Rifampicin

Rifampicin structural formula

CAS Number13292-46-1
Molecular FormulaC43H58N4O12
Molecular Weight822.954
InChI KeyJQXXHWHPUNPDRT-WLSIYKJHSA-N
LogP2.91
Synonyms
  • Rifampicin
  • (2S,12Z,14E,16S,17S,18R,19R,20R,21S,22R,23S,24E)-5,6,9,17,19-Pentahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-8-{(E)-[(4-methylpiperazin-1-yl)imino]methyl}-1,11-dioxo-1,2-dihydro-2,7-(epoxypentadeca[1,11,13]trienoimino)naphtho[2,1-b]furan-21-yl acetate
  • 2,7-(Epoxy[1,11,13]pentadecatrienoimino)naphtho[2,1-b]furan-1,11(2H)-dione, 21-(acetyloxy)-5,6,9,17,19-pentahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-8-[(E)-[(4-methyl-1-piperazinyl)imino]methyl]-, (2S,12Z,14E,16S,17S,18R,19R,20R,21S,22R,23S,24E)-
  • 13292-46-1
  • Rif
  • Rifampin
  • Rifamycin, 3-[[(4-methyl-1-piperazinyl)imino]methyl]-
  • 2,7-(Epoxypentadeca[1,11,13]trienimino)naphtho[2,1-b]furan-1,11(2H)-dione, 5,6,9,17,19,21-hexahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-8-[N-(4-methyl-1-piperazinyl)formimidoyl]-, 21-acetate
  • 2,7-(Epoxypentadeca[1,11,13]trienimino)naphtho[2,1-b]furan-1,11(2H)-dione, 5,6,9,17,19,21-hexahydroxy-23-methoxy-2,4,12,16,20,22-heptamethyl-8-[N-(4-methyl-1-piperazinyl)formimidoyl]-, 21-acetate
  • 3-[(4-Methyl-1-piperazinyl)iminomethyl]rifamycin SV
  • 3-[[(4-Methyl-1-piperazinyl)imino]methyl]rifamycin
  • 5,6,9,17,19,21-Hexahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-8-[N-(4-methyl-1-piperazinyl)formimidoyl]-2,7-(epoxypentadeca[1,11,13]trienimino)-naphtho[2,1-b]furan-1,11(2H)-dione 21-acetate
  • Abrifam
  • Eremfat
  • L 5103 Lepetit
  • NSC 113926
  • Refampicin
  • Rifacap
  • Rifadin
  • Rifadine
  • Rifaldazine
  • Rifaldin
  • Rifampicin SV
  • rifampicina
  • rifampicine
  • Rifamycin AMP
  • RIFAMYZIN 3-(4-METHYL-PIPERAZINYL)IMINOMETHYL
  • Rifaprodin
  • Rifoldin
  • Rifoldine
  • Riforal
  • Rimactan
  • Rimactane
  • Rimapen
  • Sinerdol
  • Tubocin
  • L-5103 Lepetit
  • Archidyn
  • Arficin
  • Dione 21-acetate
  • EINECS 236-312-0
  • 8-(4-Methylpiperazinyliminomethyl) rifamycin SV
  • 3-(4-Methylpiperazinyliminomethyl)-rifamycin SV
  • 3-(((4-Methyl-1-piperazinyl)imino)methyl)rifamycin SV
  • 8-(((4-Methyl-1-piperazinyl)imino)methyl)rifamycin SV
  • Rifagen
  • Rifaldazin
  • Rifampicinum
  • Rifobac
  • Rifomycin sv, 8-(N-(4-Methyl-1-piperazinyl)formidoyl)-
  • Rimactizid
  • Rimazid
  • Rifadin I.V.
  • Rifamor
  • Benemicin
  • Doloresum
  • Fenampicin
  • UNII-VJT6J7R4TR
  • RFP
  • rifamcin
  • rifampicin zwitterion

Applications:

HPLC – MS Method for Analysis of  Rifampicin and Oxidation product on Primesep 100  Column

October 2, 2023

HPLC Method for Analysis of Rifampicin on Primesep 100 by SIELC Technologies

HPLC Method for Analysis of Rifampicin on Primesep 100 Column by SIELC Technologies


 High Performance Liquid Chromatography (HPLC) Method for Analysis of  Rifampicin

Rifampicin is an important antibiotic used primarily in the treatment of tuberculosis. Let’s delve into both rifampicin and its metabolite, rifampicin quinone:

Rifampicin:

Mechanism of Action: Rifampicin inhibits bacterial DNA-dependent RNA polymerase, thereby preventing RNA synthesis and subsequent protein synthesis.

