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Details

Stereochemistry ACHIRAL
Molecular Formula C19H21ClN3O5S2.Na
Molecular Weight 493.96
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CLAMIKALANT MONOSODIUM

SMILES

[Na+].CNC(=S)[N-]S(=O)(=O)C1=CC(CCNC(=O)C2=C(OC)C=CC(Cl)=C2)=CC=C1OC

InChI

InChIKey=SUEVHDKFEXAKAF-UHFFFAOYSA-M
InChI=1S/C19H22ClN3O5S2.Na/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,(H3,21,22,23,24,29);/q;+1/p-1

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

Molecular Formula Na
Molecular Weight 22.9898
Charge 1
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
Glucuronidation of HMR1098 in human microsomes: evidence for the involvement of UGT1A1 in the formation of S-glucuronides.
2003 Aug
Parstatin(1-26): the putative signal peptide of protease-activated receptor 1 confers potent protection from myocardial ischemia-reperfusion injury.
2010 Mar
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 Fri Dec 15 15:52:54 GMT 2023
Edited
by admin
on Fri Dec 15 15:52:54 GMT 2023
Record UNII
AAU99UZB44
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CLAMIKALANT MONOSODIUM
Common Name English
HMR-1098
Code English
BENZAMIDE, 5-CHLORO-2-METHOXY-N-(2-(4-METHOXY-3-((((METHYLAMINO)THIOXOMETHYL)AMINO)SULFONYL)PHENYL)ETHYL)-, SODIUM SALT (1:1)
Systematic Name English
Code System Code Type Description
FDA UNII
AAU99UZB44
Created by admin on Fri Dec 15 15:52:54 GMT 2023 , Edited by admin on Fri Dec 15 15:52:54 GMT 2023
PRIMARY
PUBCHEM
15462226
Created by admin on Fri Dec 15 15:52:54 GMT 2023 , Edited by admin on Fri Dec 15 15:52:54 GMT 2023
PRIMARY
CAS
261717-22-0
Created by admin on Fri Dec 15 15:52:54 GMT 2023 , Edited by admin on Fri Dec 15 15:52:54 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE