Doxorubicin hydrochloride

Doxorubicin hydrochloride Struktur
25316-40-9
CAS-Nr.
25316-40-9
Bezeichnung:
Doxorubicin hydrochloride
Englisch Name:
Doxorubicin hydrochloride
Synonyma:
DOX;DOXORUBICIN HCL;ADR;Doxorubicin HCI;CAELYX;DOX HCl;DOX HYDROCHLORIDE;ADRIAMYCIN HYDROCHLORIDE;(8s-cis)-10-[(3-amino-2,3,6-trideoxy-alpha-l-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxynaphthacene-5,12-dione hydrochloride;(8S,10S)-10-[[(2R,4S,5S,6S)-4-Amino-5-hydroxy-6-methyl-2-tetrahydropyranyl]oxy]-6,8,11-trihydroxy-8-(2-hydroxyacetyl)-1-methoxy-7,8,9,10-tetrahydrotetracene-5,12-dione Hydrochloride
CBNumber:
CB0110633
Summenformel:
C27H30ClNO11
Molgewicht:
579.98
MOL-Datei:
25316-40-9.mol

Doxorubicin hydrochloride Eigenschaften

Schmelzpunkt:
216 °C (dec.)(lit.)
alpha 
D20 +248±2° (c = 0.1 in methanol)
storage temp. 
2-8°C
Löslichkeit
Soluble in DMSO at 100 mg/ml; very poorly soluble in ethanol; soluble in water at 10 mg/ml with slight warming.
pka
pKa 8.25±0.60 (Uncertain);8.43±0.70 (Uncertain);11.9±0.4 (Uncertain);12.95±0.1 (Uncertain);13.8±0.70 (Uncertain)
Aggregatzustand
solid
Farbe
orange to dark red
Wasserlöslichkeit
Soluble in water.
maximale Wellenlänge (λmax)
497nm(H2O)(lit.)
Merck 
14,3439
BRN 
4229251
Stabilität:
Stable for 1 year from date of purchase as supplied. Solutions in distilled water may be stored at -20° for up to 3 months.
InChIKey
MWWSFMDVAYGXBV-RUELKSSGSA-N
CAS Datenbank
25316-40-9(CAS DataBase Reference)
EPA chemische Informationen
Doxorubicin hydrochloride (25316-40-9)
Sicherheit
  • Risiko- und Sicherheitserklärung
  • Gefahreninformationscode (GHS)
Kennzeichnung gefährlicher T,T+,Xi
R-Sätze: 45-22-40-26/27/28-36/38
S-Sätze: 53-45-36/37/39-22-7/9
WGK Germany  3
RTECS-Nr. QI9295900
10-21
HS Code  29419090
Toxizität LD50 i.v. in mice: 21.1 mg/kg (Bertazzoli, 1970)
Bildanzeige (GHS) GHS hazard pictogramsGHS hazard pictograms
Alarmwort Achtung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H302 Gesundheitsschädlich bei Verschlucken. Akute Toxizität oral Kategorie 4 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P270, P301+P312, P330, P501
H340 Kann genetische Defekte verursachen. Keimzellmutagenität Kategorie 1B Achtung GHS hazard pictogramssrc="/GHS08.jpg" width="20" height="20" />
H350 Kann Krebs verursachen. Karzinogenität Kategorie 1A Achtung GHS hazard pictogramssrc="/GHS08.jpg" width="20" height="20" />
Sicherheit
P201 Vor Gebrauch besondere Anweisungen einholen.
P202 Vor Gebrauch alle Sicherheitshinweise lesen und verstehen.
P264 Nach Gebrauch gründlich waschen.
P264 Nach Gebrauch gründlich waschen.
P270 Bei Gebrauch nicht essen, trinken oder rauchen.
P301+P312 BEI VERSCHLUCKEN: Bei Unwohlsein GIFTINFORMATIONSZENTRUM/Arzt/... (geeignete Stelle für medizinische Notfallversorgung vom Hersteller/Lieferanten anzugeben) anrufen.
P308+P313 BEI Exposition oder falls betroffen: Ärztlichen Rat einholen/ärztliche Hilfe hinzuziehen.

