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CasNo: 13292-46-1
Molecular Formula: C43H58N4O12
Appearance: Red to orange crystalline solid
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Rifampicin is Red to orange crystalline solid, while it's Molecular Formula is C43H58N4O12. Rifampicin is used to treat Tuberculosis and Tuberculosis-related mycobacterial infections. It is widely used as an antipruritic agent in the autoimmune cholestatic liver disease, primary biliary cirrhosis (PBC). It has been shown to cause hepatitis.
The CAS number of Rifampicin is 13292-46-1.
More information of Rifampicin 13292-46-1 are:
Synonyms |
3-[[(4-methyl-1-piperazinyl)imino]methyl]-rifamycin;3-(((4-Methyl-1-piperazinyl)imino)methyl)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;8-(4-Methylpiperazinyliminomethyl) rifamycin SV; |
CAS Number |
13292-46-1 |
Molecular Formula |
C43H58N4O12 |
Molecular Weight |
822.953 |
Density |
1.34 g/cm3 |
Melting Point |
183°C (dec.) |
Boiling Point |
1004.42 °C at 760 mmHg |
Flash Point |
561.253 °C |
HS CODE |
3003.20 |
PSA |
220.15000 |
LogP |
4.34920 |
Pka |
1.7, 7.9(at 25℃) |
Rifampicin is a semisynthetic derivative of rifamicin B, a macrolactam antibiotic and one of more than five antibiotics from a mixture of rifamicins A, B, C, D, and E, which is called a rifamicin complex, which is produced by actinomycetes Streptomyces mediteranei (Nocardia mediteranei). It was introduced into medical practice in 1968. Synthesis of rifampicin begins with an aqueous solution of rifamicin, which under the reaction conditions is oxidized to a new derivative of rifamicin S (32.7.4), with the intermediate formation of rifamicin O (32.7.3). Reducing the quinone structure of this product with hydrogen using a palladium on carbon catalyst gives rifamicin SV (32.7.5). The resulting product undergoes aminomethylation by a mixture of formaldehyde and pyrrolidine, giving 3-pyrrolidinomethylrifamicin SV (32.7.6). Oxidizing the resulting product with lead tetracetate to an enamine and subsequent hydrolysis with an aqueous solution of ascorbic acid gives 3-formylrifamicin SV (32.7.7). Reacting this with 1-amino-4-methylpiperazine gives the desired rifampicin (32.7.8).
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
Articles related to Rifampicin:
Article |
Source |
Antitubercular nanocarrier combination therapy: Formulation strategies and in vitro efficacy for rifampicin and SQ641 |
Daddio, Suzanne M.,Reddy, Venkata M.,Liu, Ying,Sinko, Patrick J.,Einck, Leo,Prudhomme, Robert K. , p. 1554 - 1563 (2015) |
Method of purifying rifampicin |
- Paragraph 0056-0060, (2020/05/01) |
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