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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
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
Removal of selenite from water using a synthetic dithiolate: an experimental and quantum chemical investigation.
2014 Apr 21

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
Name Type Language
EMERAMIDE
INN   WHO-DD  
INN  
Official Name English
N,N'-BIS(2-MERCAPTOETHYL)ISOPHTHALAMIDE
Systematic Name English
NBMI
Common Name English
emeramide [INN]
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 Sat Dec 16 17:11:23 GMT 2023 , Edited by admin on Sat Dec 16 17:11:23 GMT 2023
EU-Orphan Drug EU/3/17/1864
Created by admin on Sat Dec 16 17:11:23 GMT 2023 , Edited by admin on Sat Dec 16 17:11:23 GMT 2023
Code System Code Type Description
WIKIPEDIA
BDTH2
Created by admin on Sat Dec 16 17:11:23 GMT 2023 , Edited by admin on Sat Dec 16 17:11:23 GMT 2023
PRIMARY
DRUG BANK
DB12192
Created by admin on Sat Dec 16 17:11:23 GMT 2023 , Edited by admin on Sat Dec 16 17:11:23 GMT 2023
PRIMARY
INN
9949
Created by admin on Sat Dec 16 17:11:23 GMT 2023 , Edited by admin on Sat Dec 16 17:11:23 GMT 2023
PRIMARY
EPA CompTox
DTXSID10610932
Created by admin on Sat Dec 16 17:11:23 GMT 2023 , Edited by admin on Sat Dec 16 17:11:23 GMT 2023
PRIMARY
CAS
351994-94-0
Created by admin on Sat Dec 16 17:11:23 GMT 2023 , Edited by admin on Sat Dec 16 17:11:23 GMT 2023
PRIMARY
NCI_THESAURUS
C166785
Created by admin on Sat Dec 16 17:11:23 GMT 2023 , Edited by admin on Sat Dec 16 17:11:23 GMT 2023
PRIMARY
SMS_ID
100000177193
Created by admin on Sat Dec 16 17:11:23 GMT 2023 , Edited by admin on Sat Dec 16 17:11:23 GMT 2023
PRIMARY
FDA UNII
4U7K5X4ANS
Created by admin on Sat Dec 16 17:11:23 GMT 2023 , Edited by admin on Sat Dec 16 17:11:23 GMT 2023
PRIMARY
PUBCHEM
21133161
Created by admin on Sat Dec 16 17:11:23 GMT 2023 , Edited by admin on Sat Dec 16 17:11:23 GMT 2023
PRIMARY