Pracinostat
Pracinostat Basic information
- Product Name:
- Pracinostat
- Synonyms:
-
- Pracinostat (SB939)
- SB939
- (2E)-3-[2-Butyl-1-[2-(diethylaMino)ethyl]-1H-benziMidazol-5-yl]-N-hydroxy-2-propenaMide
- (2E)-3-[2-Butyl-1-[2-(diethylaMino)ethyl]-1H-benziMidazol-5-yl]-N-hydroxyacrylaMide
- (E)-3-[2-Butyl-1-(2-diethylaMinoethyl)-1H-benziMidazol-5-yl]-N-hydroxy-2-propenaMide
- KaeMpferol 3-O-β-D-(6-E-p-CouMaroylglucoside)
- Pracinostat
- 2-Propenamide, 3-[2-butyl-1-[2-(diethylamino)ethyl]-1H-benzimidazol-5-yl]-N-hydroxy-, (2E)-
- CAS:
- 929016-96-6
- MF:
- C20H30N4O2
- MW:
- 358.48
- Product Categories:
-
- Amines
- Aromatics
- Heterocycles
- Inhibitors
- Intermediates & Fine Chemicals
- Pharmaceuticals
- Inhibitor
- Mol File:
- 929016-96-6.mol
Pracinostat Chemical Properties
- Density
- 1.11
- storage temp.
- Store at -20°C
- solubility
- insoluble in H2O; ≥11.4 mg/mL in DMSO; ≥24.8 mg/mL in EtOH with ultrasonic
- form
- solid
- pka
- 8.67±0.23(Predicted)
- color
- White to light brown
Pracinostat Usage And Synthesis
Uses
Pracinostat is a potent and orally active histone deacetylase (HDAC) inhibitor with high tumor exposure and efficacy in mouse models of colorectal cancer. The selectivity of Pracinostat for tumor tissues makes it a promising therapeutic candidate for use in patients with advanced solid malignancies. Potent Histone deacetylase inhibitor.
Definition
ChEBI: Pracinostat is a hydroxamic acid that is N-hydroxyacrylamide which is substituted at position 3 by a 2-butyl-1-[2-(diethylamino)ethyl]-1H-benzimidazol-5-yl group (the E isomer). An orally available pan-histone deacetylase inhibitor with demonstrated activity in the treatment of advanced solid tumours. It has a role as an EC 3.5.1.98 (histone deacetylase) inhibitor, an antineoplastic agent, an apoptosis inducer and an antimalarial. It is an olefinic compound, a hydroxamic acid, a benzimidazole and a tertiary amino compound.
Biological Activity
pracinostat, also known as sb939, is a potent and orally available inhibitor of histone deacetylase (hdac) with a relatively stronger selectivity (more than 1000-fold) for class i, class ii and class iv hdacs rather than class iii hdacs. pracinostat potently suppresses proliferation in a wide range of cancer cell lines, including colon cancer, ovarian cancer, prostate carcinomas, acute myeloid leukaemia (aml) and b cell lymphoma. recent study results have shown that sb939 induces the accumulation of acetylated histone h3 (ach3) and acetylated α-tubulin and increases the expression of the cyclin dependent kinase inhibitor p21 in cancer cells.razak ar, hotte sj, siu ll, chen ex, hirte hw, powers j, walsh w, stayner la, laughlin a, novotny-diermayr v, zhu j, eisenhauer ea. phase i clinical, pharmacokinetic and pharmacodynamic study of sb939, an oral histone deacetylase (hdac) inhibitor, in patients with advanced solid tumours. br j cancer. 2011;104(5):756-762.
in vivo
Pracinostat (SB939, 25-100 mg/kg) shows significant dose-dependent growth inhibition of HCT-116 xenografts. SB939 selectively accumulates in tumor tissue. SB939 (50 or 75 mg/kg) exhibits anti-tumor activities in the Apcmin genetic colon cancer mouse model[1]. Pracinostat (25 or 50?mg/kg per day for 21 days) induces significant inhibition of tumor growth (TGI), by 59 and 116%, respectively, in mice bearing MV4-11 xenografts. Pracinostat (75?mg/kg, q.o.d) in combination with pacritinib is efficacious and synergistic in vivo in two different models of human AML. Pracinostat and pacritinib have synergistic effects on AML-induced plasma cytokines/growth factors/chemokines[3].
target
HDAC1
IC 50
HDAC10: 40 nM (IC50); HDAC3: 43 nM (IC50); HDAC5: 47 nM (IC50); HDAC1: 49 nM (IC50); HDAC4: 56 nM (IC50); HDAC9: 70 nM (IC50); HDAC11: 93 nM (IC50); HDAC2: 96 nM (IC50); HDAC7: 137 nM (IC50); HDAC8: 140 nM (IC50); HDAC6: 1008 nM (IC50); MBLAC2: <10 nM (EC50)
PracinostatSupplier
- Tel
- 13621943973
- sales@shjiyipharmatech.com
- Tel
- sales@boylechem.com
- Tel
- 010-82848833 400-666-7788
- jkinfo@jkchemical.com
- Tel
- 021-50135380
- shchemsky@sina.com
- Tel
- 0411-62910999 13889544652
- sales@meilune.com
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