Page last updated: 2024-12-07
n-hydroxymethylsuccinimide
Description
N-Hydroxymethylsuccinimide (NHS) is a key reagent in organic synthesis, particularly in the preparation of amides, esters, and other functionalized compounds. Its importance stems from its ability to activate carboxylic acids for nucleophilic attack. The synthesis of NHS often involves the reaction of succinic anhydride with hydroxylamine. The resulting NHS is a valuable tool for researchers in various fields, including medicinal chemistry, materials science, and biotechnology. NHS is studied extensively for its role in peptide coupling reactions, where it facilitates the formation of amide bonds between amino acids. This makes it crucial for the synthesis of peptides and proteins, which are vital for drug discovery and development. Furthermore, NHS is employed in the preparation of polymers, bioconjugates, and other complex molecules. Its versatility and effectiveness make it a widely used reagent in modern chemistry.'
N-hydroxymethylsuccinimide: proallergen of formaldehyde [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]
Cross-References
| ID Source | ID |
|---|
| PubMed CID | 95286 |
| CHEMBL ID | 2002077 |
| SCHEMBL ID | 2915827 |
| MeSH ID | M0171857 |
Synonyms (45)
| Synonym |
|---|
| n-(hydroxymethyl)succinimide |
| succinimide (8ci), n-(hydroxymethyl)- |
| succinimide, n-(hydroxymethyl)- |
| n-methylolsuccinimide |
| nsc-27352 |
| 5146-68-9 |
| 2, 1-(hydroxymethyl)- |
| nsc27352 |
| n-hydroxymethylsuccinimide |
| 2,5-pyrrolidinedione, 1-(hydroxymethyl)- |
| brn 0120425 |
| n-hydroxy-methyl-succinimid [german] |
| nsc 27352 |
| 2,3-pyrrolidinedione, 1-(hydroxymethyl)- |
| ai3-62022 |
| NCGC00167480-01 |
| AKOS000269579 |
| FT-0653410 |
| 1-(hydroxymethyl)pyrrolidine-2,5-dione |
| EN300-76577 |
| dtxsid9046657 , |
| tox21_112484 |
| dtxcid7026657 |
| cas-5146-68-9 |
| A828607 |
| STL253123 |
| s564edh93r , |
| n-hydroxy-methyl-succinimid |
| 2-21-00-00304 (beilstein handbook reference) |
| unii-s564edh93r |
| SCHEMBL2915827 |
| n-hydroxymethyl succinimide |
| hydroxymethyl succinimide |
| NCGC00167480-02 |
| AZVYYSCOCHRFKW-UHFFFAOYSA-N |
| CHEMBL2002077 |
| sr-01000945171 |
| SR-01000945171-1 |
| SR-01000945171-2 |
| F3202-0512 |
| Q27288628 |
| BS-50081 |
| E82498 |
| CS-0217538 |
| Z336080046 |
Research Excerpts
Bioavailability
| Excerpt | Reference | Relevance |
|---|
| "The ATP-binding cassette transporter P-glycoprotein (P-gp) is known to limit both brain penetration and oral bioavailability of many chemotherapy drugs." | ( A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
Ambudkar, SV; Brimacombe, KR; Chen, L; Gottesman, MM; Guha, R; Hall, MD; Klumpp-Thomas, C; Lee, OW; Lee, TD; Lusvarghi, S; Robey, RW; Shen, M; Tebase, BG, 2019) | 0.51 |
Protein Targets (2)
Potency Measurements
| Protein | Taxonomy | Measurement | Average (µ) | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
|---|
| Luciferase | Photinus pyralis (common eastern firefly) | Potency | 9.0743 | 0.0072 | 15.7588 | 89.3584 | AID624030 |
| Spike glycoprotein | Severe acute respiratory syndrome-related coronavirus | Potency | 22.3872 | 0.0096 | 10.5250 | 35.4813 | AID1479145 |
| [prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] |
Ceullar Components (1)
Bioassays (4)
| Assay ID | Title | Year | Journal | Article |
|---|
| AID1296008 | Cytotoxic Profiling of Annotated Libraries Using Quantitative High-Throughput Screening | 2020 | SLAS discovery : advancing life sciences R & D, 01, Volume: 25, Issue:1
| Cytotoxic Profiling of Annotated and Diverse Chemical Libraries Using Quantitative High-Throughput Screening. |
| AID1346987 | P-glycoprotein substrates identified in KB-8-5-11 adenocarcinoma cell line, qHTS therapeutic library screen | 2019 | Molecular pharmacology, 11, Volume: 96, Issue:5
| A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. |
| AID1346986 | P-glycoprotein substrates identified in KB-3-1 adenocarcinoma cell line, qHTS therapeutic library screen | 2019 | Molecular pharmacology, 11, Volume: 96, Issue:5
| A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. |
| AID504749 | qHTS profiling for inhibitors of Plasmodium falciparum proliferation | 2011 | Science (New York, N.Y.), Aug-05, Volume: 333, Issue:6043
| Chemical genomic profiling for antimalarial therapies, response signatures, and molecular targets. |
| [information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023] |
Research
Studies (6)
| Timeframe | Studies, This Drug (%) | All Drugs % |
|---|
| pre-1990 | 1 (16.67) | 18.7374 |
| 1990's | 0 (0.00) | 18.2507 |
| 2000's | 0 (0.00) | 29.6817 |
| 2010's | 4 (66.67) | 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] |
Market Indicators
Research Demand Index: 12.24
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.
| Metric | This Compound (vs All) |
|---|
| Research Demand Index | 12.24 (24.57) | | Research Supply Index | 2.08 (2.92) | | Research Growth Index | 4.32 (4.65) | | Search Engine Demand Index | 0.00 (26.88) | | Search Engine Supply Index | 0.00 (0.95) |
| |
Study Types
| 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 | 7 (100.00%) | 84.16% |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |