2-Propenamide, N-hydroxy-3-[4-[[(2-hydroxyethyl)[2-(1H-indol-3-yl)ethyl]amino]methyl]phenyl]-, (2E)-
2-Propenamide, N-hydroxy-3-[4-[[(2-hydroxyethyl)[2-(1H-indol-3-yl)ethyl]amino]methyl]phenyl]-, (2E)- Basic information
- Product Name:
- 2-Propenamide, N-hydroxy-3-[4-[[(2-hydroxyethyl)[2-(1H-indol-3-yl)ethyl]amino]methyl]phenyl]-, (2E)-
- Synonyms:
-
- 2-Propenamide, N-hydroxy-3-[4-[[(2-hydroxyethyl)[2-(1H-indol-3-yl)ethyl]amino]methyl]phenyl]-, (2E)-
- Dacinostat(NVP-LAQ 824)
- LAQ-824
- LAQ824 (Dacinostat)
- (E)-3-(4-(((2-(1H-indol-3-yl)ethyl)(2-hydroxyethyl)amino)methyl)phenyl)-N-hydroxyacrylamide
- (E)-N-hydroxy-3-[4-[[2-hydroxyethyl-[2-(1H-indol-3-yl)ethyl]amino]meth yl]phenyl]prop-2-enamide
- dacinostat
- 3-[4-[N-(2-Hydroxyethyl)-N-[2-(1H-indol-3-yl)ethyl]aminomethyl]phenyl]-2(E)-propenohydroxamic acid
- CAS:
- 404951-53-7
- MF:
- C22H25N3O3
- MW:
- 379.45
- Product Categories:
-
- Inhibitors
- Inhibitor
- Mol File:
- 404951-53-7.mol
2-Propenamide, N-hydroxy-3-[4-[[(2-hydroxyethyl)[2-(1H-indol-3-yl)ethyl]amino]methyl]phenyl]-, (2E)- Chemical Properties
- Density
- 1.290±0.06 g/cm3(Predicted)
- storage temp.
- Store at -20°C
- solubility
- insoluble in H2O; insoluble in EtOH; ≥17.45 mg/mL in DMSO
- form
- solid
- pka
- 8.81±0.23(Predicted)
- color
- Light yellow to yellow
2-Propenamide, N-hydroxy-3-[4-[[(2-hydroxyethyl)[2-(1H-indol-3-yl)ethyl]amino]methyl]phenyl]-, (2E)- Usage And Synthesis
Uses
Dacinostat is an inhibitors of aberrant chromatin accessibility. It is also used in the synthesis of triazole-linked indole and oxindole glycoconjugates as potential anticancer agents that inhibits the proliferation of the growth of cancer cell lines.
Definition
ChEBI: N-hydroxy-3-[4-[[2-hydroxyethyl-[2-(1H-indol-3-yl)ethyl]amino]methyl]phenyl]-2-propenamide is a member of tryptamines.
Biological Activity
laq824 (also known as nvp-laq824 or dacinostat), a derivative of 4-aminomethylcinnamic hydroxamic acid, is a novel and potent inhibitor of histone deacetylase (hdac) that inhibits the activity of hdac with 50% inhibition concentration ic50 value of 0.03 μm. laq824 has been found to inhibit the growth of a variety of cancer cell lines, including colon cancer h1299 and hct116 cells, breast cancer mda435 cells, prostate cancer du145 and pc3 cells and non-small cell lung cancer a549 cells, with ic50 value < 1 μm and induce apoptosis in human breast cancer skbr-3, bt-474 and mb-468 cells. laq824 also dose- and time-dependently inhibits the growth of multiple myeloma cells.catley l, weisberg e, tai yt, atadja p, remiszewski s, hideshima t, mitsiades n, shringarpure r, leblanc r, chauhan d, munshi nc, schlossman r, richardson p, griffin j, anderson kc. nvp-laq824 is a potent novel histone deacetylase inhibitor with significant activity against multiple myeloma. blood. 2003 oct 1;102(7):2615-22. epub 2003 jun 19.
target
HDAC
2-Propenamide, N-hydroxy-3-[4-[[(2-hydroxyethyl)[2-(1H-indol-3-yl)ethyl]amino]methyl]phenyl]-, (2E)-Supplier
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