14897-39-3

Usage

Uses

Used in Pharmaceutical Industry:
Rifamycin sodium salt is used as an antibiotic for its potent antibacterial properties. It is particularly effective against a wide range of bacterial infections, making it a valuable asset in the treatment and prevention of various diseases caused by bacteria.
Used in Research and Development:
In the field of research and development, Rifamycin sodium salt serves as a crucial compound for studying its antibacterial mechanisms and potential applications in the development of new antibiotics. Its unique properties and high potency make it an interesting subject for scientific inquiry and innovation.
Used in Drug Formulation:
Rifamycin sodium salt is also utilized in the formulation of various pharmaceutical products, such as tablets, capsules, and injectables. Its potent antibacterial activity and stability in different formulations make it a preferred choice for creating effective and reliable medications to combat bacterial infections.

InChI:InChI=1/C37H47NO12.Na.H/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-,17-12u;;/t16-,18+,19+,20+,25-,29-,30+,33+,37-;;/m0../s1/rC37H47NO12.HNa/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);1H/b11-10-,14-13-,17-12u;/t16-,18+,19+,20+,25-,29-,30+,33+,37-;/m0./s1

Synthetic route

monosodium rifamycin SV (14897-39-3) → 4,11-dideoxy-4,11-dihydroxyiminorifamycin S

Conditions	Yield
With pyridine; hydroxylamine hydrochloride In methanol at 20℃;	83%

monosodium rifamycin SV (14897-39-3) + N,N-dihydroxymethyltert-butylamine (55686-22-1) → N-tert-1,3-oxazine(5,6-c)rifamycin

Conditions	Yield
Stage #1: monosodium rifamycin SV With sulfuric acid In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: N,N-dihydroxymethyltert-butylamine In N,N-dimethyl-formamide at 45℃; for 2h; Time; Concentration;
Stage #1: monosodium rifamycin SV With sulfuric acid In N,N-dimethyl-formamide at 20℃; for 0.75h; Stage #2: N,N-dihydroxymethyltert-butylamine In N,N-dimethyl-formamide at 45℃; for 2h; Temperature; Concentration;
Stage #1: monosodium rifamycin SV With sulfuric acid In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: N,N-dihydroxymethyltert-butylamine In N,N-dimethyl-formamide at 35 - 50℃; for 2h;	1.03 g

monosodium rifamycin SV (14897-39-3) → rifamycin S (62623-68-1, 76188-88-0, 81203-58-9, 101978-28-3, 13553-79-2)

Conditions	Yield
With p-benzoquinone In Isopropyl acetate at 20℃; for 0.0833333h; Reagent/catalyst;

monosodium rifamycin SV (14897-39-3) → fluorobenzoxazino rifamycin

Conditions	Yield
Multi-step reaction with 2 steps 1.1: p-benzoquinone / Isopropyl acetate / 0.08 h / 20 °C 2.1: Isopropyl acetate / 25 °C 2.2: -5 - 25 °C / Flow reactor 2.3: 25 °C / Flow reactor View Scheme

monosodium rifamycin SV (14897-39-3) → dimethylpiperidyl benzoxazino rifamycin (845625-44-7)

Conditions	Yield
Multi-step reaction with 3 steps 1.1: p-benzoquinone / Isopropyl acetate / 0.08 h / 20 °C 2.1: Isopropyl acetate / 25 °C 2.2: -5 - 25 °C / Flow reactor 2.3: 25 °C / Flow reactor 3.1: tetrahydrofuran / 2 h / 0 - 25 °C / Inert atmosphere View Scheme
Multi-step reaction with 3 steps 1: p-benzoquinone / Isopropyl acetate / 0.08 h / 20 °C 2: manganese(IV) oxide / toluene / 20 °C 3: manganese(IV) oxide / dimethyl sulfoxide / 20 °C View Scheme

monosodium rifamycin SV (14897-39-3) → 3'-tert-butyldimethylsilyloxybenzoxazinorifamycin (143526-61-8)

Conditions	Yield
Multi-step reaction with 2 steps 1: p-benzoquinone / Isopropyl acetate / 0.08 h / 20 °C 2: manganese(IV) oxide / toluene / 20 °C View Scheme

Downstream Products

• 143526-61-8 3'-tert-butyldimethylsilyloxybenzoxazinorifamycin 
• 62623-68-1 rifamycin S