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Details

Stereochemistry ACHIRAL
Molecular Formula C19H22ClN3O5S2
Molecular Weight 471.978
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CLAMIKALANT

SMILES

CNC(=S)NS(=O)(=O)C1=CC(CCNC(=O)C2=CC(Cl)=CC=C2OC)=CC=C1OC

InChI

InChIKey=VXTKXGKPBOLHRY-UHFFFAOYSA-N
InChI=1S/C19H22ClN3O5S2/c1-21-19(29)23-30(25,26)17-10-12(4-6-16(17)28-3)8-9-22-18(24)14-11-13(20)5-7-15(14)27-2/h4-7,10-11H,8-9H2,1-3H3,(H,22,24)(H2,21,23,29)

HIDE SMILES / InChI

Molecular Formula C19H22ClN3O5S2
Molecular Weight 471.978
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/18708091

The novel compounds clamikalant (HMR 1883) or its sodium salt HMR 1098) have been shown to block selectively Kir6.2/SUR1-composed K(ATP) channels. Clamikalant is under development by Aventis Pharma (formerly Hoechst Marion Roussel) for the potential treatment of heart arrest and ventricular arrhythmias. Nevertheless, clamikalant and its sodium salt did not pass the clinical trials

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG



OverviewOther

Other InhibitorOther SubstrateOther Inducer





Drug as perpetrator​Drug as victim
PubMed

PubMed

TitleDatePubMed
Patents

Sample Use Guides

in rats: 3 mg/kg i.v
Route of Administration: Intravenous
In Vitro Use Guide
HMR 1883 (Clamikalant) blocks KATPs in cardiac muscle cells with 10-50 fold higher potency than in pancreatic beta-cells and has little effect on the coronary vascular system. HMR 1883 has pharmacological selectivity for cardiac myocytes and thereby may be a promising substance for the prevention of ischemia-induced ventricular fibrillation. The rilmakalim-induced shortening of the APD90 in guinea pig right papillary muscle was antagonized half-maximally by HMR 1883 with 0.6 uM. The rilmakalim-induced shortening of the APD90 was half-maximally antagonized by HMR 1883 with 0.4 uM. The rilmakalim-induced whole-cell current (at 0 mV clamp-potential) was inhibited by HMR 1883 half-maximally 0.8 uM. Addition of HMR 1883 depolarized the cell potential half-maximally with concentrations of 20 uM.
Substance Class Chemical
Created
by admin
on Wed Jul 05 23:33:04 UTC 2023
Edited
by admin
on Wed Jul 05 23:33:04 UTC 2023
Record UNII
94301K998R
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CLAMIKALANT
INN  
INN  
Official Name English
clamikalant [INN]
Common Name English
HMR-1883
Code English
1-((5-(2-(5-CHLORO-O-ANISAMIDO)ETHYL)-2-METHOXYPHENYL)SULFONYL)-3-METHYL-2-THIOUREA
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C47793
Created by admin on Wed Jul 05 23:33:04 UTC 2023 , Edited by admin on Wed Jul 05 23:33:04 UTC 2023
NCI_THESAURUS C93038
Created by admin on Wed Jul 05 23:33:04 UTC 2023 , Edited by admin on Wed Jul 05 23:33:04 UTC 2023
Code System Code Type Description
PUBCHEM
3037766
Created by admin on Wed Jul 05 23:33:04 UTC 2023 , Edited by admin on Wed Jul 05 23:33:04 UTC 2023
PRIMARY
SMS_ID
300000042683
Created by admin on Wed Jul 05 23:33:04 UTC 2023 , Edited by admin on Wed Jul 05 23:33:04 UTC 2023
PRIMARY
FDA UNII
94301K998R
Created by admin on Wed Jul 05 23:33:04 UTC 2023 , Edited by admin on Wed Jul 05 23:33:04 UTC 2023
PRIMARY
CAS
158751-64-5
Created by admin on Wed Jul 05 23:33:04 UTC 2023 , Edited by admin on Wed Jul 05 23:33:04 UTC 2023
PRIMARY
EPA CompTox
DTXSID30166522
Created by admin on Wed Jul 05 23:33:04 UTC 2023 , Edited by admin on Wed Jul 05 23:33:04 UTC 2023
PRIMARY
NCI_THESAURUS
C77831
Created by admin on Wed Jul 05 23:33:04 UTC 2023 , Edited by admin on Wed Jul 05 23:33:04 UTC 2023
PRIMARY
ChEMBL
CHEMBL12531
Created by admin on Wed Jul 05 23:33:04 UTC 2023 , Edited by admin on Wed Jul 05 23:33:04 UTC 2023
PRIMARY
INN
7755
Created by admin on Wed Jul 05 23:33:04 UTC 2023 , Edited by admin on Wed Jul 05 23:33:04 UTC 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
TARGET -> INHIBITOR
TARGET -> INHIBITOR
Related Record Type Details
ACTIVE MOIETY