Skip to Content
Merck
CN
All Photos(1)

Documents

SML3562

Sigma-Aldrich

TPC2-A1-N

≥98% (HPLC)

Synonym(s):

2-Cyano-3-(3,5-dichlorophenyl)-3-hydroxy-N-(4-(trifluoromethyl)phenyl)acrylamide, TPC2 agonist N19

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C17H9Cl2F3N2O2
CAS Number:
Molecular Weight:
401.17
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

O=C(/C(C#N)=C(O)/C1=CC(Cl)=CC(Cl)=C1)NC2=CC=C(C=C2)C(F)(F)F

Biochem/physiol Actions

TPC2-A1-N is a selective two pore segment channel 2 (TCP2) agonist that mimics the action of NAADP where it selectively induces fast Ca2+ signals (EC50 = 7.8 µM) in a TCP2-dependent manner, without potency toward TRPML1/2/3. In contrast, TPC2-A1-N is a much weaker Na+ current inducer when compared to PI(3,5)P2 and TPC2-A1-P. TPC2-A1-N, but not the Na+ signals agonist TPC2-A1-P causes TPC2-dependent alkalinization of lysosomal lumen Ca2+ stores (10 µM, TPC2-expressing HeLa cells), while TPC2-A1-P, but not TPC2-A1-N, activates TPC2-dependent lysosomal exocytosis (30 µM, murine macrophages).

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

The lysosomotrope GPN mobilises Ca2+ from acidic organelles
Journal of Cell Science, 134 (2021)
Ramona Schütz et al.
Archiv der Pharmazie, 353(7), e2000106-e2000106 (2020-05-26)
The first racemic total synthesis of the isoquinoline-benzylisoquinoline alkaloid muraricine is reported herein. Pharmacological characterization identified muraricine as a moderate inhibitor of P-glycoprotein, a crucial factor of multidrug resistance in cancer. When combined with vincristine, muraricine partly reversed the chemoresistance of
Estradiol analogs attenuate autophagy, cell migration and invasion by direct and selective inhibition of TRPML1, independent of estrogen receptors
Scientific Reports, 11 (2021)
The ethoxycarbonyl group as both activating and protective group in N-acyl-Pictet-Spengler reactions using methoxystyrenes. A short approach to racemic 1-benzyltetrahydroisoquinoline alkaloids
Beilstein Journal of Organic Chemistry, 17 (2021)
Gene editing and synthetically accessible inhibitors reveal role for TPC2 in HCC cell proliferation and tumor growth
Cell Chemical Biology, 28 (2021)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service