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Merck

D1515

Sigma-Aldrich

Doxorubicin hydrochloride

98.0-102.0% (HPLC)

Synonim(y):

Adriamycin, DOX, Hydroxydaunorubicin hydrochloride

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10 MG
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10 MG
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About This Item

Wzór empiryczny (zapis Hilla):
C27H29NO11 · HCl
Numer CAS:
Masa cząsteczkowa:
579.98
Beilstein:
4229251
Numer WE:
Numer MDL:
Kod UNSPSC:
51281818
Identyfikator substancji w PubChem:
NACRES:
NA.76

1800,00 zł


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pochodzenie biologiczne

synthetic (organic)

Poziom jakości

Próba

98.0-102.0% (HPLC)

Formularz

powder

mp

216 °C (dec.) (lit.)

rozpuszczalność

water: 50.0-52.0 mg/mL, clear, orange to red

spektrum działania antybiotyku

viruses

Tryb działania

DNA synthesis | interferes

temp. przechowywania

2-8°C

ciąg SMILES

Cl[H].COc1cccc2C(=O)c3c(O)c4C[C@](O)(C[C@H](O[C@H]5C[C@H](N)[C@H](O)[C@H](C)O5)c4c(O)c3C(=O)c12)C(=O)CO

InChI

1S/C27H29NO11.ClH/c1-10-22(31)13(28)6-17(38-10)39-15-8-27(36,16(30)9-29)7-12-19(15)26(35)21-20(24(12)33)23(32)11-4-3-5-14(37-2)18(11)25(21)34;/h3-5,10,13,15,17,22,29,31,33,35-36H,6-9,28H2,1-2H3;1H/t10-,13-,15-,17-,22+,27-;/m0./s1

Klucz InChI

MWWSFMDVAYGXBV-RUELKSSGSA-N

informacje o genach

human ... TOP2A(7153)

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Opis ogólny

Doxorubicin hydrochloride (DOX) is an anthracycline antibiotic isolated from Streptomyces peucetius var. caesius.[1][2] The water soluble anti-cancer agent DOX[3] is a hydroxy derivative of daunorubicin.[4]

Doxorubicin also leads to the generation of reactive oxygen species (ROS), which further damage DNA, proteins, and membranes. It exerts cytotoxic, antitumor, anticancer, and antineoplastic activity and finds application in cancer, metabolomics, cell biology, and biochemical research.[4]

Zastosowanie

Doxorubicin hydrochloride has been used:
  • in cell viability assays[5]
  • MTT (3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl tetrazolium bromide) assay[6]
  • as a drug in polymeric PLGA-based microparticulate drug delivery[7]
  • to develop doxorubicin-resistant HepG2 cells (HepG2-DR) and K562 cells (K562-DR)[8]

Działania biochem./fizjol.

Naturally fluorescent anthracycline antibiotic, anticancer drug. Doxorubicin is a substrate of MRP1 which was first cloned from a DOX-resistant lung cancer cell line. Fluorescent property has been exploited for the measurement of drug efflux pump activities as well as resolving the important question of intracellular localization of various multidrug resistance proteins and the role of subcellular organelles (Golgi and lysosome) in the sequestration of drugs and its implication in drug resistant phenotypes.
Substrate of MRP1; used for measurement of drug efflux pump activities. Doxorubicin hydrochloride (DOX) inhibits topoisomerase II by intercalating between base pairs and by inducing strand breaks, resulting in the inhibition of nucleic acid and protein synthesis.[1] It also contributes to the formation of free radicals for the disruption of membrane lipids and DNA strands.[1]

Cechy i korzyści

  • High-quality antibiotic suitable for multiple research applications
  • Ideal for Cell Biology, Metabolomics, and Biochemical research.

Uwaga dotycząca przygotowania

Soluble in water and in isotonic sodium chloride solution, slightly soluble in methanol. Practically insoluble in chloroform, ether, and in other organic solvents.

