Compounds > n,n'-ethylenebis(iodoacetamide)
Page last updated: 2024-12-06

n,n'-ethylenebis(iodoacetamide)

n,n'-ethylenebis(iodoacetamide) is a bifunctional alkylating agent. It is a crosslinking reagent that is used to modify proteins and other biological macromolecules. The compound reacts with sulfhydryl groups (cysteine residues) in proteins, forming stable covalent bonds. The reaction results in cross-linking of two cysteine residues, leading to a change in protein structure and function. The compound has been used in a variety of research applications, such as: studying protein structure and function, developing new protein-based therapeutics, inhibiting enzyme activity, modifying the properties of biomaterials, and identifying the active sites of enzymes. Its importance lies in its ability to modify and study protein function through crosslinking.'

Cross-References

ID SourceID
PubMed CID23678
CHEMBL ID1911792
SCHEMBL ID134099
MeSH IDM0100518

Synonyms (33)

Synonym
nsc30028
7250-43-3
n,n'-ethylene-bis(iodoacetamide)
acetamide,n'-1,2-ethanediylbis[2-iodo-
wln: i1vm2mv1i
nsc-30028
acetamide,n'-ethylenebis[2-iodo-
s 35
ethylenediamine bis(iodoacetamide)
acetamide,n'-ethylenebis[iodo-
ethylenediaminebis(iodoacetamide)
brn 2444246
n,n'-1,2-ethanediylbis(2-iodoacetamide)
n,n'-ethylenebis(2-iodoacetamide)
acetamide, n,n'-ethylenebis(2-iodo-
acetamide, n,n'-ethylenebis(iodo-
nsc 30028
acetamide, n,n'-1,2-ethanediylbis(2-iodo-
n,n'-ethylenebis(iodoacetamide)
2-iodo-n-[2-[(2-iodoacetyl)amino]ethyl]acetamide
FT-0668247
n,n'-ethane-1,2-diylbis(2-iodoacetamide)
CHEMBL1911792
n,n-ethylenebis(iodoacetamide)
SCHEMBL134099
DTXSID10222812
AKOS028110606
acetamide, n,n'-1,2-ethanediylbis[2-iodo-
n,n'-(ethane-1,2-diyl)bis(2-iodoacetamide)
n,n'-ethylene-bis-(iodoacetamide)
Q27459888
STARBLD0001215
PD193284
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (1)

Assay IDTitleYearJournalArticle
AID626627Displacement of N,N'-ethylenebis(iodoacetamide) from beta-tubulin colchicine-binding site in human MDA-MB-231 cells at 1000 times IC50 preincubated for 2 hrs before N,N'-ethylenebis(iodoacetamide) addition measured after 1.5 hrs by chemiluminescence assay2011European journal of medicinal chemistry, Nov, Volume: 46, Issue:11
Substituted phenyl 4-(2-oxoimidazolidin-1-yl)benzenesulfonamides as antimitotics. Antiproliferative, antiangiogenic and antitumoral activity, and quantitative structure-activity relationships.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (17)

TimeframeStudies, This Drug (%)All Drugs %
pre-199011 (64.71)18.7374
1990's4 (23.53)18.2507
2000's0 (0.00)29.6817
2010's2 (11.76)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 11.29

