Thiirane

Thiirane Structure
Thiirane structure
Common Name Thiirane
CAS Number 420-12-2 Molecular Weight 60.118
Density 1.1±0.1 g/cm3 Boiling Point 55.5±0.0 °C at 760 mmHg
Molecular Formula C2H4S Melting Point 207-209ºC
MSDS Chinese USA Flash Point 10.0±0.0 °C
Symbol GHS02 GHS05 GHS06
GHS02, GHS05, GHS06
Signal Word Danger

Polymer complex of WR 2721. Synthesis and radioprotective efficiency.

Eur. J. Pharm. Sci. 65 , 9-14, (2014)

Polymer complex constructed from WR 2721 and poly(hydroxyoxyethylene phosphate) was synthesized. The structure of complex formed was elucidated by (1)H-, (13)C, (31)P NMR and FT-IR spectroscopy. The radioprotector was immobilized via ionic bonds. Radioprotect...

Reactivity of fullerene epoxide: preparation of fullerene-fused thiirane, tetrahydrothiazolidin-2-one, and 1,3-dioxolane.

J. Org. Chem. 73(7) , 2518-26, (2008)

The epoxide moiety in the fullerene-mixed peroxide C60(O)(OOtBu)4 1 reacts readily with aryl isocyanates ArNCS (Ar = Ph, Naph) to form both the thiirane derivative C60(S)(OOtBu)4 and fullerene-fused tetrahydrothiazolidin-2-one. The reaction of 1 with trimethy...

O-phenyl carbamate and phenyl urea thiiranes as selective matrix metalloproteinase-2 inhibitors that cross the blood-brain barrier.

J. Med. Chem. 56(20) , 8139-50, (2013)

Brain metastasis occurs in 20-40% of cancer patients. Treatment is mostly palliative, and the inability of most drugs to penetrate the brain presents one of the greatest challenges in the development of therapeutics for brain metastasis. Matrix metalloprotein...

Isolation of the key intermediates in the catalyst-free conversion of oxiranes to thiiranes in water at ambient temperature.

Org. Biomol. Chem. 7(7) , 1397-403, (2009)

Herein we shed light on the mechanism of the reaction of epoxides with ammonium thiocyanate to give the corresponding thiiranes in water, and we present a computational mechanistic model for this highly useful reaction.

The reactions of sulfur mustard with the active components of organic decontaminants.

J. Hazard. Mater. 123(1-3) , 269-80, (2005)

Reactions of sulfur mustard with active components of decontaminants ORO and C9 (Polish abbreviations of organic decontaminating solutions) were studied and their products were identified by GC/AED. Quantitative determinations of individual products in the re...

Matrix metalloproteinase 2 inhibition: combined quantum mechanics and molecular mechanics studies of the inhibition mechanism of (4-phenoxyphenylsulfonyl)methylthiirane and its oxirane analogue.

Biochemistry 48(41) , 9839-47, (2009)

The inhibition mechanism of matrix metalloproteinase 2 (MMP2) by the selective inhibitor (4-phenoxyphenylsulfonyl)methylthiirane (SB-3CT) and its oxirane analogue is investigated computationally. The inhibition mechanism involves C-H deprotonation with concom...

Kinetics, mechanism, and computational studies of rhenium-catalyzed desulfurization reactions of thiiranes (thioepoxides).

Inorg. Chem. 45(14) , 5351-7, (2006)

The oxorhenium(V) dimer {MeReO(edt)}2 (1; where edt = 1,2-ethanedithiolate) catalyzes S atom transfer from thiiranes to triarylphosphines and triarylarsines. Despite the fact that phosphines are more nucleophilic than arsines, phosphines are less effective be...

Energetics and mechanism for the deamination of lithiated cysteine.

J. Phys. Chem. B 114(11) , 3938-49, (2010)

Lithium cation complexes with cysteine (Cys) are collisionally activated with xenon in a guided ion beam tandem mass spectrometer and observed to deaminate in addition to loss of the intact amino acid. Source conditions are found to influence the cross sectio...

N-(Diazoacetyl)oxazolidin-2-thiones as sulfur-donor reagents: asymmetric synthesis of thiiranes from aldehydes.

Angew. Chem. Int. Ed. Engl. 51(43) , 10856-60, (2012)

The X-ray structure of carboxypeptidase A inhibited by a thiirane mechanism-based inhibitor.

Chem. Biol. Drug Des. 75(1) , 29-34, (2010)

The three-dimensional X-ray crystal structure of carboxypeptidase A, a zinc-dependent hydrolase, covalently modified by a mechanism-based thiirane inactivator, 2-benzyl-3,4-epithiobutanoic acid, has been solved to 1.38 A resolution. The interaction of the thi...