ChemicalBook > CAS DataBase List > Eribulin

Eribulin

Product Name: Eribulin
CAS No.: 253128-41-5
Chemical Name: Eribulin
Synonyms: 441015-17-6;E 7389;B 1939;Azibrin;Eribulin;ER 086526;Ai Riblin;Eribulin free;Eribulin Base;Eribulin (B1939
CBNumber: CB22546700
Molecular Formula: C40H59NO11
Formula Weight: 729.9
MOL File: 253128-41-5.mol

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Eribulin Property

Density: 1.29±0.1 g/cm3(Predicted)
storage temp.: Store at -20°C
solubility: Soluble in DMSO
form: Powder
pka: 12.56±0.35(Predicted)
color: White to off-white
InChI: InChI=1S/C40H59NO11/c1-19-11-24-5-7-28-20(2)12-26(45-28)9-10-40-17-33-36(51-40)37-38(50-33)39(52-40)35-29(49-37)8-6-25(47-35)13-22(42)14-27-31(16-30(46-24)21(19)3)48-32(34(27)44-4)15-23(43)18-41/h19,23-39,43H,2-3,5-18,41H2,1,4H3/t19-,23+,24+,25-,26+,27+,28+,29+,30-,31+,32-,33-,34-,35+,36+,37+,38-,39+,40+/m1/s1
InChIKey: UFNVPOGXISZXJD-JBQZKEIOSA-N
SMILES: O1[C@]2([H])C([H])([H])[C@@]34C([H])([H])C([H])([H])[C@@]5([H])C([H])([H])C(=C([H])[H])[C@]([H])(C([H])([H])C([H])([H])[C@@]6([H])C([H])([H])[C@@]([H])(C([H])([H])[H])C(=C([H])[H])[C@@]([H])(C([H])([H])[C@@]7([H])[C@@]([H])([C@]([H])([C@@]([H])(C([H])([H])[C@@]([H])(C([H])([H])N([H])[H])O[H])O7)OC([H])([H])[H])C([H])([H])C(C([H])([H])[C@@]7([H])C([H])([H])C([H])([H])[C@@]8([H])[C@@]([H])([C@@]([H])([C@@]1([H])[C@]([H])([C@@]2([H])O3)O8)O4)O7)=O)O6)O5

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H341Suspected of causing genetic defects

H351Suspected of causing cancer

H361Suspected of damaging fertility or the unborn child

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P281Use personal protective equipment as required.

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

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

ApexBio Technology

Product number: B3387
Product name: Eribulin
Packaging: 1mg
Price: $1969
Updated: 2021/12/16

DC Chemicals

Product number: DCAPI1516
Product name: Eribulin
Purity: >99%
Packaging: 10mg
Price: $2000
Updated: 2021/12/16

DC Chemicals

Product number: DCAPI1516
Product name: Eribulin
Purity: >99%
Packaging: 25mg
Price: $3000
Updated: 2021/12/16

DC Chemicals

Product number: DCAPI1516
Product name: Eribulin
Purity: >99%
Packaging: 100mg
Price: $5500
Updated: 2021/12/16

Chemenu

Product number: CM328399
Product name: (1S,3S,6S,9S,12S,14R,16R,18S,20R,21R,22S,26R,29S,31R,32S,33R,35R,36S)-20-[(2S)-3-amino-2-hydroxypropyl]-21-methoxy-14-methyl-8,15-dimethylidene-2,19,30,34,37,39,40,41-octaoxanonacyclo[24.9.2.13,32.13,33.16,9.112,16.018,22.029,36.031,35]hentetracontan-24-o
Purity: 95%+
Packaging: 1g
Price: $119600
Updated: 2021/12/16

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Eribulin Chemical Properties,Usage,Production

Description

The U.S. FDA approved eribulin mesylate (also referred to as E7389) in November 2010 for the treatment of metastatic breast cancer (MBC) for patients who previously received at least two chemotherapeutic regimens for late-stage disease. Eribulin is a synthetic analog of the marine natural product halichondrin B, which is isolated from the sea sponge Halichondria okadai. Eribulin retains most of the structural elements that constitute the right hand side of halichondrin B; structure–activity relationship (SAR) studies suggested that the antitumor activity of halichondrin B resides in that part of the molecule . Eribulin is a microtubule inhibitor that binds close to the vinca-binding site of tubulin. Unlike most tubulin inhibitors like taxanes, epothilones, and vinca alkaloids that inhibit microtubule dynamic instability by changing tubulin addition and loss parameters, eribulin’s effects on dynamic instability are novel in that eribulin inhibits the growth phase of microtubules without affecting the shortening phase by binding to microtubule plus ends.

Originator

Eisai (United States)

Uses

Eribulin is a anticancer drug and also is a fully synthetic macrocyclic ketone analogue of the marine natural product halichondrin B. It derived from a marine sponge (Lissodendoryx sp.) with antineoplastic activity.

Definition

ChEBI: Eribulin is a fully synthetic macrocyclic ketone analogue of marine sponge natural products. Inhibits growth phase of microtubules via tubulin-based antimitotic mechanism, which leads to G2/M cell-cycle block, disruption of mitotic spindles, and, ultimately, apoptotic cell death after prolonged mitotic blockage It has a role as an antineoplastic agent and a microtubule-destabilising agent. It is a macrocycle, a polyether, a polycyclic ether, a cyclic ketone, a primary amino compound and a cyclic ketal. It is a conjugate base of an eribulin(1+).

brand name

Halaven

Clinical Use

Antineoplastic agent:
Treatment of metastatic breast cancer

Side effects

Eribulin is an anti-cancer drug currently administered intravenously (IV) for the treatment of breast cancer and liposarcoma patients resistant to taxane therapy because of its excellent efficacy against taxane-resistant tumor types. Common side effects of Eribulin include: gastrointestinal reactions (dry mouth, nausea or vomiting, loss of appetite), weakness, pain, chills, cough, convulsions, frequent urination, nasal congestion, irregular heartbeat, difficulty breathing, decreased urine output, frequent urination, headache, etc. Other side effects include fainting, irregular heartbeat, repeated or severe allergic reactions, etc.

