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

Details

Stereochemistry ACHIRAL
Molecular Formula C3H6O
Molecular Weight 58.0791
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of OXETANE

SMILES

C1COC1

InChI

InChIKey=AHHWIHXENZJRFG-UHFFFAOYSA-N
InChI=1S/C3H6O/c1-2-4-3-1/h1-3H2

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
Synthesis, characterization, adsorption, and interfacial rheological properties of four-arm anionic fluorosurfactants.
2008-03-18
Theoretical studies on four-membered ring compounds with NF2, ONO2, N3, and NO2 groups.
2008-03
Reaction mechanism of apocarotenoid oxygenase (ACO): a DFT study.
2008
Imaging the dynamics of reactions between Cl atoms and the cyclic ethers oxirane and oxetane.
2007-12-27
Modeling thymine photodimerizations in DNA: mechanism and correlation diagrams.
2007-11-28
Acid-catalyzed rearrangement of fused alkylideneoxetanols.
2007-11-08
Model fluorous polyurethane surface modifiers having co-polyoxetane soft blocks with trifluoroethoxymethyl and bromomethyl side chains.
2007-10-09
Structure, dynamics and ordering in structure i ether clathrate hydrates from single-crystal X-ray diffraction and 2H NMR spectroscopy.
2007-10-04
Amylose selectively includes one from a mixture of two resemblant polyethers in vine-twining polymerization.
2007-10
The long-lived triplet excited state of an elongated ketoprofen derivative and its interactions with amino acids and nucleosides.
2007-07-19
Real-time hierarchical self-assembly of large compound vesicles from an amphiphilic hyperbranched multiarm copolymer.
2007-07
Mechanistic studies on the stereoselective formation of beta-mannosides from mannosyl iodides using alpha-deuterium kinetic isotope effects.
2007-06-22
Simple preparation of diamondoid 1,3-dienes via oxetane ring opening.
2007-06-21
Highly effective contact antimicrobial surfaces via polymer surface modifiers.
2007-04-24
Thermal behavior of beta-1 subunits in lignin: pyrolysis of 1,2-diarylpropane-1,3-diol-type lignin model compounds.
2007-04-18
Serendipitously discovered diazomethane-mediated novel molecular rearrangements of norbornyl alpha-ketohemiketals.
2007-04-12
Electron-transfer induced repair of 6-4 photoproducts in DNA: a computational study.
2007-03-29
Model studies on a carprofen derivative as dual photosensitizer for thymine dimerization and (6-4) photoproduct repair.
2007-03-05
Evaluation of paclitaxel rearrangement involving opening of the oxetane ring and migration of acetyl and benzoyl groups.
2007-02-19
Electron nuclear double resonance differentiates complementary roles for active site histidines in (6-4) photolyase.
2007-02-16
Temperature-responsive phase transition of polymer vesicles: real-time morphology observation and molecular mechanism.
2007-02-15
Structure-activity relationships of some taxoids as multidrug resistance modulator.
2007-02-15
Oxetanes as promising modules in drug discovery.
2006-11-27
Electrochemical approach to the repair of oxetanes mimicking DNA (6-4) photoproducts.
2006-11-02
Investigation of the pathways of excess electron transfer in DNA with flavin-donor and oxetane-acceptor modified DNA hairpins.
2006-08-25
Thymine oxetanes as charge traps for chemical monitoring of nucleic acid mediated transfer of excess electrons.
2006-08-11
Degraded and oxetane-bearing limonoids from the roots of Melia azedarach.
2006-08
Cyclic oligomers of oxetane-based dipeptide isosteres derived from L-rhamnose.
2006-08
Efficient photosensitized splitting of the thymine dimer/oxetane unit on its modifying beta-cyclodextrin by a binding electron donor.
2006-07-07
Metal salen derivatives as catalysts for the alternating copolymerization of oxetanes and carbon dioxide to afford polycarbonates.
2006-05-15
Mechanisms of glycerol dehydration.
2006-05-11
A theoretical prediction of stability in hydrogen-bonded complexes formed between oxirane and oxetane rings with HX (X=F and Cl).
