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83907

Sigma-Aldrich

Rifampicina

≥97.0% (HPLC)

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:
51101500
PubChem Substance ID:
57652978

assay

≥97.0% (HPLC)

form

powder

color

faintly red to very dark red

solubility

chloroform: 0.25 g/5mL

antibiotic activity spectrum

mycobacteria

mode of action

protein synthesis | interferes

storage temp.

2-8°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

Chemical structure: macrolide

Application

Rifampicin is used as a selective cytochrome P4503A4 inducer. Studies have shown that rifampicin inhibits African Swine Fever Virus replication in tissue culture and inhibits the induction of tyrosine aminotransferase by cortisol in rat hepatoma cells grown in culture .

Biochem/physiol Actions

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

Keep container tightly closed in a dry and well-ventilated place. Product is sensitive to light and moisture. Store under inert gas.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Lact. - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

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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A H Dardiri et al.
Infection and immunity, 4(1), 34-36 (1971-07-01)
Vaccinia virus and African swine fever virus are deoxyribonucleic acid viruses of cytoplasmic origin. The fact that rifampin inhibits the replication of the former virus led to an investigation of its effect on African swine fever virus. The virus used
Post-transcriptional inhibition of protein synthesis by rifampicin in rat hepatoma cells.
Albert Grossman and Amal Boctor
Life Sciences, 12, 289-295 (1973)
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
Laurent Poirel et al.
Antimicrobial agents and chemotherapy, 55(2), 934-936 (2010-12-01)
Seven carbapenem-resistant NDM-1-positive Klebsiella pneumoniae isolates were recovered from patients hospitalized between 2007 and 2009 in different wards at a referral and tertiary care center in Nairobi. Most of the isolates were obtained from urine. All isolates carried the bla(NDM-1)
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