Synonym
trr469, TRR-469; TRR 469; TRR469;
IUPAC/Chemical Name
(2-Amino-4-[(4-(phenyl)piperazin-1-yl)methyl]-5-(4-fluorophenyl)thiophen-3-yl)-(4-chlorophenyl)methanone
InChi Key
NREZORVVJREMET-UHFFFAOYSA-N
InChi Code
InChI=1S/C28H25ClFN3OS/c29-21-10-6-19(7-11-21)26(34)25-24(27(35-28(25)31)20-8-12-22(30)13-9-20)18-32-14-16-33(17-15-32)23-4-2-1-3-5-23/h1-13H,14-18,31H2
SMILES Code
O=C(C1=C(N)SC(C2=CC=C(F)C=C2)=C1CN3CCN(C4=CC=CC=C4)CC3)C5=CC=C(Cl)C=C5
Appearance
To be determined
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
506.04
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Vincenzi F, Targa M, Romagnoli R, Merighi S, Gessi S, Baraldi PG, Borea PA, Varani K. TRR469, a potent A(1) adenosine receptor allosteric modulator, exhibits anti-nociceptive properties in acute and neuropathic pain models in mice. Neuropharmacology. 2014 Jun;81:6-14. doi: 10.1016/j.neuropharm.2014.01.028. Epub 2014 Jan 31. PMID: 24486382.
2: Vincenzi F, Ravani A, Pasquini S, Merighi S, Gessi S, Romagnoli R, Baraldi PG, Borea PA, Varani K. Positive allosteric modulation of A1 adenosine receptors as a novel and promising therapeutic strategy for anxiety. Neuropharmacology. 2016 Dec;111:283-292. doi: 10.1016/j.neuropharm.2016.09.015. Epub 2016 Sep 14. PMID: 27639989.
3: Vincenzi F, Pasquini S, Gessi S, Merighi S, Romagnoli R, Borea PA, Varani K. The Detrimental Action of Adenosine on Glutamate-Induced Cytotoxicity in PC12 Cells Can Be Shifted towards a Neuroprotective Role through A1AR Positive Allosteric Modulation. Cells. 2020 May 18;9(5):1242. doi: 10.3390/cells9051242. PMID: 32443448; PMCID: PMC7290574.