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R3501

Sigma-Aldrich

Rifampicina

≥95% (HPLC), powder or crystals

Sinónimos:

AMP de rifamicina, Rifampina, SV de 3-(4-metilpiperaciniliminometil)rifamicina

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About This Item

Fórmula empírica (notación de Hill):
C43H58N4O12
Número de CAS:
13292-46-1
Peso molecular:
822.94
Beilstein/REAXYS Number:
5723476
EC Number:
236-312-0
MDL number:
MFCD00151389
UNSPSC Code:
51283601
PubChem Substance ID:
57654590
NACRES:
NA.76

Quality Level

200

assay

≥95% (HPLC)

form

powder or crystals

color

Reddish-brown

pKa 

1.7 (4-hydroxyl group)
7.9 (4-piperazine nitrogen)

pI 

4.84

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria
mycobacteria
viruses

mode of action

protein synthesis | interferes

storage temp.

−20°C

SMILES string

CO[C@H]1\C=C\O[C@@]2(C)Oc3c(C)c(O)c4c(O)c(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)c(\C=N\N5CCN(C)CC5)c(O)c4c3C2=O

InChI

1S/C43H58N4O12/c1-21-12-11-13-22(2)42(55)45-33-28(20-44-47-17-15-46(9)16-18-47)37(52)30-31(38(33)53)36(51)26(6)40-32(30)41(54)43(8,59-40)57-19-14-29(56-10)23(3)39(58-27(7)48)25(5)35(50)24(4)34(21)49/h11-14,19-21,23-25,29,34-35,39,49-53H,15-18H2,1-10H3,(H,45,55)/b12-11+,19-14+,22-13-,44-20+/t21-,23+,24+,25+,29-,34-,35+,39+,43-/m0/s1

InChI key

JQXXHWHPUNPDRT-WLSIYKJHSA-N

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General description

Estructura química: macrólido

Application

La rifampicina se utiliza para el tratamiento de la tuberculosis y de las infecciones micobacterianas relacionadas con la tuberculosis. Se utiliza ampliamente como antiprurítico en la enfermedad hepática colestática autoinmunitaria, la cirrosis biliar primaria (PBC). Se ha demostrado que causa hepatitis.

Biochem/physiol Actions

La rifampicina inhibe el ensamblaje del ADN y las proteínas en partículas víricas maduras. Inhibe la iniciación de la síntesis de ARN al unirse a la subunidad β de la ARN polimerasa, lo que provoca la muerte celular.
Inhibe el ensamblaje del ADN y las proteínas en partículas víricas maduras.
Modo de acción: Inhibe la iniciación de la síntesis de ARN al unirse a la subunidad β de la ARN polimerasa.

Other Notes

Mantenga el recipiente herméticamente cerrado y en un lugar bien ventilado. El producto es sensible a la luz y a la humedad. Guardar en gas inerte. Consérvese en un lugar seco.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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M I Prince et al.
Gut, 50(3), 436-439 (2002-02-13)
There is evidence to suggest that rifampicin is an effective second line therapy for controlling pruritus in patients with chronic cholestatic liver disease. It is most widely used as an antipruritic agent in the autoimmune cholestatic liver disease, primary biliary
Sandra V Kik et al.
The Journal of infectious diseases, 211 Suppl 2, S58-S66 (2015-03-15)
The potential available market (PAM) for new diagnostics for tuberculosis that meet the specifications of the high-priority target product profiles (TPPs) is currently unknown. We estimated the PAM in 2020 in 4 high-burden countries (South Africa, Brazil, China, and India)
Samy Figueiredo et al.
Antimicrobial agents and chemotherapy, 53(6), 2657-2659 (2009-03-25)
Two clonally related Acinetobacter baumannii isolates, A1 and A2, were obtained from the same patient. Isolate A2, selected after an imipenem-containing treatment, showed reduced susceptibility to carbapenems. This resistance pattern was related to insertion of the ISAba1 element upstream of
Rodney Dawson et al.
Lancet (London, England), 385(9979), 1738-1747 (2015-03-22)
New antituberculosis regimens are urgently needed to shorten tuberculosis treatment. Following on from favourable assessment in a 2 week study, we investigated a novel regimen for efficacy and safety in drug-susceptible and multidrug-resistant (MDR) tuberculosis during the first 8 weeks
Daniela Baldoni et al.
Antimicrobial agents and chemotherapy, 53(3), 1142-1148 (2008-12-17)
We investigated the activity of linezolid, alone and in combination with rifampin (rifampicin), against a methicillin-resistant Staphylococcus aureus (MRSA) strain in vitro and in a guinea pig model of foreign-body infection. The MIC, minimal bactericidal concentration (MBC) in logarithmic phase
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