Krm 1657

• CAT Number: I030161
• CAS Number: 133633-12-2
• Molecular Formula: C50H59N4O13
• Molecular Weight: 924.04
• Purity: 98%
• Synonyms: Krm 1657; Krm-1657; Krm1657
• Solubility: To be determined
• Appearance: Solid powder
• Storage: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
• IUPAC Name: Rifamycin VIII, 1',4-didehydro-1-deoxy-1,4-dihydro-3'-hydroxy-1-oxo-5'-(4-propyl-1-piperazinyl)-
• InChI: InChI=1S/C50H62N4O13/c1-11-16-53-17-19-54(20-18-53)31-22-32(56)38-34(23-31)66-47-39(51-38)35-36-43(59)29(7)46-37(35)48(61)50(9,67-46)64-21-15-33(63-10)26(4)45(65-30(8)55)28(6)42(58)27(5)41(57)24(2)13-12-14-25(3)49(62)52-40(47)44(36)60/h12-15,21-24,26-28,33,41-42,45,56-59H,11,16-20H2,1-10H3,(H,52,62)/b13-12+,21-15+,25-14-/t24-,26+,27+,28+,33-,41-,42+,45+,50-/m0/s1
• InChIKey: KDFFQLYROXGQFM-VDPAUJFTSA-N
• SMILES: CCCN1CCN(c2cc3c(N=C4C(O3)=C5NC(/C(C)=CC=C[C@@H](c(O)c(C)c([C@H]([C@@H]([C@@H]([C@H](/C=C/O[C@]6(Oc7c(C6=O)c4c(C5=O)c(O)c7C)C)OC)C)OC(C)=O)C)O)C)=O)c(O)c2)CC1

Krm 1657 is a new rifamycin derivatives with in vitro and in vivo antibacterial activities.

Reference

1: Fujii K, Tsuji A, Miyazaki S, Yamaguchi K, Goto S. In vitro and in vivo antibacterial activities of KRM-1648 and KRM-1657, new rifamycin derivatives. Antimicrob Agents Chemother. 1994 May;38(5):1118-22. doi: 10.1128/AAC.38.5.1118. PMID: 8067748; PMCID: PMC188160.
2: Akada JK, Shirai M, Fujii K, Okita K, Nakazawa T. In vitro anti-Helicobacter pylori activities of new rifamycin derivatives, KRM-1648 and KRM-1657. Antimicrob Agents Chemother. 1999 May;43(5):1072-6. doi: 10.1128/AAC.43.5.1072. PMID: 10223916; PMCID: PMC89113.
3: Saito H, Tomioka H, Sato K, Emori M, Yamane T, Yamashita K, Hosoe K, Hidaka T. In vitro antimycobacterial activities of newly synthesized benzoxazinorifamycins. Antimicrob Agents Chemother. 1991 Mar;35(3):542-7. doi: 10.1128/AAC.35.3.542. PMID: 2039206; PMCID: PMC245047.
4: Dhople AM, Ibanez MA. The in-vitro activities of novel benzoxazinorifamycins against Mycobacterium leprae. J Antimicrob Chemother. 1995 Apr;35(4):463-71. doi: 10.1093/jac/35.4.463. PMID: 7628981.
5: Kuze F. [Antimycobacterial activities of rifamycin derivatives]. Kekkaku. 1991 Oct;66(10):679-85. Japanese. PMID: 1960916.
6: Dhople AM. Comparative in vitro activities of rifamycin analogues against Mycobacterium leprae. Indian J Lepr. 1997 Oct-Dec;69(4):377-84. PMID: 9474513.
7: Heep M, Lehn N, Brandstätter B, Rieger U, Senzenberger S, Wehrl W. Detection of rifabutin resistance and association of rpoB mutations with resistance to four rifamycin derivatives in Helicobacter pylori. Eur J Clin Microbiol Infect Dis. 2002 Feb;21(2):143-5. doi: 10.1007/s10096-001-0672-2. PMID: 11939398.