CAS Number23541-50-6
SynonymsDAUNOBLASTINE; Daunorubicin hydrochloride; daunoblastin; Daunorubicin HCl; Daunorubicin (Hydrochloride); Daunoblastina; Rubidomycin hydrochloride; Cerubidine; ndc0082-4155; Daunomycin, monohydrochloride; DAUNOMYCINE HCL; MFCD00076118; daunorubcin hydrochloride; Daunomycin hydrochloride; Dau hydrochloride; Daunorubicinol hydrochloride; Daunomycin HCl; WP900 HYDROCHLORIDE; EINECS 245-723-4; Ondena; Hydroxydaunorubicin Hydrochloride; Daunorubicin.HCl
Molecular FormulaC27H30ClNO10
Molecular Weight563.98
Purity97%
Boiling Point770ºC at 760 mmHg
Melting Point188 - 190ºC
Appearancesolid
EINECS245-723-4
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 23541-50-6 |
| Catalog No. | 2A-9010012 |
| Chinese Name | 盐酸柔红霉素 |
| Synonyms | DAUNOBLASTINE; Daunorubicin hydrochloride; daunoblastin; Daunorubicin HCl; Daunorubicin (Hydrochloride); Daunoblastina; Rubidomycin hydrochloride; Cerubidine; ndc0082-4155; Daunomycin, monohydrochloride; DAUNOMYCINE HCL; MFCD00076118; daunorubcin hydrochloride; Daunomycin hydrochloride; Dau hydrochloride; Daunorubicinol hydrochloride; Daunomycin HCl; WP900 HYDROCHLORIDE; EINECS 245-723-4; Ondena; Hydroxydaunorubicin Hydrochloride; Daunorubicin.HCl |
| Molecular Formula | C27H30ClNO10 |
| Molecular Weight | 563.98 |
| Purity | 97 |
| Boiling Point | 770ºC at 760 mmHg |
| Melting Point | 188 - 190ºC |
| Appearance | solid |
| Water Solubility | Water solubility: soluble; soluble in: methanol; i |
| Storage Condition | Store at -20°. |
| Packaging | III |
| Application | Daunorubicin hydrochloride is a DNA topoisomerase II inhibitor with potent antitumor activity. |
| EINECS | 245-723-4 |
| HTC | 2932999099 |
| PubChem ID | 24894229 |
| MDL Number | MFCD04974507 |
| SMILES | Cl.COc1cccc2C(=O)c3c(O)c4C[C@](O)(C[C@H](O[C@H]5C[C@H](N)[C@H](O)[C@H](C)O5)c4c(O)c3C(=O)c12)C(C)=O |
| 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 |
| Beilstein/REAXYS | 4229221 |
| NACRES Code | NA.21 |
| UNSPSC | 41116107 |
| Hazard Symbols | 6.1(b) |
| MSDS | msds/10012_1_23541_50_6.pdf |
| Bioactivity | Daunorubicin hydrochloride is a topoisomerase II inhibitor with potent antineoplastic activities. Related Catalog Signaling Pathways >> Antibody-drug Conjugate >> ADC Cytotoxin Signaling Pathways >> Autophagy >> Autophagy Signaling Pathways >> Cell Cycle/DNA Damage >> Topoisomerase Natural Products >> Quinones Research Areas >> Cancer Target Topoisomerase II 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[2] 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[3]. In Vivo Urinary protein excretion, serum creatinine, and blood urea nitrogen (BUN) level are significantly increased in group Daunorubicin (3 mg/kg, i.v.) compared with those in group Control. Administration of Daunorubicin (DNR) causes a significant increase in malondialdehyde (MDA) level in renal tissue compared with that in the control group[4]. Cell Assay The chemosensitivity to Daunorubicin is assessed using the MTT assay. In brief, the 96 well plates are set up with cells at the initial density of 2×105 cells/mL and are incubated at 37°C for 72 h in an atmosphere of 5% CO2 in the absence and presence of nine different concentrations of Daunorubicin (Dnr) or Dox ranging from 1.90 to 0.007 μM in triplicate. After incubation, 10 μL of MTT solution (5 mg/mL tetrazolium salt) is added to each well and the plates are incubated for a further 4 h at 37°C. The formazan salt crystals are dissolved by adding 100 μL 10% SDS in 10 mM HCl solution and incubating over night at 37°C. The absorbance is measured at 540 nm with a reference at 650 nm by a 96-well enzyme-linked immunosorbent assay (ELISA) plate reader. Chemosensitivity is expressed as the IC50, which is the concentration of drug causing 50% cell survival compare to control cells grown without drug. Calculations are carried out using Microsoft Excel[2]. Animal Admin Rat[4] Eight-week-old male Sprague-Dawley rats are used. The animals are quarantined and acclimatized for the additional 2 weeks prior to the initiation of the experiments. On day 0, each animal receives a single intravenous injection of Daunorubicin at a dose of 3 mg/kg (i.v.). Daunorubicin is administered in three equal injections at 48 h intervals for a period of one week to achieve an accumulative dose of 9 mg/kg, which is well documented to produce cardiotoxicity and nephrotoxicity. Age-matched rats are injected with corresponding volumes of 0.9% NaCl and used as a control (group Control;n=5). Twenty-two DNR-treated rats are randomly divided into two