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

Details

Stereochemistry ACHIRAL
Molecular Formula C2H4S
Molecular Weight 60.118
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ETHYLENE SULFIDE

SMILES

C1CS1

InChI

InChIKey=VOVUARRWDCVURC-UHFFFAOYSA-N
InChI=1S/C2H4S/c1-2-3-1/h1-2H2

HIDE SMILES / InChI

Molecular Formula C2H4S
Molecular Weight 60.118
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Tetrathiomolybdate mediated rearrangement of aziridinemethanol tosylates: a thia-aza-Payne rearrangement.
2010-08-20
Sulfur K-edge photofragmentation of ethylene sulfide.
2010-07-07
Energetics and mechanism for the deamination of lithiated cysteine.
2010-03-25
The X-ray structure of carboxypeptidase A inhibited by a thiirane mechanism-based inhibitor.
2010-01
Active site ring-opening of a thiirane moiety and picomolar inhibition of gelatinases.
2009-12
Synthesis and reactivity of enantiomerically enriched thiiranium ions.
2009-11-02
Matrix metalloproteinase 2 inhibition: combined quantum mechanics and molecular mechanics studies of the inhibition mechanism of (4-phenoxyphenylsulfonyl)methylthiirane and its oxirane analogue.
2009-10-20
Ethylenesulfide as a useful agent for incorporation into the biopolymer chitosan in a solvent-free reaction for use in cation removal.
2009-09-08
Detection and kinetics of the single-crystal to single-crystal complete transformation of a thiiranium ion into thietanium ion.
2009-09-07
DFT studies of the ring-opening mechanism of SB-3CT, a potent inhibitor of matrix metalloproteinase 2.
2009-06-18
Elementary reactions and their role in gas-phase prebiotic chemistry.
2009-05-19
Thermal and spectroscopic properties of polystyrene/gold nanocomposite containing well-dispersed gold nanoparticles.
2009-05
Matrix photochemistry, photoelectron spectroscopy, solid-phase structure, and ring strain energy of beta-propiothiolactone.
2009-04-16
Isolation of the key intermediates in the catalyst-free conversion of oxiranes to thiiranes in water at ambient temperature.
2009-04-07
Structural study of Ga(III), In(III), and Fe(III) complexes of triaza-macrocycle based ligands with N3S3 donor set.
2009-04-06
Observation of direct sulfenium and selenenium group transfer from thiiranium and seleniranium ions to alkenes.
2009-03-18
A potent gelatinase inhibitor with anti-tumor-invasive activity and its metabolic disposition.
2009-02
Influence of disulfide density and molecular weight on disulfide cross-linked polyethylenimine as gene vectors.
2009-02
Mechanism and regioselectivity of the cycloaddition of thiones derived from Meldrum's acid, malonates, or other dicarbonyls.
2008-10-03
Imaging atomic orbital polarization in photodissociation.
2008-09
The effects of sulfur substitution for the nucleophile and bridging oxygen atoms in reactions of hydroxyalkyl phosphate esters.
2008-07-04
Conformational analyses of thiirane-based gelatinase inhibitors.
2008-05-15
Reactivity of fullerene epoxide: preparation of fullerene-fused thiirane, tetrahydrothiazolidin-2-one, and 1,3-dioxolane.
2008-04-04
Metabolism of (4-phenoxyphenylsulfonyl) methylthiirane, a selective gelatinase inhibitor.
2008-03
Chemical toxicology of reactive intermediates formed by the glutathione-dependent bioactivation of halogen-containing compounds.
2008-01
A mechanistic view of enzyme inhibition and peptide hydrolysis in the active site of the SARS-CoV 3C-like peptidase.
2007-08-24
Vibrational overtone spectroscopy of three-membered rings.
2007-06-28
Theoretical study of the reaction from 6-methylidene penem to seven-membered ring intermediates.
2007-05-31
Highly selective copper-catalyzed ring expansion of vinyl thiiranes: application to synthesis of biotin and the heterocyclic core of plavix.
2007-03-14
Water durability of resin bond to pure gold treated with various adhesion promoting thiirane monomers.
2007-01
Vibrational structures of dimethyl sulfide and ethylene sulfide cations studied by vacuum-ultraviolet mass-analyzed threshold ionization (MATI) spectroscopy.
2006-12-14
An episulfide cation (thiiranium ring) trapped in the active site of HAV 3C proteinase inactivated by peptide-based ketone inhibitors.
2006-08-25
Kinetics, mechanism, and computational studies of rhenium-catalyzed desulfurization reactions of thiiranes (thioepoxides).
2006-07-10
Aquasonolysis of thioethers.
2006-05
The atmospheric pressure Meerwein reaction.
2006-04
Synthesis of chiral 2-(4-phenoxyphenylsulfonylmethyl)thiiranes as selective gelatinase inhibitors.
2005-09-29
The reactions of sulfur mustard with the active components of organic decontaminants.
2005-08-31
A comparison of the Cope rearrangements of cis-1,2-divinylcyclopropane, cis-2,3-divinylaziridine, cis-2,3-divinyloxirane, cis-2,3-divinylphosphirane, and cis-2,3-divinylthiirane: a DFT study.
2005-07-22
Rotational spectrum, inversion, and geometry of 2,5-dihydrofuran...ethyne and a generalization about Z...H-C hydrogen bonds.
2005-04-01
Vibrational dynamics of medium strength hydrogen bonds: Fourier transform infrared spectra and band contour analysis of the DF stretching region of (CH2)2S-DF.
2004-10-22
New potent and selective A1 adenosine receptor agonists.
2004-09-15
Oligomerization of ribonuclease A: two novel three-dimensional domain-swapped tetramers.
2004-08-27
Nickel-manganese sulfido carbonyl cluster complexes. synthesis, structure, and properties of the unusual paramagnetic complexes Cp2Ni2Mn(CO)3(mu 3-E)2, E = S, Se.
2004-04-19
Meerwein reaction of phosphonium ions with epoxides and thioepoxides in the gas phase.
2004-03
Absolute rate constants for reactions of tributylstannyl radicals with bromoalkanes, episulfides, and alpha-halomethyl-episulfides, -cyclopropanes, and -oxiranes: new rate expressions for sulfur and bromine atom abstraction.
2004-02-20
Functionalization of cyclodextrins via reactions of 2,3-anhydrocyclodextrins.
2003-11-28
Comparative study of extraction techniques for determination of garlic flavor components by gas chromatography-mass spectrometry.
2003-10
Cysteine protease inhibitors containing small rings.
2003-09
A computational study to elucidate the extraordinary reactivity of three-membered heterocycles in nucleophilic substitution reactions.
2003-04-04
New thiol adsorbent grafted on silica gel: synthesis, characterization and employment for heavy metal adsorptions.
2003-04
Patents

