**1-(4-Chloro-3-methoxyphenyl)sulfonylazepane** is a chemical compound with the following structure:
```
Cl
|
C
/ \\
O CH3
| |
-S- N
| \\
O (CH2)6
|
C
```
**Importance in Research:**
This compound, also known as **AZD8931**, is a potent and selective **inhibitor of the enzyme dipeptidyl peptidase-4 (DPP-4)**.
**DPP-4** is an enzyme involved in the breakdown of incretin hormones, such as glucagon-like peptide-1 (GLP-1) and glucose-dependent insulinotropic polypeptide (GIP). These incretins play a crucial role in regulating blood glucose levels by stimulating insulin secretion and suppressing glucagon release.
**Inhibiting DPP-4** with compounds like 1-(4-Chloro-3-methoxyphenyl)sulfonylazepane can lead to increased levels of incretins in the body, resulting in improved glycemic control.
**Research Significance:**
1-(4-Chloro-3-methoxyphenyl)sulfonylazepane has been extensively studied in preclinical and clinical trials for its potential therapeutic application in the treatment of **type 2 diabetes**.
**Clinical trials have demonstrated that this compound:**
* **Improves glycemic control** in patients with type 2 diabetes.
* **Reduces HbA1c levels**, a measure of long-term blood glucose control.
* **May have a favorable safety profile** compared to other antidiabetic agents.
**Other Research Areas:**
1-(4-Chloro-3-methoxyphenyl)sulfonylazepane has also been investigated for its potential use in other areas of research, including:
* **Obesity:** It has shown some efficacy in reducing body weight and improving metabolic parameters in preclinical studies.
* **Neurodegenerative diseases:** Its ability to modulate incretin signaling pathways may have therapeutic implications in conditions like Alzheimer's disease.
**Note:**
1-(4-Chloro-3-methoxyphenyl)sulfonylazepane is currently not marketed as a drug. However, its research significance highlights the potential of DPP-4 inhibitors as therapeutic agents for diabetes and other related conditions.
ID Source | ID |
---|---|
PubMed CID | 566595 |
CHEMBL ID | 1408062 |
CHEBI ID | 108384 |
Synonym |
---|
1-(4-chloro-3-methoxyphenyl)sulfonylazepane |
OPREA1_776615 |
MLS000062031 , |
1-[(4-chloro-3-methoxyphenyl)sulfonyl]azepane |
smr000070955 |
OPREA1_443517 |
1-(4-chloro-3-methoxy-benzenesulfonyl)-azepane |
CHEBI:108384 |
AKOS000600897 |
STK768193 |
HMS2316O12 |
Z1537009913 |
cid_566595 |
bdbm46847 |
1-(4-chloranyl-3-methoxy-phenyl)sulfonylazepane |
1-(4-chloro-3-methoxy-phenyl)sulfonylazepane |
5-(1-azepanylsulfonyl)-2-chlorophenyl methyl ether # |
VFGFTDOTXGPWKW-UHFFFAOYSA-N |
AP-263/40778179 |
CHEMBL1408062 |
Q27187167 |
SR-01000479905-1 |
sr-01000479905 |
409357-20-6 |
Class | Description |
---|---|
sulfonamide | An amide of a sulfonic acid RS(=O)2NR'2. |
[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, Beta-lactamase | Escherichia coli K-12 | Potency | 0.6310 | 0.0447 | 17.8581 | 100.0000 | AID485294 |
glp-1 receptor, partial | Homo sapiens (human) | Potency | 11.2202 | 0.0184 | 6.8060 | 14.1254 | AID624417 |
TDP1 protein | Homo sapiens (human) | Potency | 29.0929 | 0.0008 | 11.3822 | 44.6684 | AID686978; AID686979 |
thyroid stimulating hormone receptor | Homo sapiens (human) | Potency | 31.6228 | 0.0013 | 18.0743 | 39.8107 | AID926 |
chromobox protein homolog 1 | Homo sapiens (human) | Potency | 89.1251 | 0.0060 | 26.1688 | 89.1251 | AID540317 |
DNA polymerase iota isoform a (long) | Homo sapiens (human) | Potency | 39.8107 | 0.0501 | 27.0736 | 89.1251 | AID588590 |
nuclear receptor ROR-gamma isoform 1 | Mus musculus (house mouse) | Potency | 0.5623 | 0.0079 | 8.2332 | 1,122.0200 | AID2546 |
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] |
Protein | Taxonomy | Measurement | Average | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
---|---|---|---|---|---|---|---|
MCOLN3 protein | Homo sapiens (human) | EC50 (µMol) | 1.9000 | 0.7810 | 3.1603 | 5.9900 | AID1562 |
transient receptor potential cation channel, subfamily N, member 1 | Danio rerio (zebrafish) | EC50 (µMol) | 29.9000 | 1.4700 | 3.4550 | 5.4400 | AID1682 |
Mineralocorticoid receptor | Rattus norvegicus (Norway rat) | EC50 (µMol) | 29.9000 | 5.4400 | 5.4400 | 5.4400 | AID1682 |
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] |
Assay ID | Title | Year | Journal | Article |
---|---|---|---|---|
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. |
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. |
AID651635 | Viability Counterscreen for Primary qHTS for Inhibitors of ATXN expression | |||
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. |
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 | |||
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. |
[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] |