Rifampicin An antibiotic that potently inhibits RNA polymerase and is an activator of PXR

Rifampicin (CAS 13292-46-1)

Rifampicin | CAS 13292-46-1 is rated 5.0 out of 5 by 1.
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| See product citations (4)
Synonym: Rifampin; 3-(4-Methylpiperazinyl-iminomethyl)rifamycin SV; Rifamycin AMP
Application: An antibiotic that potently inhibits RNA polymerase and is an activator of PXR
CAS Number: 13292-46-1
Purity: >95%
Molecular Weight: 823.0
Molecular Formula: C43H58N4O12
* Refer to Certificate of Analysis for lot specific data (including water content).
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Ordering Information

PRODUCT NAME CATALOG # UNIT PRICE QTY FAVORITES
Rifampicin sc-200910 1 g $83.00
Rifampicin sc-200910A 5 g $306.00

Rifampicin is an antibiotic that potently inhibits RNA polymerase and blocks RNA synthesis in Escherichia coli. The compound has been shown to inhibit α-synuclein fibrillation and disaggregate fibrils in a concentration-dependent manner. Data indicates that Rifampicin can activate the nuclear pregnane X receptor (PXR), which affects cytochrome P450, and the activity of glucuronosyltransferases and P-glycoprotein. Rifampicin has been shown to enhance CYP2C-mediated metabolism, affect compounds that are transported by P-glycoprotein and metabolized by CYP3A4, and has been used in tuberculosis studies.


References

1. Sundaram, K.S. and Lev, M. 1984. J. Neurochem. 42: 577-581. PMID: 6693888
2. Shukla, G.S., et al. 1991. Biochim. Biophys. Acta. 1083: 101-108. PMID: 1827738
3. Mizrachi, Y., et al. 1996. J. Acquir. Immune Defic. Syndr. Hum. Retrovirol. 11: 137-141. PMID: 8556395
4. Cho, J.Y. 2007. Biol. Pharm. Bull. 30: 2105-2112. PMID: 17978484

Appearance :
Crystalline powder
Physical State :
Solid
Solubility :
Soluble in water (pH 4.3) (1.3 mg/ml), chloroform, ethyl acetate, methanol (25 mg/ml), DMSO (25 mg/ml), dimethyl sulfoxide, tetrahydrofuran, and water (pH 7.3) (2.5 mg/ml) at 25° C.
Storage :
Store at -20° C
Melting Point :
194° C
Boiling Point :
~1004.4° C at 760 mmHg (Predicted)
Density :
~1.3 g/cm3 (Predicted)
Refractive Index :
n20D 1.61
IC50 :
Plasmodium falciparum FCK2 growth as [3H]hypoxanthine uptake after 96 hrs: IC50 = 190 nM; Staphylococcus aureus wild-type RNA polymerase RpoB: IC50 = 15 nM; Escherichia coli RNA polymerase using Kool NC-45 universal RNA polymerase template: IC50 = 11.5 nM
pK Values :
pKa: 8.72, pKb: 7.46
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
VJ7000000
PubChem CID :
5381226
Merck Index :
14: 8216
MDL Number :
MFCD00151389
EC Number :
236-312-0
Beilstein Registry :
5723476
SMILES :
C[C@H]1/C=C/C=C(\C(=O)NC\2=C(C3=C(C(=C4C(=C3C(=O)/C2=C/NN5CCN(CC5)C)C(=O)[C@](O4)(O/C=C/[C@@H]([C@H]([C@H]([C@@H]([C@@H]([C@@H]([C@H]1O)C)O)C)OC(=O)C)C)OC)C)C)O)O)/C

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RifampicinProduct Citations

See how others have used Rifampicin. Click on the entry to view the PubMed entry .

Citations 1 to 4 of 4 total

PMID: # 28696235  Heine, HS. et al. 2017. Antimicrob. Agents Chemother. 61:

PMID: # 25019701  Zou, Z. et al. 2014. Journal of drug targeting. 22: 839-48.

PMID: # 17595319  Echchgadda, I. et al. 2007. Mol. Endocrinol. 21: 2099-2111.

PMID: # 409709  Grüneberg, RN. et al. 1977. J. Antimicrob. Chemother. 3: 453-457.

Citations 1 to 4 of 4 total

I prepared 150 mg/ml stock solution of Rifampin (Rifampicin from MP biomedicals) by using methanol, in this solution it is not 100% dissolved for 150mg/ml. kindly suggest how to prepare 150mg/ml stock and by using which solvent?

Asked by: moni1901
Thank you for your question. Rifampicin is soluble in water (pH 4.3) (1.3 mg/ml), methanol (25 mg/ml), DMSO (25 mg/ml), dimethyl sulfoxide, tetrahydrofuran, and water (pH 7.3) (2.5 mg/ml at 25 °C).
Answered by: Technical Support
Date published: 2018-04-28
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Rated 5 out of 5 by from Echchgadda Echchgadda, et. al. (PubMed ID 17595319) treated primary mouse primary hepatocytes with rifampicin in order to induce PXR recruitment. They found it peaked at 2.5 hours past treatment. -SCBT Publication Review
Date published: 2015-04-07
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