Patents

Substance Class Chemical
Created
by admin
on Mon Mar 31 22:23:19 GMT 2025
Edited
by admin
on Mon Mar 31 22:23:19 GMT 2025
Record UNII
A2W5165740
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NSC-89690
Preferred Name English
ETHYLENE SULFIDE
HSDB   MI  
Systematic Name English
ETHYLENE EPISULPHIDE
Common Name English
THIIRANE
Systematic Name English
ETHYLENE SULFIDE [MI]
Common Name English
ETHYLENE SULFIDE [HSDB]
Common Name English
2,3-DIHYDROTHIIRENE
Systematic Name English
ETHYLENE SULPHIDE
Systematic Name English
ETHYLENE EPISULFIDE
Common Name English
THIACYCLOPROPANE
Systematic Name English
EPITHIOETHANE
Systematic Name English
SULFURANE
Common Name English
THIIRAN
Systematic Name English
ETHYLENE SULFIDE [IARC]
Common Name English
THIIRENE, 2,3-DIHYDRO-
Systematic Name English
Code System Code Type Description
PUBCHEM
9865
Created by admin on Mon Mar 31 22:23:19 GMT 2025 , Edited by admin on Mon Mar 31 22:23:19 GMT 2025
PRIMARY
FDA UNII
A2W5165740
Created by admin on Mon Mar 31 22:23:19 GMT 2025 , Edited by admin on Mon Mar 31 22:23:19 GMT 2025
PRIMARY
NSC
89690
Created by admin on Mon Mar 31 22:23:19 GMT 2025 , Edited by admin on Mon Mar 31 22:23:19 GMT 2025
PRIMARY
CHEBI
37180
Created by admin on Mon Mar 31 22:23:19 GMT 2025 , Edited by admin on Mon Mar 31 22:23:19 GMT 2025
PRIMARY
ECHA (EC/EINECS)
206-993-9
Created by admin on Mon Mar 31 22:23:19 GMT 2025 , Edited by admin on Mon Mar 31 22:23:19 GMT 2025
PRIMARY
MERCK INDEX
m5127
Created by admin on Mon Mar 31 22:23:19 GMT 2025 , Edited by admin on Mon Mar 31 22:23:19 GMT 2025
PRIMARY Merck Index
EPA CompTox
DTXSID3049411
Created by admin on Mon Mar 31 22:23:19 GMT 2025 , Edited by admin on Mon Mar 31 22:23:19 GMT 2025
PRIMARY
HSDB
5489
Created by admin on Mon Mar 31 22:23:19 GMT 2025 , Edited by admin on Mon Mar 31 22:23:19 GMT 2025
PRIMARY
CHEBI
30977
Created by admin on Mon Mar 31 22:23:19 GMT 2025 , Edited by admin on Mon Mar 31 22:23:19 GMT 2025
PRIMARY
CAS
420-12-2
Created by admin on Mon Mar 31 22:23:19 GMT 2025 , Edited by admin on Mon Mar 31 22:23:19 GMT 2025
PRIMARY
WIKIPEDIA
Ethylene sulfide
Created by admin on Mon Mar 31 22:23:19 GMT 2025 , Edited by admin on Mon Mar 31 22:23:19 GMT 2025
PRIMARY