14897-39-3

Basic information

• Product Name: Rifamycin sodium salt
• Synonyms: RIFAMPICIN SV SODIUM;RIFAMYCIN SV-SODIUM;RIFAMYCIN SV SODIUM SALT;RIFAMYCIN SV SODIUM SALT HEXAHYDRATE;rifamycin sodium salt;Rifamycin SV Monosodium;RIFAMYCIN,MONOSODIUMSALT;Rifamycin SV hexahydrate sodium salt
• CAS NO: 14897-39-3
• Molecular Formula: C37H46NNaO12
• Molecular Weight: 719.75
• EINECS: 238-965-7
• Product Categories: Peptide Synthesis/Antibiotics;Chiral Reagents;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 14897-39-3.mol
• Article Data: 0

Chemical Properties

• Melting Point: >215°C (dec.)
• Boiling Point: 862.1oC at 760mmHg
• Flash Point: 475.2oC
• Appearance: COA
• Density: 1.35 g/cm³
• Storage Temp.: -20°C Freezer
• Solubility: ethanol: soluble50mg/mL
• Water Solubility: Soluble in water, alcohol and dimethyl sulfoxide.
• Merck: 13,8302
• CAS DataBase Reference: Rifamycin sodium salt(CAS DataBase Reference)
• NIST Chemistry Reference: Rifamycin sodium salt(14897-39-3)
• EPA Substance Registry System: Rifamycin sodium salt(14897-39-3)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• RTECS: KD1922500
• F: 8-10-23
• Hazardous Substances Data: 14897-39-3(Hazardous Substances Data)

Usage

Description

Rifamycin sodium salt, also known as Rifamycin SV Sodium, is a semi-synthetic antibiotic derived from Rifamycin S. It is characterized by its dark red solid appearance and possesses potent antibacterial properties with a potency greater than 900 units on a dry basis.

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

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