Page last updated: 2024-12-06

1H-1lambda~6~-benzo[b]thiophene-1,1-dione

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

**1H-1λ⁶-benzo[b]thiophene-1,1-dione** is a heterocyclic compound with the chemical formula C₈H₄O₂S. It is also known as **benzothiophene-1,1-dione**, **benzo[b]thiophene-1,1-dione**, or **thiochromone-1,1-dione**.

**Structure and Properties:**

* **Structure:** It consists of a benzothiophene ring system with a carbonyl group (C=O) at the 1-position and a sulfone group (SO₂) at the 1-position.
* **Physical Properties:** It is a solid compound with a melting point of around 170-172 °C.

**Importance in Research:**

**1. Antibacterial Activity:**
* 1H-1λ⁶-benzo[b]thiophene-1,1-dione has shown promising antibacterial activity against a wide range of bacterial strains, including Gram-positive and Gram-negative bacteria.
* This makes it a potential candidate for the development of new antibiotics.

**2. Anti-inflammatory Activity:**
* Studies have demonstrated its anti-inflammatory properties, potentially due to its ability to inhibit the production of inflammatory mediators.
* This suggests its potential as a therapeutic agent for inflammatory disorders.

**3. Anticancer Activity:**
* Some research indicates that this compound may possess anticancer activity.
* It has been shown to inhibit the growth of certain cancer cell lines.

**4. Synthetic Intermediates:**
* 1H-1λ⁶-benzo[b]thiophene-1,1-dione serves as a versatile synthetic intermediate in the preparation of various organic compounds, including pharmaceuticals and agrochemicals.

**5. Material Science:**
* Its unique structural features and properties have made it of interest in the field of material science.
* It has been investigated for its potential applications in the development of new materials with enhanced properties.

**Note:**
* Research on 1H-1λ⁶-benzo[b]thiophene-1,1-dione is ongoing, and its full potential in different applications is still being explored.
* Further studies are required to fully understand its mechanism of action and its clinical relevance.

**In summary,** 1H-1λ⁶-benzo[b]thiophene-1,1-dione is a heterocyclic compound with potential applications in medicine, material science, and organic synthesis. Its antibacterial, anti-inflammatory, and anticancer properties make it a promising candidate for the development of new drugs.

Cross-References

ID SourceID
PubMed CID69997
CHEMBL ID349894
CHEBI ID194821
SCHEMBL ID62430

Synonyms (48)

Synonym
EN300-42002
1lambda6-benzothiophene-1,1-dione
AC-907/25014199
benzothiophene 1,1-dioxide
nsc-82162
nsc82162
benzo[b]thiophene,1-dioxide
benzo[b]thiophene 1,1-dioxide
thianaphthene 1,1-dioxide
1-benzothiophene 1,1-dioxide
inchi=1/c8h6o2s/c9-11(10)6-5-7-3-1-2-4-8(7)11/h1-6
825-44-5
benzo[b]thiophene, 1,1-dioxide
STK273547
MAYBRIDGE1_005454
benzothiophene-s,s-dioxide
benzo(b)thiophene 1,1-dioxide
AKOS000279664
HMS556P20
CHEMBL349894
A840368
unii-jhf9x2mg7w
nsc 82162
jhf9x2mg7w ,
einecs 212-544-8
thianaphthene-1,1-dioxide
FT-0632998
SCHEMBL62430
DTXSID00231796
1-benzothiophene 1,1-dioxide #
c8h6o2s
benzo(b)thiophene-1,1-dioxide
mfcd00052178
1h-1lambda~6~-benzo[b]thiophene-1,1-dione
F17307
thionaphthene-1,1-dioxide
benzothiophene1,1-dioxide
CS-0078608
SY046790
benzo[b]thiophene1,1-dioxide
AMY12049
PS-11807
benzo[b]thiophene-1,1-dioxide
SB66878
1 lambda {6}-benzothiophene-1,1-dione
CHEBI:194821
Z425439028
PD148365
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
benzenoid aromatic compound
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Bioassays (7)

Assay IDTitleYearJournalArticle
AID1794808Fluorescence-based screening to identify small molecule inhibitors of Plasmodium falciparum apicoplast DNA polymerase (Pf-apPOL).2014Journal of biomolecular screening, Jul, Volume: 19, Issue:6
A High-Throughput Assay to Identify Inhibitors of the Apicoplast DNA Polymerase from Plasmodium falciparum.
AID1794808Fluorescence-based screening to identify small molecule inhibitors of Plasmodium falciparum apicoplast DNA polymerase (Pf-apPOL).
AID1596357Antiproliferative activity against human MDA-MB-231 cells assessed as reduction in cell viability incubated for 48 hrs by MTT assay2019European journal of medicinal chemistry, Jul-15, Volume: 174Discovery of fluorescent coumarin-benzo[b]thiophene 1, 1-dioxide conjugates as mitochondria-targeting antitumor STAT3 inhibitors.
AID89966In vitro inhibition of inducible vascular cell adhesion molecule-1 (VCAM-1) expression in Human aortic endothelial cells (HAEC)2003Bioorganic & medicinal chemistry letters, Feb-24, Volume: 13, Issue:4
Lead discovery of alpha,beta-unsaturated sulfones from a combinatorial library as inhibitors of inducible VCAM-1 expression.
AID1596359Antiproliferative activity against human HepG2 cells assessed as reduction in cell viability incubated for 48 hrs by MTT assay2019European journal of medicinal chemistry, Jul-15, Volume: 174Discovery of fluorescent coumarin-benzo[b]thiophene 1, 1-dioxide conjugates as mitochondria-targeting antitumor STAT3 inhibitors.
AID1596360Antiproliferative activity against human MCF7 cells assessed as reduction in cell viability incubated for 48 hrs by MTT assay2019European journal of medicinal chemistry, Jul-15, Volume: 174Discovery of fluorescent coumarin-benzo[b]thiophene 1, 1-dioxide conjugates as mitochondria-targeting antitumor STAT3 inhibitors.
AID1596358Antiproliferative activity against human HCT116 cells assessed as reduction in cell viability incubated for 48 hrs by MTT assay2019European journal of medicinal chemistry, Jul-15, Volume: 174Discovery of fluorescent coumarin-benzo[b]thiophene 1, 1-dioxide conjugates as mitochondria-targeting antitumor STAT3 inhibitors.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (6)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's1 (16.67)29.6817
2010's2 (33.33)24.3611
2020's3 (50.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 13.03

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 weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index13.03 (24.57)
Research Supply Index1.95 (2.92)
Research Growth Index4.97 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (13.03)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other6 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]