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Merck
CN

SML4222

Eribulin

≥98% (HPLC), powder, microtubule dynamics inhibitor

Synonym(s):

2-(3-Amino-2-hydroxypropyl)hexacosahydro-3-methoxy- 26-methyl-20,27-bis(methylene)11,15-18,21-24,28-triepoxy- 7,9-ethano-12,15-methano-9H,15H-furo(3,2-i)furo(2′,3′-5,6) pyrano(4,3-b)(1,4)dioxacyclopentacosin-5-(4H)-one

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About This Item

Empirical Formula (Hill Notation):
C40H59NO11
CAS Number:
Molecular Weight:
729.90
NACRES:
NA.21
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
Technical Service
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Quality Level

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

-10 to -25°C

General description

Eribulin is a synthetic analog of Halichondrin B, a compound isolated from the sea sponge Halichondria okadai.

Application

Eribulin may be used for investigating its effects on tumor microenvironment and tumor vasculature.

Biochem/physiol Actions

Eribulin is a microtubule dynamics inhibitor that results in prolonged mitotic arrest and subsequent apoptosis. It suppresses microtubule dynamic instability at plus ends through an inhibition of microtubule growth with little or no effect on shortening. Eribulin displays anticancer activity by inhibiting the proliferation of multiple cancer cell types.

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Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Carc. 2 - Muta. 2 - Repr. 2

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Javier Cortes et al.
Cancer treatment reviews, 70, 190-198 (2018-09-23)
Eribulin mesylate (eribulin) is a synthetic analogue of the marine-sponge natural product halichondrin B. Eribulin exhibits potent antiproliferative activities against a variety of human cancer cell types in vitro and in vivo, and is used for the treatment of certain
Ornella Garrone et al.
Future oncology (London, England), 13(30), 2759-2769 (2017-12-09)
Eribulin is a synthetic analog of halichondrin B belonging to microtubule-targeted agents with a distinct mechanism of inhibition of microtubule dynamics. This molecule has multiple nonmitotic effects on tumor biology, exhibiting effects on epithelial-mesenchimal transition and tumor vasculature. We review
Panagiotis Koliou et al.
Cancer management and research, 10, 207-216 (2018-02-15)
Eribulin mesylate is a synthetic derivative of halichondrin B isolated from a marine sponge. Its mechanism of action is through microtubule inhibition, which is different from that of taxanes. Eribulin has been approved for the treatment of metastatic breast cancer

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