**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.
ID Source | ID |
---|---|
PubMed CID | 69997 |
CHEMBL ID | 349894 |
CHEBI ID | 194821 |
SCHEMBL ID | 62430 |
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 |
Class | Description |
---|---|
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] |
Assay ID | Title | Year | Journal | Article |
---|---|---|---|---|
AID1794808 | Fluorescence-based screening to identify small molecule inhibitors of Plasmodium falciparum apicoplast DNA polymerase (Pf-apPOL). | 2014 | Journal of biomolecular screening, Jul, Volume: 19, Issue:6 | A High-Throughput Assay to Identify Inhibitors of the Apicoplast DNA Polymerase from Plasmodium falciparum. |
AID1794808 | Fluorescence-based screening to identify small molecule inhibitors of Plasmodium falciparum apicoplast DNA polymerase (Pf-apPOL). | |||
AID1596357 | Antiproliferative activity against human MDA-MB-231 cells assessed as reduction in cell viability incubated for 48 hrs by MTT assay | 2019 | European journal of medicinal chemistry, Jul-15, Volume: 174 | Discovery of fluorescent coumarin-benzo[b]thiophene 1, 1-dioxide conjugates as mitochondria-targeting antitumor STAT3 inhibitors. |
AID89966 | In vitro inhibition of inducible vascular cell adhesion molecule-1 (VCAM-1) expression in Human aortic endothelial cells (HAEC) | 2003 | Bioorganic & 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. |
AID1596359 | Antiproliferative activity against human HepG2 cells assessed as reduction in cell viability incubated for 48 hrs by MTT assay | 2019 | European journal of medicinal chemistry, Jul-15, Volume: 174 | Discovery of fluorescent coumarin-benzo[b]thiophene 1, 1-dioxide conjugates as mitochondria-targeting antitumor STAT3 inhibitors. |
AID1596360 | Antiproliferative activity against human MCF7 cells assessed as reduction in cell viability incubated for 48 hrs by MTT assay | 2019 | European journal of medicinal chemistry, Jul-15, Volume: 174 | Discovery of fluorescent coumarin-benzo[b]thiophene 1, 1-dioxide conjugates as mitochondria-targeting antitumor STAT3 inhibitors. |
AID1596358 | Antiproliferative activity against human HCT116 cells assessed as reduction in cell viability incubated for 48 hrs by MTT assay | 2019 | European journal of medicinal chemistry, Jul-15, Volume: 174 | Discovery 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] |
Timeframe | Studies, This Drug (%) | All Drugs % |
---|---|---|
pre-1990 | 0 (0.00) | 18.7374 |
1990's | 0 (0.00) | 18.2507 |
2000's | 1 (16.67) | 29.6817 |
2010's | 2 (33.33) | 24.3611 |
2020's | 3 (50.00) | 2.80 |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |
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.
| This Compound (13.03) All Compounds (24.57) |
Publication Type | This drug (%) | All Drugs (%) |
---|---|---|
Trials | 0 (0.00%) | 5.53% |
Reviews | 0 (0.00%) | 6.00% |
Case Studies | 0 (0.00%) | 4.05% |
Observational | 0 (0.00%) | 0.25% |
Other | 6 (100.00%) | 84.16% |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |