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Merck
CN

SML2552

Sigma-Aldrich

AP-C5

≥98% (HPLC)

Synonym(s):

4-[4-(1H-Imidazol-1-yl)phenyl]-N-2-propyn-1-yl-2-pyrimidinamine

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About This Item

Empirical Formula (Hill Notation):
C16H13N5
CAS Number:
2234272-10-5
Molecular Weight:
275.31
UNSPSC Code:
12352200
NACRES:
NA.77

Key Documents

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Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

C#CCNC1=NC=CC(C2=CC=C(N3C=NC=C3)C=C2)=N1

InChI

1S/C16H13N5/c1-2-8-18-16-19-9-7-15(20-16)13-3-5-14(6-4-13)21-11-10-17-12-21/h1,3-7,9-12H,8H2,(H,18,19,20)

InChI key

QKHQFSQJQKGFAA-UHFFFAOYSA-N

Related Categories

Biochem/physiol Actions

AP-C5 is a potent and selective inhibitor of the guanosine 3′,5′-cyclicmonophosphate (cGMP)-dependent protein kinase II (cGKII)that selectively blocks cGKII dependent phosphorylation of the vasodilator-stimulated phosphoprotein (VASP) in intestinal organoids. AP-C5 mitigates secretory response provoked by the GCC-activating Escherichia coli heat-stable toxin (STa) in mouse small intestinal tissue.
potent and selective inhibitor of the guanosine 3′,5′-cyclicmonophosphate (cGMP)-dependent protein kinase II (cGKII)

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000095689
0000095690
0000088465

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Marcel J C Bijvelds et al.
The Journal of biological chemistry, 293(21), 8173-8181 (2018-04-15)
The guanosine 3',5'-cyclic monophosphate (cGMP)-dependent protein kinase II (cGKII) serine/threonine kinase relays signaling through guanylyl cyclase C (GCC) to control intestinal fluid homeostasis. Here, we report the discovery of small-molecule inhibitors of cGKII. These inhibitors were imidazole-aminopyrimidines, which blocked recombinant

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