Home Other Building Blocks 1,3-Dithiole-2-thione

1,3-Dithiole-2-thione

CAS No.:
930-35-8
Catalog Number:
AG003B0B
Molecular Formula:
C3H2S3
Molecular Weight:
134.2430
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
1g
95%
In Stock USA
United States
$97
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Product Description
Catalog Number:
AG003B0B
Chemical Name:
1,3-Dithiole-2-thione
CAS Number:
930-35-8
Molecular Formula:
C3H2S3
Molecular Weight:
134.2430
MDL Number:
MFCD00014536
IUPAC Name:
1,3-dithiole-2-thione
InChI:
InChI=1S/C3H2S3/c4-3-5-1-2-6-3/h1-2H
InChI Key:
WYKJWNVWJOKVQP-UHFFFAOYSA-N
SMILES:
S=c1sccs1
EC Number:
213-215-1
UNII:
0K9M0CR06O
Properties
Complexity:
84.2  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
133.932g/mol
Formal Charge:
0
Heavy Atom Count:
6  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
134.229g/mol
Monoisotopic Mass:
133.932g/mol
Rotatable Bond Count:
0
Topological Polar Surface Area:
82.7A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
2  
Literature
Title Journal
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Dithiolethiones inhibit NF-κB activity via covalent modification in human estrogen receptor-negative breast cancer. Cancer research 20120501
6,6-Dimethyl-2H,5H,6H,7H-1,3-dithiolo[4,5-f][1,5,3]dithia-silepin-2-one. Acta crystallographica. Section E, Structure reports online 20120401
2-Methyl-sulfanyl-5,6-dihydro-2H-1,3-dithiolo[4,5-b][1,4]dioxin-2-ium tetra-fluoro-borate. Acta crystallographica. Section E, Structure reports online 20120401
Mechanism of chemical activation of Nrf2. PloS one 20120101
The yin and yang of nrf2-regulated selenoproteins in carcinogenesis. International journal of cell biology 20120101
The antioxidant 3H-1,2-dithiole-3-thione potentiates advanced glycation end-product-induced oxidative stress in SH-SY5Y cells. Experimental diabetes research 20120101
2-Sulfanylidene-1,3-dithiolo[4,5-b]naphtho-[2,3-e][1,4]dithiine-5,10-dione. Acta crystallographica. Section E, Structure reports online 20111101
5,6-Dihydro-2H-1,3-dithiolo[4,5-b][1,4]dioxine-2-thione. Acta crystallographica. Section E, Structure reports online 20110601
S-diclofenac protects against doxorubicin-induced cardiomyopathy in mice via ameliorating cardiac gap junction remodeling. PloS one 20110101
5,6-Diamino-1,3-benzodithiole-2-thione. Acta crystallographica. Section E, Structure reports online 20101201
New aryldithiolethione derivatives as potent histone deacetylase inhibitors. Bioorganic & medicinal chemistry 20100615
4,6,7,9,10,12,13,15,16,18-Decahydro-1,3-dithiolo[4,5-l][1,4,7,10,15]trioxadithia-cyclo-hepta-decine-2-thione. Acta crystallographica. Section E, Structure reports online 20100601
Dithiolethione modified valproate and diclofenac increase E-cadherin expression and decrease proliferation of non-small cell lung cancer cells. Lung cancer (Amsterdam, Netherlands) 20100501
Modulation of thiol homeostasis induced by H2S-releasing aspirin. Free radical biology & medicine 20100501
HPLC determination of novel dithiolethione containing drugs and its application for in vivo studies in rats. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20100201
PSMB7 is associated with anthracycline resistance and is a prognostic biomarker in breast cancer. British journal of cancer 20100119
Redox-active tetrathiafulvalene and dithiolene compounds derived from allylic 1,4-diol rearrangement products of disubstituted 1,3-dithiole derivatives. Beilstein journal of organic chemistry 20100101
Dithiolethione compounds inhibit Akt signaling in human breast and lung cancer cells by increasing PP2A activity. Oncogene 20091029
Therapeutic potential of dithiolethiones for hepatic diseases. Pharmacology & therapeutics 20091001
Oltipraz and dithiolethione congeners inhibit hypoxia-inducible factor-1alpha activity through p70 ribosomal S6 kinase-1 inhibition and H2O2-scavenging effect. Molecular cancer therapeutics 20091001
