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Details

Stereochemistry ACHIRAL
Molecular Formula C12H16N2O2S2
Molecular Weight 284.398
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of EMERAMIDE

SMILES

SCCNC(=O)C1=CC(=CC=C1)C(=O)NCCS

InChI

InChIKey=JUTBAVRYDAKVGQ-UHFFFAOYSA-N
InChI=1S/C12H16N2O2S2/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)

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

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
Removal of selenite from water using a synthetic dithiolate: an experimental and quantum chemical investigation.
2014-04-21
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.
2012-06
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
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.
2011-12

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 Wed Apr 02 08:49:28 GMT 2025
Edited
by admin
on Wed Apr 02 08:49:28 GMT 2025
Record UNII
4U7K5X4ANS
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
emeramide [INN]
Preferred Name English
EMERAMIDE
INN   WHO-DD  
INN  
Official Name English
N,N'-BIS(2-MERCAPTOETHYL)ISOPHTHALAMIDE
Systematic Name English
NBMI
Common Name English
1,3-BENZENEDICARBOXAMIDE, N1,N3-BIS(2-MERCAPTOETHYL)-
Systematic Name English
Emeramide [WHO-DD]
Common Name English
Classification Tree Code System Code
FDA ORPHAN DRUG 367312
Created by admin on Wed Apr 02 08:49:28 GMT 2025 , Edited by admin on Wed Apr 02 08:49:28 GMT 2025
EU-Orphan Drug EU/3/17/1864
Created by admin on Wed Apr 02 08:49:28 GMT 2025 , Edited by admin on Wed Apr 02 08:49:28 GMT 2025
Code System Code Type Description
WIKIPEDIA
BDTH2
Created by admin on Wed Apr 02 08:49:28 GMT 2025 , Edited by admin on Wed Apr 02 08:49:28 GMT 2025
PRIMARY
DRUG BANK
DB12192
Created by admin on Wed Apr 02 08:49:28 GMT 2025 , Edited by admin on Wed Apr 02 08:49:28 GMT 2025
PRIMARY
INN
9949
Created by admin on Wed Apr 02 08:49:28 GMT 2025 , Edited by admin on Wed Apr 02 08:49:28 GMT 2025
PRIMARY
EPA CompTox
DTXSID10610932
Created by admin on Wed Apr 02 08:49:28 GMT 2025 , Edited by admin on Wed Apr 02 08:49:28 GMT 2025
PRIMARY
CAS
351994-94-0
Created by admin on Wed Apr 02 08:49:28 GMT 2025 , Edited by admin on Wed Apr 02 08:49:28 GMT 2025
PRIMARY
NCI_THESAURUS
C166785
Created by admin on Wed Apr 02 08:49:28 GMT 2025 , Edited by admin on Wed Apr 02 08:49:28 GMT 2025
PRIMARY
SMS_ID
100000177193
Created by admin on Wed Apr 02 08:49:28 GMT 2025 , Edited by admin on Wed Apr 02 08:49:28 GMT 2025
PRIMARY
FDA UNII
4U7K5X4ANS
Created by admin on Wed Apr 02 08:49:28 GMT 2025 , Edited by admin on Wed Apr 02 08:49:28 GMT 2025
PRIMARY
PUBCHEM
21133161
Created by admin on Wed Apr 02 08:49:28 GMT 2025 , Edited by admin on Wed Apr 02 08:49:28 GMT 2025
PRIMARY
Related Record Type Details
INNOVATOR->PARENT
TARGET->LIGAND
Related Record Type Details
ACTIVE MOIETY