Doxorubicin hydrochloride CAS: 25316-40-9
MF: C27H29NO11•HCl
MW: 580.00

Doxorubicin hydrochloride (CAS 25316-40-9)

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Alternative Namen: Doxorubicin hydrochloride is also known as Hydroxydaunorubicin Hydrochloride.
Anwendungen Doxorubicin hydrochloride is an anthracycline antitumor antibiotic topoisomerase II inhibitor, DNA intercalator and powerful cytotoxic agent.
CAS Nummer: 25316-40-9
Reinheit: ≥99%
Molekulargewicht: 580.00
Summenformel: C27H29NO11•HCl
Ausschließlich für Forschungszwecke. Nicht Geeignet für Verwendung in Diagnostik oder Therapie.
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Doxorubicin hydrochloride is a DNA intercalator and powerful cytotoxic agent. Once Doxorubicin hydrochloride associates with the DNA groove, a covalent linkage forms between a DNA base and the pendant sugar of the small molecule. The intercalation into DNA blocks the replication of DNA by blocking Topo II (Topoisomerase II). This general mechanism gives Doxorubicin hydrochloride efficacy in a wide range of different cell types. Additionally, the expression of the oncogenes c-Myc and c-Jun is also down regulated by the chemical and a significant correlation was reported between the level of expression of these genes and the degree of cell growth inhibition conferred by Doxorubicin hydrochloride. Doxorubicin hydrochloride is an inhibitor of AMPK, TERT and POLR. Doxorubicin hydrochloride is also known as Hydroxydaunorubicin Hydrochloride, DOX, and (8S,10S)-10-[(3-amino-2,3,6-trideoxy-α-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(2-hydroxyacetyl)-1-methoxy-5,12-naphthacenedione, monohydrochloride.


Literaturhinweise

1. Taatjes, D.J., et al. 1996. J. Med. Chem. 39: 4135-4138. PMID: 8863788

2. Pourquier, P., et al. 1998. Biochem. Pharmacol. 55: 1963-1971. PMID: 9714316

3. Zeman, S.M., et al. 1998. Proc. Natl. Acad. Sci. U. S. A. 95: 11561-11565. PMID: 9751705

4. Patel, S., Sprung, A.U., Keller, B.A., et al.Identification of yeast DNA topoisomerase II mutants resistant to the antitumor drug doxorubicin: Implications for the mechanisms of doxorubicin action and cytotoxicity. Mol. Pharmacol. 52(4), 658-666 (1997).
5. Lorenzo, E., Ruiz-Ruiz, C., Quesada, A.J., et al.Doxorubicin induces apoptosis and CD95 gene expression in human primary endothelial cells through a p53-dependent mechanism. J. Biol. Chem. 277(17), 10883-10892 (2002).

Gebrauch :
Stable for up to 1 year after receipt when stored at -20°C. Stock solutions should be aliquoted and stored at -20°C for up to 1 month.
Aggregatzustand :
Solid
Löslichkeit :
Soluble in water (50 mM), methanol, isotonic sodium chloride, and DMSO (>10 mg/ml). Insoluble in chloroform, and ether.
LAGERUNG: :
Store at room temperature
Schmelztemperatur :
216° C (dec.)
Durchflusszytometrie :
λex 470 nm, λem 585 nm in ethanol
Ausschließlich für Forschungszwecke. Nicht Geeignet für Verwendung in Diagnostik oder Therapie.
Deutsche WGK :
3
RTECS :
QI9295900
PubChem CID :
Merck Index :
14: 3439
MDL-Nummer :
MFCD00077757
EC-Nummer :
246-818-3
Beilstein-Registernummer :
4229251
SMILES :
C[[email protected]]1[[email protected]]([[email protected]](C[[email protected]@H](O1)O[[email protected]]2C[[email protected]@](CC3=C(C4=C(C(=C23)O)C(=O)C5=C(C4=O)C=CC=C5OC)O)(C(=O)CO)O)N)O.Cl

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Analysenzertifikat

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Doxorubicin hydrochloride (CAS 25316-40-9)  Publikationen

Lesen Sie wie andere Anwender Doxorubicin hydrochloride (CAS 25316-40-9) eingesetzt haben. Klicken Sie auf den jeweiligen Eintrag um den entsprechenden PubMed-Abstract abzurufen .

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PMID: # 34571083  Yadav, P.|Sharma, P.|Sundaram, S.|Venkatraman, G.|Bera, AK.|Karunagaran, D.| et al. 2021. Cancer Lett. 522: 211-224.

PMID: # 30653981  Liu, H.|Sun, M.|Liu, Z.|Kong, C.|Kong, W.|Ye, J.|Gong, J.|Huang, DCS.|Qian, F.| et al. 2019. J Control Release.

PMID: # 30620015  Zhang, X.|Poniewierski, A.|Sozański, K.|Zhou, Y.|Brzozowska-Elliott, A.|Holyst, R.| et al. 2019. Phys Chem Chem Phys. 21: 1572-1577.

PMID: # 30066856  Kwak, B.|Kim, DU.|Kim, TO.|Kim, HS.|Kim, SW.| et al. 2018. Int. J. Oncol. 53: 1800-1808.

PMID: # 30213795  Funato, K.|Hayashi, T.|Echizen, K.|Negishi, L.|Shimizu, N.|Koyama-Nasu, R.|Nasu-Nishimura, Y.|Morishita, Y.|Tabar, V.|Todo, T.|Ino, Y.|Mukasa, A.|Saito, N.|Akiyama, T.| et al. 2018. EMBO Rep. 19:

PMID: # 29439343  Wezyk, M.|Szybinska, A.|Wojsiat, J.|Szczerba, M.|Day, K.|Ronnholm, H.|Kele, M.|Berdynski, M.|Peplonska, B.|Fichna, JP.|Ilkowski, J.|Styczynska, M.|Barczak, A.|Zboch, M.|Filipek-Gliszczynska, A.|Bojakowski, K.|Skrzypczak, M.|Ginalski, K.|Kabza, M.|Makalowska, I.|Barcikowska-Kotowicz, M.|Wojda, U.|Falk, A.|Zekanowski, C.| et al. 2018. J. Alzheimers Dis. 62: 175-202.

PMID: # 27929731  Sharif, T. et al. 2016. Autophagy. 1-21.

PMID: # 26971211  Ferre-Aracil, J. et al. 2016. The Science of the total environment. 556: 70-9.

PMID: # 27814544  Isidori, M. et al. 2016. Environ. Pollut. 219: 275-287.

PMID: # 26114658  Zhou, J. et al. 2015. Autophagy. 11: 1259-79.

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