Combretastatin A4

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Names

[ CAS No. ]:
117048-59-6

[ Name ]:
Combretastatin A4

[Synonym ]:
(Z)-2-Methoxy-5-[2-(3,4,5,-trimethoxyphenyl)ethenyl]phenol
(Z)-CombretastatinA4
Phenol, 2-methoxy-5-(2-(3,4,5-trimethoxyphenyl)ethenyl)-, (Z)-
(Z)-2-Methoxy-5-(3,4,5-trimethoxystyryl)phenol
3'-Hydroxy-3,4,4',5-tetramethoxy-cis-stilbene
CS A4
2-Methoxy-5-[(Z)-2-(3,4,5-trimethoxyphenyl)ethenyl]benzolol
2-methoxy-5-[(Z)-2-(3,4,5-trimethoxyphenyl)ethenyl]phenol
2-Methoxy-5-[(Z)-2-(3,4,5-trimethoxyphenyl)vinyl]phenol
Combretastatin A-4
3,4,5-Trimethoxy-3'-hydroxy-4'-methoxy-(Z)-stilbene
Phenol, 2-methoxy-5-[(Z)-2-(3,4,5-trimethoxyphenyl)ethenyl]-

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
490.3±45.0 °C at 760 mmHg

[ Melting Point ]:
84.5-85.5ºC

[ Molecular Formula ]:
C18H20O5

[ Molecular Weight ]:
316.348

[ Flash Point ]:
250.3±28.7 °C

[ Exact Mass ]:
316.131073

[ PSA ]:
57.15000

[ LogP ]:
3.57

[ Vapour Pressure ]:
0.0±1.3 mmHg at 25°C

[ Index of Refraction ]:
1.607

[ Storage condition ]:
Desiccate at -20°C

[ Water Solubility ]:
DMSO: >10mg/mL

MSDS

Safety Information

[ Symbol ]:

GHS05, GHS06

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H301 + H311 + H331-H318

[ Precautionary Statements ]:
P261-P280-P301 + P310-P305 + P351 + P338-P311

[ Personal Protective Equipment ]:
Eyeshields;Faceshields;Gloves;type P2 (EN 143) respirator cartridges

[ Hazard Codes ]:
T: Toxic;

[ Risk Phrases ]:
R23/24/25;R41

[ Safety Phrases ]:
26-36/37-39-45

[ RIDADR ]:
UN 2811

[ Packaging Group ]:

[ Hazard Class ]:
6.0

Synthetic Route

Precursor & DownStream

Precursor

  • 3-tert-butyldimethylsilyloxy-3',4,4',5'-tetramethyloxystilbene
  • Isovanillin
  • Triphenyl-[(3,4,5-trimethoxyphenyl)-methyl]-phosphonium chloride
  • (E)-3-(3-acetoxy-4-methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)acrylic acid
  • 3,4,5-Trimethoxybenzaldehyde
  • 3-hydroxy-4-methoxybenzyltriphenylphosphonium bromide
  • Triphenyl(3,4,5-trimethoxybenzyl)phosphonium bromide

DownStream

Articles

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The functionalized lipid shell of hybrid nanoparticles plays an important role for improving their biocompatibility and in vivo stability. Yet few efforts have been made to critically examine the shel...

The vascular disrupting activity of OXi8006 in endothelial cells and its phosphate prodrug OXi8007 in breast tumor xenografts.

Cancer Lett. 369 , 229-41, (2015)

This study describes the vascular disrupting ability and the mechanism of action of the indole-based tubulin-binding compound, OXi8006, and its water-soluble phosphate prodrug OXi8007. Treatment of ra...

PD806: a novel oral vascular disrupting agent shows antitumor and antivascular effects in vitro and in vivo.

Anticancer Drugs 26(2) , 148-59, (2014)

The aim of this study was to investigate the antitumor and antivascular effects of PD806, a new oral prodrug of AVE8063 in vitro and in vivo. The cytotoxicity of PD806 was determined against H22, Walk...


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Related Compounds

  • Combretastatin A4
  • Combretastatin A4 disodium phosphate
  • Combretastatin A4 disodium phosphate
  • combretastatin C-1
  • Combretastatin A-1
  • combretastatin B-3
  • 8-N-Ethylquinoline-5,8-diamine
  • methyl 3-(N-(5-isopentyl-3,3-dimethyl-4-oxo-2,3,4,5-tetrahydrobenzo[b][1,4]oxazepin-8-yl)sulfamoyl)thiophene-2-carboxylate
  • 3-cyclopentyl-N-(3-((4-(m-tolyl)piperazin-1-yl)sulfonyl)propyl)propanamide
  • 6-(4-(2-fluorophenyl)piperazine-1-carbonyl)-7-(2-methoxyethyl)-1,3-dimethyl-1H-pyrrolo[2,3-d]pyrimidine-2,4(3H,7H)-dione
  • 2-[3-(2H-1,3-benzodioxol-5-yl)-2-oxoimidazolidin-1-yl]-N-[2-(4-fluorophenoxy)ethyl]acetamide
  • (E)-3-(furan-2-yl)-N-(4-methyl-5-oxo-2,3,4,5-tetrahydrobenzo[f][1,4]oxazepin-7-yl)acrylamide
  • 2-methyl-N-(4-methyl-5-oxo-2,3,4,5-tetrahydrobenzo[f][1,4]oxazepin-7-yl)thiazole-4-carboxamide
  • 5-(furan-2-yl)-N-(4-methyl-5-oxo-2,3,4,5-tetrahydrobenzo[f][1,4]oxazepin-7-yl)isoxazole-3-carboxamide
  • (E)-3-(2-chlorophenyl)-N-(4-methyl-5-oxo-2,3,4,5-tetrahydrobenzo[f][1,4]oxazepin-7-yl)acrylamide
  • 3-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-N-(4-methyl-5-oxo-2,3,4,5-tetrahydrobenzo[f][1,4]oxazepin-7-yl)propanamide
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