Basic information Safety Supplier Related

3-CHLORO-2,3-BIS(4-METHOXYPHENYL)ACRYLALDEHYDE

Basic information Safety Supplier Related

3-CHLORO-2,3-BIS(4-METHOXYPHENYL)ACRYLALDEHYDE Basic information

Product Name:
3-CHLORO-2,3-BIS(4-METHOXYPHENYL)ACRYLALDEHYDE
Synonyms:
  • SALOR-INT L161004-1EA
  • Windorphen - CAS 19881-70-0 - Calbiochem
  • 104523
  • 3-CHLORO-2,3-DI(4-METHOXYPHENYL)ACRYLALDEHYDE
  • 3-CHLORO-2,3-BIS(4-METHOXYPHENYL)ACRYLALDEHYDE
  • Windorphen
  • (Z)-3-chloro-2,3-bis(4-methoxyphenyl)acrolein
  • (Z)-3-chloro-2,3-bis(4-methoxyphenyl)prop-2-enal
CAS:
19881-70-0
MF:
C17H15ClO3
MW:
302.75
Mol File:
19881-70-0.mol
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3-CHLORO-2,3-BIS(4-METHOXYPHENYL)ACRYLALDEHYDE Chemical Properties

Melting point:
160-163°C
Boiling point:
468.1±45.0 °C(Predicted)
Density 
1.198±0.06 g/cm3(Predicted)
storage temp. 
-20°C
solubility 
DMSO: soluble5mg/mL, clear (warmed)
form 
powder
color 
white to beige
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Safety Information

WGK Germany 
3
HazardClass 
IRRITANT
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3-CHLORO-2,3-BIS(4-METHOXYPHENYL)ACRYLALDEHYDE Usage And Synthesis

Uses

Windorphen is a selective inhibitor of p300 histone acetyltransferase, a coactivator that associates with?β-catenin,?blocking the Wnt signal required for ventral development.

Biological Activity

windorphen is a wnt inhibitor that selectively abrogates the wnt signaling for ventral development.wnt protein is a family of signaling proteins that interacts on the wnt/β-catenin pathways during embryotic development, cell proliferation, migration and adult tissue homeostasis.in canonical wnt/β-catenin reporter cell line stf293, windorphen dose-dependently inhibits wnt3a-inducible topflash-luciferase activity (ic50 of 1.5 mm). in human colon adenocarcinomasw480 cells with defective apc gene that constitutively activates wnt signaling, 72 h treatment of windorphen causes a wide spread apoptosis. [1]in zebrafish embryos, windorphen leads to apparent expansion of the dorsal markers (pax2.1) and marker of rhombomeres 3 and 5 at the six-somite stage (krox0). windorphen selectively inhibits wnt signaling in ventral and lateral regions of the 50% epiboly stage embryo (5.3 hpf). in addition, windoprhen treatment rescues the telencephalon/eye phenotype in the mbl mutant zebrafish (i.e. a defective axin1/β-catenin destruction complex causes abnormal activation of wnt signaling and the loss of telencephalon and eyes.) [1]

References

1. hao j, ao a, zhou l et al. selective small molecule targeting β-catenin function discovered by invivo chemical genetic screen. cell rep. 2013 sep 12;4(5):898-904.

3-CHLORO-2,3-BIS(4-METHOXYPHENYL)ACRYLALDEHYDESupplier

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