Drug interactions

Potentially hazardous interactions with other drugs Antipsychotics: avoid concomitant use with clozapine (increased risk of agranulocytosis).

Metabolism

Minimal metabolism. Eribulin is eliminated primarily by biliary excretion. The transport protein involved in the excretion is presently unknown. Preclinical studies indicate that eribulin is transported by Pgp. However, it is unknown whether Pgp is contributing to the biliary excretion of eribulin.

Mode of action

Eribulin is a non-taxane, microtubule dynamics inhibitor that increases survival of patients with metastatic breast cancer. Eribulin binds to the vinca domain of tubulin and inhibits the polymerization of tubulin and the assembly of microtubules, resulting in inhibition of mitotic spindle assembly, induction of cell cycle arrest at G2/M phase, and, potentially, tumor regression.

Eribulin Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Eribulin manufacturers

Shaanxi Dideu New Materials Co. Ltd

Product: Eribulin 253128-41-5
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 98.0%
Supply Ability: 10000KGS
Release date: 2025-05-30

Career Henan Chemica Co

Product: Eribulin 441015-17-6
Price: US $1.00/g
Min. Order: 1g
Purity: 85.0-99.8%
Supply Ability: 20tons
Release date: 2020-10-28

Qiuxian Baitai New Material Co., LTD

Product: Eribulin 253128-41-5
Price: US $12.00/g
Min. Order: 1KG
Purity: 99%
Supply Ability: 5ton/Month
Release date: 2021-11-26

253128-41-5, EribulinRelated Search:

R-(+)-Lansoprazole D-Glucuronic acid Vildagliptin Zoledronic acid Chlorambucil Unii-p9vxv1408y Exemestane tadalafi Capecitabine Vinorelbine tartrate Rivaroxaban Posaconazole 3,6-Anhydro-2,4,7-trideoxy-8,9-bis-O-[(1,1-dimethylethyl)dimethylsilyl]-5-O-methyl-4-[(phenylsulfonyl)methyl]-D-glycero-D-gulo-nonose (2-Furanpropanol, 5-[2-[(2S,4R,6R)-6-[[(2S,3S,4R,5R)-5-[(2S)-2,3-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]propyl]tetrahydro-4-methoxy-3-[(phenylsulfonyl) methyl]-2-furanyl]methyl]tetrahydro-4-methyl-5-methylene-2H-pyran-2-yl]ethyl] CAL-101 Propanoic acid, 2,2-dimethyl-, 3-[(2S,5S)-tetrahydro-4-methylene-5-[(3R,5R)-5-methyl-3-[(methylsulfonyl)oxy]-6-[[(trifluoromethyl)sulfonyl]oxy]-6-hepten-1-yl]-2-furanyl]propyl ester Methyl 2-((2R,4aS,6S,7R,8S,8aS)-7,8-bis((tert-butyldimethylsilyl)oxy)-6-((S,E)-1-((tert-butyldimethylsilyl)oxy)-3-iodoallyl)octahydropyrano[3,2-b]pyran-2-yl)acetate ERIOCITRIN

Eribulin

B 1939

E 7389

ER 086526

Eribulin (B1939

Ai Riblin

(1S,3S,6S,9S,12S,14R,16R,18S,20R,21R,22S,26R,29S,31R,32S,33R,35R,36S)-20-[(2S)-3-amino-2-hydroxypropyl]-21-methoxy-14-methyl-8,15-dimethylidene-2,19,30,34,37,39,40,41-octaoxanonacyclo[24.9.2.13,32.13,33.16,9.112,16.018,22.029,36.031,35]hentetracontan-24-one

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, 2-[(2S)-3-amino-2-hydroxypropyl]hexacosahydro-3-methoxy-26-methyl-20,27-bis(methylene)-, (2R,3R,3aS,7R,8aS,9S,10aR,11S,12R,13aR,13bS,15S,18S,21S,24S,26R,28R,29aS)-

(1S,3S,6S,9S,12S,14R,16R,18S,20R,21R,22S,26R,29S,31R,32S,33R,35R,36S)-20-[(2S)-3-Amino-2- hydroxypropyl]-21-methoxy-14-methyl-8,15-bis(methylene)-2,19,30,34,37,39,40,41-octaoxanonacyclo [24.9.2.1 3,32 .1 3,33 .1 6,9 .1 12,16 .0 18,22 .0 29,36 .0 31,35 ]hentetracontan-24-one

Eribulin USP/EP/BP

441015-17-6

US-DMF No. : 035118

DMF No. : 035118

Benzenesulfonylchloride,2-methoxy-4,7-dimethyl-

253128-41-5 Eribulin

Eribulin Mesylate N-1

Eribulin free

Eribulin Base

Other Synthetic (or semi)

(2R,3R,3aS,7R,8aS,9S,10aR,11S,12R,13aR,13bS,15S,18S,21S,24S,26R,28R,29aS)-2-[(2S)-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

Azibrin

253128-41-5

441015-17-6

C40H59NO11

API