UNII:S831Z48C5W

Names

[ CAS No. ]:
19428-14-9

[ Name ]:
UNII:S831Z48C5W

[Synonym ]:
Piperidine, 1-[1-methyl-2-[2-(phenylmethyl)phenoxy]ethyl]-, phosphate (1:1)
1-[1-(2-Benzylphenoxy)propan-2-yl]piperidine phosphate (1:1)
EINECS 243-050-0
UNII:S831Z48C5W
1-[1-(2-Benzylphenoxy)-2-propanyl]piperidine phosphate (1:1)
1-(1-Methyl-2-(2-benzylphenoxy)ethyl)piperidine phosphate
Piperidine, 1-(1-methyl-2-(2-benzylphenoxy)ethyl)-, phosphate
Benproperine phosphate
MFCD01700461

Biological Activity

[Description]:

Benproperine phosphate is an orally active, potent actin-related protein 2/3 complex subunit 2 (ARPC2) inhibitor. Benproperine phosphate attenuates the actin polymerization rate of action polymerization nucleation by impairing Arp2/3 function. Benproperine phosphate has the potential for a cough suppressant and suppresses cancer cell migration and tumor metastasis[1].

[Related Catalog]:

Signaling Pathways >> Cytoskeleton >> Arp2/3 Complex

Research Areas >> Cancer

Research Areas >> Inflammation/Immunology

[In Vitro]

Benproperine phosphate (20-120 μM; for 24 hours) inhibits cell viability in a dose-dependent manner[1]. Benproperine phosphate (10 μM; for 24 hours) significantly inhibits the migration of various types of cancer cells and inhibits the migration and invasion of DLD-1, AsPC-1 cells with IC50 values of 1-2 μM. Benproperine phosphate (10 μM; for 24 hours) does not affect cortactin-rich lamellipodium in MCF-10A cells[1]. Cell Viability Assay[1] Cell Line: DLD-1, AsPC-1, CFPAC-1, A375P, A375P, MDA-MB-231, DU145, DU145 cancer cells Concentration: 20, 40, 60, 80, 100, 120 μM Incubation Time: For 24 hours Result: Inhibited cell viability in a dose-dependent manner.

[In Vivo]

Benproperine phosphate (50, 100 mg/kg; oral gavage; 5 days per week for 4 weeks) inhibits primary pancreatic tumor growth[1]. Benproperine phosphate shows a marked decrease in the lung metastasis of AsPC-1 cells (56.1% inhibition) in mouse. Benproperine phosphate significantly suppressed the liver metastasis of HCT-116 cells by 78.9% and DLD-1 cells by 78.2%[1]. Animal Model: Female BALB/c nude mice of 6-week-old with AsPC-1 cells[1] Dosage: 50, 100 mg/kg Administration: Oral gavage; 5 days per week for 4 weeks Result: Inhibited primary pancreatic tumor growth compared to the vehicle control (47.7% inhibition) without body weights change.

[References]

[1]. Yae Jin Yoon, et al. Benproperine, an ARPC2 inhibitor, suppresses cancer cell migration and tumor metastasis. Biochem Pharmacol. 2019 May;163:46-59.

Chemical & Physical Properties

[ Boiling Point ]:
433ºC at 760mmHg

[ Melting Point ]:
148-153ºC

[ Molecular Formula ]:
C₂₁H₃₀NO₅P

[ Molecular Weight ]:
407.440

[ Exact Mass ]:
407.186157

[ PSA ]:
100.04000

[ LogP ]:
3.53990

[ Vapour Pressure ]:
1.06E-07mmHg at 25°C

[ Storage condition ]:
2-8°C