Daunorubicin hydrochloride

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Daunorubicin hydrochloride
Category Mycotoxins
Catalog number BBF-03858
CAS 23541-50-6
Molecular Weight 563.98
Molecular Formula C27H30ClNO10
Purity >98%

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BBF-03858 1 g $439 In stock

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Description

Daunorubicin HCl inhibits both DNA and RNA synthesis and inhibits DNA synthesis with Ki of 0.02 μM.

Specification

Related CAS 20830-81-3 (free base)
Synonyms RP 13057 Hydrochloride; Daunomycin; RP13057 Hydrochloride; RP-13057 Hydrochloride; Rubidomycin hydrochloride
Shelf Life ≥360 days if stored properly
Storage Store at -20°C
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
InChI Key GUGHGUXZJWAIAS-QQYBVWGSSA-N

Properties

Appearance Red to Dark Red Solid
Application ADCs Cytotoxin
Boiling Point 770°C at 760 mmHg
Melting Point 166-170°C (dec.)
Flash Point 419.5°C
Solubility Soluble in DMSO
LogP 2.53120

Reference Reading

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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