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Daunorubicin

CAS No.
20830-81-3
Chemical Name:
Daunorubicin
Synonyms
DAUNOMYCIN;daunoxome;cerubidin;daunorrubicina;DAUNOMYCIN HYDROCHLORIDE;(8s-cis)-8-acetyl-10-((3-amino-2,3,6-trideoxy-alpha-l-lyxo-hexopyranosyl)oxy)-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-5,12-naphthacenedione hydrochloride;fi6339;rp13057;nsc-82151;NSC 83142
CBNumber:
CB0338996
Molecular Formula:
C27H29NO10
Molecular Weight:
527.52
MDL Number:
MFCD00866340
MOL File:
20830-81-3.mol
MSDS File:
SDS
Last updated:2024-03-14 15:18:25

Daunorubicin Properties

Melting point 155 °C
Boiling point 608.13°C (rough estimate)
Density 1.3522 (rough estimate)
refractive index 1.6400 (estimate)
storage temp. Store at -20°C, protect from light
solubility ≥83.33 mg/mL in DMSO
form Powder
pka pKa 4.92±0.16(H2O t=25±0.5 I=0.03) (Uncertain)
Stability Light Sensitive
CAS DataBase Reference 20830-81-3
EWG's Food Scores 2
FDA UNII ZS7284E0ZP
Proposition 65 List Daunomycin
NCI Drug Dictionary DaunoXome
ATC code L01DB02
IARC 2B (Vol. 10, Sup 7) 1987
EPA Substance Registry System Daunomycin (20830-81-3)

Pharmacokinetic data

Protein binding 50-90%
Excreted unchanged in urine 5-18%
Volume of distribution 39.2(L/kg)
Biological half-life 18.5; Liposomal: 4-5.2 / -

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501
RIDADR  3249
HazardClass  6.1(b)
PackingGroup  III
Toxicity LD50 in mice, rats (mg/kg): 20, 13 i.v.; 5, 8 i.p. (DiMarco, 1977)

Daunorubicin price

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
ApexBio Technology B1099 Daunorubicin 20830-81-3 10mg $63 2021-12-16 Buy
ApexBio Technology B1099 Daunorubicin 20830-81-3 50mg $188 2021-12-16 Buy
Biorbyt Ltd orb611916 Daunorubicin 20830-81-3 25mg $272 2021-12-16 Buy
Biorbyt Ltd orb611916 Daunorubicin 20830-81-3 100mg $391 2021-12-16 Buy
Biorbyt Ltd orb611916 Daunorubicin 20830-81-3 500mg $612 2021-12-16 Buy
Product number Packaging Price Buy
B1099 10mg $63 Buy
B1099 50mg $188 Buy
orb611916 25mg $272 Buy
orb611916 100mg $391 Buy
orb611916 500mg $612 Buy

Daunorubicin Chemical Properties,Uses,Production

Description

Daunomycin is a thin red, needle-shaped material.Molecular weight = 527.6; Freezing/Meltingpoint = 190℃ (decomposes). Soluble in water.

Chemical Properties

Daunomycin is a thin red, needle-shaped material.

Originator

Cerubidine,Specia,France,1968

Uses

Oncology

Uses

antineoplastic

Uses

Daunorubicin hydrochloride USP (Cerubidine) is used to traet acute lymphocytic and granulocytic leukemia; lymphomas.

Indications

Daunorubicin (Cerubidine) is used to treat acute leukemias, while its structural analogue, doxorubicin (Adriamycin) is extensively employed against a broad spectrum of cancers. Although the two drugs have similar pharmacological and toxicological properties, doxorubicin is more potent against most animal and human tumors and will be discussed in greater detail.

Definition

ChEBI: A natural product found in Actinomadura roseola.

Manufacturing Process

Two 300 ml Erlenmeyer flasks are prepared, each of them containing 60 ml of the following vegetative medium in tap water: 0.6% peptone, 0.3% dry yeast and 0.05% calcium nitrate. The pH after sterilization by heating in an autoclave to 120°C for 20 minutes is 7.2.
Each flask was inoculated with mycelium of Streptomyces F.I. 1762 whose quantity corresponds to one-fifth of a suspension in sterile water of the mycelium of a 10 day old culture growth in a test tube containing the following ingredients dissolved in tap water.
Percent
Saccharose
2
Dry yeast
0.1
Potassium hydrogen phosphate
0.2
Percent
Sodium nitrate
0.2
Magnesium sulfate
0.2
Agar
2
The flasks are incubated at 28°C for 48 hours on a rotary shaker with a stroke of 60 mm at 220 rpm. 2 ml of a vegetative medium thus grown are used to inoculate 300 ml Erlenmeyer flasks containing 60 ml of the following productive medium in tap water at pH 7.0.
Percent
Glucose 4
Dry yeast 1.5
Sodium chloride 0.2
Potassium hydrogen phosphate 0.1
Calcium carbonate 0.1
Calcium carbonate 0.1
Iron sulfate 0.001
Zinc sulfate 0.001
Copper sulfate 0.001
(The medium had been sterilized at 120°C for 20 minutes, the glucose being previously sterilized separately at 110°C for 20 minutes.) It is incubated at 28°C under the conditions described for the vegetative media. After 120 hours of fermentation a maximum activity corresponding to a concentration of 60 micrograms/ml is achieved.

brand name

Cerubidine (Bedford); Cerubidine (Sanofi Aventis); Cerubidine (Wyeth).

