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Merck
CN

83907

Rifampicin

≥97.0% (HPLC)

Synonym(s):

3-(4-Methylpiperazinyliminomethyl)rifamycin SV, Rifampin, Rifamycin AMP

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About This Item

Empirical Formula (Hill Notation):
C43H58N4O12
CAS Number:
Molecular Weight:
822.94
EC Number:
236-312-0
UNSPSC Code:
51101500
PubChem Substance ID:
Beilstein/REAXYS Number:
5723476
MDL number:
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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

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

Inhibits the assembly of DNA and protein into mature virus particles.
Mode of Action: Inhibits initiation of RNA synthesis by binding to β-subunit of RNA polymerase.

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

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

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

涉药品监管产品

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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)



Global Trade Item Number

SKUGTIN
488240-1G04061837658389