(8S-cis)-10-[(3-Amino-2,3,6-tridesoxy-α-L-arabino-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxynaphthacen-5,12-dionhydrochlorid
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- CAS-Nr.
- 56390-09-1
- Bezeichnung:
- (8S-cis)-10-[(3-Amino-2,3,6-tridesoxy-α-L-arabino-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxynaphthacen-5,12-dionhydrochlorid
- Englisch Name:
- Epirubicin hydrochloride
- Synonyma:
- Ebewe;Adrial;Ellence;CS-1396;Epirubin HCI;Farmorubicin-RTU;Epirubicin Ebewe;EpirubicinHc,LEp5,;Epirubicin HCl API;(8s-cis)-rochlorid
- CBNumber:
- CB3501568
- Summenformel:
- C27H30ClNO11
- Molgewicht:
- 579.9802
- MOL-Datei:
- 56390-09-1.mol
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(8S-cis)-10-[(3-Amino-2,3,6-tridesoxy-α-L-arabino-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxynaphthacen-5,12-dionhydrochlorid Eigenschaften
- Schmelzpunkt:
- 185°C dec.
- alpha
- D20 +274° (c = 0.01 in methanol)
- RTECS-Nr.
- QI9295750
- Flammpunkt:
- 443.8℃
- storage temp.
- Inert atmosphere,Store in freezer, under -20°C
- Löslichkeit
- Soluble in DMSO to 100mM, or in ethanol to 10mM
- Aggregatzustand
- powder
- Farbe
- red to deep red
- Stabilität:
- Stable for 2 years from date of purchase as supplied. Solutions in DMSO or distilled water may be stored at -20° for up to 3 months.
- InChIKey
- MWWSFMDVAYGXBV-UAOJCOQHSA-N
- SMILES
- C12=C(O)C3=C(C(=O)C4=C(C3=O)C=CC=C4OC)C(O)=C1[C@@]([H])(O[C@H]1O[C@@H](C)[C@H](O)[C@@H](N)C1)C[C@](O)(C(=O)CO)C2.Cl
(8S-cis)-10-[(3-Amino-2,3,6-tridesoxy-α-L-arabino-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxynaphthacen-5,12-dionhydrochlorid Chemische Eigenschaften,Einsatz,Produktion Methoden
Beschreibung
Epirubicin hydrochloride is an antitumor antibiotic which is epimeric with
doxorubicin a t the 4’-position of the amino sugar moiety. It has shown utility in
the treatment of mammary, gastric, colorectal, pulmonary and ovarian carcinomas,
as well as malignant lymphoma and melanoma and soft tissue sarcoma. It is
reported to be less sardiotoxic than doxorubicin.
Chemische Eigenschaften
Orange-Red Crystalline Solid
Verwenden
Used as an antineoplastic
Biologische Funktion
This stereoisomer of doxorubicin has the 4′-hydroxy group of the daunosamine sugar oriented in the β-position . Epirubicin will be slowly reduced to the active C13 alcohol (epirubicinol), giving it a 30- to 38-hour half life, which is similar to that of doxorubicin. Unlike doxorubicinol, however, which was equally active with doxorubicin, epirubicinol has only one-tenth the activity of its parent drug and is not believed to contribute significantly to the therapeutic action of this agent.
Biologische Aktivität
Antibiotic antitumor agent. Inhibits the synthesis and function of DNA (IC 50 = 62.7 μ M in rat glioblastoma cell lines) and inhibits the relaxing property of topoisomerase II.
Clinical Use
Epirubicin is indicated for use in breast cancer, and the starting dose is 100 to 120 mg/m2 (compared to a starting dose of 60–75 mg/m2 for doxorubicin).
Nebenwirkungen
The side effects and precautions are as outlined previously for doxorubicin, although there is a lower risk of serious myocardial toxicity or myelotoxicity.
Stoffwechsel
Cleavage of the epimerized sugar will occur before excretion, generating an aglycone that is indistinguishable from that generated by doxorubicin. Although excretion is primarily biliary, dosage reduction in severe renal impairment, as well as in hepatic dysfunction, is warranted.
(8S-cis)-10-[(3-Amino-2,3,6-tridesoxy-α-L-arabino-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxynaphthacen-5,12-dionhydrochlorid Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Downstream Produkte
(8S-cis)-10-[(3-Amino-2,3,6-tridesoxy-α-L-arabino-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxynaphthacen-5,12-dionhydrochlorid Anbieter Lieferant Produzent Hersteller Vertrieb Händler.
