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Merck

R3501

Sigma-Aldrich

Rifampicina

≥95% (HPLC), powder or crystals

Sinónimos:

AMP de rifamicina, Rifampina, SV de 3-(4-metilpiperaciniliminometil)rifamicina

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250 MG
MXP 1,798.00
1 G
MXP 3,477.00
5 G
MXP 12,081.00
25 G
MXP 58,772.00

MXP 1,798.00


Disponible para envío el10 de abril de 2025Detalles


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250 MG
MXP 1,798.00
1 G
MXP 3,477.00
5 G
MXP 12,081.00
25 G
MXP 58,772.00

About This Item

Fórmula empírica (notación de Hill):
C43H58N4O12
Número de CAS:
Peso molecular:
822.94
Beilstein:
5723476
Número CE:
Número MDL:
Código UNSPSC:
51283601
ID de la sustancia en PubChem:
NACRES:
NA.76

MXP 1,798.00


Disponible para envío el10 de abril de 2025Detalles


Solicitar un pedido a granel

Ensayo

≥95% (HPLC)

Formulario

powder or crystals

color

Reddish-brown

pKa 

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

pI 

4.84

espectro de actividad antibiótica

Gram-negative bacteria
Gram-positive bacteria
mycobacteria
viruses

Modo de acción

protein synthesis | interferes

temp. de almacenamiento

−20°C

cadena SMILES

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

Clave InChI

JQXXHWHPUNPDRT-WLSIYKJHSA-N

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Descripción general

Estructura química: macrólido

Aplicación

La rifampicina se utiliza para el tratamiento de la tuberculosis y de las infecciones micobacterianas relacionadas con la tuberculosis[1]. Se utiliza ampliamente como antiprurítico en la enfermedad hepática colestática autoinmunitaria, la cirrosis biliar primaria (PBC). Se ha demostrado que causa hepatitis[2].

Acciones bioquímicas o fisiológicas

Inhibe el ensamblaje del ADN y las proteínas en partículas víricas maduras.
La rifampicina inhibe el ensamblaje del ADN y las proteínas en partículas víricas maduras. Inhibe la iniciación de la síntesis de ARN al unirse a la subunidad β de la ARN polimerasa, lo que provoca la muerte celular[1].
Modo de acción: Inhibe la iniciación de la síntesis de ARN al unirse a la subunidad β de la ARN polimerasa.

Otras notas

Mantenga el recipiente herméticamente cerrado y en un lugar bien ventilado. El producto es sensible a la luz y a la humedad. Guardar en gas inerte. Consérvese en un lugar seco.

Pictogramas

Exclamation mark

Palabra de señalización

Warning

Frases de peligro

Clasificaciones de peligro

Acute Tox. 4 Oral

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 1

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

dust mask type N95 (US), Eyeshields, Gloves


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Certificados de análisis (COA)

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Artículos

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

Questions

1–7 of 7 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    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/449/386/product-dating-information-mk.pdf

      Helpful?

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

    1 answer
    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

      Helpful?

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

    1 answer
    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).

      Helpful?

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

    1 answer
    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.

      Helpful?

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

    1 answer
    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.

      Helpful?

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

    1 answer
    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.

      Helpful?

  7. 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 answer
    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.

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