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99% Rifampicin Pharmaceutical Raw Materials Rifampicin Antibiotic
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Rifampicin Basic information |
Product Name: | Rifampicin |
Synonyms: | ,9,17,19,21-hexahydroxy-23-methoxy-2,4,12,1///;2,7-(epoxypentadeca(1,11,13)trienimino)naphtho(2,1-b)furan-1,11(2-h)-dione,5,6;3-(((4-methyl-1-piperazinyl)imino)methyl)-rifamyci;3-((4-methyl-1-piperazinyl)iminomethyl)rifamycinsv;8-(((4-methyl-1-piperazinyl)imino)methyl)rifamycinsv;8-(4-Methylpiperazinyliminomethyl)rifamycinSV;8-(n-(4-methyl-1-piperazinyl)formidoyl)-rifomycins;RIFAMPIN ''LEPETIT'' |
CAS: | 13292-46-1 |
MF: | C43H58N4O12 |
MW: | 822.94 |
EINECS: | 236-312-0 |
Product Categories: | RIFADIN;antibiotic;Antibiotics;Organics;Antitubercular;Antibiotics for Research and Experimental Use;Biochemistry;Others (Antibiotics for Research and Experimental Use);Antibiotic Explorer;Intermediates & Fine Chemicals;Pharmaceuticals;Isotope Labeled Compounds;Peptide Synthesis/Antibiotics;Chiral Reagents;Isotope Labelled Compounds |
Mol File: | 13292-46-1.mol |
|
Rifampicin Chemical Properties |
Melting point | 183°C (dec.) |
Boiling point | 761.02°C (rough estimate) |
density | 1.1782 (rough estimate) |
refractive index | 1.6000 (estimate) |
storage temp. | 2-8°C |
solubility | chloroform: soluble50mg/mL, clear |
pka | 1.7, 7.9(at 25℃) |
form | crystalline |
color | faint red to very dark red |
Water Solubility | Soluble in DMSO or methanolSoluble in water, ethyl acetate, chloroform, methanol, tetrahydrofuran and dimethyl sulfoxide. |
Merck | 14,8216 |
BRN | 5723476 |
EPA Substance Registry System | Rifamycin, 3-[[(4-methyl-1-piperazinyl) imino]methyl]-(13292-46-1) |
Safety Information |
Hazard Codes | Xn,Xi |
Risk Statements | 22-36/37/38-36/38 |
Safety Statements | 26-36-37/39 |
WGK Germany | 3 |
RTECS | VJ7000000 |
F | 8-10-21 |
HS Code | 29419000 |
Hazardous Substances Data | 13292-46-1(Hazardous Substances Data) |
Toxicity | LD50 in mice, rats (mg/kg): 885, 1720 orally; 260, 330 i.v.; 640, 550 i.p. (Fürész) |
Rifampicin Usage And Synthesis |
Inhibitor of Nucleic Acid Synthesis | Rifampicin and other compounds of the ansamycin group specifically inhibit DNA-dependent RNA polymerase; that is, they prevent the transcription of RNA species from the DNA template. Rifampicin is an extremely efficient inhibitor of the bacterial enzyme, but fortunately eukaryotic RNA polymerase is not affected. RNA polymerase consists of a core enzyme made up of four polypeptide subunits, and rifampicin specifically binds to the β subunit where it blocks initiation of RNA synthesis, but is without effect on RNA polymerase elongation complexes. The structural mechanism for inhibition of bacterial RNA polymerase by rifampicin has recently been elucidated. The antibiotic binds to the β subunit in a pocket which directly blocks the path of the elongating RNA chain when it is two to three nucleotides in length. During initiation the transcription complex is particularly unstable and the binding of rifampicin promotes dissociation of short unstable RNA DNA hybrids from the enzyme complex. The binding pocket for rifampicin, which is absent in mammalian RNA polymerases, is some 12 Å away from the active site. |
Chemical Properties | Red to Orange Crystalline Solid |
Uses | Semisynthetic antibiotic. Antibacerial (tuberculostatic) |
Uses | antibacterial (tuberculostatic) |
Clinical Use |
Tuberculosis (in combination with other antituberculosis agents; see Ch. 58) Leprosy (in combination with other antileprotic agents; see Ch. 57) Serious infection with multiresistant staphylococci and pneumococci (in combination with a glycopeptide) Elimination of nasopharyngeal carriage of Neisseria meningitidis and H. influenzae. |
Side effects | Rifampicin is relatively non-toxic, even when administered for a long period (as in the treatment of tuberculosis). However, several unwanted effects, including pink staining of soft contact lenses, are associated with its use. Other reactions can be divided into those associated with daily or intermittent administration, and those found only with intermittent therapy. |
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