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

Details

Stereochemistry ACHIRAL
Molecular Formula C4H4S
Molecular Weight 84.14
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of THIOPHENE

SMILES

S1C=CC=C1

InChI

InChIKey=YTPLMLYBLZKORZ-UHFFFAOYSA-N
InChI=1S/C4H4S/c1-2-4-5-3-1/h1-4H

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
Unusual sulfur chemistry in the thermal reaction of sultene and thiophene endoperoxide sulfur donors with cyclic alkynes: reversible formation of a persistent thiirenium ion and trapping of a thiirene by [4 + 2] cycloaddition.
2002-07-17
Alternate substrate inhibition of cholesterol esterase by thieno[2,3-d][1,3]oxazin-4-ones.
2002-07-05
Further characterization of structural requirements for ligands at the dopamine D(2) and D(3) receptor: exploring the thiophene moiety.
2002-07-04
Functionalizable polycyclic aromatics through oxidative cyclization of pendant thiophenes.
2002-07-03
Redox potential modulation in mixed sandwich pyrrolyl/ dicarbollide complexes.
2002-07-01
Redox-based control of the gamma heavy chain ATPase from Chlamydomonas outer arm dynein.
2002-07
Anthocyanins protect light-sensitive thiarubrine phototoxins.
2002-07
Dithienylethenes with a novel photochromic performance.
2002-06-28
Synthesis of novel furo, thieno, and benzazetoazepines and evaluation of their cytotoxicity.
2002-06-17
Reactivities of novel [hydroxy(tosyloxy)iodo]arenes and [hydroxy(phosphoryloxy)iodo]arenes for alpha-tosyloxylation and alpha-phosphoryloxylation of ketones.
2002-06-14
A first synthesis of thiophene dendrimers.
2002-06-13
A one-step synthesis of fused pentathiepins.
2002-06-07
The stable radical cation of thiophene annelated with bicyclo[2.2.2]octene and its reaction with triplet oxygen to give a protonated cation of 2-butene-1,4-dione derivative.
2002-06-07
Spin-orbit coupling of DFT/MRCI wavefunctions: method, test calculations, and application to thiophene.
2002-06
Synthesis and in vitro antitumor activity of thiophene analogues of 5-chloro-5,8-dideazafolic acid and 2-methyl-2-desamino-5-chloro-5,8-dideazafolic acid.
2002-06
Optical and redox properties of a series of 3,4-ethylenedioxythiophene oligomers.
2002-05-17
Addition of heteroaromatics to alkylidenecyclopropanes catalyzed by palladium.
2002-05-17
Structural and electronic characteristics of thienyl(aryl)iodonium triflates.
2002-05-03
Modifying rates of reductive elimination of leaving groups from indolequinone prodrugs: a key factor in controlling hypoxia-selective drug release.
2002-05-01
Influence of the a-ring on the redox and nuclease properties of the prodigiosins: importance of the bipyrrole moiety in oxidative DNA cleavage.
2002-05
Synthesis and spasmolytic action of 2-substituted thienopyrimidin-4-one derivatives.
2002-05
Thiophene and butadiene-thiolate complexes of molybdenum: observations relevant to the mechanism of hydrodesulfurization.
2002-04-24
Glutaredoxin-dependent peroxiredoxin from poplar: protein-protein interaction and catalytic mechanism.
2002-04-19
Thiophene derivatives: a new series of potent norepinephrine and serotonin reuptake inhibitors.
2002-04-08
Generation of the first tellurium-containing diheteropentalene.
2002-04-04
GLC and GLC-mS analysis of thiophene derivatives in plants and in in vitro cultures of Tagetes patula L. (Asteraceae).
2002-04-03
Synthesis and cytotoxicity evaluation of thiophene analogues of 1-methyl-2, 3-bis(hydroxymethyl)benzo[g]indole bis[N-(2-propyl)carbamate].
2002-04
Oxidation of proximal protein sulfhydryls by phenanthraquinone, a component of diesel exhaust particles.
2002-04
Molecular metal sulfide cluster model for substrate binding to oil-refinery hydrodesulfurization catalysts.
2002-03-25
Polyfluoroether derivatives via nucleophilic fluorination of glyoxal hydrates with deoxofluor.
2002-03-22
Elongation and contraction of molecular springs. Synthesis, structures, and properties of bridged [7]thiaheterohelicenes.
2002-03-22
[Ecological and hygienic evaluation of microbiological process in the soil contaminated by anion surfactants and heavy metals].