Doxorubicin hydrochloride Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:

R45:Kann Krebs erzeugen.
R22:Gesundheitsschädlich beim Verschlucken.
R40:Verdacht auf krebserzeugende Wirkung.
R26/27/28:Sehr giftig beim Einatmen, Verschlucken und Berührung mit der Haut.

S-Sätze Betriebsanweisung:

S53:Exposition vermeiden - vor Gebrauch besondere Anweisungen einholen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S22:Staub nicht einatmen.
S7/9:Behälter dicht geschlossen an einem gut gelüfteten Ort aufbewahren.

Chemische Eigenschaften

Doxorubicin is an orange to red cake-like or needle-like crystalline solid. It is a cytotoxic anthracycline antibiotic isolated from cultures of Streptomyces peucetius var. caesius. Doxorubicin hydrochloride is an orange-red, crystalline, hygroscopic powder that is soluble in water and slightly soluble in methanol.

Verwenden

Doxorubicin hydrochloride (adriamycin hydrochloride) is an antitumour agent that has been formulated as a salt to achieve higher water solubility. While the salt shares the same pharmacological properties as doxorubicin free base, its greater water solubility may offer advantages in some in vitro applications. Physicochemical properties and chromatographic behaviour will depend on whether the pH is buffered. In non-pH controlled systems the free base and salt may behave differently.

Biologische Funktion

The C13 substituent of doxorubicin is hydroxymethyl, which retards the action of cytosolic aldoketoreductase and slows the conversion to the equally active, but chronically cardiotoxic, doxorubicinol.

Allgemeine Beschreibung

Adriamycin hydrochloride appears as orange-red thin needles. Aqueous solutions yellow-orange at acid pHs, orange-red at neutral pHs, and violet blue over pH 9. Doxorubicin is available as both the conventional dosageform and a liposomal preparation, both of which are administeredby infusion. Doxorubicin HCl powder is available in10-, 20-, 50-, and 150-mg vials and is widely used in treatingvarious cancers, including leukemias, soft and bone tissuesarcomas, Wilms tumor, neuroblastoma, small cell lungcancer, and ovarian and testicular cancer.

Air & Water Reaktionen

Water soluble.

Reaktivität anzeigen

Amines, like Doxorubicin hydrochloride, are weak chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides.

Brandgefahr

Doxorubicin hydrochloride is probably combustible.

Biologische Aktivität

Antitumor antibiotic agent that inhibits DNA topoisomerase II. DNA intercalator that inhibits nucleic acid synthesis and induces apoptosis.

Mechanism of action

Liposomes are taken up selectively into tumor cells, presumably because of their persistence in the bloodstream and enhanced permeability of tumor vascular membranes. In liposomal form, the drug is protected against enzymes that generate cardiotoxic free radicals, although this form of the drug can still induce potentially fatal congestive heart failure. Clinical experience with the liposomal formulation is limited, and few studies comparing the long-term toxicity with that of conventional doxorubicin therapy have been conducted. Therefore, all precautions outlined for the use of doxorubin also are employed when the liposomal formulation is used.

Clinical Use

Doxorubicin is utilized either alone or in combination therapy to treat a wide range of neoplastic disorders, including hematologic cancers and solid tumors in breast, ovary, stomach, bladder, and thyroid gland. A liposomal formulation of doxorubicin is used in the treatment of AIDS-related Kaposi's sarcoma and organoplatinum-resistant ovarian cancer.

mögliche Exposition

An antibiotic product from streptomyces, used as anticancer drug

Stoffwechsel

This contributes to the longer duration of action compared to analogues that have CH3 at this position (e.g., daunorubicin). Doxorubicin is highly lipophilic and concentrates in the liver, lymph nodes, muscle, bone marrow, fat, and skin. Elimination is triphasic, and the drug has a terminal half-life of 30 to 40 hours. The majority of an administered dose is excreted in the feces.

