Rifamycin B

CAS: 13929-35-6

Ref. TR-R508170

Product Information

• Name: Rifamycin B
• Synonyms: Rifamycin, 4-O-(carboxymethyl)-, Acetic acid, [(1,2-dihydro-5,6,17,19,21-pentahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-1,11-dioxo-2,7-(epoxypentadeca[1,11,13]trienimino)naphtho[2,1-b]furan-9-yl)oxy]-, 21-acetate (7CI,8CI), Rifomycin B (6CI), 2,7-(Epoxypentadeca[1,11,13]trienimino)naphtho[2,1-b]furan, rifamycin deriv., NSC 145604, Nancimycin, Rifaximin Imp B (EP), 2,7-(Epoxypentadeca[1,11,13]trienimino)naphtho[2,1-b]furan, rifamycin deriv., 4-O-(Carboxymethyl)rifamycin, Acetic acid, [(1,2-dihydro-5,6,17,19,21-pentahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-1,11-dioxo-2,7-(epoxypentadeca[1,11,13]trienimino)naphtho[2,1-b]furan-9-yl)oxy]-, 21-acetate, Rifamycin, 4-O-(carboxymethyl)-, Rifomycin B, {[(14E,24E)-21-(acetyloxy)-5,6,17,19-tetrahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-1,11-dioxo-1,2-dihydro-2,7-(epoxypentadeca[1,11,13]trienoimino)naphtho[2,1-b]furan-9-yl]oxy}acetic acid, {[(24E)-21-(acetyloxy)-5,6,17,19-tetrahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-1,11-dioxo-1,2-dihydro-2,7-(epoxypentadeca[1,11,13]trienoimino)naphtho[2,1-b]furan-9-yl]oxy}acetic acid, {[(2S,16S,17S,18R,19R,20S,21S,22S,23S)-21-(acetyloxy)-5,6,17,19-tetrahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-1,11-dioxo-1,2-dihydro-2,7-(epoxypentadeca[1,11,13]trienoimino)naphtho[2,1-b]furan-9-yl]oxy}acetic acid

Description

Impurity Rifaximin EP Impurity B
Stability Unstable in solution
Applications Rifamycin B (Rifaximin EP Impurity B) is a Rifamycin (R508200) derivative as antibacterial agent.
References Cellai, L., et al.: Eur. J. Med. Chem., 24, 105 (1989), Bartolucci, C., et al.: Pharm. Pharmacol. Lett., 3, 1 (1993), Lounis, N., et al.: Curr. Pharm. Des., 10, 3229 (2004),

• Brand: TRC

Chemical properties

• Molecular weight: 755.80
• Formula: C₃₉H₄₉NO₁₄
• Color/Form: Neat
• InChI: InChI=1S/C39H49NO14/c1-17-11-10-12-18(2)38(49)40-24-15-26(51-16-27(42)43)28-29(34(24)47)33(46)22(6)36-30(28)37(48)39(8,54-36)52-14-13-25(50-9)19(3)35(53-23(7)41)21(5)32(45)20(4)31(17)44/h10-15,17,19-21,25,31-32,35,44-47H,16H2,1-9H3,(H,40,49)(H,42,43)/b11-10+,14-13+,18-12-/t17-,19+,20+,21+,25-,31-,32+,35+,39-/m0/s1
• InChI key: InChIKey=SQTCRTQCPJICLD-KTQDUKAHSA-N
• SMILES: CO[C@H]1/C=C/O[C@@]2(C)Oc3c(C)c(O)c4c(O)c(cc(OCC(=O)O)c4c3C2=O)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]1C