Page last updated: 2024-12-09

1-cyclohexyl-3-[4-[(5-methyl-3-isoxazolyl)sulfamoyl]phenyl]urea

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

1-Cyclohexyl-3-[4-[(5-methyl-3-isoxazolyl)sulfamoyl]phenyl]urea, often referred to by its shorter name **SU5416**, is a small-molecule drug that acts as a potent and selective **inhibitor of vascular endothelial growth factor receptor (VEGFR) tyrosine kinases**.

Here's why it's important for research:

**1. Anti-angiogenic Potential:**

VEGFRs play a crucial role in angiogenesis, the process of new blood vessel formation. SU5416 blocks the activation of these receptors, inhibiting angiogenesis. This makes it a potential therapeutic agent for:

* **Cancer:** Preventing tumor growth by inhibiting the formation of new blood vessels that supply oxygen and nutrients to the tumor.
* **Ocular Diseases:** Treating diseases like diabetic retinopathy and macular degeneration, where abnormal angiogenesis leads to vision loss.

**2. Research Tool:**

SU5416 has been extensively used as a research tool to study the role of angiogenesis in various biological processes. It provides researchers with a valuable tool to:

* **Investigate the mechanisms of angiogenesis.**
* **Screen for new anti-angiogenic drugs.**
* **Develop models for studying angiogenesis in various diseases.**

**3. Historical Significance:**

SU5416 was one of the first potent and selective VEGFR inhibitors developed. Its discovery paved the way for the development of a new class of anti-angiogenic drugs, significantly impacting the field of cancer treatment and other related fields.

**4. Current Status:**

Although SU5416 itself is not currently approved for clinical use, its development has led to the approval of other VEGFR inhibitors like **sunitinib** and **pazopanib** for treating various cancers.

**Important Considerations:**

* **Toxicity:** Like many targeted therapies, SU5416 can have side effects, including hypertension and bleeding.
* **Resistance:** Tumors can develop resistance to VEGFR inhibitors, highlighting the need for ongoing research to develop new and effective treatments.

Overall, SU5416 is a highly significant compound in the field of anti-angiogenic research. Its discovery and subsequent research have led to important advances in our understanding of angiogenesis and the development of new therapies for a wide range of diseases.

Cross-References

ID SourceID
PubMed CID1093288
CHEMBL ID1585402
CHEBI ID105665

Synonyms (20)

Synonym
AN-329/42294977
CBKINASE1_020089
CBKINASE1_007689
MLS000050366 ,
4-{[(cyclohexylamino)carbonyl]amino}-n-(5-methyl-3-isoxazolyl)benzenesulfonamide
smr000077643
CHEBI:105665
AKOS000496723
STL069050
4-[(cyclohexylcarbamoyl)amino]-n-(5-methyl-1,2-oxazol-3-yl)benzenesulfonamide
BRD-K48093976-001-01-2
1-cyclohexyl-3-[4-[(5-methyl-1,2-oxazol-3-yl)sulfamoyl]phenyl]urea
AB00357583-05
MLS002546870
HMS2436D03
CHEMBL1585402
Q27183422
1-cyclohexyl-3-[4-[(5-methyl-3-isoxazolyl)sulfamoyl]phenyl]urea
708994-99-4
4-(3-cyclohexylureido)-n-(5-methylisoxazol-3-yl)benzenesulfonamide
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
sulfonamideAn 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 Targets (1)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Guanine nucleotide-binding protein GHomo sapiens (human)Potency0.89131.995325.532750.1187AID624287
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (5)

Processvia Protein(s)Taxonomy
negative regulation of inflammatory response to antigenic stimulusGuanine nucleotide-binding protein GHomo sapiens (human)
renal water homeostasisGuanine nucleotide-binding protein GHomo sapiens (human)
G protein-coupled receptor signaling pathwayGuanine nucleotide-binding protein GHomo sapiens (human)
regulation of insulin secretionGuanine nucleotide-binding protein GHomo sapiens (human)
cellular response to glucagon stimulusGuanine nucleotide-binding protein GHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (2)

Processvia Protein(s)Taxonomy
G protein activityGuanine nucleotide-binding protein GHomo sapiens (human)
adenylate cyclase activator activityGuanine nucleotide-binding protein GHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (1)

Processvia Protein(s)Taxonomy
plasma membraneGuanine nucleotide-binding protein GHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (17)

Assay IDTitleYearJournalArticle
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.
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.
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.
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.
AID651635Viability Counterscreen for Primary qHTS for Inhibitors of ATXN expression
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.
AID1745845Primary qHTS for Inhibitors of ATXN expression
AID1244251Antimicrobial activity against Yersinia pseudotuberculosis after 20 hrs2015European journal of medicinal chemistry, Aug-28, Volume: 101Design, synthesis and evaluation of novel polypharmacological antichlamydial agents.
AID1244245Cytotoxicity against human HeLa cells assessed as cell viability at 50 uM after 48 hrs by resazurin based fluorescence assay2015European journal of medicinal chemistry, Aug-28, Volume: 101Design, synthesis and evaluation of novel polypharmacological antichlamydial agents.
AID1244244Antichlamydial activity against Chlamydia pneumoniae T45 infected in human HeLa cells assessed as growth inhibition at 50 uM after 24 to 48 hrs by microscopic analysis2015European journal of medicinal chemistry, Aug-28, Volume: 101Design, synthesis and evaluation of novel polypharmacological antichlamydial agents.
AID1244243Antichlamydial activity against Chlamydia trachomatis L2 serovar VR-902B infected in human HeLa cells assessed as growth inhibition at 50 uM after 24 to 48 hrs by microscopic analysis2015European journal of medicinal chemistry, Aug-28, Volume: 101Design, synthesis and evaluation of novel polypharmacological antichlamydial agents.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (6)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's1 (16.67)29.6817
2010's4 (66.67)24.3611
2020's1 (16.67)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.35

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 Index12.35 (24.57)
Research Supply Index1.95 (2.92)
Research Growth Index4.30 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.35)

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%
Other6 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]