PI-1840

ChemicalBook > CAS DataBase List > PI-1840

Product Name: PI-1840
CAS No.: 1401223-22-0
Chemical Name: PI-1840
Synonyms: CS-2559;PI-1840;PI 1840;PI1840;N-isopropyl-2-(4-propylphenoxy)-N-((3-(pyridin-3-yl)-1,2,4-oxadiazol-5-yl)methyl)acetamide;N-(1-methylethyl)-2-(4-propylphenoxy)-N-[[3-(3-pyridinyl)-1,2,4-oxadiazol-5-yl]methyl]-acetamide;Acetamide, N-(1-methylethyl)-2-(4-propylphenoxy)-N-[[3-(3-pyridinyl)-1,2,4-oxadiazol-5-yl]methyl]-;cell proliferation,Proteasome,Caspase,proteasome substrates,poly ADP ribose polymerase,inhibit,NF-κB,Autophagy,cell cycle,anticancer,PI-1840,Apoptosis,Bcl-2 Family,MG-63 cells,Nuclear factor-kappaB,Inhibitor,U2-OS cells,PARP,PI1840,Nuclear factor-κB
CBNumber: CB32716337
Molecular Formula: C22H26N4O3
Formula Weight: 394.47
MOL File: 1401223-22-0.mol

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PI-1840 Property

Boiling point:: 584.6±60.0 °C(Predicted)
Density: 1.165±0.06 g/cm3(Predicted)
storage temp.: Desiccate at -20°C
solubility: insoluble in H2O; ≥4.44 mg/mL in EtOH with ultrasonic; ≥70.7 mg/mL in DMSO
form: solid
pka: 1.57±0.12(Predicted)
color: White to off-white

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H317May cause an allergic skin reaction

H319Causes serious eye irritation

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC

Product number: P400040
Product name: PI1840
Packaging: 250mg
Price: $2420
Updated: 2021/12/16

Medical Isotopes, Inc.

Product number: 61270
Product name: PI1840
Packaging: 250mg
Price: $3200
Updated: 2021/12/16

AK Scientific

Product number: 2655AH
Product name: N-Isopropyl-2-(4-propylphenoxy)-N-((3-(pyridin-3-yl)-1,2,4-oxadiazol-5-yl)methyl)acetamide
Packaging: 5g
Price: $8555
Updated: 2021/12/16

AK Scientific

Product number: 2655AH
Product name: N-Isopropyl-2-(4-propylphenoxy)-N-((3-(pyridin-3-yl)-1,2,4-oxadiazol-5-yl)methyl)acetamide
Packaging: 10g
Price: $11387
Updated: 2021/12/16

Medical Isotopes, Inc.

Product number: 61270
Product name: PI1840
Packaging: 10mg
Price: $650
Updated: 2021/12/16

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PI-1840 Chemical Properties,Usage,Production

Uses

PI 1840 is a novel rapidly reversible proteasome inhibitor with antitumor activity.

Biological Activity

pi-1840 is a potent and selective inhibitor of proteasome with ic50 value of 27 nm for chymotrypsinlike (ct-l) activity [1].the 26s proteasome consists of a 19s regulatory particle (rp) and a 20s core particle. the 26s proteasome have three main catalytic activities: chymotrypsin-like (ct-l), peptidylglutamyl peptide hydrolyzing-like (pgph-l) and trypsin-like (t-l) activities. ct-l activity plays an important role in the degradation of tumor suppressor and apoptotic proteins [1].pi-1840 is a rapidly reversible and non-covalent proteasome ct-l inhibitor. pi-1840 exhibited excellent selectivity for ct-l over pgph-l and t-l activities. in mda-mb-468 human breast cancer cells, pi-1840 inhibited the ct-l activity with ic50 value of 0.37 μm and inhibited cell survival/proliferation [1]. also, pi-1840 exhibited 121-fold selectivity for the constitutive 20 s proteasome over the immunoproteasome with ic50 values of 18 and 2170 nm, respectively. in mda-mb-468 cells, pi-1840 caused the accumulation of ct-l substrates iκb-α, p27 and bax. also, pi-1840 reduced the levels of survivin, p-akt and ser(p)-6 and induced apoptosis through poly(adp-ribose) polymerase cleavage and caspase-3 activation [2].in nude mice bearing human breast tumor, pi-1840 (150 mg/kg/day, i.p, daily) inhibited tumor growth by 85% [2].

Enzyme inhibitor

This potent proteasome inhibitor (FW = 394.38 g/mol) selectively targets its chymotrypsin-like activity, or CT-L (IC50 = 27 nM), while showing much weaker action (IC50 values >100 μM) against its Trypsin-Like (T-L) and peptidylglutamyl peptide hydrolyzing, or PGPH activities. Mass spectrometry and equilibrium dialysis show no evidence of covalent linkage of PI-1840 with any proteasomal protein component. In intact cancer cells, PI-1840 inhibits CT-L activity, inducing the accumulation of proteasome substrates p27, Bax and IκB-α, thereby inhibiting survival pathways and viability, and inducing apoptosis. PI=1840 is also >100x more active against the constitutive proteasome, compared to immunoproteasome.

target

CT-L

References

[1]. ozcan s, kazi a, marsilio f, et al. oxadiazole-isopropylamides as potent and noncovalent proteasome inhibitors. j med chem, 2013, 56(10): 3783-3805.
[2]. kazi a, ozcan s, tecleab a, et al. discovery of pi-1840, a novel noncovalent and rapidly reversible proteasome inhibitor with anti-tumor activity. j biol chem, 2014, 289(17): 11906-11915.

PI-1840 Preparation Products And Raw materials

Raw materials

Preparation Products

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PI-1840 Suppliers

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1401223-22-0, PI-1840Related Search:

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PI-1840

N-isopropyl-2-(4-propylphenoxy)-N-((3-(pyridin-3-yl)-1,2,4-oxadiazol-5-yl)methyl)acetamide

N-(1-methylethyl)-2-(4-propylphenoxy)-N-[[3-(3-pyridinyl)-1,2,4-oxadiazol-5-yl]methyl]-acetamide

CS-2559

PI 1840;PI1840

cell proliferation,Proteasome,Caspase,proteasome substrates,poly ADP ribose polymerase,inhibit,NF-κB,Autophagy,cell cycle,anticancer,PI-1840,Apoptosis,Bcl-2 Family,MG-63 cells,Nuclear factor-kappaB,Inhibitor,U2-OS cells,PARP,PI1840,Nuclear factor-κB

Acetamide, N-(1-methylethyl)-2-(4-propylphenoxy)-N-[[3-(3-pyridinyl)-1,2,4-oxadiazol-5-yl]methyl]-

1401223-22-0

Inhibitors