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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

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
Dideu Industries Group Limited
Product
Eribulin 253128-41-5
Price
US $1.10/g
Min. Order
1g
Purity
99.9%
Supply Ability
100 Tons Min
Release date
2021-07-01

253128-41-5, EribulinRelated Search:


  • 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