Rifamycin, 4-deoxy-4-[(2R)-2-[(1S)-1-hydroxyethyl]-1-pyrrolidinyl]-
• Halomicin B

Halomicin B

CAS: 54356-09-1

Halomicin B is an ansamycin-type antibiotic effective against both Gram-positive and Gram-negative bacteria.

Formula: C₄₃H₅₈N₂O₁₂

Color and Shape: Solid

Molecular weight: 794.927

Ref: TM-TN10581