CAS 6998-60-3

Rifamycin

Description:

Rifamycin is a complex antibiotic belonging to the rifamycin class, primarily known for its efficacy against bacterial infections, particularly those caused by Mycobacterium tuberculosis, the causative agent of tuberculosis. It is characterized by its large macrocyclic structure, which includes a naphthalenic core and a characteristic rifamycin chromophore. The compound functions by inhibiting bacterial RNA synthesis through binding to the DNA-dependent RNA polymerase, thereby preventing transcription. Rifamycin exhibits broad-spectrum antibacterial activity and is often used in combination therapies to prevent the development of resistance. It is lipophilic, allowing it to penetrate bacterial cell membranes effectively. Additionally, rifamycin is metabolized in the liver and has a relatively short half-life, necessitating careful dosing regimens. Its use is associated with potential side effects, including hepatotoxicity and interactions with other medications due to its influence on liver enzymes. Overall, rifamycin remains a critical agent in the treatment of tuberculosis and other bacterial infections, highlighting its importance in modern medicine.

Formula: C₃₇H₄₇NO₁₂

InChI: InChI=1/C37H47NO12/c1-16-11-10-12-17(2)36(46)38-23-15-24(40)26-27(32(23)44)31(43)21(6)34-28(26)35(45)37(8,50-34)48-14-13-25(47-9)18(3)33(49-22(7)39)20(5)30(42)19(4)29(16)41/h10-16,18-20,25,29-30,33,40-44H,1-9H3,(H,38,46)/b11-10+,14-13+,17-12-/t16-,18+,19+,20+,25-,29-,30+,33+,37-/m0/s1

InChI key: InChIKey=HJYYPODYNSCCOU-ODRIEIDWSA-N

SMILES: O=C1C=2C=3C4=C(O)C(=CC3O)NC(=O)\C(\C)=C/C=C/[C@H](C)[C@H](O)[C@@H](C)[C@@H](O)[C@@H](C)[C@H](OC(C)=O)[C@H](C)[C@@H](OC)\C=C\O[C@@]1(C)OC2C(C)=C4O

Synonyms:

• (2S,12Z,14E,16S,17S,18R,19R,20R,21S,22R,23S,24E)-21-(Acetyloxy)-5,6,9,17,19-pentahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-2,7-(epoxypentadeca[1,11,13]trienimino)naphtho[2,1-b]furan-1,11(2H)-dione
• 2,7-(Epoxypentadeca[1,11,13]trienimino)naphtho[2,1-b]furan, rifamycin deriv.
• 2,7-(Epoxypentadeca[1,11,13]trienimino)naphtho[2,1-b]furan-1,11(2H)-dione, 21-(acetyloxy)-5,6,9,17,19-pentahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-, (2S,12Z,14E,16S,17S,18R,19R,20R,21S,22R,23S,24E)-
• 2,7-(Epoxypentadeca[1,11,13]trienimino)naphtho[2,1-b]furan-1,11(2H)-dione, 5,6,9,17,19,21-hexahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-, 21-acetate
• Nsc 133100
• Rifamicina
• Rifamicine SV
• Rifampin SV
• Rifamycin SV
• Rifamycin SV MMX
• Rifamycine
• Rifocin
• Rifocine
• Rifogal
• Rifomycin
• Rifomycin SV
• Riphogal
• [2S-(2R*,12Z,14E,16R*,17R*,18S*,19S*,20S*,21R*,22S*,23R*,24E)]-21-(Acetyloxy)-5,6,9,17,19-pentahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-2,7-(epoxypentadeca[1,11,13]trienimino)naphtho[2,1-b]furan-1,11(2H)-dione
• Rifamycin
• Rifamycin
• Rifamycinum [INN-Latin]
• UNII-DU69T8ZZPA
• Rifamycin [INN:BAN:DCF]
• Rifocyn
• Rifamicina [INN-Spanish]
• Rifamycine [INN-French]
• Rifamycinum

Rifaximin EP Impurity C (Rifamycin SV)

CAS: 6998-60-3

Formula: C₃₇H₄₇NO₁₂

Color and Shape: Orange Solid

Molecular weight: 697.78

Ref: 4Z-R-3512

Rifamycin

CAS: 6998-60-3

Rifamycin: Natural antibiotic; blocks prokaryotic RNA synthesis by halting RNA-polymerase.

Formula: C₃₇H₄₇NO₁₂

Purity: 98%

Color and Shape: Solid

Molecular weight: 697.77

Ref: TM-T21225

Rifogal

CAS: 6998-60-3

Rifogal is an antibiotic product, which is derived from a natural compound produced by the bacterium *Amycolatopsis mediterranei*. This compound functions by inhibiting bacterial RNA synthesis through binding to the beta subunit of DNA-dependent RNA polymerase, effectively halting bacterial transcription processes. The specificity of Rifogal for prokaryotic RNA polymerase, as opposed to eukaryotic RNA polymerase, underlies its efficacy as an antimicrobial agent with selective action.

Formula: C₃₇H₄₇NO₁₂

Purity: Min. 95%

Molecular weight: 697.8 g/mol

Ref: 3D-GAA99860