Synonym
NKY80; NKY 80; NKY-80.
IUPAC/Chemical Name
2-amino-7-(furan-2-yl)-5,6,7,8-tetrahydroquinazolin-5-one
InChi Key
SOJUSNIBPPMLCC-UHFFFAOYSA-N
InChi Code
InChI=1S/C12H11N3O2/c13-12-14-6-8-9(15-12)4-7(5-10(8)16)11-2-1-3-17-11/h1-3,6-7H,4-5H2,(H2,13,14,15)
SMILES Code
O=C1C2=CN=C(N)N=C2CC(C3=CC=CO3)C1
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
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
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
Biological target:
NKY80 is a potent, selective and non-competitive adenylyl cyclase (AC) type V isoform inhibitor with IC50s of 8.3 µM, 132 µM and 1.7 mM for type V, III and II.
In vitro activity:
Consequently, on the basis of the pharmacophore analysis of 9-(tetrahydro-2-furyl) adenine and adenylyl cyclase, a novel non-nucleoside inhibitor, 2-amino-7-(2-furanyl)-7,8-dihydro-5(6H)-quinazolinone (NKY80), was identified after virtual screening of more than 850,000 compounds. NKY80 demonstrated a 210-fold selectivity for inhibiting type V relative to type II. More importantly, the combination of a type III-selective forskolin derivative and 9-(tetrahydro-2-furyl) adenine or NKY80 demonstrated a further enhanced selectivity for type III stimulation over other isoforms.
Reference: J Biol Chem. 2001 Dec 21;276(51):47785-93. https://pubmed.ncbi.nlm.nih.gov/11602596/
|
Solvent |
mg/mL |
mM |
comments |
| Solubility |
| DMF |
10.0 |
43.62 |
|
| DMF:PBS (pH 7.2) (1:1) |
0.5 |
2.18 |
|
| DMSO |
94.3 |
411.39 |
|
| Ethanol |
1.3 |
5.54 |
|
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.
Preparing Stock Solutions
The following data is based on the
product
molecular weight
229.24
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 |
Formulation protocol:
1. Kim GS, Kim Y. Up-regulation of circulating hemocyte population in response to bacterial challenge is mediated by octopamine and 5-hydroxytryptamine via Rac1 signal in Spodoptera exigua. J Insect Physiol. 2010 Jun;56(6):559-66. doi: 10.1016/j.jinsphys.2009.11.022. Epub 2009 Dec 14. PMID: 19961854.
2. Onda T, Hashimoto Y, Nagai M, Kuramochi H, Saito S, Yamazaki H, Toya Y, Sakai I, Homcy CJ, Nishikawa K, Ishikawa Y. Type-specific regulation of adenylyl cyclase. Selective pharmacological stimulation and inhibition of adenylyl cyclase isoforms. J Biol Chem. 2001 Dec 21;276(51):47785-93. doi: 10.1074/jbc.M107233200. Epub 2001 Oct 15. PMID: 11602596.
In vitro protocol:
1. Kim GS, Kim Y. Up-regulation of circulating hemocyte population in response to bacterial challenge is mediated by octopamine and 5-hydroxytryptamine via Rac1 signal in Spodoptera exigua. J Insect Physiol. 2010 Jun;56(6):559-66. doi: 10.1016/j.jinsphys.2009.11.022. Epub 2009 Dec 14. PMID: 19961854.
2. Onda T, Hashimoto Y, Nagai M, Kuramochi H, Saito S, Yamazaki H, Toya Y, Sakai I, Homcy CJ, Nishikawa K, Ishikawa Y. Type-specific regulation of adenylyl cyclase. Selective pharmacological stimulation and inhibition of adenylyl cyclase isoforms. J Biol Chem. 2001 Dec 21;276(51):47785-93. doi: 10.1074/jbc.M107233200. Epub 2001 Oct 15. PMID: 11602596.
1: Onda T, Hashimoto Y, Nagai M, Kuramochi H, Saito S, Yamazaki H, Toya Y, Sakai
I, Homcy CJ, Nishikawa K, Ishikawa Y. Type-specific regulation of adenylyl
cyclase. Selective pharmacological stimulation and inhibition of adenylyl
cyclase isoforms. J Biol Chem. 2001 Dec 21;276(51):47785-93. doi:
10.1074/jbc.M107233200. Epub 2001 Oct 15. PMID: 11602596.
2: Klotz KN, Kachler S. Inhibitors of membranous adenylyl cyclases with affinity
for adenosine receptors. Naunyn Schmiedebergs Arch Pharmacol. 2016
Mar;389(3):349-52. doi: 10.1007/s00210-015-1197-z. Epub 2015 Dec 14. PMID:
26660072.
3: Brand CS, Hocker HJ, Gorfe AA, Cavasotto CN, Dessauer CW. Isoform selectivity
of adenylyl cyclase inhibitors: characterization of known and novel compounds. J
Pharmacol Exp Ther. 2013 Nov;347(2):265-75. doi: 10.1124/jpet.113.208157. Epub
2013 Sep 4. PMID: 24006339; PMCID: PMC3807061.
4: Bräunig JH, Albrecht-Küpper B, Seifert R. Adenylyl cyclase regulation in
heart failure due to myocardial infarction in rats. Naunyn Schmiedebergs Arch
Pharmacol. 2014 Apr;387(4):389-98. doi: 10.1007/s00210-013-0943-3. Epub 2013 Nov
26. PMID: 24276219.
5: Braeunig JH, Schweda F, Han PL, Seifert R. Similarly potent inhibition of
adenylyl cyclase by P-site inhibitors in hearts from wild type and AC5 knockout
mice. PLoS One. 2013 Jul 1;8(7):e68009. doi: 10.1371/journal.pone.0068009. PMID:
23840883; PMCID: PMC3698094.
6: Ortiz-Capisano MC, Ortiz PA, Harding P, Garvin JL, Beierwaltes WH. Adenylyl
cyclase isoform v mediates renin release from juxtaglomerular cells.
Hypertension. 2007 Mar;49(3):618-24. doi: 10.1161/01.HYP.0000255172.84842.d2.
Epub 2006 Dec 26. PMID: 17190869.
7: Rangel-Barajas C, Silva I, Lopéz-Santiago LM, Aceves J, Erlij D, Florán B.
L-DOPA-induced dyskinesia in hemiparkinsonian rats is associated with up-
regulation of adenylyl cyclase type V/VI and increased GABA release in the
substantia nigra reticulata. Neurobiol Dis. 2011 Jan;41(1):51-61. doi:
10.1016/j.nbd.2010.08.018. Epub 2010 Aug 22. PMID: 20736067.
8: Kim GS, Kim Y. Up-regulation of circulating hemocyte population in response
to bacterial challenge is mediated by octopamine and 5-hydroxytryptamine via
Rac1 signal in Spodoptera exigua. J Insect Physiol. 2010 Jun;56(6):559-66. doi:
10.1016/j.jinsphys.2009.11.022. Epub 2009 Dec 14. PMID: 19961854.
9: Harney JA, Rodgers RL. Insulin-like stimulation of cardiac fuel metabolism by
physiological levels of glucagon: involvement of PI3K but not cAMP. Am J Physiol
Endocrinol Metab. 2008 Jul;295(1):E155-61. doi: 10.1152/ajpendo.90228.2008. Epub
2008 May 20. PMID: 18492769; PMCID: PMC2493598.
