Epirubicin hydrochloride

Product Name: Epirubicin hydrochloride
CAS No.: 56390-09-1
Chemical Name: Epirubicin hydrochloride
Synonyms: Ebewe;Adrial;CS-1396;Ellence;Epirubin HCI;Epirubicin Ebewe;Farmorubicin-RTU;(8s-cis)-rochlorid;EpirubicinHc,LEp5,;Epirubicin HCl API
CBNumber: CB3501568
Molecular Formula: C27H30ClNO11
Formula Weight: 579.9802
MOL File: 56390-09-1.mol

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Epirubicin hydrochloride Property

Melting point:: 185°C dec.
alpha: D20 +274° (c = 0.01 in methanol)
RTECS: QI9295750
Flash point:: 443.8℃
storage temp.: Inert atmosphere,Store in freezer, under -20°C
solubility: Soluble in DMSO to 100mM, or in ethanol to 10mM
form: powder
color: red to deep red
Stability:: 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

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Safety

Hazard Codes: Xn
Risk Statements: 22-63-62-46-40
Safety Statements: 36/37/38-45-46
WGK Germany: 3
HS Code: 29419090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H302Harmful if swallowed

H340May cause genetic defects

H350May cause cancer

H360May damage fertility or the unborn child

Precautionary statements

P201Obtain special instructions before use.

P308+P313IF exposed or concerned: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: E9406
Product name: Epirubicin hydrochloride
Purity: ≥90% (HPLC)
Packaging: 5mg
Price: $217
Updated: 2024/03/01

Sigma-Aldrich

Product number: BP992
Product name: Epirubicin hydrochloride
Purity: British Pharmacopoeia (BP) Reference Standard
Packaging: 100MG
Price: $208
Updated: 2024/03/01

Sigma-Aldrich

Product number: 1237382
Product name: Epirubicin hydrochloride
Purity: United States Pharmacopeia (USP) Reference Standard
Packaging: 200mg
Price: $1340
Updated: 2024/03/01

Alfa Aesar

Product number: J60411
Product name: Epirubicin hydrochloride
Packaging: 10mg
Price: $244
Updated: 2024/03/01

Alfa Aesar

Product number: J60411
Product name: Epirubicin hydrochloride
Packaging: 100mg
Price: $944
Updated: 2024/03/01

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Epirubicin hydrochloride Chemical Properties,Usage,Production

Description

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.

Description

Epirubicin is a stereoisomer of the antitumor anthracycline doxorubicin that undergoes β-glucuronidation, which partially detoxifies the dose-limiting side effects that are present with doxorubicin. Compared to doxorubicin, epirubicin is equally cytotoxic to HeLa cells (ID₅₀s = 9 μM). When used either alone or in combination therapies, epirubicin has been shown to demonstrate high rates of complete or partial remission in various cancers including advanced ovary, lymphomas, breast, pancreas, gastric, hepatocellular carcinoma, head and neck tumors, and colorectal.

Chemical Properties

Orange-Red Crystalline Solid

Originator

Erbamont (Italy)

Uses

Used as an antineoplastic

Uses

Cell-permeable anthracycline anti-tumor antibiotic

brand name

Ellence(Pfizer);FARMORUBICIN.

Biological Functions

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.

Biological Activity

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).

Side effects

The side effects and precautions are as outlined previously for doxorubicin, although there is a lower risk of serious myocardial toxicity or myelotoxicity.

Drug interactions

Potentially hazardous interactions with other drugs
Antipsychotics: avoid with clozapine - increased risk of agranulocytosis.
Ciclosporin: increased risk of neurotoxicity
Cytotoxics: possible increased risk of cardiotoxicity with trastuzumab - avoid for up to 28 weeks after stopping trastuzumab.
Ulcer-healing drugs: concentration increased by cimetidine.
Vaccines: avoid with live vaccines

Metabolism

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.

storage

+4°C

References

1) Cersosimo?et al. (1986),?Epirubicin: a review of the pharmacology, clinical activity, and adverse effects of an adriamycin analogue; J. Clin. Oncol.,?4?425 2) Spadari?et al. (1986),?DNA polymerases and DNA topoisomerases as targets for the development of anticancer drugs; Anticancer Res.,?6?935 3) Minotti?et al. (2004),?Anthracyclines: molecular advances and pharmacologic developments in antitumor activity and cardiotoxicity; Pharmacol. Rev.,?56?185 4) Mercuro?et al. (2007),?Early epirubicin-induced myocardial dysfunction revealed by serial tissue Doppler echocardiography: correlation with inflammatory and oxidative stress markers; Oncologist,?12?1124

Epirubicin hydrochloride Preparation Products And Raw materials

Raw materials

Preparation Products

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Epirubicin hydrochloride Suppliers

Brazil 1 Canada 3 China 319 Czech Republic 1 Europe 4 Germany 7 Greece 1 India 23 Israel 1 Japan 3 Mexico 1 Poland 1 South Korea 1 Spain 1 Switzerland 1 United Arab Emirates 1 United Kingdom 15 United States 42 Global 426

TOKYO CHEMICAL INDUSTRY CO., LTD.

Tel: 03-36680489
Fax: 03-3668-0520
Email: Sales-JP@TCIchemicals.com
Country: Japan
ProdList: 28387
Advantage: 80

MICROBIOPHARM JAPAN CO., LTD.

Tel: --
Fax: --
Email: narita-t@microbiopharm.com
Country: Japan
ProdList: 5
Advantage: 58

MICROBIOPHARM JAPAN CO LTD

Tel: --
Fax: --
Email: watanabe-yso@microbiopharm.com
Country: Japan
ProdList: 4
Advantage: 58

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View Lastest Price from Epirubicin hydrochloride manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD

Product: Epirubicin hydrochloride 56390-09-1
Price: US $0.00/g/Bag
Min. Order: 1g
Purity: 98%min
Supply Ability: 1000g
Release date: 2021-10-18

BEIJING SJAR TECHNOLOGY DEVELOPMENT CO., LTD.

Product: Epirubicin Hydrochloride 56390-09-1
Price: US $0.00/g
Min. Order: 1g
Purity: More Than 99%
Supply Ability: 100kg/Month
Release date: 2024-08-02

Hebei Weibang Biotechnology Co., Ltd

Product: Epirubicin hydrochloride / Epirubicin hcl 56390-09-1
Price: US $1.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 10 mt
Release date: 2024-10-25

56390-09-1, Epirubicin hydrochlorideRelated Search:

6-Aminocaproic acid Doxorubicin hydrochloride Tris(hydroxymethyl)aminomethane Epirubicin Glycine 3-Aminophenol Acetaminophen EC 2.6.1.2 Topotecan hydrochloride 1-AdaMantanethylaMine Aminopyrine Centchroman Tetrahydro-4H-pyran-4-one ALTRENOGEST Glucosamine Doxycycline hydrochloride Enrofloxacin hydrochloride Benzydamine hydrochloride

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

Epirubicin hydrochloride, >=99%

Epirubicin HCl Epirubicin hydrochloride

(8s-cis)-rochlorid

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 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

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)-

(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

Epirubicin Hydrochloride (EPR.HCl), 97%

Epirubicin Hydrochloride (1237382)

(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

(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-5,7,8,9,1

Epirubiein Hydrochloride

56390-09-1

C27H28NO11xHCl

C27H34ClNO11

C27H33NO11

57998

11

Anti-cancer&immunity

API