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:O=C(OC1C(C)C(OC)C=COC2(OC3=C(C2=O)C4=C(O)C(C=NN5CCN(C)CC5)=C(NC(=O)C(=CC=CC(C)C(O)C(C)C(O)C1C)C)C(O)=C4C(O)=C3C)C)C
- 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
- See more synonyms
- 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
- Tubocin