Therapeutic Function

Cancer chemotherapy

General Description

Anthracycline antibiotic. An anticancer agent.

Biological Activity

daunorubicin is an inhibitor of dna topoisomerase ii [1].daunorubicin is an anthracycline antibiotic. it is also used as an effective chemotherapeutic agent against tumors especially acute myeloid leukaemia and acute lymphocytic leukaemia. daunorubicin can affect the metabolism and synthesis of dna and rna. in the in vitro assay, daunorubicin inhibits the incorporation of thymidine and uridine into l1210 cells. it also inhibits the incorporation of labeled precursors into the isolated dna and rna from incubated cells. when treated with leukemic cells isolated from acute lymphocytic leukemia patients, daunorubicin significantly inhibits the biosynthesis of the dna and rna macromolecules [2, 3].

Clinical Use

Antineoplastic agent:
Acute leukaemias
HIV-related Kaposi’s Sarcoma

Safety Profile

Confirmed carcinogen with experimental carcinogenic, neoplastigenic, and tumorigenic data. Human poison by ingestion. Experimental poison by subcutaneous, intravenous, and intraperitoneal routes. Experimental teratogenic and reproductive effects. Human mutation data reported. When heated to decomposition it emits toxic fumes of NOx. See also DAUNOMYCIN HYDROCHLORIDE.

Potential Exposure

An antibiotic. It is used as a medicine for treating cancer.

Drug interactions

Potentially hazardous interactions with other drugs
Antipsychotics: avoid with clozapine due to risk of agranulocytosis.
Cytotoxics: possible increased cardiotoxicity with trastuzumab - avoid for up to 28 weeks after stopping trastuzumab.
Avoid with live vaccines.

First aid

If this chemical gets into the eyes, remove anycontact lenses at once and irrigate immediately for at least15 min, occasionally lifting upper and lower lids. Seekmedical attention immediately. If this chemical contactsthe skin, remove contaminated clothing and wash immediately with soap and water. Seek medical attention immediately. If this chemical has been inhaled, remove fromexposure, begin rescue breathing (using universal precautions, including resuscitation mask) if breathing hasstopped and CPR if heart action has stopped. Transferpromptly to a medical facility. When this chemical hasbeen swallowed, get medical attention. Give large quantities of water and induce vomiting. Do not make an unconscious person vomit.

Metabolism

Daunorubicin is rapidly taken up by the tissues, especially by the kidneys, liver, spleen and heart. Subsequent release of drug and metabolites is slow (half-life ~55 hours). It is rapidly metabolised in the liver and the major metabolite, daunorubicinol is also active.
It is excreted slowly in the urine, mainly as metabolites with 25% excreted within 5 days. Biliary excretion accounts for 40-50% elimination

storage

Color Code—Blue: Health Hazard/Poison: Storein a secure poison location. Prior to working with daunomycin you should be trained on its proper handling and storage. A regulated, marked area should be established wherethis chemical is handled, used, or stored in compliance withOSHA Standard 1910.1045. Store in tightly closed containers in a cool, well-ventilated area.

Shipping

UN3249 Medicine, solid, toxic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials. UN2811 Toxic solids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1- Poisonous materials, Technical Name Required.

Waste Disposal

It is inappropriate and possi- bly dangerous to the environment to dispose of expired or waste drugs and pharmaceuticals by flushing them down the toilet or discarding them to the trash. Household quanti- ties of expired or waste pharmaceuticals may be mixed with wet cat litter or coffee grounds, double-bagged in plastic, discard in trash. Larger quantities shall carefully take into consideration applicable DEA, EPA, and FDA regulations. If possible return the pharmaceutical to the manufacturer for proper disposal being careful to properly label and securely package the material. Alternatively, the waste pharmaceuti- cal shall be labeled, securely packaged and transported by a state licensed medical waste contractor to dispose by burial in a licensed hazardous or toxic waste landfill or incinerator. Consult with environmental regulatory agencies for guidance on acceptable disposal practices. Generators of waste con- taining this contaminant (≥100 kg/mo) must conform with EPA regulations governing storage, transportation, treatment, and waste disposal.

