2-(4'-chlorophenyl)benzothiazole is a heterocyclic compound containing a benzothiazole ring substituted with a 4-chlorophenyl group. It is a versatile building block for organic synthesis and has been explored for its potential applications in various fields.
Synthesis: 2-(4'-chlorophenyl)benzothiazole can be synthesized through a variety of methods, including the reaction of 2-aminothiophenol with 4-chlorobenzaldehyde under acidic conditions.
Effects: The compound exhibits antimicrobial activity against a range of bacteria and fungi, demonstrating potential for developing new antibiotics or antifungals.
Importance: 2-(4'-chlorophenyl)benzothiazole is also a key precursor for the synthesis of other important organic compounds, including dyes, polymers, and pharmaceuticals.
Why it is studied: Due to its structural versatility and potential applications, 2-(4'-chlorophenyl)benzothiazole has been extensively studied for its biological properties, synthetic utility, and potential use in various industries.'
| ID Source | ID |
|---|---|
| PubMed CID | 95752 |
| CHEMBL ID | 449008 |
| SCHEMBL ID | 3007676 |
| MeSH ID | M0165881 |
| Synonym |
|---|
| (4-chlorophenyl)-benzothiazole |
| nsc-33160 |
| 6265-91-4 |
| nsc33160 |
| EU-0034101 |
| SR-01000394318-2 |
| NCGC00165351-01 |
| 2-(4-chlorophenyl)benzothiazole |
| C2002 |
| AKOS001094275 |
| 2-(4-chlorophenyl)benzo[d]thiazole |
| CHEMBL449008 , |
| inchi=1/c13h8clns/c14-10-7-5-9(6-8-10)13-15-11-3-1-2-4-12(11)16-13/h1-8h |
| geyfxqnotpbypc-uhfffaoysa- |
| 2-(4-chlorophenyl)-1,3-benzothiazole |
| bdbm50293113 |
| 2-(4-chlorophenyl)benzothiazoline |
| nsc 33160 |
| benzothiazole, 2-(4-chlorophenyl)- |
| 2-cpbt |
| 2-(4'-chlorophenyl)benzothiazole |
| CCG-47382 |
| FT-0636049 |
| SCHEMBL3007676 |
| MS-1605 |
| mfcd00030229 |
| 2-(4-chlorophenyl)-1,3-benzothiazole # |
| DTXSID00211710 |
| 4-(2-benzothiazolyl)-1-chlorobenzene |
| SR-01000394318-1 |
| sr-01000394318 |
| Z50128968 |
| SY046135 |
| A868409 |
| AC1416 |
| NCGC00165351-02 |
| nsc-817071 |
| nsc817071 |
| CS-0313461 |
| PD119440 |
| EN300-142303 |
| Protein | Taxonomy | Measurement | Average | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
|---|---|---|---|---|---|---|---|
| Luciferin 4-monooxygenase | Photinus pyralis (common eastern firefly) | IC50 (µMol) | 4.5000 | 0.0589 | 3.1426 | 10.0000 | AID366891 |
| Luciferin 4-monooxygenase | Photuris pensylvanica (Pennsylania firefly) | IC50 (µMol) | 25.7000 | 0.8600 | 1.1300 | 1.4000 | AID366890; AID366892 |
| [prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] | |||||||
| Assay ID | Title | Year | Journal | Article |
|---|---|---|---|---|
| AID366891 | Inhibition of luciferin binding site of Photinus pyralis luciferase by competitive inhibition assay | 2009 | Journal of medicinal chemistry, Mar-12, Volume: 52, Issue:5 | A basis for reduced chemical library inhibition of firefly luciferase obtained from directed evolution. |
| AID366890 | Inhibition of luciferin binding site of Photuris pennsylvanica luciferase by competitive inhibition assay | 2009 | Journal of medicinal chemistry, Mar-12, Volume: 52, Issue:5 | A basis for reduced chemical library inhibition of firefly luciferase obtained from directed evolution. |
| AID366894 | Inhibition of luciferin binding site of Photuris pennsylvanica luciferase by competitive KinaseGlo Plus Max luminescent assay | 2009 | Journal of medicinal chemistry, Mar-12, Volume: 52, Issue:5 | A basis for reduced chemical library inhibition of firefly luciferase obtained from directed evolution. |
| AID607802 | Inhibition of urease | 2011 | Bioorganic & medicinal chemistry, Jul-15, Volume: 19, Issue:14 | Synthesis of novel inhibitors of β-glucuronidase based on benzothiazole skeleton and study of their binding affinity by molecular docking. |
| AID366892 | Inhibition of luciferin binding site of Photuris pennsylvanica luciferase by competitive KinaseGlo luminescent assay | 2009 | Journal of medicinal chemistry, Mar-12, Volume: 52, Issue:5 | A basis for reduced chemical library inhibition of firefly luciferase obtained from directed evolution. |
| AID366893 | Inhibition of luciferin binding site of Photuris pennsylvanica luciferase by competitive KinaseGlo Plus luminescent assay | 2009 | Journal of medicinal chemistry, Mar-12, Volume: 52, Issue:5 | A basis for reduced chemical library inhibition of firefly luciferase obtained from directed evolution. |
| AID607801 | Inhibition of alpha-chymotrypsin | 2011 | Bioorganic & medicinal chemistry, Jul-15, Volume: 19, Issue:14 | Synthesis of novel inhibitors of β-glucuronidase based on benzothiazole skeleton and study of their binding affinity by molecular docking. |
| AID607800 | Inhibition of bovine liver beta glucuronidase assessed as p-nitrophenol formation at 0.2 mM after 30 mins by spectrophotometric method | 2011 | Bioorganic & medicinal chemistry, Jul-15, Volume: 19, Issue:14 | Synthesis of novel inhibitors of β-glucuronidase based on benzothiazole skeleton and study of their binding affinity by molecular docking. |
| AID1159607 | Screen for inhibitors of RMI FANCM (MM2) intereaction | 2016 | Journal of biomolecular screening, Jul, Volume: 21, Issue:6 | A High-Throughput Screening Strategy to Identify Protein-Protein Interaction Inhibitors That Block the Fanconi Anemia DNA Repair Pathway. |
| 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). | |||
| [information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||||
| Timeframe | Studies, This Drug (%) | All Drugs % |
|---|---|---|
| pre-1990 | 1 (16.67) | 18.7374 |
| 1990's | 0 (0.00) | 18.2507 |
| 2000's | 1 (16.67) | 29.6817 |
| 2010's | 3 (50.00) | 24.3611 |
| 2020's | 1 (16.67) | 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 (12.85) 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] | ||