Compounds > 1,2-benzenedithiol
Page last updated: 2024-12-06

1,2-benzenedithiol

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

1,2-Benzenedithiol, also known as o-benzenedithiol, is a colorless to pale yellow solid organic compound. It is used as a precursor in the synthesis of various heterocyclic compounds, including dithiolanes and benzothiazoles. It is also used in the synthesis of metal complexes. 1,2-Benzenedithiol is a versatile reagent with applications in various fields, including chemistry, materials science, and pharmaceuticals. The compound's structure, with two thiol groups adjacent to each other, provides a unique reactivity profile. It exhibits strong nucleophilic properties and can readily form sulfur-containing complexes. This reactivity is exploited in its use as a precursor for the synthesis of various heterocyclic compounds. Its importance lies in its ability to serve as a building block for more complex molecules. 1,2-Benzenedithiol is studied for its diverse applications, including the development of new catalysts, pharmaceuticals, and electronic materials. The compound's ability to coordinate with metals is explored in the context of developing novel catalysts for organic reactions. Its potential as a ligand for metal complexes is also investigated due to its ability to form stable and reactive complexes. The compound's sulfur-containing structure is investigated in the development of novel drugs with antimicrobial and anticancer properties.'

1,2-benzenedithiol: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID69370
CHEMBL ID1998992
SCHEMBL ID63240
MeSH IDM0267724

Synonyms (32)

Synonym
nsc-623558
nsc623558
NCI60_006978
benzene-1,2-dithiol
1,2-benzenedithiol
benzene-1,2-dithiol, 96%
B1322 ,
dithiocatechol
17534-15-5
1,2-dimercaptobenzene
AKOS005259497
unii-f7m2qcz9rb
f7m2qcz9rb ,
einecs 241-530-4
einecs 210-925-3
GEO-00251
FT-0606415
SCHEMBL63240
o-benzenedithiol
dimercaptobenzene
benzenedithiol
CHEMBL1998992
mfcd00004835
F20551
J-011107
Q13423006
DTXSID20871274
MS-20833
dithiopyrocatechol
o-dimercaptobenzene
EN300-127011
CS-0308672

Research Excerpts

Dosage Studied

ExcerptRelevanceReference
" Since dietary isothiocyanates are widely regarded as potentially important chemoprotectors against cancer, reliable methods for measuring the plasma and tissue pharmacokinetics of isothiocyanates and their dithiocarbamate metabolites are essential for defining dosing regimens."( Quantitative determination of dithiocarbamates in human plasma, serum, erythrocytes and urine: pharmacokinetics of broccoli sprout isothiocyanates in humans.
Dinkova-Kostova, AT; Shapiro, TA; Talalay, P; Wade, KL; Ye, L; Zhang, Y, 2002)		0.31
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (1)

Assay IDTitleYearJournalArticle
AID1695183Inhibition of recombinant bovine liver ARGI at 500 uM using L-arginine as substrate incubated for 60 mins by spectroscopic analysis relative to control2020RSC medicinal chemistry, May-01, Volume: 11, Issue:5
Synthesis, evaluation and molecular modelling of piceatannol analogues as arginase inhibitors.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (10)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's1 (10.00)18.2507
2000's5 (50.00)29.6817
2010's3 (30.00)24.3611
2020's1 (10.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 36.09

