Merck
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R3501

Sigma-Aldrich

Rifampicin

≥97% (HPLC), powder

Synonym(s):
3-(4-Methylpiperazinyliminomethyl)rifamycin SV, Rifampin, Rifamycin AMP
Empirical Formula (Hill Notation):
C43H58N4O12
CAS Number:
Molecular Weight:
822.94
Beilstein:
5723476
Numéro EC:
Numéro MDL:
ID de substance PubChem:

Niveau de qualité

200

Essai/Dosage

≥97% (HPLC)

Forme

powder

Couleur

faintly orange to red-brown

pKa  

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

pl 

4.84

Solubilité

H2O: 1.3 mg/mL (pH 4.3)
DMSO: 100 mg/mL
H2O: 2.5 mg/mL at 25 °C (pH 7.3)
chloroform: soluble 50 mg/mL

Spectre d'activité de l'antibiotique

Gram-negative bacteria
Gram-positive bacteria
mycobacteria
viruses

Mode d’action

protein synthesis | interferes

Temp. de stockage

−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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Description générale

Chemical structure: macrolide

Application

Rifampicin is used to treat Tuberculosis and Tuberculosis-related mycobacterial infections. It is widely used as an antipruritic agent in the autoimmune cholestatic liver disease, primary biliary cirrhosis (PBC). It has been shown to cause hepatitis.

Conditionnement

250 mg in glass insert
1, 5, 25 g in glass bottle

Actions biochimiques/physiologiques

Rifampicin inhibits the assembly of DNA and protein into mature virus particles. It inhibits initiation of RNA synthesis by binding to β-subunit of RNA polymerase, which results in cell death.
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.

Autres remarques

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

Pictograms

Exclamation mark

Mention d'avertissement

Warning

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Point d'éclair C

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

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Certificate of Origin

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Product Information Sheet

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