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HCID 65348Erstellt: 26. Oktober 2026

(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

Ebewe · Adrial · CS-1396 · Ellence · Epirubin HCI · Epirubicin Ebewe · Farmorubicin-RTU · (8s-cis)-rochlorid

https://huagongshe.com/de/chemical/65348

Molekülstruktur von (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

Identifikatoren & physikalische Daten

CAS No.56390-09-1
SummenformelC27H30ClNO11
Durchschnittliche Molmasse580 g/mol
Monoisotopische Masse579,15073846 g/mol
SMILESCOc1cccc2c1C(=O)c1c(O)c3c(c(O)c1C2=O)C[C@@](O)(C(=O)CO)C[C@@H]3O[C@H]1C[C@H](N)[C@@H](O)[C@H](C)O1.Cl
InChIKeyMWWSFMDVAYGXBV-FGBSZODSSA-N
PubChem CID65348
ChEMBLCHEMBL1200981
ChEBICHEBI:232543
EC No.260-145-2
DTXSIDDTXSID50860297
Lokaler Name(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 & physikalische Eigenschaften

Polarare Oberfläche (TPSA)206
H-Brücken-Donoren7
H-Brücken-Akzeptoren12
Frei drehbare Bindungen5
Schwere Atome40
Formalladung0
Komplexität977
Human DrugsBreast FeedingLactationMilk, HumanAntineoplastic AgentsAnthracyclinesAntibiotics, AntineoplasticTopoisomerase II InhibitorsFDA approved drugs -> Active ingredient
Collision Cross Section225.2 Ų [M+H]+ [CCS Type: TWMethod: calibrated with polyalanine and drug standards]
Schmelzpunkt185°C dec.
Flammpunkt443.8℃
LagerbedingungenInert atmosphere,Store in freezer, under -20°C
LöslichkeitSoluble in DMSO to 100mM, or in ethanol to 10mM
Aggregatzustandpowder
pKa (Säurekonstante)11.33 (pKa₃)(Temp: 25 °CSolvent: Sodium chloride 0.9)
Farbered to deep red
StabilitätStable 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.
InChIKeyMWWSFMDVAYGXBV-UAOJCOQHSA-N
SMILESC12=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

Sicherheit & Vorschriften

GHS-EinstufungDangerH302 (99.2%): Harmful if swallowed [Warning Acute toxicity, oral]P203, P264, P270, P280, P301+P317, P318, P330, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 130 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Regulatorische Informationen5,12-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)-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Hazard Classes and CategoriesAcute Tox. 4 (99.2%)
Drug Induced Liver InjuryDrug Induced Liver Injury Rank (DILIrank 2.0)Epirubicin hydrochlorideAmbiguous-DILI-concern3Warnings & precautionsDOI:10.1016/j.drudis.2016.02.015
Effects During Pregnancy and Lactation◉ Summary of Use during Lactation
Wassergefährdungsklasse (WGK)3
Zollcode29419090
R-Sätze (R)22-63-62-46-40
GefahrensymboleXn
Sicherheitshinweise (S)36/37/38-45-46
Lagerklasse6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
GefahrenklasseAcute Tox. 4 OralCarc. 1BMuta. 1BRepr. 1B

Anwendungen & Verwendung

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.

Verwenden

Used as an antineoplastic