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index36.09 (24.57)
Research Supply Index2.48 (2.92)
Research Growth Index4.99 (4.65)
Search Engine Demand Index28.17 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (36.09)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (9.09%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other10 (90.91%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
benzene
[no description available]		2.0610aromatic annulene;
benzenes;
volatile organic compound		carcinogenic agent;
environmental contaminant;
non-polar solvent
catechol
[no description available]		2.4820catecholsallelochemical;
genotoxin;
plant metabolite
salicylic acid
Scalp: The outer covering of the calvaria. It is composed of several layers: SKIN; subcutaneous connective tissue; the occipitofrontal muscle which includes the tendinous galea aponeurotica; loose connective tissue; and the pericranium (the PERIOSTEUM of the SKULL).		2.2510monohydroxybenzoic acidalgal metabolite;
antifungal agent;
antiinfective agent;
EC 1.11.1.11 (L-ascorbate peroxidase) inhibitor;
keratolytic drug;
plant hormone;
plant metabolite
disulfiram
[no description available]		1.9910organic disulfide;
organosulfur acaricide		angiogenesis inhibitor;
antineoplastic agent;
apoptosis inducer;
EC 1.2.1.3 [aldehyde dehydrogenase (NAD(+))] inhibitor;
EC 3.1.1.1 (carboxylesterase) inhibitor;
EC 3.1.1.8 (cholinesterase) inhibitor;
EC 5.99.1.2 (DNA topoisomerase) inhibitor;
ferroptosis inducer;
fungicide;
NF-kappaB inhibitor
resorcinol
resorcinol: RN given refers to parent cpd; structure in Merck Index, 9th ed, #7951. resorcinol : A benzenediol that is benzene dihydroxylated at positions 1 and 3.		2.2510benzenediol;
phenolic donor;
resorcinols		erythropoietin inhibitor;
sensitiser
salicyl alcohol
salicyl alcohol: RN given refers to parent cpd; saligenin is the aglycone of salicin; structure; it is oxidatively metabolized to gentisic acid. salicyl alcohol : A hydroxybenzyl alcohol that is phenol substituted by a hydroxymethyl group at C-2.		2.2510aromatic primary alcohol;
hydroxybenzyl alcohol		human urinary metabolite
salicylamide
salamide: a major impurity of hydrochlorothiazide; structure in first source		2.2510phenols;
salicylamides		antirheumatic drug;
non-narcotic analgesic
thiram
Thiram: A dithiocarbamate chemical, used commercially in the rubber processing industry and as a fungicide. In vivo studies indicate that it inactivates the enzyme GLUTATHIONE REDUCTASE. It has mutagenic activity and may induce chromosomal aberrations.. thiram : An organic disulfide that results from the formal oxidative dimerisation of N,N-dimethyldithiocarbamic acid. It is widely used as a fungicidal seed treatment.		1.9910organic disulfideantibacterial drug;
antifungal agrochemical;
antiseptic drug
2-aminophenol
[no description available]		2.2510aminophenolbacterial metabolite
methylene blue
Methylene Blue: A compound consisting of dark green crystals or crystalline powder, having a bronze-like luster. Solutions in water or alcohol have a deep blue color. Methylene blue is used as a bacteriologic stain and as an indicator. It inhibits GUANYLATE CYCLASE, and has been used to treat cyanide poisoning and to lower levels of METHEMOGLOBIN.. methylene blue : An organic chloride salt having 3,7-bis(dimethylamino)phenothiazin-5-ium as the counterion. A commonly used dye that also exhibits antioxidant, antimalarial, antidepressant and cardioprotective properties.		2.1310organic chloride saltacid-base indicator;
antidepressant;
antimalarial;
antimicrobial agent;
antioxidant;
cardioprotective agent;
EC 1.4.3.4 (monoamine oxidase) inhibitor;
EC 3.1.1.8 (cholinesterase) inhibitor;
EC 4.6.1.2 (guanylate cyclase) inhibitor;
fluorochrome;
histological dye;
neuroprotective agent;
physical tracer
carbon disulfide
Carbon Disulfide: A colorless, flammable, poisonous liquid, CS2. It is used as a solvent, and is a counterirritant and has local anesthetic properties but is not used as such. It is highly toxic with pronounced CNS, hematologic, and dermatologic effects.		6.9910one-carbon compound;
organosulfur compound
tert-butyl alcohol
tert-Butyl Alcohol: An isomer of butanol that contains a tertiary butyl group that consists of three methyl groups, each separately attached to a central (tertiary) carbon.. tert-butanol : A tertiary alcohol alcohol that is isobutane substituted by a hydroxy group at position 2.		2.0310tertiary alcoholhuman xenobiotic metabolite
salicylaldehyde
o-hydroxybenzaldehyde: structure in first source		2.2510hydroxybenzaldehydenematicide;
plant metabolite
1,2-diaminobenzene
1,2-diaminobenzene: RN given refers to parent cpd. 1,2-phenylenediamine : A phenylenediamine in which the two amino groups are ortho to each other.		2.2510phenylenediaminehydrogen donor
ethyl salicylate
