Page last updated: 2024-12-09

[3,5-Bis(methylsulfanyl)-4-isothiazolyl]methanol

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

[3,5-Bis(methylsulfanyl)-4-isothiazolyl]methanol, commonly known as **BIT**, is a synthetic compound that has gained significant attention in research due to its potent antifungal and antibacterial properties.

Here's a breakdown of its characteristics and significance:

**Chemical Structure and Properties:**

* **Structure:** It consists of an isothiazole ring with two methylthio (SCH3) groups at positions 3 and 5 and a hydroxymethyl (CH2OH) group at position 4.
* **Physical Properties:** BIT is a white to off-white crystalline solid with a melting point around 110-112 °C. It is soluble in organic solvents like ethanol and acetone.

**Biological Activity and Applications:**

* **Broad-Spectrum Antifungal Activity:** BIT exhibits strong antifungal activity against a wide range of fungi, including those responsible for plant diseases, human fungal infections, and food spoilage.
* **Antibacterial Activity:** It also displays antibacterial activity against various bacterial strains, including those responsible for foodborne illnesses and skin infections.
* **Mechanism of Action:** BIT is believed to disrupt the fungal and bacterial cell membrane, leading to cell death.
* **Applications in Research:**
* **Agricultural Research:** BIT is being explored as a potential fungicide for crop protection.
* **Medical Research:** Its antibacterial and antifungal properties make it a promising candidate for developing new antimicrobial drugs.
* **Food Preservation:** BIT can be used as a preservative in food products to extend shelf life and prevent microbial contamination.
* **Industrial Applications:** It's also used in the manufacturing of paints, coatings, and adhesives to control fungal and bacterial growth.

**Importance in Research:**

* **Addressing Antimicrobial Resistance:** The development of new antimicrobial agents like BIT is crucial in combating the growing threat of antimicrobial resistance, a global health crisis.
* **Sustainable Agriculture:** BIT's potential for crop protection offers a sustainable alternative to traditional fungicides.
* **Improving Food Safety:** It can contribute to improving food safety and reducing food waste.

**Limitations and Safety Concerns:**

* **Toxicity:** While BIT shows promising antimicrobial activity, its safety profile is still under investigation. Some studies have indicated potential toxicity in certain organisms and further research is needed to ensure its safe use.
* **Environmental Impact:** Like any other chemical, BIT's impact on the environment needs careful assessment to minimize potential risks.

Overall, [3,5-Bis(methylsulfanyl)-4-isothiazolyl]methanol (BIT) holds significant potential as a powerful antimicrobial agent with wide-ranging applications in agriculture, medicine, and industry. However, ongoing research is needed to fully understand its safety profile and environmental impact before it can be widely implemented.

Cross-References

ID SourceID
PubMed CID2739015
CHEMBL ID1891657
CHEBI ID194623

Synonyms (14)

Synonym
IDI1_017490
[3,5-bis(methylsulfanyl)-4-isothiazolyl]methanol
MLS000859842
smr000460821
MAYBRIDGE3_006103
HMS1448F09
[3,5-bis(methylsulanyl)-1,2-thiazol-4-yl]methanol
CHEBI:194623
[3,5-bis(methylsulfanyl)-1,2-thiazol-4-yl]methanol
HMS2791E10
CHEMBL1891657
CCG-246847
685114-53-8
(3,5-bis(methylthio)isothiazol-4-yl)methanol
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
aryl sulfideAny organic sulfide in which the sulfur is attached to at least one aromatic group.
[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]

Protein Targets (1)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
heat shock 70kDa protein 5 (glucose-regulated protein, 78kDa)Homo sapiens (human)Potency28.18380.016525.307841.3999AID602332
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (12)

Assay IDTitleYearJournalArticle
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID504810Antagonists of the Thyroid Stimulating Hormone Receptor: HTS campaign2010Endocrinology, Jul, Volume: 151, Issue:7
A small molecule inverse agonist for the human thyroid-stimulating hormone receptor.
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID651635Viability Counterscreen for Primary qHTS for Inhibitors of ATXN expression
AID504812Inverse Agonists of the Thyroid Stimulating Hormone Receptor: HTS campaign2010Endocrinology, Jul, Volume: 151, Issue:7
A small molecule inverse agonist for the human thyroid-stimulating hormone receptor.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (5)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's1 (20.00)29.6817
2010's3 (60.00)24.3611
2020's1 (20.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.56

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 Index12.56 (24.57)
Research Supply Index1.79 (2.92)
Research Growth Index4.36 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.56)

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%
Other5 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]