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Details

Stereochemistry ABSOLUTE
Molecular Formula C17H24F3NO5S
Molecular Weight 411.436
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of HMR-1556

SMILES

CN([C@@H]1[C@@H](O)C(C)(C)OC2=CC=C(OCCCC(F)(F)F)C=C12)S(C)(=O)=O

InChI

InChIKey=SRZRLJWUQFIZRH-LSDHHAIUSA-N
InChI=1S/C17H24F3NO5S/c1-16(2)15(22)14(21(3)27(4,23)24)12-10-11(6-7-13(12)26-16)25-9-5-8-17(18,19)20/h6-7,10,14-15,22H,5,8-9H2,1-4H3/t14-,15+/m0/s1

HIDE SMILES / InChI
Molecular Formula C17H24F3NO5S
Molecular Weight 411.436
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/11689069 | https://www.ncbi.nlm.nih.gov/pubmed/15795798

HMR 1556 is a blocker of the slow component of the delayed rectifier potassium current (IKs). It is being preclinically developed by sanofi-aventis in Germany as an oral agent for the treatment of atrial fibrillation.

Originator

Approval Year

Unknown
149124
Targets

Targets

Primary TargetPharmacologyConditionPotency
Blocker
555
 0.12 µM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Preclinical
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Blockade of IKs by HMR 1556 increases the reverse rate-dependence of refractoriness prolongation by dofetilide in isolated rabbit ventricles.
2006-06
The new selective I(Ks)-blocking agent HMR 1556 restores sinus rhythm and prevents heart failure in pigs with persistent atrial fibrillation.
2005-05
HMR 1556, a potent and selective blocker of slowly activating delayed rectifier potassium current.
2003-01
Synthesis and activity of novel and selective I(Ks)-channel blockers.
2001-11-08
Inhibition of IKs channels by HMR 1556.
2000-12
Patents

Patents

WO2007009462A2
1

Sample Use Guides

In Vivo Use Guide
Pigs: HMR 1556 (30 mg/kg, p.o., 10 days) efficiently and safely restores sinus rhythm and prevents heart failure in a model of persistent atrial fibrillation. Rabbit: HMR 1556 (1 mg/kg/hr i.v.).
Route of Administration: Other
In Vitro Use Guide
HMR1556 inhibited 48% of the outward current with an IC(50) of 7 uM in insulin-secreting INS-1 cells.
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:35:10 GMT 2025
Edited
by admin
on Mon Mar 31 18:35:10 GMT 2025
Record UNII
4IF4R31066
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
(+)-HMR-1556
Preferred Name English
HMR-1556
Common Name English
METHANESULFONAMIDE, N-((3R,4S)-3,4-DIHYDRO-3-HYDROXY-2,2-DIMETHYL-6-(4,4,4-TRIFLUOROBUTOXY)-2H-1-BENZOPYRAN-4-YL)-N-METHYL-
Systematic Name English
Code System Code Type Description
CAS
223749-46-0
Created by admin on Mon Mar 31 18:35:10 GMT 2025 , Edited by admin on Mon Mar 31 18:35:10 GMT 2025
PRIMARY
FDA UNII
4IF4R31066
Created by admin on Mon Mar 31 18:35:10 GMT 2025 , Edited by admin on Mon Mar 31 18:35:10 GMT 2025
PRIMARY
EPA CompTox
DTXSID801105017
Created by admin on Mon Mar 31 18:35:10 GMT 2025 , Edited by admin on Mon Mar 31 18:35:10 GMT 2025
PRIMARY
PUBCHEM
9887834
Created by admin on Mon Mar 31 18:35:10 GMT 2025 , Edited by admin on Mon Mar 31 18:35:10 GMT 2025
PRIMARY
Related Record Type Details
Structure of HMR-1556
ACTIVE MOIETY
NIH
NCATS
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