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Merck

R3501

リファンピシン

≥95% (HPLC), powder or crystals

別名:

3-(4-メチルピペラジニルイミノメチル)リファマイシンSV, リファマイシンAMP, リファンピン

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250 MG

￥12,000

1 G

￥23,300

5 G

￥82,500

25 G

￥336,000

￥12,000

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この商品について

実験式（ヒル表記法）:
C43H58N4O12
CAS番号:
13292-46-1
分子量:
822.94
UNSPSC Code:
51283601
NACRES:
NA.76
PubChem Substance ID:
57654590
EC Number:
236-312-0
Beilstein/REAXYS Number:
5723476
MDL number:
MFCD00151389

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製品名

リファンピシン, ≥95% (HPLC), powder or crystals

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

SMILES string

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

assay

≥95% (HPLC)

form

powder or crystals

color

Reddish-brown

pKa 

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

pI 

4.84

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria
mycobacteria
viruses

mode of action

protein synthesis | interferes

storage temp.

−20°C

Quality Level

200

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当該品目
R07000005573031604009
リファンピシン ≥95% (HPLC), powder or crystals

Sigma-Aldrich

R3501

リファンピシン

リファンピシン European Pharmacopoeia (EP) Reference Standard

R0700000

リファンピシン

Rifampicin Antibiotic that specifically inhibits DNA-dependent RNA polymerase in bacteria by forming an inactive complex.

Sigma-Aldrich

557303

Rifampicin

リファンピシン United States Pharmacopeia (USP) Reference Standard

USP

1604009

リファンピシン

mode of action

protein synthesis | interferes

mode of action

-

mode of action

-

mode of action

-

antibiotic activity spectrum

Gram-negative bacteria, mycobacteria, Gram-positive bacteria, viruses

antibiotic activity spectrum

-

antibiotic activity spectrum

-

antibiotic activity spectrum

-

Quality Level

200

Quality Level

-

Quality Level

100

Quality Level

-

assay

≥95% (HPLC)

assay

-

assay

~97-102% (by Assay)

assay

-

form

powder or crystals

form

-

form

powder (or crystals)

form

-

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

2-8°C

Application

リファンピシンは、結核および結核に関連するマイコバクテリア感染症の治療に使用されます[1]。 これは、自己免疫性胆汁うっ滞性肝疾患、原発性胆汁性肝硬変（PBC）の鎮痒剤として広く使用されています。 また、肝炎を誘発することが示されています。[2]

Biochem/physiol Actions

リファンピシンは、DNAとタンパク質が集合して成熟ウイルス粒子になるのを阻害します。 RNAポリメラーゼのβ-サブユニットに結合することにより、細胞死をもたらすRNA合成の開始を阻害します。[1]
作用機序：RNAポリメラーゼのβ-サブユニットに結合することでRNA合成の開始を阻害します。
成熟ウイルス粒子へのDNAとタンパク質の集合を阻害します。

General description

化学構造：大環状化合物

Other Notes

容器は密封し、乾燥した換気のよい場所で保管してください。製品は光や湿気に対して感受性を有します。不活性ガスの下で保存してください。乾燥した場所に保管してください。

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

保管分類

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

最新バージョンのいずれかを選択してください：

試験成績書（COA）

Lot/Batch Number
0000510566
0000510566
0000480510
0000480510
WXBF6744V

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以前この製品を購入いただいたことがある場合

文書ライブラリで、最近購入した製品の文書を検索できます。

文書ライブラリにアクセスする

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
Samy Figueiredo et al.
Antimicrobial agents and chemotherapy, 53(6), 2657-2659 (2009-03-25)
Two clonally related Acinetobacter baumannii isolates, A1 and A2, were obtained from the same patient. Isolate A2, selected after an imipenem-containing treatment, showed reduced susceptibility to carbapenems. This resistance pattern was related to insertion of the ISAba1 element upstream of
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)
Laurent Poirel et al.
Antimicrobial agents and chemotherapy, 55(2), 934-936 (2010-12-01)
Seven carbapenem-resistant NDM-1-positive Klebsiella pneumoniae isolates were recovered from patients hospitalized between 2007 and 2009 in different wards at a referral and tertiary care center in Nairobi. Most of the isolates were obtained from urine. All isolates carried the bla(NDM-1)
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
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資料

Critical Inhibitor Characteristics to Consider

Discover critical characteristics to consider when working with enzyme inhibitors, such as cell permeability, the prozone effect, and Lipinski’s rule of 5.

関連コンテンツ

Product Information Sheet - R3501

Product Information Sheet

質問

1–8/8 質問  

  1. How can I determine the shelf life / expiration / retest date of this product?

    1 回答

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

      役に立ちましたか？

  2. What is the stability of Rifampicin (0.1%) in water at room temperature?

    1 回答

    1. The stability of Rifampicin solutions prepared in only water has not been investigated. However, stock solutions prepared in water-ethanol (8:2), at 1 mg/mL, are stable for up to 8 weeks when stored refrigerated or at room temperature. Please see the link below to review additional information available in the product datasheet:
      https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/product/documents/522/389/r3501pis.pdf

      役に立ちましたか？

  3. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 回答

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

      役に立ちましたか？

  4. What solvent should be used to reconstitute item R3501, Rifampicin?

    1 回答

    1. Rifampicin is soluble in CHCl3. Additionally, it is soluble in water at pH 4.3 (1.3 mg/ml), methanol (25 mg/ml), DMSO (25 mg/ml), dimethyl sulfoxide, tetrahydrofuran, and water at pH 7.3 (2.5 mg/ml at 25°C).

      役に立ちましたか？

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

    1 回答

    1. 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.

      役に立ちましたか？

  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?

    1 回答

    1. 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.

      役に立ちましたか？

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

    1 回答

    1. 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.

      役に立ちましたか？

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

    1 回答

    1. 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.

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