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index11.29 (24.57)
Research Supply Index2.89 (2.92)
Research Growth Index4.18 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.29)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other17 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
dimethyl sulfoxide
Dimethyl Sulfoxide: A highly polar organic liquid, that is used widely as a chemical solvent. Because of its ability to penetrate biological membranes, it is used as a vehicle for topical application of pharmaceuticals. It is also used to protect tissue during CRYOPRESERVATION. Dimethyl sulfoxide shows a range of pharmacological activity including analgesia and anti-inflammation.. dimethyl sulfoxide : A 2-carbon sulfoxide in which the sulfur atom has two methyl substituents.		1.9610sulfoxide;
volatile organic compound		alkylating agent;
antidote;
Escherichia coli metabolite;
geroprotector;
MRI contrast agent;
non-narcotic analgesic;
polar aprotic solvent;
radical scavenger
iodoacetamide
[no description available]		3.3570
nocodazole
[no description available]		2.6530aromatic ketone;
benzimidazoles;
carbamate ester;
thiophenes		antimitotic;
antineoplastic agent;
microtubule-destabilising agent;
tubulin modulator
colchicine
(S)-colchicine : A colchicine that has (S)-configuration. It is a secondary metabolite, has anti-inflammatory properties and is used to treat gout, crystal-induced joint inflammation, familial Mediterranean fever, and many other conditions.		3.67100alkaloid;
colchicine		anti-inflammatory agent;
gout suppressant;
mutagen
podophyllotoxin
Podophyllum: A genus of poisonous American herbs, family BERBERIDACEAE. The roots yield PODOPHYLLOTOXIN and other pharmacologically important agents. The plant was formerly used as a cholagogue and cathartic. It is different from the European mandrake, MANDRAGORA.		8.3570furonaphthodioxole;
lignan;
organic heterotetracyclic compound		antimitotic;
antineoplastic agent;
keratolytic drug;
microtubule-destabilising agent;
plant metabolite;
tubulin modulator
tropolone
Tropolone: A seven-membered aromatic ring compound. It is structurally related to a number of naturally occurring antifungal compounds (ANTIFUNGAL AGENTS).. tropolone : A cyclic ketone that is cyclohepta-2,4,6-trien-1-one substituted by a hydroxy group at position 2. It is a toxin produced by the agricultural pathogen Burkholderia plantarii.		1.9610alpha-hydroxy ketone;
cyclic ketone;
enol		bacterial metabolite;
fungicide;
toxin
vinblastine
[no description available]		2.0610
2,4,5-trimethoxybenzaldehyde
asaronaldehyde: from Piper clusii (Piperaceae); structure in first source		1.9610carbonyl compound
paclitaxel
Taxus: Genus of coniferous yew trees or shrubs, several species of which have medicinal uses. Notable is the Pacific yew, Taxus brevifolia, which is used to make the anti-neoplastic drug taxol (PACLITAXEL).		2.0610taxane diterpenoid;
tetracyclic diterpenoid		antineoplastic agent;
human metabolite;
metabolite;
microtubule-stabilising agent
5,5'-bis(8-(phenylamino)-1-naphthalenesulfonate)
[no description available]		1.9810
cystine
[no description available]		1.9810
maytansine
Maytansine: An ansa macrolide isolated from the MAYTENUS genus of East African shrubs.. maytansine : An organic heterotetracyclic compound and 19-membered macrocyclic lactam antibiotic originally isolated from the Ethiopian shrub Maytenus serrata but also found in other Maytenus species. It exhibits cytotoxicity against many tumour cell lines.		2.8840alpha-amino acid ester;
carbamate ester;
epoxide;
maytansinoid;
organic heterotetracyclic compound;
organochlorine compound		antimicrobial agent;
antimitotic;
antineoplastic agent;
plant metabolite;
tubulin modulator
fosbretabulin
[no description available]		2.0610stilbenoid
cysteine
Cysteine: A thiol-containing non-essential amino acid that is oxidized to form CYSTINE.. L-cysteinium : The L-enantiomer of cysteinium.. cysteine : A sulfur-containing amino acid that is propanoic acid with an amino group at position 2 and a sulfanyl group at position 3.		2.3720cysteiniumfundamental metabolite
rhizoxin
rhizoxin: from Rhizopus chinensis; causal agent of rice seedling blight; structure given in first source. rhizoxin : An macrolide antibiotic isolated from the pathogenic plant fungus Rhizopus microsporus. It also exhibits antitumour and antimitotic activity.		1.97101,3-oxazoles;
epoxide;
macrolide antibiotic		antimitotic;
antineoplastic agent;
metabolite
phomopsin
phomopsin: RN for cpd not in Chemline 7/18/83		2.6730oligopeptide
dolastatin 10
dolastatin 10: from mollusk Dolabella auricularia; contains four amino acids, dolavaline, dolaisoleucine, dolaproine, valine and the primary amine dolaphenine; deo-dolastatin 10 is a new dolastatin 10 chiral derivative with MW of 784. dolastatin 10 : A tetrapeptide that is isolated from the sea hare Dolabella auricularia. It is a potent anticancer agent which inhibits tubulin polymerization.		1.98101,3-thiazoles;
tetrapeptide		animal metabolite;
antineoplastic agent;
apoptosis inducer;
marine metabolite;
microtubule-destabilising agent
halichondrin b
halichondrin B: from marine sponge Halichondria okadai; binds in the Vinca domain of tubulin		1.9810furopyran
guanosine triphosphate
Guanosine Triphosphate: Guanosine 5'-(tetrahydrogen triphosphate). A guanine nucleotide containing three phosphate groups esterified to the sugar moiety.		2.6630guanosine 5'-phosphate;
purine ribonucleoside 5'-triphosphate		Escherichia coli metabolite;
mouse metabolite;
uncoupling protein inhibitor
tn 16
TN 16: structure given in first source		1.9610
ConditionIndicatedRelationship StrengthStudiesTrials
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