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Rifabutin

Rifabutin structure

CAS No:
72559-06-9
Formula:
C46H62N4O11
Chemical Name:
Rifabutin
Synonyms:
Spiro[9,4-(epoxypentadeca[1,11,13]trienimino)-2H-furo[2′,3′:7,8]naphth[1,2-d]imidazole-2,4′-piperidine]-5,10,26(3H,9H)-trione,16-(acetyloxy)-6,18,20-trihydroxy-14-methoxy-7,9,15,17,19,21,25-heptamethyl-1′-(2-methylpropyl)-,(9S,12E,14S,15R,16S,17R,18R,19R,20S,21S,22E,24Z)-;Rifamycin XIV,1′,4-didehydro-1-deoxy-1,4-dihydro-5′-(2-methylpropyl)-1-oxo-;Spiro[9,4-(epoxypentadeca[1,11,13]trienimino)-2H-furo[2′,3′:7,8]naphth[1,2-d]imidazole-2,4′-piperidine],rifamycin XIV deriv.;(9S,12E,14S,15R,16S,17R,18R,19R,20S,21S,22E,24Z)-16-(Acetyloxy)-6,18,20-trihydroxy-14-methoxy-7,9,15,17,19,21,25-heptamethyl-1′-(2-methylpropyl)spiro[9,4-(epoxypentadeca[1,11,13]trienimino)-2H-furo[2′,3′:7,8]naphth[1,2-d]imidazole-2,4′-piperidine]-5,10,26(3H,9H)-trione;Antibiotic LM 427;LM 427;Rifabutin;Rifabutine;Mycobutin;Ansamycin;R 3530;51374-14-2;76609-88-6;794517-89-8
Categories:
Active Pharmaceutical Ingredients > Antibiotics

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Description

Rifabutin (Ansamycin) is a semisynthetic ansamycin antibiotic with potent antimycobacterial properties.

Rifabutin Basic Attributes

Molecular Weight：

847

Exact Mass：

847.00

EC Number：

1312995-182-4

HScode：

2941903000

Characteristics

PSA：

205.55000

XLogP3：

4.64680

Appearance：

red-violet crystalline powder

Density：

1.3±0.1 g/cm3

Melting Point：

169-171°C

Boiling Point：

969.589°C at 760 mmHg

Flash Point：

540.2±34.3 °C

Refractive Index：

1.623

Water Solubility：

DMSO: >5mg/mL

Storage Conditions：

Amber Vial, -20°C Freezer, Under Inert Atmosphere

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

RTECS Number：

VJ6700000

Rifabutin Use and Manufacturing

Methods of Manufacturing

Using 1, 4-dihydrorifamycin S as raw material, rifabutin can be obtained by bromination, nitroso substitution, hydrogenation, amination, and then reacting with N-isobutylpiperidone.

Uses

Rifamycins are antibiotics that inhibit DNA-dependent RNA polymerases and are usually bactericidal against Gram-positive bacteria but bacteriostatic against Gram-negative bacteria. Rifamycins are also effective against Mycobacterium species, including M. tuberculosis. Rifabutin is a broad-spectrum rifamycin antibiotic that has applications against tuberculosis, H. pylori, M. avium complex, Chlamydia, and other bacteria. It is also useful in co-infections with human immunodeficiency virus, including tuberculosis.

Drug Function and Efficacy

This product is a semi-synthetic rifamycin drug with similar structure and activity to rifampicin. In addition to its anti-Gram-negative and anti-Gram-positive bacteria effects, it also has anti-tuberculosis and avian Bacillus (M.avium) activity. Recent studies have shown that in HIV-infected lymphocytes, the use of 0.1μg/ml of this product has an inhibitory effect on 92% of reverse transcriptase.

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

Rifabutin Capsules
Ingredients	The main ingredient of this product is rifabutin.
Indication	Rifabutin has an inducing effect on CYP3A enzymes, and therefore may reduce the blood concentrations of drugs such as itraconazole, clarithromycin, saquinavir, dapsone, and methoxyfentamidine that are metabolized by CYP3A enzymes, thereby reducing their efficacy; on the other hand, drugs that have inhibitory effects on CYP3A enzymes, such as fluconazole and clarithromycin, will increase the blood concentration of rifabutin and increase the risk of adverse reactions. Therefore, rifabutin should be avoided from being taken at the same time as the above-mentioned drugs. When the drugs must be used, the dosage should be adjusted. Retroviral inhibitors such as delavirdine, indinavir, nelfinavir, and ritonavir interact with rifabutin when used in combination. These drugs will increase the blood concentration of rifabutin. If used in combination, the dosage of rifabutin should be adjusted. For oral contraceptives,
Specifications	0.15 g
Manufacturer	Sichuan MED-SHINE Pharmaceutical Co., Ltd.

Rifabutin

Registered Holders

OLON S.P.A.

Italy
Active
Chongqing Shengkai Pharmaceutical Co., Ltd.

China
Active
Shandong Qidu Pharmaceutical Co., Ltd.

China
Active

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CAS No.: 72559-06-9

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