Tìm theo
Eribulin
Các tên gọi khác (4 ) :
  • 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
  • eribulin mesylate
  • Halaven
  • L01XX41
microtubule inhibitors
Thuốc Gốc
Small Molecule
CAS: 253128-41-5
ATC: L01XX41
CTHH: C40H59NO11
PTK: 729.8966
Eribulin is a microtubule inhibitor indicated for the treatment of patients with metastatic breast cancer who have previously received at least two chemotherapeutic regimens for the treatment of metastatic disease. Eribulin was isolated from the marine sponge Halichondria okadai. Eribulin is also being investigated for use in the treatment of advanced solid tumors. [PMID: 23010853]
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C40H59NO11
Phân tử khối
729.8966
Monoisotopic mass
729.408811735
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
InChI Key
InChIKey=UFNVPOGXISZXJD-WVMZDRIUSA-N
IUPAC Name
(1S,3S,6S,9S,12S,14R,16R,18S,20R,21R,22S,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
Traditional IUPAC Name
(1S,3S,6S,9S,12S,14R,16R,18S,20R,21R,22S,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
SMILES
[H][C@@]12O[C@@]3([H])CCC4CC(=O)C[C@H]5[C@H](C[C@H]6O[C@H](C[C@@H](C)C6=C)CC[C@@H]6O[C@H](CC6=C)CC[C@@]67C[C@@H](O[C@H]1[C@@H](O6)[C@@]3([H])O4)[C@@H]2O7)O[C@H](C[C@H](O)CN)[C@@H]5OC
Độ hòa tan
7.98e-02 g/l
logP
2.31
logS
-4
pKa (strongest acidic)
14.81
pKa (Strongest Basic)
9.39
PSA
146.39 Å2
Refractivity
186 m3·mol-1
Polarizability
77.52 Å3
Rotatable Bond Count
4
H Bond Acceptor Count
12
H Bond Donor Count
2
Physiological Charge
1
Number of Rings
9
Bioavailability
0
Dược Lực Học : Linear
Cơ Chế Tác Dụng : Eribulin is a microtubule inhibitor indicated for the treatment of patients with metastatic breast cancer who have previously received at least two chemotherapeutic regimens for the treatment of metastatic disease. Eribulin was isolated from the marine sponge Halichondria okadai. Eribulin is also being investigated for use in the treatment of advanced solid tumors. [PMID: 23010853] Eribulin inhibits the growth phase of microtubules without affecting the shortening phase and sequesters tubulin into nonproductive aggregates. Eribulin exerts its effects via a tubulin-based antimitotic mechanism leading to G2/M cell-cycle block, disruption of mitotic spindles, and, ultimately, apoptotic cell death after prolonged mitotic blockage. [FDA]
Dược Động Học :

▧ Volume of Distribution :
43 L/m2 to 114 L/m2
▧ Protein binding :
49 to 65%.
▧ Metabolism :
There are no major human metabolites of eribulin, CYP3A4 negligibly metabolizes eribulin in vitro.
▧ Route of Elimination :
Eribulin is eliminated primarily in feces unchanged.
▧ Half Life :
about 40 hours
▧ Clearance :
1.16 L/hr/m2 to 2.42 L/hr/m2 (dose range of 0.25 mg/m2 to 4.0 mg/m2). [FDA]
Độc Tính : Peripheral neuropathy was the most common toxicity leading to discontinuation of eribulin (5 percent). [Richard Pazdur, M.D., director of the FDA's Division of Oncology Drug Products.] Single doses of 0.75 mg/kg were lethal to rats and two doses of 0.075 mg/kg were lethal to dogs. The no-observed-adverse-effect level (NOAEL) in rats and dogs were 0.015 and 0.0045 mg/kg/day, respectively.
Chỉ Định : For the treatment of patients with metastatic breast cancer who have previously received at least two chemotherapeutic regimens for the treatment of metastatic cancer.
Liều Lượng & Cách Dùng : Injection - Intravenous - 1 mg/2 mL (0.5 mg/mL)
Dữ Kiện Thương Mại
Nhà Sản Xuất
  • Công ty : Eisai Inc.
    Sản phẩm biệt dược : Halaven
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB08871
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D08914
National Drug Code Directory
http://www.hipaaspace.com/Medical_Billing/Coding/National.Drug.Codes/PDF/62856-389-01
Wikipedia
http://en.wikipedia.org/wiki/Eribulin
RxList
http://www.rxlist.com/halaven-drug.htm
PDRhealth
http://www.pdrhealth.com/info/v1us/halaven
Drugs.com
http://www.drugs.com/halaven.html
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