CAS 13292-46-1

rifampicin

Description:

Rifampicin, with the CAS number 13292-46-1, is a semi-synthetic antibiotic belonging to the rifamycin class. It is primarily used to treat bacterial infections, particularly tuberculosis and leprosy, by inhibiting bacterial RNA synthesis. The compound exhibits a reddish-orange color and is known for its lipophilic nature, allowing it to penetrate cell membranes effectively. Rifampicin has a relatively low solubility in water but is soluble in organic solvents such as ethanol and acetone. Its mechanism of action involves binding to the beta-subunit of bacterial RNA polymerase, thereby preventing the transcription of DNA into RNA. This antibiotic is often administered in combination with other drugs to prevent the development of resistance. Additionally, rifampicin is metabolized in the liver and can induce cytochrome P450 enzymes, affecting the metabolism of other medications. Due to its potent effects and potential side effects, including hepatotoxicity and interactions with other drugs, careful monitoring is essential during treatment.

Formula: C₄₃H₅₈N₄O₁₂

InChI: InChI=1/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+/m1/s1

InChI key: InChIKey=JQXXHWHPUNPDRT-ZNQWNCHJSA-N

SMILES: OC1=C2C3=C4O[C@@](C)(C3=O)O/C=C/[C@H](OC)[C@@H](C)[C@@H](OC(C)=O)[C@H](C)[C@H](O)[C@H](C)[C@@H](O)[C@@H](C)\C=C\C=C(\C)/C(=O)NC(C(O)=C2C(O)=C4C)=C1C=NN5CCN(C)CC5

Synonyms:

• (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-(Epoxypentadeca[1,11,13]trienimino)naphtho[2,1-b]furan, rifamycin deriv.
• 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)imino)-methyl)rifamycin
• 3-[(4-Methyl-1-piperazinyl)iminomethyl]rifamycin SV
• 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
• Ba 41166/E
• Dipicin
• Eremfat
• Famcin
• L 5103 Lepetit
• Nih 10782
• Nsc 113926
• R-Cin
• R/Amp
• RIF
• Refampicin
• Rifa
• Rifacap
• Rifactine
• Rifadin
• Rifadin I.V.
• Rifadine
• Rifaldazine
• Rifaldin
• Rifamate
• Rifamicin AMP
• Rifampicin SV
• Rifampicina
• Rifampicine
• Rifampin
• Rifamycin AMP
• Rifamycin SV Sodium
• Rifamycin, 3-[[(4-methyl-1-piperazinyl)imino]methyl]-
• Rifamyzin 3-(4-Methyl-Piperazinyl)Iminomethyl
• Rifandin
• Rifaprodin
• Rifater
• Rifobac
• Rifodex
• Rifoldin
• Rifoldine
• Riforal
• Rimactan
• Rimactane
• Rimapen
• Rimycin
• Sinerdol

Rifampicin

CAS: 13292-46-1

Inhibitor of RNA synthesis

Formula: C₄₃H₅₈N₄O₁₂

Purity: Min. 95%

Color and Shape: Orange Red Powder

Molecular weight: 822.94 g/mol

Ref: 3D-AR11351

Rifampicin (RFP) (Rifampin), 97-102%

CAS: 13292-46-1

Formula: C₄₃H₅₈N₄O₁₂

Purity: 97-102%

Color and Shape: A brick red to reddish brown, Crystalline powder

Molecular weight: 822.95

Ref: SR-12310

Rifampicin (RFP) (Rifampin) for cell culture, 97-102%, Endotoxin (BET) 0.05EU/mg

CAS: 13292-46-1

Formula: C₄₃H₅₈N₄O₁₂

Purity: 97-102%

Color and Shape: A brick red to reddish brown, Crystalline powder

Molecular weight: 822.95

Ref: SR-46143

Rifampicin, Antibiotic for Culture Media Use Only

CAS: 13292-46-1

Rifampicin is a drug that inhibits protein synthesis in bacteria and is used to treat tuberculosis. Rifampicin binds to the beta subunit of the bacterial RNA polymerase, inhibiting transcription and translation. It has been shown to inhibit the acetylcholine receptor function in rats, which may be related to its antituberculosis activity. Histopathological studies have shown that rifampicin inhibits the growth of human tumors in mice, including lung cancer, breast cancer, and leukemia. The drug is also being studied for its potential use in treating Alzheimer's disease. The pharmacokinetics and oral bioavailability of rifampicin have been studied and Rifampicin has been shown to be an effective anti-tuberculosis drug.

Formula: C₄₃H₅₈N₄O₁₂

Purity: Min. 90.0 Area-%

Molecular weight: 822.94 g/mol

Ref: 3D-R-6000

RIFAMPICIN RS

CAS: 13292-46-1

RIFAMPICIN RS

Formula: C₄₃H₅₈N₄O₁₂

Molecular weight: 822.9402

Ref: 41-ICRS0409