Description
Daunorubicin HCl inhibits both DNA and RNA synthesis and inhibits DNA synthesis with Ki of 0.02 μM.
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.)
Vapor Pressure
6.99E-26mmHg at 25°C
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.
Clinical Trial Information
NCT Number | Condition Or Disease | Phase | Start Date | Sponsor | Status |
NCT01802333 | Acute Myeloid Leukemia | Phase 3 | 2018-12-19 | National Cancer Institute (NCI) | Completed |
NCT00085124 | Adult Acute Myeloid Leukemia With 11q23 (MLL) Abnormalities | Phase 3 | 2013-06-05 | National Cancer Institute (NCI) | Completed |
NCT00474006 | ACUTE MYELOGENOUS LEUKEMIA | Phase 3 | 2011-06-10 | Cooperative Study Group A for Hematology | Completed |
NCT01806571 | Untreated Adult Acute Myeloid Leukemia | Phase 2 | 2020-08-18 | Mayo Clinic | Completed |
NCT02971397 | Acute Myeloid Leukemia | Phase 2 | 2018-11-02 | Wake Forest University Health Sciences | Unknown Verified November 2018 by Wake Forest University Health Sciences. Recruitment status was Active, not recruiting |
Application
ADCs Cytotoxin
Appearance
Red to Dark Red Solid
Quantity
Milligrams-Grams
Shelf Life
≥360 days if stored properly
Shipping
Room temperature
Pictograms
Health Hazard; Acute Toxic
Boiling Point
770°C at 760 mmHg