Structural and vibrational studies of molecular conductors using quantum mechanical methods: 1,3-Dithiole-2-thione, 1,3-dithiole-2-one, 1,3-dioxole-2-one and 1,3-dioxole-2-thione. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20090915
Hydrogen peroxide is a second messenger in phase 2 enzyme induction by cancer chemopreventive dithiolethiones. Chemical research in toxicology 20090817
4,6,7,9,10,12-Hexahydro-1,3-dithiolo[4,5-f][1,4,9]oxadithia-cyclo-undecine-2-thione. Acta crystallographica. Section E, Structure reports online 20090701
Novel dithiolethione-modified nonsteroidal anti-inflammatory drugs in human hepatoma HepG2 and colon LS180 cells. Clinical cancer research : an official journal of the American Association for Cancer Research 20090315
Chemical genomics of cancer chemopreventive dithiolethiones. Carcinogenesis 20090301
3-(2-Thioxo-1,3-dithiol-4-ylsulfan-yl)-propane-nitrile. Acta crystallographica. Section E, Structure reports online 20081101
New sulfurated derivatives of valproic acid with enhanced histone deacetylase inhibitory activity. Bioorganic & medicinal chemistry letters 20080315
An Hg2+-gated chiral molecular switch created by using binaphthalene molecules with two anthracene units and two 1,3-dithiole-2-thione (1,3-dithiole-2-one) units. Chemistry (Weinheim an der Bergstrasse, Germany) 20080101
Induction of Nrf2-regulated genes by 3H-1, 2-dithiole-3-thione through the ERK signaling pathway in murine keratinocytes. European journal of pharmacology 20071222
Identification of a novel class of dithiolethiones that prevent hepatic insulin resistance via the adenosine monophosphate-activated protein kinase-p70 ribosomal S6 kinase-1 pathway. Hepatology (Baltimore, Md.) 20070901
Tissue specific increase of the catalytic subunits of the 26S proteasome by indirect antioxidant dithiolethione in mice: enhanced activity for degradation of abnormal protein. Life sciences 20070606
Thioredoxin glutathione reductase from Schistosoma mansoni: an essential parasite enzyme and a key drug target. PLoS medicine 20070601
Modulation of angiogenesis by dithiolethione-modified NSAIDs and valproic acid. British journal of pharmacology 20070501
The thiol antioxidant 1,2-dithiole-3-thione stimulates the expression of heat shock protein 70 in dopaminergic PC12 cells. Neuroscience letters 20070406
Thiolated pi-extended tetrathiafulvalenes: versatile multifunctional pi-systems. The Journal of organic chemistry 20070216
The nature of the chemical bond in linear three-body systems: from i3- to mixed chalcogen/halogen and trichalcogen moieties. Bioinorganic chemistry and applications 20070101
The chemopreventive efficacy of inhaled oltipraz particulates in the B[a]P-induced A/J mouse lung adenoma model. Carcinogenesis 20060801
The antioxidant anethole dithiolethione inhibits monoamine oxidase-B but not monoamine oxidase A activity in extracts of cultured astrocytes. Journal of neural transmission (Vienna, Austria : 1996) 20060501
Reactions Between Chalcogen Donors and Dihalogens/Interalogens: Typology of Products and Their Characterization by FT-Raman Spectroscopy. Bioinorganic chemistry and applications 20060101
1,3-Dithiole-2-thione derivatives featuring an anthracene unit: new selective chemodosimeters for Hg(II) ion. Chemical communications (Cambridge, England) 20050428
Safety and efficacy of weekly oral oltipraz in chronic smokers. Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology 20050401
NF-kappaB activation by the chemopreventive dithiolethione oltipraz is exerted through stimulation of MEKK3 signaling. The Journal of biological chemistry 20040618
Evaluation of the cancer chemopreventive potency of dithiolethione analogs of oltipraz. Carcinogenesis 20031201
Essential role of phosphatidylinositol 3-kinase-dependent CCAAT/enhancer binding protein beta activation in the induction of glutathione S-transferase by oltipraz. Journal of the National Cancer Institute 20030101
Chemoprotective potential of phase 2 enzyme inducers. Expert review of anticancer therapy 20021001
Properties