Synonym
HMR-1556; HMR 1556; HMR1556.
IUPAC/Chemical Name
N-[(3R,4S)-3-hydroxy-2,2-dimethyl-6-(4,4,4-trifluorobutoxy)chroman-4-yl]-N-methylethanesulfonamide
InChi Key
YBZQPPIQXNWGEX-JKSUJKDBSA-N
InChi Code
InChI=1S/C18H26F3NO5S/c1-5-28(24,25)22(4)15-13-11-12(26-10-6-9-18(19,20)21)7-8-14(13)27-17(2,3)16(15)23/h7-8,11,15-16,23H,5-6,9-10H2,1-4H3/t15-,16+/m0/s1
SMILES Code
CCS(=O)(N([C@@H]1[C@@H](O)C(C)(C)OC2=C1C=C(OCCCC(F)(F)F)C=C2)C)=O
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
425.46
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: So PP, Backx PH, Dorian P. Slow delayed rectifier K+ current block by HMR 1556 increases dispersion of repolarization and promotes Torsades de Pointes in rabbit ventricles. Br J Pharmacol. 2008 Dec;155(8):1185-94. doi: 10.1038/bjp.2008.354. PubMed PMID: 18836478; PubMed Central PMCID: PMC2607203.
2: So PP, Backx PH, Hu XD, Dorian P. I(Ks) block by HMR 1556 lowers ventricular defibrillation threshold and reverses the repolarization shortening by isoproterenol without rate-dependence in rabbits. J Cardiovasc Electrophysiol. 2007 Jul;18(7):750-6. PubMed PMID: 17578345.
3: So PP, Hu XD, Backx PH, Puglisi JL, Dorian P. Blockade of IKs by HMR 1556 increases the reverse rate-dependence of refractoriness prolongation by dofetilide in isolated rabbit ventricles. Br J Pharmacol. 2006 Jun;148(3):255-63. PubMed PMID: 16565733; PubMed Central PMCID: PMC1751568.
4: Bauer A, Koch M, Kraft P, Becker R, Kelemen K, Voss F, Senges JC, Gerlach U, Katus HA, Schoels W. The new selective I(Ks)-blocking agent HMR 1556 restores sinus rhythm and prevents heart failure in pigs with persistent atrial fibrillation. Basic Res Cardiol. 2005 May;100(3):270-8. PubMed PMID: 15795798.
5: Bosch RF, Schneck AC, Csillag S, Eigenberger B, Gerlach U, Brendel J, Lang HJ, Mewis C, Gögelein H, Seipel L, Kühlkamp V. Effects of the chromanol HMR 1556 on potassium currents in atrial myocytes. Naunyn Schmiedebergs Arch Pharmacol. 2003 Mar;367(3):281-8. PubMed PMID: 12644901.
6: Thomas GP, Gerlach U, Antzelevitch C. HMR 1556, a potent and selective blocker of slowly activating delayed rectifier potassium current. J Cardiovasc Pharmacol. 2003 Jan;41(1):140-7. PubMed PMID: 12500032.
7: Gögelein H, Brüggemann A, Gerlach U, Brendel J, Busch AE. Inhibition of IKs channels by HMR 1556. Naunyn Schmiedebergs Arch Pharmacol. 2000 Dec;362(6):480-8. PubMed PMID: 11138839.