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44583

Doxorubicine hydrochloride

suitable for fluorescence, 98.0-102.0% (HPLC)

Synonyme(s) :

DOX, Hydroxydaunorubicine hydrochloride

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A propos de cet article

Formule empirique (notation de Hill) :
C27H29NO11 · HCl
Numéro CAS:
Poids moléculaire :
579.98
UNSPSC Code:
51281818
NACRES:
NA.76
PubChem Substance ID:
EC Number:
246-818-3
Beilstein/REAXYS Number:
4229251
MDL number:
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biological source

synthetic

Quality Segment

assay

98.0-102.0% (HPLC)

form

solid

color

orange to dark red

mp

216 °C (dec.) (lit.)

solubility

H2O: 50 mg/mL, clear, orange to red, DMSO: soluble, THF: soluble, ethanol: soluble, methanol: soluble

fluorescence

λem 580-590 nm

suitability

suitable for fluorescence

antibiotic activity spectrum

neoplastics

mode of action

DNA synthesis | interferes, enzyme | inhibits

storage temp.

2-8°C

SMILES string

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

InChI key

MWWSFMDVAYGXBV-RUELKSSGSA-N

Gene Information

human ... TOP2A(7153)

General description

Chemical structure: tetracycline

Application

Doxorubicin was used to induce apoptosis, and to induce cardiotoxicity in SK-N-MC cells [1][2]. It is used to inhibit macromolecular biosynthesis.

Biochem/physiol Actions

Doxorubicin ia an antitumor antibiotic that intercalates DNA and inhibits macromolecular biosynthesis. DNA replication is haulted due to the inhibition of topoisomerase II. It is an inhibitor of reverse transcriptase and RNA polymerase and is an immunosuppressive agent [3].

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Keep container tightly closed in a dry and well-ventilated place.

Comparer avec des articles similaires

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Montrer les différences

1 of 1

Cet article
D1515PHR1789BP990
mode of action

DNA synthesis | interferes, enzyme | inhibits

mode of action

DNA synthesis | interferes

mode of action

-

mode of action

-

antibiotic activity spectrum

neoplastics

antibiotic activity spectrum

viruses

antibiotic activity spectrum

-

antibiotic activity spectrum

-

Quality Level

200

Quality Level

200

Quality Level

300

Quality Level

-

form

solid

form

powder

form

powder

form

solid

suitability

suitable for fluorescence

suitability

-

suitability

-

suitability

-

assay

98.0-102.0% (HPLC)

assay

98.0-102.0% (HPLC)

assay

-

assay

-


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pictograms

Health hazardExclamation mark

signalword

Danger

Hazard Classifications

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

Classe de stockage

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

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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



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Certificats d'analyse (COA)

Lot/Batch Number

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Numéro d'article de commerce international

RéférenceGTIN
44583-1MG04061832284132
44583-50MG04061835541379
44583-10MG04061832284118

Questions

1–9 of 9 Questions  
  1. I would like to ask if it is acceptable to dissolve doxorubicin using Dulbecco’s Phosphate Buffered Saline (DPBS) without Calcium and Magnesium – L0615. Would this buffer be suitable for preparing the doxorubicin solution? Thank you for your help.

    1 answer
    1. Doxorubicin hydrochloride is typically soluble in aqueous solutions, and DPBS provides a buffered environment that maintains pH stability. The absence of calcium and magnesium is generally not a concern for the solubility of doxorubicin, as these ions are not required for its dissolution.

      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/418/501/product-dating-information-06-25-mk.pdf

      Helpful?

  3. 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?

  4. Doxorubicin (44583) can dissolve in PBS only or not?

    1 answer
    1. Yes, this product is soluble in water at 50 mg/mL. PBS and other aqueous buffers would also be an option.

      Helpful?

  5. 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?

  6. What is the function of Doxorubicin hydrochloride, Product 44583?

    1 answer
    1. In chemotherapy: "Doxorubicin HCl is the hydrochloride salt of doxorubicin, an anthracycline antibiotic with antineoplastic activity. Doxorubicin, isolated from the bacterium Streptomyces peucetius var. caesius, is the hydroxylated congener of daunorubicin."  -National Cancer Institute.

      Helpful?

  7. At what concentration can Doxorubicin hydrochloride, Product 44583, be dissolved in water? At what concentration in DMSO?

    1 answer
    1. The solubility of Product No. 44583 tested in water (50 mg/mL), yielding a clear orange to red solution.  It is also soluble in DMSO (50 mg/mL), ethanol, methanol and tetrahydrofuran.

      Helpful?

  8. How stable is a solution of Doxorubicin hydrochloride, Product 44583?

    1 answer
    1. According to the 11th edition of the chemicals encyclopedia published by the Royal Society of Chemistry, "aqueous solutions are unchanged after one month at 5 °C but unstable at higher temperatures or at either acid or alkaline pH.  Several studies cite that stability is related to pH, exposure to light and the medium used for storage. Doxorubicin hydrochloride is subject to light degradation at °C in the dark in 5% glucose, pH 4.7 (or 3.3% glucose + 0.3% sodium chloride, pH 4.4), solutions were stable (5% or less change) for at least 4 weeks".

      Helpful?

  9. How should I use Product D1515 - Doxorubicin hydrochloride to induce double strand breaks in the DNA of HeLa cells?

    1 answer
    1. We do not test Product D1515 - Doxorubicin hydrochloride for biological activity with HELA cells.  The following paper used 100 nM to 250 nM doxorubicin  Adam Hermawan, et al.,  Journal of Natural Remedies, Vol. 12/2 (2012) 108-114The following paper uses  0.01 to 1.0 mug/ml doxorubicin  SH Kim, et al., CANCER RESEARCH 32, 323-325, February 1972

      Helpful?

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