Versand/Shipping

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

Inkompatibilitäten

Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides

Waste disposal

It is inappropriate and possibly dangerous to the environment to dispose of expired or waste pharmaceuticals by flushing them down the toilet or discarding them to the trash. Household quantities 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 pharmaceutical 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.

Doxorubicin hydrochloride Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Doxorubicin hydrochloride Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

Global( 757)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
Beijing Mesochem Technology Co.,Ltd
+8613651027935
rachel@mesochem.com China 191 58
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+86-29-89586680 +86-15129568250
1026@dideu.com China 29271 58
Hebei Mojin Biotechnology Co., Ltd
+8613288715578
sales@hbmojin.com China 12456 58
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+86-18031140164 +86-19933155420
erin@hbldbiotech.com China 878 58
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salesvip2@hntmhg.com China 415 58
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deasea125996@gmail.com China 2503 58
Anhui Ruihan Technology Co., Ltd
+8617756083858
daisy@anhuiruihan.com China 994 58
Henan Fengda Chemical Co., Ltd
+86-371-86557731 +86-13613820652
info@fdachem.com China 7786 58
Hunan aslsen technology co.,ltd
+86-17397237530 +86-19313031929
aslsd@aslsen.com China 128 58

25316-40-9(Doxorubicin hydrochloride)Verwandte Suche:


  • ADRIACIN
  • ADRIBLASTINA
  • ADRIBLASTINA HYDROCHLORIDE
  • ADRIAMYCIN HCL
  • 14-HYDROXYDAUNOMYCIN HCL
  • 14-HYDROXYDAUNOMYCIN HYDROCHLORIDE
  • DOXORUBICIN HYDROCHLORIDE
  • HYDROXYDAUNORUBICIN HYDROCHLORIDE
  • (8s-cis)-hlorid
  • DOXORUBICIN HYDROCHLORIDE, FOR FLUORESCE NCE
  • DOXORUBICIN HYDROCHLORIDE SOLUTION 2 MG/
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  • Caely
  • Adriamycin HCl Solution
  • 5,12-Naphthacenedione, 10-(3-amino-2,3,6-trideoxy-.alpha.-L-lyxo-hexopyranosyl)oxy-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxy-, hydrochloride, (8S,10S)-
  • DOXORUBICINHCL(FDA)
  • 5,12-Naphthacenedione, 10-[(3-amino-2,3,6-trideoxy-α-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxy-, hydrochloride, (8S,10S)-
  • 5,12-Naphthacenedione, 10-[(3-amino-2,3,6-trideoxy-α-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxy-, hydrochloride, (8S-cis)-
  • Adriamycin, hydrochloride (8CI)
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  • DOXORUBICIN HYDROCHLORIDE (ADRIAMYCIN HC L) \ APOPTOSIS INDUCER
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  • Doxorubicin Hydrochloride /Adriamycin hydrochloride
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  • 8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxy-xy)-hydroc
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  • 10-[(3-Amino-2,3,6-trideoxy-α-L-lyxohexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-5,12-naphthacenedionehydrochloride
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  • Doxorubicin hydrochl
  • Doxorubicin hydrochloride((AdriaMycin)
  • Doxorubicin Hydrochloride, USP
  • Doxorubicin HCl/AdriaMycin
  • Doxorubicin hydrochloride,Adriamycin hydrochloride, DOX, Hydroxydaunorubicin hydrochloride
  • (8S,10S)-8-acetyl-10-{[(2R,4S,5S,6S)-4-aMino-5-hydroxy-6-Methyloxan-2-yl]oxy}-6,8,11-trihydroxy-1-Methoxy-5,7,8,9,10,12-hexahydrotetracene-5,12-dione
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