Rifamycin sodium

Names

[ Name ]:
Rifamycin sodium

[Synonym ]:
Rifamycin SV sodium salt
EINECS 238-965-7
Rifamycin SV Monosodium
MFCD00056847
Rifampicin SV sodium
Rifamycin SV hexahydrate sodium salt
Rifamycin sodium
2,7-(Epoxy[1,11,13]pentadecatrienoimino)naphtho[2,1-b]furan-1,11(2H)-dione, 21-(acetyloxy)-5,6,9,17,19-pentahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-, sodium salt, (2S,12Z,14E,16S,17S,18R,19R,20R,21S,22R,23S,24E)- (1:1)
RIFAMYCIN SV SODIUM SALT HEXAHYDRATE
RifaMycin SV MonosodiuM salt
RIFAMYCIN SV-SODIUM
monosodium rifamycin SV
RIFAMYCIN,MONOSODIUMSALT
5,6,9,17,19,21-Hexahydroxy-23-Methoxy-2,4,12,16,18,20,22-heptaMethyl
Sodium (7S,9E,11S,12R,13S,14R,15R,16R,17S,18S,19E,21Z)-13-acetoxy-2,15,17,29-tetrahydroxy-11-methoxy-3,7,12,14,16,18,22-heptamethyl-6,23-dioxo-8,30-dioxa-24-azatetracyclo[23.3.1.1.0]triacon ta-1(28),2,4,9,19,21,25(29),26-octaen-27-olate

Biological Activity

[Description]:

Rifamycin sodium (Rifamycin SV monosodium) belongs to the family of ansamycin antibiotics and has been isolated from the fermentation of A. mediterranei or its mutants. Rifamycin sodium displays a broad spectrum of antibiotic activity against Gram-positive and, to a lesser extent, Gram-negative bacteria[1].

[Related Catalog]:

Research Areas >> Infection

Signaling Pathways >> Anti-infection >> Bacterial

[References]

[1]. Floss HG, et al. Rifamycin-mode of action, resistance, and biosynthesis. Chem Rev. 2005 Feb;105(2):621-32.

Chemical & Physical Properties

[ Density]:
1.35g/cm3

[ Boiling Point ]:
862.1ºC at 760mmHg

[ Melting Point ]:
>215°C (dec.)

[ Molecular Formula ]:
C₃₇H₄₆NNaO₁₂

[ Molecular Weight ]:
719.750

[ Flash Point ]:
475.2ºC

[ Exact Mass ]:
719.291748

[ PSA ]:
204.14000

[ LogP ]:
5.18780

[ Storage condition ]:
-20°C Freezer

[ Water Solubility ]:
ethanol: soluble50mg/mL | Soluble in water, alcohol and dimethyl sulfoxide.

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
F

[ Safety Phrases ]:
S22-S24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
KD1922500

[ HS Code ]:
2941903000

Customs

[ HS Code ]: 2941903000

Articles

Polyketide construction via hydrohydroxyalkylation and related alcohol C-H functionalizations: reinventing the chemistry of carbonyl addition.

Nat. Prod. Rep. 31(4) , 504-13, (2014)

Despite the longstanding importance of polyketide natural products in human medicine, nearly all commercial polyketide-based drugs are prepared through fermentation or semi-synthesis. The paucity of m...

No impact of rifamycin selection on tuberculosis treatment outcome in HIV coinfected patients.

AIDS 27(3) , 481-4, (2013)

Rifabutin has been substituted for rifampicin when treating tuberculosis (TB)/HIV coinfection. However, despite reports of anti-TB treatment failure and acquired rifamycin resistance, long-term clinic...

Differential effects of some antibiotics on paraoxonase enzyme activity on human hepatoma cells (HepG2) in vitro.

J. Enzyme Inhib. Med. Chem. 25(5) , 715-9, (2010)

Serum paraoxonase (aryldialkylphosphatase, EC 3.1.8.1., PON1) is an esterase protein synthesised by the liver and released into the serum, where it is associated with HDL lipoproteins. In this study, ...