CAS 79404-91-4

Cilofungin

Description:

Cilofungin is an antifungal agent belonging to the echinocandin class, which is primarily used to treat invasive fungal infections, particularly those caused by Candida and Aspergillus species. Its mechanism of action involves the inhibition of β-(1,3)-D-glucan synthase, an enzyme crucial for the synthesis of glucan in the fungal cell wall, leading to cell lysis and death. Cilofungin is characterized by its high potency against various fungal pathogens and its relatively low toxicity to human cells, making it a valuable option in clinical settings. It is typically administered intravenously due to its poor oral bioavailability. The compound is also noted for its stability and solubility in aqueous solutions, which facilitates its use in medical formulations. As with other echinocandins, resistance can develop, although it is generally less common compared to other antifungal classes. Overall, cilofungin represents an important therapeutic option in the management of serious fungal infections, particularly in immunocompromised patients.

Formula: C₄₉H₇₁N₇O₁₇

InChI: InChI=1/C49H71N7O17/c1-5-6-7-8-9-10-19-73-31-17-13-28(14-18-31)42(65)50-32-21-34(61)45(68)54-47(70)38-39(62)24(2)22-56(38)49(72)36(26(4)58)52-46(69)37(41(64)40(63)27-11-15-29(59)16-12-27)53-44(67)33-20-30(60)23-55(33)48(71)35(25(3)57)51-43(32)66/h11-18,24-26,30,32-41,45,57-64,68H,5-10,19-23H2,1-4H3,(H,50,65)(H,51,66)(H,52,69)(H,53,67)(H,54,70)/t24-,25?,26?,30+,32?,33?,34+,35?,36?,37?,38?,39-,40-,41-,45+/m0/s1

Synonyms:

• Cilofungin [USAN:INN]
• (4R,5R)-4,5-Dihydroxy-N(sup 2)-(p-(octyloxy)benzoyl)-L-ornithyl-L-threonyl-trans-4-hydroxy-L-prolyl-(S)-4-hydroxy-4-(p-hydroxyphenyl)-L-threonyl-L-threonyl-(3S,4S)-3-hydroxy-4-methyl-L-proline cyclic (6-1)-peptide
• 1-((4R,5R)-4,5-Dihydroxy-N(sup 2)-(p-(octyloxy)benzoyl)-L-ornithine)echinocandin B
• Antibiotic LY 121019
• Cilofungina
• Cilofungina [INN-Spanish]
• Cilofunginum
• Cilofunginum [INN-Latin]
• Echinocandin B, 1-((4R,5R)-4,5-dihydroxy-N(sup 2)-(4-(octyloxy)benzoyl)-L-ornithine)-
• Ly 121019
• Unii-8Zjc54A39X
• Echinocandin B, 1-((4R,5R)-4,5-dihydroxy-N2-(4-(octyloxy)benzoyl)-L-ornithine)-
• N-[(2R,11R,12R,15S,16S)-23-[(1S,2S)-1,2-dihydroxy-2-(4-hydroxyphenyl)ethyl]-2,11,12,15-tetrahydroxy-6,20-bis(1-hydroxyethyl)-16-methyl-5,8,14,19,22,25-hexaoxotetracosahydro-1H-dipyrrolo[2,1-c:2',1'-l][1,4,7,10,13,16]hexaazacyclohenicosin-9-yl]-4-(octyloxy)benzamide
• Cyclo[L-Thr-[(3S,4S)-3-hydroxy-4-methyl-L-Pro-]-[(4R,5R)-4,5-dihydroxy-N2-[4-(octyloxy)benzoyl]-L-Orn*-]-L-Thr-L-t4Hyp-[(3S,4S)-3,4-dihydroxy-4-(4-hydroxyphenyl)-L-Abu-]]
• Cilofungin
• (4R,5R)-N2-[4-(Octyloxy)benzoyl]-4,5-dihydroxycyclo[L-Orn*-L-Thr-L-t4Hyp-[(3S,4S)-3,4-dihydroxy-4-(4-hydroxyphenyl)-L-Abu-]-L-Thr-[(3S,4S)-3-hydroxy-4-methyl-L-Pro-]]

Cilofungin

Controlled Product

CAS: 79404-91-4

Applications Cilofungin is a lipopeptide from echinocandin class of antifungal drugs which inhibits the synthesis of glucan in the fungal cell walls.
References Denning D.: Lancet, 362, 1142 (2003);

Formula: C₄₉H₇₁N₇O₁₇

Color and Shape: Neat

Molecular weight: 1030.12

Ref: TR-C441400