Eribulin | 253128-41-5

Eribulin Properties

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
InChIKey	UFNVPOGXISZXJD-JBQZKEIOSA-N

SAFETY

Risk and Safety Statements

Symbol(GHS)	GHS08,GHS06
Signal word	Danger
Hazard statements	H341-H361-H351-H301+H311+H331
Precautionary statements	P201-P202-P281-P308+P313-P405-P501-P201-P202-P281-P308+P313-P405-P501-P201-P202-P281-P308+P313-P405-P501

Eribulin Chemical Properties,Uses,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.

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+).

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.

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

253128-17-5 Eribulin intermediate

Preparation Products

Eribulin Suppliers

Global( 140)Suppliers

Supplier	Tel	Country	ProdList	Advantage	Inquiry
Emcure Pharmaceuticals Pvt Ltd	+91-2035070000 +91-2040240000	Maharashtra, India	5	58	Inquiry
Medchem Labs	+91-7288889564 +91-7288889555	Telangana, India	25	58	Inquiry
CLEARSYNTH LABS LTD.	+91-22-45045900	Hyderabad, India	6257	58	Inquiry
ChemExpress	+86-021-58950125 +86-021-58950125;	China	780	58	Inquiry
ENBRIDGE PHARMTECH CO., LTD.	+8613812269233	China	322	58	Inquiry
Henan Tianfu Chemical Co.,Ltd.	+86-0371-55170693 +86-19937530512	China	21634	55	Inquiry
Hangzhou FandaChem Co.,Ltd.	+8615858145714	China	8771	55	Inquiry
ATK CHEMICAL COMPANY LIMITED	+undefined-21-51877795	China	32965	60	Inquiry
career henan chemical co	+86-0371-86658258 +8613203830695	China	29879	58	Inquiry
Chongqing Chemdad Co., Ltd	+86-023-6139-8061 +86-86-13650506873	China	39894	58	Inquiry

Supplier	Advantage
Emcure Pharmaceuticals Pvt Ltd	58
Medchem Labs	58
CLEARSYNTH LABS LTD.	58
ChemExpress	58
ENBRIDGE PHARMTECH CO., LTD.	58
Henan Tianfu Chemical Co.,Ltd.	55
Hangzhou FandaChem Co.,Ltd.	55
ATK CHEMICAL COMPANY LIMITED	60
career henan chemical co	58
Chongqing Chemdad Co., Ltd	58

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Eribulin B 1939 E 7389 ER 086526 US-DMF No. : 035118 DMF No. : 035118 Eribulin USP/EP/BP (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 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-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 Ai Riblin Eribulin (B1939 441015-17-6 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