2006-05-01
Evidence of CH2O (a3A2) and C2H4 (a3B1u) produced from photodissociation of 1,3-trimethylene oxide at 193 nm.
2006-02-21
Model studies of the (6-4) photoproduct photoreactivation: efficient photosensitized splitting of thymine oxetane units by covalently linked tryptophan in high polarity solvents.
2006-01-21
Synthesis and structure of novel conformationally constrained 1',2'-azetidine-fused bicyclic pyrimidine nucleosides: their incorporation into oligo-DNAs and thermal stability of the heteroduplexes.
2006-01-06
Inhibition of DNA polymerase eta by oxetanocin derivatives.
2006
Intramolecular interactions in the triplet excited states of benzophenone-thymine dyads.
2005-12-23
Facile preparation of the oxetane-nucleosides.
2005-12-21
Stereodynamics of chlorine atom reactions with organic molecules.
2005-12-15
A hexacyclic ent-trachylobane diterpenoid possessing an oxetane ring from Mitrephora glabra.
2005-12-08
Oxetane locked thymidine in the Dickerson-Drew dodecamer causes local base pairing distortions -- an NMR structure and hydration study.
2005-12
Rationally targeted, conformationally constrained, oxetane-modified oligonucleotides demonstrate efficient gene-silencing activity in a cellular system.
2005-11
Intramolecular reactions of hydroperoxides and oxetanes: stereoselective synthesis of 1,2-dioxolanes and 1,2-dioxanes.
2005-09-29
Modeling the stereoselectivity of the Johnson-Claisen rearrangements in the Danishefsky synthesis of gelsemine.
2005-09-02
A Paterno-Büchi approach to the synthesis of merrilactone A.
2005-09-01
Non-steady-state living polymerization: a new route to control cationic ring-opening polymerization (CROP) of oxetane via an activation chain end (ACE) mechanism at ambient temperature.
2005-08-14
Real-time membrane fusion of giant polymer vesicles.
2005-08-03
An alpha-D-configured bicyclic nucleoside restricted in an E-type conformation: synthesis and parallel RNA recognition.
2005-06-24
The synthesis of oligomers of oxetane-based dipeptide isosteres derived from L-rhamnose or D-xylose.
2005-06
Theoretical calculations on the cycloreversion of oxetane radical cations.
2005-03-24
Patents
Name Type Language
OXETANE
Systematic Name English
TRIMETHYLENE OXIDE
MI  
Preferred Name English
NSC-30086
Code English
OXACYCLOBUTANE
Systematic Name English
1,3-PROPYLENE OXIDE
Systematic Name English
1,3-EPOXYPROPANE [HSDB]
Common Name English
PROPYLENE OXIDE, 1,3-
Systematic Name English
TRIMETHYLENE OXIDE [MI]
Common Name English
Code System Code Type Description
MESH
C005287
Created by admin on Mon Mar 31 18:56:12 GMT 2025 , Edited by admin on Mon Mar 31 18:56:12 GMT 2025
PRIMARY
HSDB
5492
Created by admin on Mon Mar 31 18:56:12 GMT 2025 , Edited by admin on Mon Mar 31 18:56:12 GMT 2025
PRIMARY
PUBCHEM
10423
Created by admin on Mon Mar 31 18:56:12 GMT 2025 , Edited by admin on Mon Mar 31 18:56:12 GMT 2025
PRIMARY
WIKIPEDIA
OXETANE
Created by admin on Mon Mar 31 18:56:12 GMT 2025 , Edited by admin on Mon Mar 31 18:56:12 GMT 2025
PRIMARY
FDA UNII
I279Q16FU6
Created by admin on Mon Mar 31 18:56:12 GMT 2025 , Edited by admin on Mon Mar 31 18:56:12 GMT 2025
PRIMARY
EPA CompTox
DTXSID8025969
Created by admin on Mon Mar 31 18:56:12 GMT 2025 , Edited by admin on Mon Mar 31 18:56:12 GMT 2025
PRIMARY
ECHA (EC/EINECS)
207-964-3
Created by admin on Mon Mar 31 18:56:12 GMT 2025 , Edited by admin on Mon Mar 31 18:56:12 GMT 2025
PRIMARY
CHEBI
30965
Created by admin on Mon Mar 31 18:56:12 GMT 2025 , Edited by admin on Mon Mar 31 18:56:12 GMT 2025
PRIMARY
NSC
30086
Created by admin on Mon Mar 31 18:56:12 GMT 2025 , Edited by admin on Mon Mar 31 18:56:12 GMT 2025
PRIMARY
MERCK INDEX
m11156
Created by admin on Mon Mar 31 18:56:12 GMT 2025 , Edited by admin on Mon Mar 31 18:56:12 GMT 2025
PRIMARY Merck Index
CAS
503-30-0
Created by admin on Mon Mar 31 18:56:12 GMT 2025 , Edited by admin on Mon Mar 31 18:56:12 GMT 2025
PRIMARY