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Key Documents

SML2113

Sigma-Aldrich

FR194921

≥98% (HPLC)

Synonym(s):

2-(1-Methyl-4-piperidinyl)-6-[2-phenylpyrazolo-(1,5-a)pyridin-3-yl]-3(2H)-pyridazinone

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About This Item

Empirical Formula (Hill Notation):
C23H23N5O
CAS Number:
Molecular Weight:
385.46
UNSPSC Code:
12352200
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear (warmed)

storage temp.

2-8°C

SMILES string

CN(CC1)CCC1N2N=C(C=CC2=O)C3=C4N(N=C3C5=CC=CC=C5)C=CC=C4

InChI

1S/C23H23N5O/c1-26-15-12-18(13-16-26)28-21(29)11-10-19(24-28)22-20-9-5-6-14-27(20)25-23(22)17-7-3-2-4-8-17/h2-11,14,18H,12-13,15-16H2,1H3

InChI key

YHDRUTMZCJZJAL-UHFFFAOYSA-N

Biochem/physiol Actions

A1R adenosine receptor antagonist
FR194921 is a blood-brain barrier-permeable A1R adenosine receptor antagonist. The measured Ki values of FR194921 for the human adenosine A1 receptors have been in the low nM range with no binding affinity for A2A and A3 receptors up to 1μM. It is orally active and has good bioavailability. FR194921 was used in a recent study to restore auditory cortex plasticity. Paired with sound exposure, FR194921 resulted in cortical map plasticity and improved auditory perception in adult mice.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3


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