CymitQuimica logo

CAS 72559-06-9

:

Rifabutin

Description:
Rifabutin is an antibiotic belonging to the rifamycin class, primarily used in the treatment of tuberculosis and certain other bacterial infections, particularly in patients with HIV. Its chemical structure features a complex bicyclic system that includes a naphthalene ring, contributing to its antimicrobial activity. Rifabutin works by inhibiting bacterial RNA synthesis through binding to the DNA-dependent RNA polymerase, effectively disrupting the transcription process. This mechanism makes it effective against a range of mycobacterial species. The substance is known for its relatively favorable pharmacokinetic profile, allowing for once-daily dosing, which enhances patient compliance. Additionally, it has a lower propensity for drug interactions compared to other rifamycins, making it a preferred choice in co-infected patients. Common side effects may include gastrointestinal disturbances, rash, and changes in urine color. Due to its specific use and potential for resistance, rifabutin is typically prescribed in conjunction with other antitubercular agents. Its CAS number, 72559-06-9, uniquely identifies this compound in chemical databases.
Formula:C46H62N4O11
InChI:InChI=1S/C46H62N4O11/c1-22(2)21-50-18-16-46(17-19-50)48-34-31-32-39(54)28(8)42-33(31)43(56)45(10,61-42)59-20-15-30(58-11)25(5)41(60-29(9)51)27(7)38(53)26(6)37(52)23(3)13-12-14-24(4)44(57)47-36(40(32)55)35(34)49-46/h12-15,20,22-23,25-27,30,37-38,41,49,52-54H,16-19,21H2,1-11H3,(H,47,57)/b13-12+,20-15+,24-14+/t23-,25+,26+,27+,30-,37-,38+,41+,45-/m0/s1
InChI key:InChIKey=ATEBXHFBFRCZMA-NYGPAKPVSA-N
SMILES:O=C1C=2C=3C=4C(=C5C(=O)C3C(O)=C(C)C2O[C@]1(C)O/C=C/[C@H](OC)[C@@H](C)[C@@H](OC(C)=O)[C@H](C)[C@H](O)[C@H](C)[C@@H](O)[C@@H](C)/C=C/C=C(\C)/C(=O)N5)NC6(N4)CCN(CC(C)C)CC6
Synonyms:
  • Spiro[9,4-(epoxypentadeca[1,11,13]trienimino)-2H-furo[2′,3′:7,8]naphth[1,2-d]imidazole-2,4′-piperidine]-5,10,26(3H,9H)-trione, 16-(acetyloxy)-6,18,20-trihydroxy-14-methoxy-7,9,15,17,19,21,25-heptamethyl-1′-(2-methylpropyl)-, (9S,12E,14S,15R,16S,17R,18R,19R,20S,21S,22E,24Z)-
  • (9S,12E,14S,15R,16S,17R,18R,19R,20S,21S,22E,24Z)-16-(Acetyloxy)-6,18,20-trihydroxy-14-methoxy-7,9,15,17,19,21,25-heptamethyl-1′-(2-methylpropyl)spiro[9,4-(epoxypentadeca[1,11,13]trienimino)-2H-furo[2′,3′:7,8]naphth[1,2-d]imidazole-2,4′-piperidine]-5,10,26(3H,9H)-trione
  • Antibiotic LM 427
  • Rifamycin XIV, 1′,4-didehydro-1-deoxy-1,4-dihydro-5′-(2-methylpropyl)-1-oxo-
  • Spiro[9,4-(epoxypentadeca[1,11,13]trienimino)-2H-furo[2′,3′:7,8]naphth[1,2-d]imidazole-2,4′-piperidine], rifamycin XIV deriv.
Sort by
Purity (%)
0
100
|
0
|
50
|
90
|
95
|
100
Found 12 products.