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Daunorubicin hydrochloride

  CAS No.: 23541-50-6   Cat No.: BADC-00041   Purity: >98% HNMR HPLC MS 4.5  

Daunorubicin hydrochloride is a classic ADC payload intercalating DNA and inhibiting topoisomerase II, inducing apoptosis. It remains a valuable ADC cytotoxin for targeted hematologic and solid tumor therapies.

Daunorubicin hydrochloride

Structure of 23541-50-6

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Category
ADC Cytotoxin
Molecular Formula
C27H30ClNO10
Molecular Weight
563.98
Target
DNA Topoisomerase II
Shipping
Room temperature
Shipping
Store at -20°C

* For research and manufacturing use only. We do not sell to patients.

Size Price Stock Quantity
1 g $439 In stock

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Popular Publications Citing BOC Sciences Products
Synonyms
RP 13057 Hydrochloride; Daunomycin; RP13057 Hydrochloride; RP-13057 Hydrochloride; Rubidomycin hydrochloride
IUPAC Name
(7S,9S)-9-acetyl-7-[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy-6,9,11-trihydroxy-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione;hydrochloride
Canonical SMILES
CC1C(C(CC(O1)OC2CC(CC3=C(C4=C(C(=C23)O)C(=O)C5=C(C4=O)C=CC=C5OC)O)(C(=O)C)O)N)O.Cl
InChI
InChI=1S/C27H29NO10.ClH/c1-10-22(30)14(28)7-17(37-10)38-16-9-27(35,11(2)29)8-13-19(16)26(34)21-20(24(13)32)23(31)12-5-4-6-15(36-3)18(12)25(21)33;/h4-6,10,14,16-17,22,30,32,34-35H,7-9,28H2,1-3H3;1H/t10-,14-,16-,17-,22+,27-;/m0./s1
InChIKey
GUGHGUXZJWAIAS-QQYBVWGSSA-N
Solubility
Soluble in DMSO
Melting Point
166-170°C (dec.)
Flash Point
419.5°C
PSA
185.84000
Vapor Pressure
6.99E-26mmHg at 25°C
Appearance
Red to Dark Red Solid
Quantity
Milligrams-Grams
Shelf Life
≥360 days if stored properly
Shipping
Room temperature
Storage
Store at -20°C
Pictograms
Health Hazard; Acute Toxic
Signal Word
Danger
Boiling Point
770°C at 760 mmHg
In Vitro
The mean IC50 value is 0.04 μM for Daunorubicin (Dnr) in Molt-4 cells. Daunorubicin belongs to the anthracyclines, a group of cytotoxic chemotherapeutics. The cytotoxic effects of anthracyclines are caused by DNA intercalation and the ability to interfere with DNA transcription and replication by inhibiting Topoisomerase II as well as by producing reactive oxygen species Daunorubicin inhibits of both DNA and RNA syntheses in HeLa cells over a concentration range of 0.2 through 2 μM. The IC50 value is 0.4 μM for Daunorubicin (Dnr) in human pancreatic cell line L3.6.
NCT NumberCondition Or DiseasePhaseStart DateSponsorStatus
NCT01802333Acute Myeloid LeukemiaPhase 32018-12-19National Cancer Institute (NCI)Completed
NCT00085124Adult Acute Myeloid Leukemia With 11q23 (MLL) AbnormalitiesPhase 32013-06-05National Cancer Institute (NCI)Completed
NCT00474006ACUTE MYELOGENOUS LEUKEMIAPhase 32011-06-10Cooperative Study Group A for HematologyCompleted
NCT01806571Untreated Adult Acute Myeloid LeukemiaPhase 22020-08-18Mayo ClinicCompleted
NCT02971397Acute Myeloid LeukemiaPhase 22018-11-02Wake Forest University Health SciencesUnknown Verified November 2018 by Wake Forest University Health Sciences. Recruitment status was Active, not recruiting
1.Stability of [(N-pyrrolidine)metylene]daunorubicin in aqueous solutions
Anna Jeli ska, Justyna Uszak. React Kinet Catal Lett (2009) 98:69–75
The hydrolysis of [(N-Pyrrolidine)metylene]daunorubicin hydrochloride (PMD) involves: hydrolysis of protonated molecules of [(N-Pyrrolidine)metylene]daunorubicin hydrochloride (PMD) depending on hydrogen ions and spontaneous hydrolysis of zwitter, unprotonated and monoanions of [(N-Pyrrolidine)metylene]daunorubicin hydrochloride (PMD) under the influence of water. The components of phosphate, acetate and borate buffers do not demonstrate any catalytic effect. [(N-Pyrrolidine)metylene]daunorubicin hydrochloride (PMD) is the most stable at pH 2-4.
2.Administration of Chromium(III) and Manganese(II) as a Potential Protective Approach Against Daunorubicin-Induced Cardiotoxicity: in vitro and in vivo Experimental Evidence
Yang Liu & Debin Wang. Biol Trace Elem Res (2013) 156:253–261
Daunorubicin hydrochloride for injection was supplied by Pfizer Italia S.r.1. Cardiac myosin, prepared and determined according to the protocols of our previous study, was diluted to 0.4 μM with 0.01M Tris–HCl buffer saline (pH 7.4) containing 0.6 M KCl. CrCl3•6H2O and MnCl2•4H2O were purchased from Chinese Medicine (Group) Shanghai Chemical Reagent Company. Other chemical reagents weremade in China and were of analytical grades, and ultrapure water was used throughout the studies.

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Historical Records: (p-SCN-Bn)-NOTA | AEEA-AEEA | Solid Chemical phosphorylation reagent II | DBCO-(PEG2-VC-PAB-MMAE)2 | Perfluorophenyl 2-(cyclooct-2-ynyloxy)acetate | Val-cit-PAB-OH | Fmoc-Ala-Ala-PAB | 7-Xylosyl-10-deacetyltaxol | Bis-(PEG6-acid)-SS | Irinotecan EP Impurity E (SN-38) | Daunorubicin hydrochloride
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