CAS 19428-14-9|UNII:S831Z48C5W

Introduction:Basic information about CAS 19428-14-9|UNII:S831Z48C5W, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameUNII:S831Z48C5W
CAS Number19428-14-9Molecular Weight407.440
Density/Boiling Point433ºC at 760mmHg
Molecular FormulaC21H30NO5PMelting Point148-153ºC
MSDS/Flash Point/

Names

NameBenproperine Phosphate
SynonymMore Synonyms

UNII:S831Z48C5W BiologicalActivity

DescriptionBenproperine 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 CatalogSignaling Pathways >>Cytoskeleton >>Arp2/3 ComplexResearch Areas >>CancerResearch Areas >>Inflammation/Immunology
In VitroBenproperine 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 VivoBenproperine 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 Point433ºC at 760mmHg
Melting Point148-153ºC
Molecular FormulaC21H30NO5P
Molecular Weight407.440
Exact Mass407.186157
PSA100.04000
LogP3.53990
Vapour Pressure1.06E-07mmHg at 25°C
Storage condition2-8°C

Synonyms

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
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