Synonym
Ahc-52; Ahc 52; Ahc52;
IUPAC/Chemical Name
3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(2-(1-methylethyl)pyrazolo(1,5-a)pyridin-3-yl)-, methyl 2-(methyl(phenylmethyl)amino)ethyl ester
InChi Key
SCUPIRGJNHINID-UHFFFAOYSA-N
InChi Code
InChI=1S/C30H36N4O4/c1-19(2)28-26(23-14-10-11-15-34(23)32-28)27-24(29(35)37-6)20(3)31-21(4)25(27)30(36)38-17-16-33(5)18-22-12-8-7-9-13-22/h7-15,19,27,31H,16-18H2,1-6H3
SMILES Code
O=C(C1=C(C)NC(C)=C(C(OCCN(C)CC2=CC=CC=C2)=O)C1C3=C4C=CC=CN4N=C3C(C)C)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
516.64
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: Yamashiro T, Watanabe N, Yokoyama KK, Koga C, Tsuruo T, Kobayashi Y. Requirement of expression of P-glycoprotein on human natural killer leukemia cells for cell-mediated cytotoxicity. Biochem Pharmacol. 1998 May 1;55(9):1385-90. PubMed PMID: 10076529.
2: Tanaka H, Sekine T, Terada M, Kobayashi Y, Shigenobu K. Cardioprotective effect against ischemia-reperfusion injury of AHC-52, a dihydropyridine compound with inhibitory effect on Cl- but not Ca2+ current. Naunyn Schmiedebergs Arch Pharmacol. 1997 Dec;356(6):853-5. PubMed PMID: 9453474.
3: Yamashiro T, Watanabe N, Kobayashi Y. Reduction of intracellular pH by inhibitors of natural killer cell activity, nicardipine, methyl 2-(N-benzyl-N-methylamino)ethyl-2,6-dimethyl-4-(2-isopropyl-pyrazolo[1, 5-a]pyridine-3-yl)-1,4-dihydro-pyridine-3,5-dicarboxylate (AHC-52), and 4,4'-diisothiocyano-2,2'-disulfonic acid stilbene (DIDS). Biochem Pharmacol. 1997 Jul 1;54(1):143-8. PubMed PMID: 9296360.
4: Yao Y, Sei Y, Abbracchio MP, Jiang JL, Kim YC, Jacobson KA. Adenosine A3 receptor agonists protect HL-60 and U-937 cells from apoptosis induced by A3 antagonists. Biochem Biophys Res Commun. 1997 Mar 17;232(2):317-22. PubMed PMID: 9125172; PubMed Central PMCID: PMC4309999.
5: Kobayashi Y, Yamashiro T, Nagatake H, Yamamoto T, Watanabe N, Tanaka H, Shigenobu K, Tsuruo T. Expression and function of multidrug resistance P-glycoprotein in a cultured natural killer cell-rich population revealed by MRK16 monoclonal antibody and AHC-52. Biochem Pharmacol. 1994 Oct 18;48(8):1641-6. PubMed PMID: 7980629.
6: Shinoda H, Ebisu H, Mitsuhashi J, Inaba M, Tsuruo T. Therapeutic efficacy of combination of antitumor agent with AHC-52 against multidrug-resistant cells in the intravenously inoculated P388 leukemia model. Cancer Chemother Pharmacol. 1992;30(5):335-40. PubMed PMID: 1505070.
7: Suzuki H. [Antitumor drugs and potentiators aiming circumvention of drug resistance]. Gan To Kagaku Ryoho. 1990 Mar;17(3 Pt 1):335-41. Japanese. PubMed PMID: 1689986.
8: Shinoda H, Inaba M, Tsuruo T. In vivo circumvention of vincristine resistance in mice with P388 leukemia using a novel compound, AHC-52. Cancer Res. 1989 Apr 1;49(7):1722-6. PubMed PMID: 2924316.
