1-(3,5-dichlorophenyl)-3-(4-morpholinyl)pyrrolidine-2,5-dione is a chemical compound with the molecular formula C₁₄H₁₄Cl₂N₂O₃. It's often referred to by its shorter name, **(3,5-Dichlorophenyl)morpholinopyrrolidinedione** or its trade name **GSK-3787** (developed by GlaxoSmithKline).
Here's why it's important for research:
**Pharmacological Activity:**
* **Potent and selective inhibitor of HDAC6:** This compound is a highly specific inhibitor of Histone Deacetylase 6 (HDAC6), a key enzyme involved in cellular processes like protein degradation and cell survival.
* **Potential therapeutic applications:** Inhibition of HDAC6 has shown promise in treating various diseases, including:
* **Cancer:** It can induce cancer cell death and suppress tumor growth.
* **Neurodegenerative diseases:** It might be helpful in treating Alzheimer's disease, Huntington's disease, and Parkinson's disease by protecting neurons from damage.
* **Inflammatory diseases:** It could potentially reduce inflammation in conditions like arthritis and inflammatory bowel disease.
**Research Significance:**
* **Understanding HDAC6 function:** The development of GSK-3787 has provided a valuable tool for researchers to study the role of HDAC6 in various biological processes.
* **Drug discovery:** It has led to the development of other HDAC6 inhibitors with improved properties, paving the way for new therapeutic strategies for various diseases.
* **Preclinical studies:** Extensive preclinical studies using GSK-3787 have provided insights into its efficacy and potential safety profile, laying the groundwork for clinical trials.
**Ongoing Research:**
* **Clinical trials:** Several clinical trials are ongoing to evaluate the safety and efficacy of GSK-3787 and other HDAC6 inhibitors in treating different diseases.
* **Further optimization:** Researchers continue to explore ways to improve the potency, selectivity, and pharmacokinetic properties of HDAC6 inhibitors, aiming to develop even better therapies.
**Overall, 1-(3,5-dichlorophenyl)-3-(4-morpholinyl)pyrrolidine-2,5-dione (GSK-3787) has been a significant research tool in understanding the role of HDAC6 and its potential therapeutic applications. It has contributed to the development of new drugs for various diseases and continues to be a focus of ongoing research.**
ID Source | ID |
---|---|
PubMed CID | 2853236 |
CHEMBL ID | 1558677 |
CHEBI ID | 116794 |
Synonym |
---|
smr000111138 |
MLS000106762 |
CHEBI:116794 |
1-(3,5-dichlorophenyl)-3-morpholin-4-ylpyrrolidine-2,5-dione |
AKOS000596177 |
HMS2440F08 |
AKOS016340177 |
AB00089531-01 |
JS-0822 |
1-(3,5-dichlorophenyl)-3-(morpholin-4-yl)pyrrolidine-2,5-dione |
32809-12-4 |
CHEMBL1558677 |
1-(3,5-dichlorophenyl)-3-morpholinodihydro-1h-pyrrole-2,5-dione |
1-(3,5-dichlorophenyl)-3-(4-morpholinyl)pyrrolidine-2,5-dione |
Q27203012 |
1-(3,5-dichlorophenyl)-3-morpholinopyrrolidine-2,5-dione |
Class | Description |
---|---|
pyrrolidines | Any of a class of heterocyclic amines having a saturated five-membered ring. |
[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 | Taxonomy | Measurement | Average (µ) | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
---|---|---|---|---|---|---|---|
Chain A, HADH2 protein | Homo sapiens (human) | Potency | 31.6228 | 0.0251 | 20.2376 | 39.8107 | AID886 |
Chain B, HADH2 protein | Homo sapiens (human) | Potency | 31.6228 | 0.0251 | 20.2376 | 39.8107 | AID886 |
Chain A, Ferritin light chain | Equus caballus (horse) | Potency | 39.8107 | 5.6234 | 17.2929 | 31.6228 | AID485281 |
thioredoxin glutathione reductase | Schistosoma mansoni | Potency | 35.4813 | 0.1000 | 22.9075 | 100.0000 | AID485364 |
aldehyde dehydrogenase 1 family, member A1 | Homo sapiens (human) | Potency | 3.1623 | 0.0112 | 12.4002 | 100.0000 | AID1030 |
nonstructural protein 1 | Influenza A virus (A/WSN/1933(H1N1)) | Potency | 17.7828 | 0.2818 | 9.7212 | 35.4813 | AID2326 |
chromobox protein homolog 1 | Homo sapiens (human) | Potency | 70.7946 | 0.0060 | 26.1688 | 89.1251 | AID540317 |
geminin | Homo sapiens (human) | Potency | 5.8048 | 0.0046 | 11.3741 | 33.4983 | AID624296 |
Vpr | Human immunodeficiency virus 1 | Potency | 11.2202 | 1.5849 | 19.6264 | 63.0957 | AID651644 |
Polyunsaturated fatty acid lipoxygenase ALOX15B | Homo sapiens (human) | Potency | 25.1189 | 0.3162 | 12.7657 | 31.6228 | AID881 |
Alpha-synuclein | Homo sapiens (human) | Potency | 35.4813 | 0.5623 | 9.3985 | 25.1189 | AID652106 |
Histamine H2 receptor | Cavia porcellus (domestic guinea pig) | Potency | 25.1189 | 0.0063 | 8.2350 | 39.8107 | AID881 |
TAR DNA-binding protein 43 | Homo sapiens (human) | Potency | 25.1189 | 1.7783 | 16.2081 | 35.4813 | AID652104 |
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] |
Assay ID | Title | Year | Journal | Article |
---|---|---|---|---|
AID588501 | High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set | 2010 | Current protocols in cytometry, Oct, Volume: Chapter 13 | Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening. |
AID588501 | High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set | 2006 | Cytometry. 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. |
AID588501 | High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set | 2010 | Assay and drug development technologies, Feb, Volume: 8, Issue:1 | High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors. |
AID504812 | Inverse Agonists of the Thyroid Stimulating Hormone Receptor: HTS campaign | 2010 | Endocrinology, Jul, Volume: 151, Issue:7 | A small molecule inverse agonist for the human thyroid-stimulating hormone receptor. |
AID588499 | High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set | 2010 | Current protocols in cytometry, Oct, Volume: Chapter 13 | Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening. |
AID588499 | High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set | 2006 | Cytometry. 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. |
AID588499 | High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set | 2010 | Assay and drug development technologies, Feb, Volume: 8, Issue:1 | High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors. |
AID651635 | Viability Counterscreen for Primary qHTS for Inhibitors of ATXN expression | |||
AID588497 | High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set | 2010 | Current protocols in cytometry, Oct, Volume: Chapter 13 | Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening. |
AID588497 | High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set | 2006 | Cytometry. 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. |
AID588497 | High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set | 2010 | Assay and drug development technologies, Feb, Volume: 8, Issue:1 | High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors. |
AID504810 | Antagonists of the Thyroid Stimulating Hormone Receptor: HTS campaign | 2010 | Endocrinology, Jul, Volume: 151, Issue:7 | A small molecule inverse agonist for the human thyroid-stimulating hormone receptor. |
AID1745845 | Primary qHTS for Inhibitors of ATXN expression | |||
[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 (20.00) | 29.6817 |
2010's | 3 (60.00) | 24.3611 |
2020's | 1 (20.00) | 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 (12.56) 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 | 5 (100.00%) | 84.16% |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |