U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C12H14N2O2S2.2K
Molecular Weight 360.578
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of EMERAMIDE POTASSIUM

SMILES

[K+].[K+].[S-]CCNC(=O)C1=CC(=CC=C1)C(=O)NCC[S-]

InChI

InChIKey=FRTPMZXZBMRSIF-UHFFFAOYSA-L
InChI=1S/C12H16N2O2S2.2K/c15-11(13-4-6-17)9-2-1-3-10(8-9)12(16)14-5-7-18;;/h1-3,8,17-18H,4-7H2,(H,13,15)(H,14,16);;/q;2*+1/p-2

HIDE SMILES / InChI

Molecular Formula C12H16N2O2S2
Molecular Weight 284.398
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula K
Molecular Weight 39.0983
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Emeramide or Irminix® (N,N'-bis(2-mercaptoethyl)isophthalamide (NBMI)) is a lipid-soluble thiol-redox antioxidant and heavy metal chelator. Orphan Drug Designation has been granted for the prevention and treatment of mercury toxicity in the EU and USA. Phase 1 and Phase 2a clinical studies have been performed and found Irminix® to be effective and safe with no adverse effects. A Phase 2a clinical trial for the treatment of chronic obstructive pulmonary disease has been completed in summer of 2018 and found Irminix® to be safe with no adverse effects.

Approval Year

PubMed

PubMed

TitleDatePubMed
Novel lipid-soluble thiol-redox antioxidant and heavy metal chelator, N,N'-bis(2-mercaptoethyl)isophthalamide (NBMI) and phospholipase D-specific inhibitor, 5-fluoro-2-indolyl des-chlorohalopemide (FIPI) attenuate mercury-induced lipid signaling leading to protection against cytotoxicity in aortic endothelial cells.
2011 Dec
Amelioration of Acute Mercury Toxicity by a Novel, Non-Toxic Lipid Soluble Chelator N,N'bis-(2-mercaptoethyl)isophthalamide: Effect on Animal Survival, Health, Mercury Excretion and Organ Accumulation.
2012
Thiol-redox antioxidants protect against lung vascular endothelial cytoskeletal alterations caused by pulmonary fibrosis inducer, bleomycin: comparison between classical thiol-protectant, N-acetyl-L-cysteine, and novel thiol antioxidant, N,N'-bis-2-mercaptoethyl isophthalamide.
2012 Jun

Sample Use Guides

For the 14 days of the intervention 100 mg NBMI, 300 mg NBMI or placebo were administered orally to all patients.
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Sat Dec 16 00:26:34 GMT 2023
Edited
by admin
on Sat Dec 16 00:26:34 GMT 2023
Record UNII
X5D79X18ST
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
EMERAMIDE POTASSIUM
WHO-DD  
Common Name English
1,3-BENZENEDICARBOXAMIDE, N1,N3-BIS(2-MERCAPTOETHYL)-, POTASSIUM SALT (1:2)
Systematic Name English
Emeramide potassium [WHO-DD]
Common Name English
1,3-BENZENEDICARBOXAMIDE, N,N'-BIS(2-MERCAPTOETHYL)-, DIPOTASSIUM SALT
Systematic Name English
EMERAMIDE DIPOTASSIUM
Common Name English
Code System Code Type Description
CAS
406676-54-8
Created by admin on Sat Dec 16 00:26:34 GMT 2023 , Edited by admin on Sat Dec 16 00:26:34 GMT 2023
PRIMARY
PUBCHEM
91618001
Created by admin on Sat Dec 16 00:26:34 GMT 2023 , Edited by admin on Sat Dec 16 00:26:34 GMT 2023
PRIMARY
SMS_ID
100000177197
Created by admin on Sat Dec 16 00:26:34 GMT 2023 , Edited by admin on Sat Dec 16 00:26:34 GMT 2023
PRIMARY
FDA UNII
X5D79X18ST
Created by admin on Sat Dec 16 00:26:34 GMT 2023 , Edited by admin on Sat Dec 16 00:26:34 GMT 2023
PRIMARY
DRUG BANK
DBSALT002153
Created by admin on Sat Dec 16 00:26:34 GMT 2023 , Edited by admin on Sat Dec 16 00:26:34 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY