SML3562
TPC2-A1-N
≥98% (HPLC)
Synonym(s):
2-Cyano-3-(3,5-dichlorophenyl)-3-hydroxy-N-(4-(trifluoromethyl)phenyl)acrylamide, TPC2 agonist N19
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About This Item
Empirical Formula (Hill Notation):
C17H9Cl2F3N2O2
CAS Number:
Molecular Weight:
401.17
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77
Recommended Products
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).
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Certificates of Analysis (COA)
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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
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The lysosomotrope GPN mobilises Ca2+ from acidic organelles
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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
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