2002-03-20
Coordination and oxidative addition at a low-coordinate rhodium(I) beta-diiminate centre.
2002-03-15
To what extent can aromaticity be defined uniquely?
2002-02-22
Stability and selectivity of unnatural DNA with five-membered-ring nucleobase analogues.
2002-02-20
A Birch-like mechanism in enzymatic benzoyl-CoA reduction: a kinetic study of substrate analogues combined with an ab initio model.
2002-02-12
Design and synthesis of 4,5-disubstituted-thiophene-2-amidines as potent urokinase inhibitors.
2002-02-11
The first two cantharidin analogues displaying PP1 selectivity.
2002-02-11
Molecular cloning and characterization of pentachlorophenol-degrading monooxygenase genes of Pseudomonas sp. from the chemostat.
2002-01-18
2-Amino-3-aroyl-4,5-alkylthiophenes: agonist allosteric enhancers at human A(1) adenosine receptors.
2002-01-17
Effect of synthesis temperature and doping level on conductivity and structure of poly(3-methyl thiophene).
2002-01-11
Design and synthesis of push-pull chromophores for second-order nonlinear optics derived from rigidified thiophene-based pi-conjugating spacers.
2002-01-11
Electronic energy transfer and collection in luminescent molecular rods containing ruthenium(II) and osmium(II) 2,2':6',2"-terpyridine complexes linked by thiophene-2,5-diyl spacers.
2002-01-04
A triboluminescent europium(III) complex.
2002-01
Effect of catalyst preparation conditions on the hydrodesulfurization of thiophene over Co-Mo/gamma-Al2O3.
2002
Isolation and characterization of thermophilic benzothiophene-degrading Mycobacterium sp.
2002
Plant growth regulatory effect and insecticidal activity of the extracts of the Tree of Heaven (Ailanthus altissima L.).
2002
Figure-eight tetrathiaoctaphyrin and dihydrotetrathiaoctaphyrin.
2001-12-03
Structural chemistry of polycyclic heteroaromatic compounds. Part 13. Photoelectron spectra and electronic structures of tricyclic hetarenes of the anthracene type.
2001-10
Novel dications with unfused aromatic systems: trithiophene and trifuran derivatives of furimidazoline.
2001-08-03
Patents
Name Type Language
NSC-405073
Preferred Name English
THIOPHENE
HSDB   MI   WHO-DD  
Systematic Name English
THIOFURFURAN
Common Name English
THIOFURAN
Systematic Name English
THIACYCLOPENTADIENE
Systematic Name English
THIOPHENE [MI]
Common Name English
Thiophene [WHO-DD]
Common Name English
THIOPHENE [HSDB]
Common Name English
Code System Code Type Description
EVMPD
SUB15540MIG
Created by admin on Mon Mar 31 18:53:52 GMT 2025 , Edited by admin on Mon Mar 31 18:53:52 GMT 2025
PRIMARY
PUBCHEM
8030
Created by admin on Mon Mar 31 18:53:52 GMT 2025 , Edited by admin on Mon Mar 31 18:53:52 GMT 2025
PRIMARY
MERCK INDEX
m10776
Created by admin on Mon Mar 31 18:53:52 GMT 2025 , Edited by admin on Mon Mar 31 18:53:52 GMT 2025
PRIMARY Merck Index
RXCUI
154876
Created by admin on Mon Mar 31 18:53:52 GMT 2025 , Edited by admin on Mon Mar 31 18:53:52 GMT 2025
PRIMARY RxNorm
WIKIPEDIA
THIOPHENE
Created by admin on Mon Mar 31 18:53:52 GMT 2025 , Edited by admin on Mon Mar 31 18:53:52 GMT 2025
PRIMARY
SMS_ID
100000077017
Created by admin on Mon Mar 31 18:53:52 GMT 2025 , Edited by admin on Mon Mar 31 18:53:52 GMT 2025
PRIMARY
ECHA (EC/EINECS)
203-729-4
Created by admin on Mon Mar 31 18:53:52 GMT 2025 , Edited by admin on Mon Mar 31 18:53:52 GMT 2025
PRIMARY
NSC
405073
Created by admin on Mon Mar 31 18:53:52 GMT 2025 , Edited by admin on Mon Mar 31 18:53:52 GMT 2025
PRIMARY
HSDB
130
Created by admin on Mon Mar 31 18:53:52 GMT 2025 , Edited by admin on Mon Mar 31 18:53:52 GMT 2025
PRIMARY
EPA CompTox
DTXSID8026145
Created by admin on Mon Mar 31 18:53:52 GMT 2025 , Edited by admin on Mon Mar 31 18:53:52 GMT 2025
PRIMARY
FDA UNII
SMB37IQ40B
Created by admin on Mon Mar 31 18:53:52 GMT 2025 , Edited by admin on Mon Mar 31 18:53:52 GMT 2025
PRIMARY
CHEBI
30856
Created by admin on Mon Mar 31 18:53:52 GMT 2025 , Edited by admin on Mon Mar 31 18:53:52 GMT 2025
PRIMARY
CAS
110-02-1
Created by admin on Mon Mar 31 18:53:52 GMT 2025 , Edited by admin on Mon Mar 31 18:53:52 GMT 2025
PRIMARY