ethyl salicylate: causes erythema after topical application as an aerosol; found in blood		2.2510hydroxybenzoic acid
1,3-benzodioxole
1,3-benzodioxole : A benzodioxole consisting of a benzene ring substituted by a the methylenedioxy group.		2.2510benzodioxole
hydroxyhydroquinone
benzene-1,2,4-triol : A benzenetriol carrying hydroxy groups at positions 1, 2 and 4.		2.2510benzenetriolmouse metabolite
acetylcysteine
N-acetyl-L-cysteine : An N-acetyl-L-amino acid that is the N-acetylated derivative of the natural amino acid L-cysteine.		1.9910acetylcysteine;
L-cysteine derivative;
N-acetyl-L-amino acid		antidote to paracetamol poisoning;
antiinfective agent;
antioxidant;
antiviral drug;
ferroptosis inhibitor;
geroprotector;
human metabolite;
mucolytic;
radical scavenger;
vulnerary
rhodamine 6g
rhodamine 6G: RN given refers to HCl		2.0610
silver
Silver: An element with the atomic symbol Ag, atomic number 47, and atomic weight 107.87. It is a soft metal that is used medically in surgical instruments, dental prostheses, and alloys. Long-continued use of silver salts can lead to a form of poisoning known as ARGYRIA.		2.0610copper group element atom;
elemental silver		Escherichia coli metabolite
titanium
Titanium: A dark-gray, metallic element of widespread distribution but occurring in small amounts with atomic number, 22, atomic weight, 47.867 and symbol, Ti; specific gravity, 4.5; used for fixation of fractures.		2.4420titanium group element atom
gold
Gold: A yellow metallic element with the atomic symbol Au, atomic number 79, and atomic weight 197. It is used in jewelry, goldplating of other metals, as currency, and in dental restoration. Many of its clinical applications, such as ANTIRHEUMATIC AGENTS, are in the form of its salts.		2.4820copper group element atom;
elemental gold
1,8-dihydroxynaphthalene
1,8-dihydroxynaphthalene: isolated from mutant of Wangiella dermatitidis; structure given in first source. naphthalene-1,8-diol : A member of the class of naphthalenediols that is naphthalene in which the hydrogens at positions 1 and 8 are replaced by hydroxy groups.		2.2510naphthalenediolfungal metabolite
3,4-dihydroxybenzylamine
3,4-dihydroxybenzylamine: RN given refers to parent cpd; structure		2.2510catechols
3,4-dihydroxybenzyl alcohol
3,4-dihydroxybenzyl alcohol: structure given in first source		2.2510
a 3253
4-aminocatechol: RN given refers to parent cpd		2.2510catechols
methyl 3,4-dihydroxybenzoate
[no description available]		2.2510catechols;
methyl ester		antioxidant;
neuroprotective agent;
plant metabolite
Nomega-hydroxy-nor-l-arginine
[no description available]		2.2510L-alpha-amino acid
3,3',4,5'-tetrahydroxystilbene
3,3',4,5'-tetrahydroxystilbene: demethyl derivative of isorhapontigenin; structure in first source; a Syk kinase inhibitor; found in heartwood of FABACEAE; inhibitor of photosynthesis in spinach chloroplasts; may be inhibitor of plant growth; RN given refers to (E)-isomer. piceatannol : A stilbenol that is trans-stilbene in which one of the phenyl groups is substituted by hydroxy groups at positions 3 and 4, while the other phenyl group is substituted by hydroxy groups at positions 3 and 5.		2.2510catechols;
polyphenol;
resorcinols;
stilbenol		antineoplastic agent;
apoptosis inducer;
geroprotector;
hypoglycemic agent;
plant metabolite;
protein kinase inhibitor;
tyrosine kinase inhibitor
caffeic acid
trans-caffeic acid : The trans-isomer of caffeic acid.		2.2510caffeic acidgeroprotector;
mouse metabolite
thiourea
Thiourea: A photographic fixative used also in the manufacture of resins. According to the Fourth Annual Report on Carcinogens (NTP 85-002, 1985), this substance may reasonably be anticipated to be a carcinogen (Merck Index, 9th ed). Many of its derivatives are ANTITHYROID AGENTS and/or FREE RADICAL SCAVENGERS.. thiourea : The simplest member of the thiourea class, consisting of urea with the oxygen atom substituted by sulfur.		1.9910one-carbon compound;
thioureas;
ureas		antioxidant;
chromophore
sulfur
Sulfur: An element that is a member of the chalcogen family. It has an atomic symbol S, atomic number 16, and atomic weight [32.059; 32.076]. It is found in the amino acids cysteine and methionine.		2.4420chalcogen;
nonmetal atom		macronutrient
barium titanate(iv)
barium titanate(IV): RN given refers to parent cpd		2.0610
(S)-2-amino-6-boronohexanoic acid
(S)-2-amino-6-boronohexanoic acid : L-Norleucine substituted at C-6 with a borono group.		2.2510non-proteinogenic L-alpha-amino acid;
organoboron compound
ConditionIndicatedRelationship StrengthStudiesTrials
Sensitivity and Specificity
Binary classification measures to assess test results. Sensitivity or recall rate is the proportion of true positives. Specificity is the probability of correctly determining the absence of a condition. (From Last, Dictionary of Epidemiology, 2d ed)		03.6230