Synonym
SM-6586; SM 6586; SM6586
IUPAC/Chemical Name
methyl 5-(3-((benzyl(methyl)amino)methyl)-1,2,4-oxadiazol-5-yl)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylate
InChi Key
HHVCXSOKQHQGFB-UHFFFAOYSA-N
InChi Code
InChI=1S/C26H27N5O5/c1-16-22(25-28-21(29-36-25)15-30(3)14-18-9-6-5-7-10-18)24(23(17(2)27-16)26(32)35-4)19-11-8-12-20(13-19)31(33)34/h5-13,24,27H,14-15H2,1-4H3
SMILES Code
O=C(C1=C(C)NC(C)=C(C2=NC(CN(C)CC3=CC=CC=C3)=NO2)C1C4=CC=CC([N+]([O-])=O)=C4)OC
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
489.53
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: Qu YL, Sugiyama K, Hattori K, Yamamoto A, Watanabe K, Nagatomo T. Slow association of positively charged Ca2+ channel antagonist amlodipine to dihydropyridine receptor sites in rat brain membranes. Gen Pharmacol. 1996 Jan;27(1):137-40. PubMed PMID: 8742511.
2: Qu YL, Takamizawa C, Sugiyama K, Maruyama K, Hattori K, Watanabe K, Nagatomo T. Residual inhibition in density of [3H]isradipine binding sites in rat brain membrane pretreated with amlodipine. Zhongguo Yao Li Xue Bao. 1995 Jul;16(4):289-93. PubMed PMID: 7668092.
3: Kashiwagi F, Katayama Y, Igarashi H, Iida S, Muramatsu H, Terashi A. Effect of a new calcium antagonist (SM-6586) on experimental cerebral ischemia. Acta Neurochir Suppl (Wien). 1994;60:289-92. PubMed PMID: 7976569.
4: Yabuki M, Shono F, Nakatsuka I, Yoshitake A. Novel cleavage of the 1,2,4-oxadiazole ring in rat metabolism of SM-6586, a dihydropyridine calcium antagonist. Drug Metab Dispos. 1993 Nov-Dec;21(6):1167-9. PubMed PMID: 7905400.
5: Qu YL, Sugiyama K, Nagatomo T, Maniwa T, Miyagishi A. Calcium channel blocking properties of SM-6586 in rat heart and brain as assessed by radioligand binding assay. Jpn J Pharmacol. 1993 Oct;63(2):165-9. PubMed PMID: 8283826.
6: Kinami J, Qu YL, Tsuchihashi H, Nagatomo T, Maniwa T, Miyagishi A. Assessment of Ca(2+)-antagonistic effect of SM-6586 and its isomers, novel 1,4-dihydropyridine derivatives, by radioligand binding assay. Jpn J Pharmacol. 1992 Jan;58(1):75-8. PubMed PMID: 1640663.
