Daunorubicin hydrochlorideA DNA intercalator which may suppress acute leukemia proliferation

Daunorubicin hydrochloride (CAS 23541-50-6)

Daunorubicin hydrochloride | CAS 23541-50-6 is rated 5.0 out of 5 by 1.
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Application: A DNA intercalator which may suppress acute leukemia proliferation
CAS Number: 23541-50-6
Purity: ≥90%
Molecular Weight: 563.98
Molecular Formula: C27H29NO10•HCl
Supplemental Information: This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
* Refer to Certificate of Analysis for lot specific data (including water content).
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Daunorubicin hydrochloride is a DNA intercalating anthracylcine natural product isolated from Streptomyces peucetius. Upon intercalation, Daunorubicin forms stable complexes with the DNA backbone, inhibiting normal functioning of the double helix and the proteins that interact with it. Daunorubicin is nearly identical in structure to Doxorubicin (sc-200923), with Doxorubicin containing a pendant hydroxyl group on the exocyclic ketone. The action of Daunorubicin has been correlated to efficacy in suppressing the proliferation of certain acute leukemias. Daunorubicin hydrochloride is an inhibitor of Topo I and Topo II and an activator of LASS.


References

1. Weiss, R.B. 1992. Semin. Oncol. 19: 670-686. PMID: 1462166
2. Taatjes, D.J., et al. 1996. J. Med. Chem. 39: 4135-4138. PMID: 8863788
3. Trieb, M., et al. 2004. J. Biomol. Struct. Dyn. 21: 713-724. PMID: 14769064

Appearance :
Powder
Physical State :
Solid
Solubility :
Soluble in water (≥113), methanol, ethanol (≥10), and DMSO (≥72 mg/mL).
Storage :
Store at 4° C
IC50 :
K562 (Erythroleukemia cells): IC50 = 15 nM (human); NHDF: IC50 = 190 nM (human)
pK Values :
pKa: 7.39, pKb: 8.68
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
HB7878000
PubChem CID :
62770
Merck Index :
14: 2832
MDL Number :
MFCD00076118
EC Number :
245-723-4
Beilstein Registry :
4229221
SMILES :
C[C@H]1[C@H]([C@H](C[C@@H](O1)O[C@H]2C[C@@](CC3=C(C4=C(C(=C23)O)C(=O)C5=C(C4=O)C=CC=C5OC)O)(C(=O)C)O)N)O.Cl

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Certificate of Analysis

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Daunorubicin hydrochloride  Product Citations

See how others have used Daunorubicin hydrochloride. Click on the entry to view the PubMed entry .

Citations 1 to 2 of 2 total

PMID: # 31272829  Fang, MY.|Markmiller, S.|Vu, AQ.|Javaherian, A.|Dowdle, WE.|Jolivet, P.|Bushway, PJ.|Castello, NA.|Baral, A.|Chan, MY.|Linsley, JW.|Linsley, D.|Mercola, M.|Finkbeiner, S.|Lecuyer, E.|Lewcock, JW.|Yeo, GW.| et al. 2019. Neuron.

PMID: # 28978059  Bhanot, H. et al. 2017. Oncotarget. 8: 67639-67650.

Citations 1 to 2 of 2 total

What is the appearance of the compound?

Asked by: two2igm05
Thank you for your question. This chemical is supplied as an orange-red crystalline powder. Please contact Technical Service if you have further questions concerning this product.
Answered by: Tech Service 9
Date published: 2017-01-18
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Rated 5 out of 5 by from Zhang Zhang, X. et al. (PubMed 26051726) reported that the combination of arsenic trioxide and Daunorubicin could promote acute promyelocytic leukemia (APL) and NB4 cell apoptosis effectively without aggravating blood coagulation disorders, which might improve coagulation function of APL by inhibiting coagulation and hyperfibrinolysis through reducing expression of tissue factor and annexin II. -SCBT Publication Review
Date published: 2015-03-15
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