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安全信息

R3501

Sigma-Aldrich

利福平

≥95% (HPLC), powder or crystals

别名:

3-(4-甲基-1-哌嗪基亚胺甲基)利福霉素SV, 利米定, 甲哌利福霉素

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About This Item

经验公式（希尔记法）:
C43H58N4O12
CAS号:
13292-46-1
分子量:
822.94
Beilstein:
5723476
EC 号:
236-312-0
MDL编号:
MFCD00151389
UNSPSC代码:
51283601
PubChem化学物质编号:
57654590
NACRES:
NA.76

质量水平

200

检测方案

≥95% (HPLC)

形式

powder or crystals

颜色

Reddish-brown

pKa 

1.7 (4-hydroxyl group)
7.9 (4-piperazine nitrogen)

pI 

4.84

抗生素抗菌谱

Gram-negative bacteria
Gram-positive bacteria
mycobacteria
viruses

作用机制

protein synthesis | interferes

储存温度

−20°C

SMILES字符串

CO[C@H]1\C=C\O[C@@]2(C)Oc3c(C)c(O)c4c(O)c(NC(=O)C(C)=C\C=C\[C@H](C)[C@H](O)[C@@H](C)[C@@H](O)[C@@H](C)[C@H](OC(C)=O)[C@@H]1C)c(\C=N\N5CCN(C)CC5)c(O)c4c3C2=O

InChI

1S/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-/m0/s1

InChI key

JQXXHWHPUNPDRT-WLSIYKJHSA-N

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相关类别

一般描述

化学结构:大环内酯物

应用

利福平用于治疗结核病和与结核病相关的分枝杆菌感染。 其广泛应用于自身免疫性胆汁淤积性肝病，原发性胆汁性肝硬化(PBC)的止痒剂。 它已被证明会引起肝炎。

生化/生理作用

利福平抑制DNA和蛋白质组装成成熟的病毒颗粒。 它通过与RNA聚合酶的亚基结合抑制RNA合成的起始，从而导致细胞死亡。
作用方式：通过与RNA聚合酶的β-亚基结合抑制RNA合成的起始。
抑制DNA和蛋白质组装成成熟的病毒颗粒。

其他说明

保持容器密闭在干燥通风处。产品对光和湿度敏感。储存在惰性气体中。干燥处保存

象形图

Exclamation mark
GHS07

警示用语：

Warning

危险声明

H302

危险分类

Acute Tox. 4 Oral

储存分类代码

11 - Combustible Solids

WGK

WGK 1

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves

法规信息

涉药品监管产品

分析证书(COA)

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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  4. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  5. How is the potency determined for Product R3501, Rifampicin?

    The potency is determined from a microbiological assay (USP XXII) for antibiotics, a 2-level assay. The test organism is Bacillus subtilis ATCC 6633. The minimum dose is 4.0 μg/ml and the maximum dose is 8.0 μg/ml.

  6. The label advises that I should store Product R3501, Rifampicin, frozen. But when it arrived there was no ice in the package. Why is that?

    This product in its powder form is stable for short periods of time (i.e., the shipping process), at ambient temperature.  For long term storage it is best to store it at -20°C.

  7. What is the difference between the various Rifampicin products available from Sigma-Aldrich?

    Sigma-Aldrich offers several Rifampicin products, each tested and best suited for specific applications.  The products range from a general use research grade to sterile powder, to plant culture tested.  See individual products for specific details.

  8. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

M I Prince et al.
Gut, 50(3), 436-439 (2002-02-13)
There is evidence to suggest that rifampicin is an effective second line therapy for controlling pruritus in patients with chronic cholestatic liver disease. It is most widely used as an antipruritic agent in the autoimmune cholestatic liver disease, primary biliary
Sandra V Kik et al.
The Journal of infectious diseases, 211 Suppl 2, S58-S66 (2015-03-15)
The potential available market (PAM) for new diagnostics for tuberculosis that meet the specifications of the high-priority target product profiles (TPPs) is currently unknown. We estimated the PAM in 2020 in 4 high-burden countries (South Africa, Brazil, China, and India)
Daniela Baldoni et al.
Antimicrobial agents and chemotherapy, 53(3), 1142-1148 (2008-12-17)
We investigated the activity of linezolid, alone and in combination with rifampin (rifampicin), against a methicillin-resistant Staphylococcus aureus (MRSA) strain in vitro and in a guinea pig model of foreign-body infection. The MIC, minimal bactericidal concentration (MBC) in logarithmic phase
Rodney Dawson et al.
Lancet (London, England), 385(9979), 1738-1747 (2015-03-22)
New antituberculosis regimens are urgently needed to shorten tuberculosis treatment. Following on from favourable assessment in a 2 week study, we investigated a novel regimen for efficacy and safety in drug-susceptible and multidrug-resistant (MDR) tuberculosis during the first 8 weeks
Federica Michielin et al.
Cell reports, 33(9), 108453-108453 (2020-12-03)
The specification of the hepatic identity during human liver development is strictly controlled by extrinsic signals, yet it is still not clear how cells respond to these exogenous signals by activating secretory cascades, which are extremely relevant, especially in 3D
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