groups and received oral administration of Telmisartan (10 mg/kg/day; group Daunorubicin+Telmisartan; n=10) or vehicle (group Daunorubicin; n=12). The dose of Telmisartan is chosen on the basis of a previous report. Administration of Telmisartan is started on the same day as Daunorubicin administration and continued for 5 additional weeks after cessation of Daunorubicin administration (6 weeks total period). This duration of study is chosen on the basis of previous reports. On day 41, rats are placed individually in metabolic cages for 24-h urine collections for the measurement of protein concentrations and body weight (BW) is measured. After the end of the study period (6 weeks), rats are sacrificed and kidney tissue is harvested for semi-quantitative immunoblotting and immunohistochemical studies. References [1]. Lehmann M, et al. Activity of topoisomerase inhibitors daunorubicin, idarubicin, and aclarubicin in the Drosophila Somatic Mutation and Recombination Test. Environ Mol Mutagen. 2004;43(4):250-7. [2]. Svensson SP, et al. Melanin inhibits cytotoxic effects of Doxorubicin and Daunorubicin in MOLT 4 cells. Pigment Cell Res. 2003 Aug;16(4):351-4 [3]. Gervasoni JE Jr, et al. An effective in vitro antitumor response against human pancreatic carcinoma with paclitaxel and Daunorubicin by induction of both necrosis and apoptosis. Anticancer Res. 2004 Sep-Oct;24(5A):2617-26 [4]. Arozal W, et al. Telmisartan prevents the progression of renal injury in daunorubicin rats with the alteration of angiotensin II and endothelin-1 receptor expression associated with its PPAR-γ agonist actions. Toxicology. 2011 Jan 11;279(1-3):91-9. Chemical & Physical Properties Boiling Point 770ºC at 760 mmHg Melting Point 188 - 190ºC Molecular Formula C27H30ClNO10 Molecular Weight 563.981 Flash Point 419.5ºC Exact Mass 563.155823 PSA 185.84000 LogP 2.53120 Vapour Pressure 6.99E-26mmHg at 25°C InChIKey GUGHGUXZJWAIAS-QQYBVWGSSA-N SMILES COc1cccc2c1C(=O)c1c(O)c3c(c(O)c1C2=O)CC(O)(C(C)=O)CC3OC1CC(N)C(O)C(C)O1.Cl |
| Use of | Daunorubicin hydrochloride is a topoisomerase II inhibitor with potent antineoplastic activities. Properties Articles75 Name Daunorubicin hydrochloride Synonym More Synonyms Daunorubicin HCl Biological Activity Description Daunorubicin hydrochloride is a topoisomerase II inhibitor with potent antineoplastic activities. Related Catalog Signaling Pathways >> Antibody-drug Conjugate >> ADC Cytotoxin Signaling Pathways >> Autophagy >> Autophagy Signaling Pathways >> Cell Cycle/DNA Damage >> Topoisomerase Natural Products >> Quinones Research Areas >> Cancer Topoisomerase II References [1]. Lehmann M, et al. Activity of topoisomerase inhibitors daunorubicin, idarubicin, and aclarubicin in the Drosophila Somatic Mutation and Recombination Test. Environ Mol Mutagen. 2004;43(4):250-7. [3]. Gervasoni JE Jr, et al. An effective in vitro antitumor response against human pancreatic carcinoma with paclitaxel and Daunorubicin by induction of both necrosis and apoptosis. Anticancer Res. 2004 Sep-Oct;24(5A):2617-26 [4]. Arozal W, et al. Telmisartan prevents the progression of renal injury in daunorubicin rats with the alteration of angiotensin II and endothelin-1 receptor expression associated with its PPAR-γ agonist actions. Toxicology. 2011 Jan 11;279(1-3):91-9. Chemical & Physical Properties Exact Mass 563.155823 PSA 185.84000 LogP 2.53120 InChIKey GUGHGUXZJWAIAS-QQYBVWGSSA-N |
| Tax Rebate | 13.0% |
| Supervision | None. MFN tariff: 6.5%. Ordinary tariff: 20.0% |
| Transport Info | Product name: Purity: 90.0% |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Dangerous Regulations for land transport: 2811 International Dangerous Regulations for sea transport: 2811 International Dangerous Regulations for air transport: 2811 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: TOXIC SOLID, ORGANIC, N.O.S. (Daunorubicin hydrochloride) IMDG Code: TOXIC SOLID, ORGANIC, N.O.S. (Daunorubicin hydrochloride) International air transport hazard regulations: Toxic solid, organic, n.o.s. (Daunorubicin hydrochloride) 14.3 Transport hazard categories European Land Transport Danger Regulations: 6.1 International Maritime Transport Danger Regulations: 6.1 International Air Transport Danger Regulations: 6.1 14.4 Package group European Land Transport Danger Regulations: III International Maritime Transport Danger Regulations: III International Air Transport Danger Regulations: III 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available |
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