References

[1] hande k r. etoposide: four decades of development of a topoisomerase ii inhibitor. european journal of cancer, 1998, 34(10): 1514-1521.
[2] momparler r l, karon m, siegel s e, et al. effect of adriamycin on dna, rna, and protein synthesis in cell-free systems and intact cells. cancer research, 1976, 36(8): 2891-2895.
[3] meriwether w d, bachur n r. inhibition of dna and rna metabolism by daunorubicin and adriamycin in l1210 mouse leukemia. cancer research, 1972, 32(6): 1137-1142.

23541-50-6
20830-81-3
Synthesis of Daunorubicin from Daunorubicin hydrochloride
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View Lastest Price from Daunorubicin manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Daunorubicin pictures 2023-07-04 Daunorubicin
20830-81-3
US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
Daunorubicin pictures 2021-07-13 Daunorubicin
20830-81-3
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd
Daunorubicin pictures 2021-07-09 Daunorubicin
20830-81-3
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd
  • Daunorubicin pictures
  • Daunorubicin
    20830-81-3
  • US $0.00 / KG
  • 99%
  • Hebei Mojin Biotechnology Co., Ltd
  • Daunorubicin pictures
  • Daunorubicin
    20830-81-3
  • US $15.00-10.00 / KG
  • 99%+ HPLC
  • Zhuozhou Wenxi import and Export Co., Ltd
  • Daunorubicin pictures
  • Daunorubicin
    20830-81-3
  • US $15.00-10.00 / KG
  • 99%+ HPLC
  • Zhuozhou Wenxi import and Export Co., Ltd
DAUNORUBICIN DAUNORUBICINE HYDROCHLORIDE LEUKAEMOMYCIN C HYDROCHLORIDE (8s-cis)-8-acetyl-10-[(3-amino-2,3,6-trideoxy-alpha-l-lyxo-hexopyrannosyl)oxy] 3-acetyl-1,2,3,4,6,11-hexahydro-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-1-naph 5,12-naphthacenedione,8-acetyl-10-((3-amino-2,3,6-trideoxy-alpha-l-lyxo-hexopy -7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-5,12-napthacenedione acetyladriamycin daunamycin daunarubicinum Daunormycin 5,12-Naphthacenedione, 8-acetyl-10-(3-amino-2,3,6-trideoxy-.alpha.-L-lyxo-hexopyranosyl)oxy-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-, (8S,10S)- 5,12-Naphthacenedione, 8-acetyl-10-[(3-amino-2,3,6-trideoxy-a-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-, (8S,10S)- daunorubicine fi6339 leukaemomycinc nci-c04693 nsc-82151 ranosyl)oxy)-7,8,9,10-tetrahydro-6,8,11-tri/// rcrawastenumberu059 rp13057 rubidomycin rubomycinc rubomycinc1 thacenyl-3-amino-2,3,6-trideoxy-alpha-l-lyxo 5,12-Naphthacenedione, 8-acetyl-10[(3-amino-2,3,6-trideoxy)-alpha-L-lyxo-hexopyranos) oxyl-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-, (8S-cis)- (8S-cis)-8-Acetyl-10-[(3-amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-5,12-naphthacenedione 2,2,6-Trideoxy-3-amino-a-lycszo-4-methoxy-6,7,9,11-tetraoxy-9-aceto-7,8,9,10-tetrahydrotetraacenchynon Zhengdingmycin (8S,10S)-8-Acetyl-10-[(3-amino-2,3,6-trideoxy-α-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-5,12-naphthacenedione Daunorubicin HCL/Daunomycin Daunorubicin (Daunomycin) Daunorubicin(RP13057) 5,12-Naphthacenedione, 8-acetyl-10-[(3-amino-2,3,6-trideoxy-α-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-, (8S,10S)- 5,12-Naphthacenedione, 8-acetyl-10-[(3-amino-2,3,6-trideoxy-α-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-, (8S-cis)- Daunomycin (8CI) Daunomycine NSC 83142 DAUNORUBUCIN RP13057;DAUNOMYCIN;RUBIDOMYCIN Daunorubicin USP/EP/BP Daunorubicin formate salt Daunorubicin trifluoroacetate salt Doxorubicin Hydrochloride EP Impurity A DaunorubicinQ: What is Daunorubicin Q: What is the CAS Number of Daunorubicin Q: What is the storage condition of Daunorubicin Daunorubicin 13CD3Q: What is Daunorubicin 13CD3 Q: What is the CAS Number of Daunorubicin 13CD3 (8s-cis)-8-acetyl-10-((3-amino-2,3,6-trideoxy-alpha-l-lyxo-hexopyranosyl)oxy)-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-5,12-naphthacenedione hydrochloride DAUNOMYCIN DAUNOMYCIN HYDROCHLORIDE cerubidin daunorrubicina daunoxome (8S,10S)-8-acetyl-10-[(3-amino-2,3,6-trideoxy-α-L-lyxo-hexopyranosyl)oxy]-6,8,11-trihydroxy-1-methoxy-7,8,9,10-tetrahydrotetracene-5,12-dione (daunorubicin), 20830-81-3 C27H29NO10HClH2O