Przechowywanie i stabilność

Tightly closed. Dry. Keep in a well -ventilated place. Keep locked up or in an area accessible

Inne uwagi

For additional information on our range of Biochemicals, please complete this form.
Keep container tightly closed in a dry and well-ventilated place. Moisture sensitive. Light sensitive.
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Numer produktu
Opis
Cennik

Piktogramy

Health hazardExclamation mark

Hasło ostrzegawcze

Danger

Zwroty wskazujące rodzaj zagrożenia

Zwroty wskazujące środki ostrożności

Klasyfikacja zagrożeń

Acute Tox. 4 Oral - Carc. 1B - Muta. 1B - Repr. 1B

Kod klasy składowania

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Klasa zagrożenia wodnego (WGK)

WGK 3

Temperatura zapłonu (°F)

Not applicable

Temperatura zapłonu (°C)

Not applicable

Środki ochrony indywidualnej

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges


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Dokumenty związane z niedawno zakupionymi produktami zostały zamieszczone w Bibliotece dokumentów.

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Klienci oglądali również te produkty

Poly (ethylene glycol)-conjugated multi-walled carbon nanotubes as an efficient drug carrier for overcoming multidrug resistance
Cheng J, et al.
Toxicology and Applied Pharmacology, 250(2), 184-193 (2011)
In vitro study of anticancer drug doxorubicin in PLGA-based microparticles
Lin R, et al.
Biomaterials, 26(21), 4476-4485 (2005)
Consumers Guide to Cancer Drugs (2004)
Current Pharmaceutical Design (1999)
The release behavior of doxorubicin hydrochloride from medicated fibers prepared by emulsion-electrospinning
Xu X, et al.
European Journal of Pharmaceutics and Biopharmaceutics, 70(1), 165-170 (2008)

Produkty

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Questions

1–10 of 12 Questions  
  1. 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?

  2. 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?

  3. How to store after reconstitution and for how long is it stable?

    1 answer
    1. Aliquots are stable for up to 3 months at -20°C or for up to 6 months at -70°C. Avoid repeated freeze/thaw cycles.

      Helpful?

  4. What is the difference between Doxorubicin hydrochloride Products D1515 and 44583?

    1 answer
    1. The D1515 and 44583 Doxorubicin HCl products are physically identical. Each has a minimum purity specification of 98%. However, the 44583 product option is tested for suitability in fluorescence applications while the D1515 is assigned basic tests for general research use.

      The following links taken from the peer reviewed papers may be of interest:
      https://www.sigmaaldrich.com/search/d1515?focus=papers&page=1&perpage=30&sort=relevance&term=d1515&type=citation_search

      https://www.sigmaaldrich.com/search/44583?focus=papers&page=1&perpage=30&sort=relevance&term=44583&type=citation_search

      Helpful?

  5. Si può prolungare la stabilità del prodotto D1515 sciolto in soluzione acquosa e successivamente conservato a -20°C?

    1 answer
    1. Solution stability studies have not been performed on this product, however, the available literature suggests that solutions are most stable refrigerated. It is recommended to add 3 - 5% glucose or lactose as a stabilizer for long-term storage. Commercially available solutions were found to be stable for at least 1 month at -20°C and up to 1 year at 4°C.

      This product, in solution, will degrade in alkaline pH conditions or when exposed to light for extended periods.

      Helpful?

  6. Whta is the pka and logP of Doxorubicin hydrochloride ID D1515

    1 answer
    1. See the link below to DrugBank Online for these data:
      https://go.drugbank.com/salts/DBSALT000060

      Helpful?

  7. Is this product suitable for in vivo applications?

    1 answer
    1. This product has not been tested for in vitro or in vivo use. However, the listed Peer-Reviewed Papers suggest that customers have been successful in these applications. Note that the product is not tested for endotoxin and the solution would require filter sterilization prior to use.

      Please view the peer-reviewed papers here: https://www.sigmaaldrich.com/search/d1515?focus=papers&page=1&perpage=30&sort=relevance&term=d1515&type=citation_search.

      Helpful?

  8. 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?

  9. What is the difference between Doxorubicin hydrochloride Products D1515 and D1317?

    1 answer
    1. Product No. D1317, Doxorubicin hydrochloride solution has been discontinued and is no longer available.  We now offer Product No. D1515 which is a powder.

      Helpful?

  10. What can be used to make a solution of Product D1515, Doxorubicin hydrochloride?

    1 answer
    1. The solubility of doxorubicin is tested in water (50 mg/mL), yielding a clear orange to red solution.

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1–10 of 12 Questions  

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