Uses: It’s mainly used for the treatment of tuberculosis, often in combination with other antitubercular agents. It can also be used to treat leprosy, and as prophylaxis for Neisseria meningitidis (meningococcal) infections.

Rifampicin can be retained, separated and analyzed on a Primesep 100 mixed-mode stationary phase column using an isocratic analytical method with a simple mobile phase of water, Acetonitrile (MeCN), and a ammonium format as a buffer. This analysis method can be detected using UV at 270 nm, an Evaporative Light Scattering Detector (ELSD), or any other evaporative detection method (CAD, ESI-MS)

ColumnPrimesep 100, 2.1 x 100 mm, 5 µm, 100 A
Mobile PhaseMeCN – 70%,
BufferAmmonium Formate pH 3.0-20 mM
Flow Rate0.2 ml/min
DetectionUV, 270 nm, SIM 823 +, SIM 821 +
Spray Voltage:1.5 kV
Nebulizing gas:1.5 L/min
Drying gas:15 L/min
 DL temp:250 ˚C
Heat Block:400 ˚C

Class of Compounds
Drug, antibyotics
Analyzing CompoundsRifampicin

Application Column

Primesep 100

Column Diameter: 2.1 mm
Column Length: 100 mm
Particle Size: 5 µm
Pore Size: 100 A

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Application Analytes:
Rifampicin

Application Detection:
LC MS Detection
SIELC Technologies usually develops more than one method for each compound. Therefore, this particular method may not be the best available method from our portfolio for your specific application. Before you decide to implement this method in your research, please send us an email to research@sielc.com so we can ensure you get optimal results for your compound/s of interest.

HPLC Determination of Rifampicin on Newcrom A column

May 4, 2020


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Rifampicin is an antibiotic used alongside other antibiotics to treat several types of bacterial infections like tuberculosis and Legionnaires’ disease. It works by inhibiting the bacteria’s RNA production and is on the World Health Organisation’s (WHO) List of essential medicines. It can be retained in HPLC on Newcrom A mixed-mode column. The retention characteristics can be controlled by the organic modifier used in the mobile phase, with methanol (MeOH) having a longer retention time in comparison to acetonitrile (ACN). UV detection at 275nm.

Condition

Column Newcrom A, 4.6×50 mm, 3 µm, 100A
Mobile Phase MeOH, MeCN
Buffer H2SO4 – 0.5%
Flow Rate 1.0 ml/min
Detection UV 275 nm

 

Description

Class of Compounds Hydrophobic, Drugs, Antibiotics
Analyzing Compounds Rifampicin

Application Column

Newcrom A

The Newcrom columns are a family of reverse-phase-based columns. Newcrom A, AH, B, and BH are all mixed-mode columns with either positive or negative ion-pairing groups attached to either short (25 Å) or long (100 Å) ligand chains. Newcrom R1 is a special reverse-phase column with low silanol activity.

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Application Analytes:
Rifampicin
SIELC Technologies usually develops more than one method for each compound. Therefore, this particular method may not be the best available method from our portfolio for your specific application. Before you decide to implement this method in your research, please send us an email to research@sielc.com so we can ensure you get optimal results for your compound/s of interest.

Separation of Rifampicin on Newcrom R1 HPLC column

February 16, 2018
Separation of Rifampicin on Newcrom C18 HPLC column

Rifampicin can be analyzed by this reverse phase (RP) HPLC method with simple conditions. The mobile phase contains an acetonitrile (MeCN), water, and phosphoric acid. For Mass-Spec (MS) compatible applications the phosphoric acid needs to be replaced with formic acid. Smaller 3 µm particles columns available for fast UPLC applications. This liquid chromatography method is scalable and can be used for isolation impurities in preparative separation. It also suitable for pharmacokinetics.

Application Column

Newcrom R1

The Newcrom columns are a family of reverse-phase-based columns. Newcrom A, AH, B, and BH are all mixed-mode columns with either positive or negative ion-pairing groups attached to either short (25 Å) or long (100 Å) ligand chains. Newcrom R1 is a special reverse-phase column with low silanol activity.

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Application Analytes:
Rifampicin
The result was obtained by a proprietary SIELC algorithm. It may deviate from the actual experimental data. The experimental data are available upon request. Contact us by e-mail: support@sielc.com or by phone: 847-229-2629.