Synonym
PDE5-IN-6c; PDE5 IN 6c; PDE5IN6c; PDE5 inhibitor 6c;
IUPAC/Chemical Name
2-Acetyl-10-((3-chloro-4-methoxybenzyl)amino)-1,2,3,4-tetrahydrobenzo[b][1,6]naphthyridine-8-carbonitrile
InChi Key
YLBRHUHHQIYMSH-UHFFFAOYSA-N
InChi Code
InChI=1S/C23H21ClN4O2/c1-14(29)28-8-7-21-18(13-28)23(17-9-15(11-25)3-5-20(17)27-21)26-12-16-4-6-22(30-2)19(24)10-16/h3-6,9-10H,7-8,12-13H2,1-2H3,(H,26,27)
SMILES Code
N#CC1=CC=C2N=C3CCN(C(C)=O)CC3=C(NCC4=CC=C(OC)C(Cl)=C4)C2=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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
420.89
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: Fiorito J, Vendome J, Saeed F, Staniszewski A, Zhang H, Yan S, Deng SX, Arancio O, Landry DW. Identification of a Novel 1,2,3,4-Tetrahydrobenzo[b][1,6]naphthyridine Analogue as a Potent Phosphodiesterase 5 Inhibitor with Improved Aqueous Solubility for the Treatment of Alzheimer's Disease. J Med Chem. 2017 Nov 9;60(21):8858-8875. doi: 10.1021/acs.jmedchem.7b00979. Epub 2017 Oct 23. PubMed PMID: 28985058.
2: Sasseville M, Côté N, Gagnon MC, Richard FJ. Up-regulation of 3'5'-cyclic guanosine monophosphate-specific phosphodiesterase in the porcine cumulus-oocyte complex affects steroidogenesis during in vitro maturation. Endocrinology. 2008 Nov;149(11):5568-76. doi: 10.1210/en.2008-0547. Epub 2008 Jul 31. PubMed PMID: 18669600.
3: Kim DK, Lee N, Lee JY, Ryu DH, Kim JS, Lee SH, Choi JY, Chang K, Kim YW, Im GJ, Choi WS, Kim TK, Ryu JH, Kim NH, Lee K. Synthesis and phosphodiesterase 5 inhibitory activity of novel phenyl ring modified sildenafil analogues. Bioorg Med Chem. 2001 Jun;9(6):1609-16. PubMed PMID: 11408180.
