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Merck
CN

27650

秋水仙碱

≥96.0% (HPLC)

别名:

(S)-N-(5,6,7,9-四氢-1,2,3,10-四甲氧基-9-氧苯并[a]庚搭烯-7-基)乙酰胺

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经验公式(希尔记法):
C22H25NO6
化学文摘社编号:
分子量:
399.44
EC Number:
200-598-5
UNSPSC Code:
12352200
PubChem Substance ID:
Beilstein/REAXYS Number:
2228813
MDL number:
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impurities

≤3% water, ≤10% ethyl acetate + H2O

InChI key

IAKHMKGGTNLKSZ-INIZCTEOSA-N

InChI

1S/C22H25NO6/c1-12(24)23-16-8-6-13-10-19(27-3)21(28-4)22(29-5)20(13)14-7-9-18(26-2)17(25)11-15(14)16/h7,9-11,16H,6,8H2,1-5H3,(H,23,24)/t16-/m0/s1

SMILES string

COC1=CC=C2C(=CC1=O)[C@H](CCc3cc(OC)c(OC)c(OC)c23)NC(C)=O

biological source

plant

assay

≥96.0% (HPLC)

form

fine crystals

mp

150-160 °C (dec.) (lit.)

solubility

water: soluble

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Other Notes

Binds specifically with tubulin thus interfering with microtubule organization.

pictograms

Skull and crossbonesHealth hazard

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 2 Oral - Muta. 1B

存储类别

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

法规信息

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分析证书(COA)

Lot/Batch Number

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P. Dustin
Microtubles, 11-11 (1978)
Romeo Romagnoli et al.
Journal of medicinal chemistry, 56(22), 9296-9309 (2013-10-30)
The biological importance of microtubules make them an interesting target for the synthesis of antitumor agents. The 2-(3',4',5'-trimethoxybenzoyl)-5-aminobenzo[b]thiophene moiety was identified as a novel scaffold for the preparation of potent inhibitors of microtubule polymerization acting through the colchicine site of
Massimo Imazio et al.
American heart journal, 166(1), 13-19 (2013-07-03)
The efficacy and safety of colchicine for the primary prevention of the postpericardiotomy syndrome (PPS), postoperative effusions, and postoperative atrial fibrillation (POAF) remain uncertain. Although preliminary data from a single trial of colchicine given for 1 month postoperatively (COPPS trial)
Romeo Romagnoli et al.
Journal of medicinal chemistry, 56(6), 2606-2618 (2013-03-01)
Two new series of inhibitors of tubulin polymerization based on the 2-(alkoxycarbonyl)-3-(3',4',5'-trimethoxyanilino)benzo[b]thiophene and thieno[2,3-b]pyridine molecular skeletons were synthesized and evaluated for antiproliferative activity on a panel of cancer cell lines, inhibition of tubulin polymerization, cell cycle effects, and in vivo
Spyridon Deftereos et al.
Journal of the American College of Cardiology, 61(16), 1679-1685 (2013-03-19)
This study sought to test the hypothesis that colchicine treatment after percutaneous coronary intervention (PCI) can lead to a decrease in in-stent restenosis (ISR). ISR rates are particularly high in certain patient subsets, including diabetic patients, especially when a bare-metal

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