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Rifampicin

Rifampicin

Product ID R3220
Cas No. 13292-46-1
Purity ≥98%
Product Unit SizeCostQuantityStock
1 g $74.40 In stock
5 g $247.30 In stock
25 g $927.80 In stock
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Quicklinks

  • Description
  • Product Info
  • Shipping and Storage
  • Downloads
  • References
  • Description
  • Product Info
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Description

Rifampicin is an ansamycin antibiotic that exhibits antibacterial, neuroprotective, and anti-inflammatory activities. Rifampicin inhibits bacterial DNA-dependent RNA polymerase, preventing formation of the initiation complex in transcription and suppressing RNA synthesis; it is active against Mycobacterium and is clinically used to treat tuberculosis. In microglia, rifampicin decreases expression of the 26S protease regulatory subunit (MSS1), suppressing inflammatory cytokine release. Additionally, rifampicin upregulates expression of LRP1 and P-gp at the blood brain barrier, increasing clearance of amyloid-β (Aβ) and displaying potential efficacy in the treatment of Alzheimer’s disease.

Product Info

Cas No.

13292-46-1

Purity

≥98%

Formula

C43H58N4O12

Formula Wt.

822.94

Chemical Name

3-[[(4-Methyl-1-piperazinyl)imino]methyl]rifamycin

IUPAC Name

[(7S,9E,11S,12R,13S,14R,15R,16R,17S,18S,19E,21Z)-2,15,17,27,29-pentahydroxy-11-methoxy-3,7,12,14,16,18,22-heptamethyl-26-[(E)-(4-methylpiperazin-1-yl)iminomethyl]-6,23-dioxo-8,30-dioxa-24-azatetracyclo[23.3.1.14,7.05,28]triaconta-1(29),2,4,9,19,21,25,27-octaen-13-yl] acetate

Synonym

Rifampin, Abrifam, Eremfat, Rifa, Rifaldin, Rifoldin

Melting Point

183-188°C (dec)

Solubility

Soluble in DMSO ethyl acetate, methanol and THF. Slightly soluble in water, acetone, and carbon terachloride, chloroform. Water pH 4.3 to 1.3 mg/mL; Water pH 7.3 to 2.5 mg/mL.

Appearance

Red Powder

Shipping and Storage

Store Temp

Ambient

Ship Temp

Ambient

Downloads

MSDS

R3220 MSDS PDF

Info Sheet

R3220 Info Sheet PDF

References

Sharma SK, Sharma A, Kadhiravan T, et al. Rifamycins (rifampicin, rifabutin and rifapentine) compared to isoniazid for preventing tuberculosis in HIV-negative people at risk of active TB. Cochrane Database Syst Rev. 2013 Jul 5;7:CD007545. PMID: 23828580.

Bi W, Jing X, Zhu L, et al. Inhibition of 26S protease regulatory subunit 7 (MSS1) suppresses neuroinflammation. PLoS One. 2012;7(5):e36142. PMID: 22629310.

Qosa H, Abuznait AH, Hill RA, et al. Enhanced brain amyloid-β clearance by rifampicin and caffeine as a possible protective mechanism against Alzheimer's disease. J Alzheimers Dis. 2012;31(1):151-65. PMID: 22504320.

Campbell EA, Korzheva N, Mustaev A, et al. Structural mechanism for rifampicin inhibition of bacterial rna polymerase. Cell. 2001 Mar 23;104(6):901-12. PMID: 11290327.

https://www.genengnews.com/topics/drug-discovery/drug-repositioning/antibiotic-dietary-supplement-combo-improves-cognition-in-mouse-dementia-models/

Goetz J, Keyssner V, Hanses F, et al. Animal experimental investigation on the efficacy of antibiotic therapy with linezolid, vancomycin, cotrimoxazole, and rifampin in treatment of periprosthetic knee joint infections by MSRA. Bone Joint Res. 2022 Mar;11(3):143-151. PMID: 35227086.

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