Global( 411)Lieferanten
56390-09-1((8S-cis)-10-[(3-Amino-2,3,6-tridesoxy-α-L-arabino-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxynaphthacen-5,12-dionhydrochlorid)Verwandte Suche:
Aminocapronsure
Doxorubicin hydrochloride
Trometamol
Epirubicin
Glycin
3-Aminophenol
Paracetamol
Aminotransferase, Alanin-
Topotecan hydrochloride
Rimantadine
4-(Dimethylamino)-1,2-dihydro-1,5-dimethyl-2-phenyl-3H-pyrazol-3-on
Centchroman
Tetrahydro-4H-pyran-4-on
ALTRENOGEST
Glucosamin
2-Naphthacencarboxamid, 4-(Dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, Monohydrochlorid, [4S-(4α,4aα,5α,5aα,6α,12aα)]-
N,N-Dimethyl-3-((1-(phenylmethyl)-1H-indazol-3-yl)oxy)-1-propanamin-monohydrochlorid
Phenforminhydrochlorid
- 4’-epi-adriamycinhydrochloride
- 5,12-naphthacenedione,10-((3-amino-2,3,6-trideoxy-alpha-l-arabino-hexopyranosy
- 8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxy-l)oxy)-hyd
- EPIRUBICIN HYDROCHLORIDE EP STANDARD
- EpirubicinHc,LEp5,
- Adrial
- (8S,10S)-10-[(3-amino-2,3,6-trideoxy-α-L-arabino-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(2-hydroxyacetyl)-1-methoxy-5,12-naphthacenedione, hydrochloride (1:1)
- 5,12-Naphthacenedione, 10-[(3-amino-2,3,6-trideoxy-α-L-arabino-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(2-hydroxyacetyl)-1-methoxy-, hydrochloride (1:1), (8S,10S)-
- (8S,10S)-10-(((2S,4S,5R,6S)-4-Amino-5-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-6,8,11-tri
- Ellence, Farmorubicin, Pharmorubicin
- 5,12-Naphthacenedione, 10-(3-amino-2,3,6-trideoxy-.alpha.-L-arabino-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-arabino-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-arabino-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxy-, hydrochloride, (8S-cis)-
- Epidoxorubicin hydrochloride
- (8S-cis)-10-[(3-Amino-2,3,6-trideoxy-alpha-L-arabino-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxynaphthacene-5,12-dione hydrochloride
- Epirubicin hydrochloride
- Farmorubicin-RTU
- Epirubicin hydrochloride(4'-Epidoxorubicin)
- Ellence
- Epirubicin, Hydrochloride Salt
- Epirubicin Hydrochloride (200 mg)
- (8S-cis)-4'-Epidoxorubicin Hydrochloride
- Epirubicin HCl API
- (8S,10S)-10-[(3-Amino-2,3,6-trideoxy-α-L-arabino-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(2-hydroxyacetyl)-1-methoxy-5,12-naphthacenedionehydrochloride
- Epirubin HCI
- Epirubicin hydrochloride, >=99%
- Epirubicin HCl
Epirubicin hydrochloride
- (8s-cis)-rochlorid
- Epirubicin hydrochloride CRS
- (8S,10S)-10-(((2R,4S,5R,6S)-4-Amino-5-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-6,8,11-trihydroxy-8-(2-hydroxyacetyl)-1-methoxy-7,8,9,10-tetrahydrotetracene-5,12-dione hydrochloride
- Epirubicin hydrochloride USP/EP/BP
- cis)-10-[(3-Amino-2,3,6-tridesoxy-α-L-arabino-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxynaphthacen-5,12-dionhydrochlorid
- Epirubicin hydrochloride / Epirubicin hcl
- (8R,10S)-10-{[(2R,4S,5R,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy}-6,8,11-trihydroxy-7-(2-hydroxyacetyl)-1-methoxy-5,7,8,9,10,12-hexahydrotetracene-5,12-dione
- Epirubicin HydrochlorideQ: What is
Epirubicin Hydrochloride Q: What is the CAS Number of
Epirubicin Hydrochloride Q: What is the storage condition of
Epirubicin Hydrochloride Q: What are the applications of
Epirubicin Hydrochloride
- 5,12-Naphthacenedione, 10-[(3-amino-2,3,6-trideoxy-α-L-arabino-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(2-hydroxyacetyl)-1-methoxy-, hydrochloride (1:1), (8S,10S)-
- Epirubicin Hydrochloride (EPR.HCl), 97%
- Epirubicin Hydrochloride (1237382)
- CS-1396
- Epirubicin hydrochloride, ≥90% (HPLC)
- Epirubicin Hydrochloride - CAS 56390-09-1 - Calbiochem
- epi-Doxorubicin HCl
- Epirubicin HCl (4'-epidoxorubicin)
- ELLENCE; PHARMORUBICIN; EPIRUBICIN EBEWE
- Epirubicin Ebewe
- (8S,10S)-10-(((2R,4S,5R,6S)-4-Amino-5-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-6,8,11-trihydroxy-8-(2-hydroxyacetyl)-1-methoxy-7,8,9,10-tetrahydrotetracene-5,12-dione hydrochloride (Doxorubicin Impurity)
- Ebewe
- Epirubicin (IMI 28) HCl
- 56390-09-1
- C27H28NO11xHCl
- C27H34ClNO11
- C27H33NO11
- 57998
- Anti-cancer&immunity
- API
- Antineoplastic
- Intermediates & Fine Chemicals
- Pharmaceuticals
