4-Nitrobenzyloxyamine (NBzOAm) is a valuable reagent in organic synthesis, particularly in the field of click chemistry. It is commonly used for the selective reduction of nitro groups to amines under mild conditions. The compound is typically synthesized by the reaction of 4-nitrobenzyl bromide with hydroxylamine. NBzOAm has shown potential as a biocompatible and efficient reducing agent in various applications, including the synthesis of biologically active compounds and the development of new diagnostic tools. Its ease of handling and high selectivity make it a desirable alternative to traditional reducing agents. Further research is ongoing to explore its full potential in different fields.'
4-nitrobenzyloxyamine: RN given refers to HCl; RN for parent cpd not in Chemline 8/1/83; structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]
| ID Source | ID |
|---|---|
| PubMed CID | 74967 |
| CHEMBL ID | 3765123 |
| SCHEMBL ID | 659130 |
| MeSH ID | M0113899 |
| Synonym |
|---|
| p-nitrobenzyloxyamine hydrochloride |
| 2086-26-2 |
| o-(p-nitrobenzyl)hydroxylamine hydrochloride |
| hydroxylamine, o-[(4-nitrophenyl)methyl]-, monohydrochloride |
| hydroxylamine, o-((4-nitrophenyl)methyl)-, hydrochloride (1:1) |
| o-nitrobenzylhydroxylamine |
| para-nitrobenzyloxyamine |
| einecs 218-228-6 |
| nsc 79411 |
| 4-nitrobenzyloxyamine |
| hydroxylamine, o-((4-nitrophenyl)methyl)-, monohydrochloride |
| hydroxylamine, o-(p-nitrobenzyl)-, monohydrochloride |
| hydroxylamine, o-(p-nitrophenylmethyl)-, monohydrochloride |
| o-(4-nitrobenzyl)hydroxylamine hydrochloride, >=98.5% (at) |
| o-4-nitrobenzylhydroxylamine hydrochloride |
| o-[(4-nitrophenyl)methyl]hydroxylamine hydrochloride |
| AKOS005071030 |
| o-(4-nitrobenzyl)hydroxylamine hydrochloride |
| FT-0634025 |
| 7L-014 |
| 1-[(aminooxy)methyl]-4-nitrobenzene hydrochloride |
| o-(4-nitrobenzyl)-hydroxylamine hydrochloride |
| LKCAFSOYOMFQSL-UHFFFAOYSA-N |
| SCHEMBL659130 |
| DTXSID2062169 |
| J-523803 |
| CHEMBL3765123 , |
| bdbm50146446 |
| o-(4-nitrobenzyl)hydroxylaminehydrochloride |
| J-013684 |
| o-(4-nitrobenzyl)hydroxylamine hcl |
| o-(4-nitrobenzyl) hydroxylamine hydrochloride |
| hydroxylamine, o-[(4-nitrophenyl)methyl]-, hydrochloride (1:1) |
| T70550 |
| o-4-nitrobenzylhydroxylamine hcl [for hplc labeling] |
| o-[(4-nitrophenyl)methyl]hydroxylamine;hydrochloride |
| 4-nitrobenzyloxyamine hydrochloride |
| CS-W013185 |
| Protein | Taxonomy | Measurement | Average | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
|---|---|---|---|---|---|---|---|
| Indoleamine 2,3-dioxygenase 1 | Homo sapiens (human) | IC50 (µMol) | 2.7000 | 0.0537 | 3.0757 | 10.0000 | AID1276958 |
| [prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] | |||||||
| Process | via Protein(s) | Taxonomy |
|---|---|---|
| electron transfer activity | Indoleamine 2,3-dioxygenase 1 | Homo sapiens (human) |
| heme binding | Indoleamine 2,3-dioxygenase 1 | Homo sapiens (human) |
| indoleamine 2,3-dioxygenase activity | Indoleamine 2,3-dioxygenase 1 | Homo sapiens (human) |
| metal ion binding | Indoleamine 2,3-dioxygenase 1 | Homo sapiens (human) |
| tryptophan 2,3-dioxygenase activity | Indoleamine 2,3-dioxygenase 1 | Homo sapiens (human) |
| [Information is prepared from geneontology information from the June-17-2024 release] | ||
| Process | via Protein(s) | Taxonomy |
|---|---|---|
| cytosol | Indoleamine 2,3-dioxygenase 1 | Homo sapiens (human) |
| smooth muscle contractile fiber | Indoleamine 2,3-dioxygenase 1 | Homo sapiens (human) |
| stereocilium bundle | Indoleamine 2,3-dioxygenase 1 | Homo sapiens (human) |
| cytoplasm | Indoleamine 2,3-dioxygenase 1 | Homo sapiens (human) |
| [Information is prepared from geneontology information from the June-17-2024 release] | ||
| Assay ID | Title | Year | Journal | Article |
|---|---|---|---|---|
| AID1276958 | Inhibition of recombinant human IDO1 assessed as reduction in kynurenine production using L-tryptophan as substrate after 60 mins by microplate reader method | 2016 | European journal of medicinal chemistry, Jan-27, Volume: 108 | O-alkylhydroxylamines as rationally-designed mechanism-based inhibitors of indoleamine 2,3-dioxygenase-1. |
| [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 (14.29) | 18.7374 |
| 1990's | 2 (28.57) | 18.2507 |
| 2000's | 2 (28.57) | 29.6817 |
| 2010's | 2 (28.57) | 24.3611 |
| 2020's | 0 (0.00) | 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 (12.59) 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 | 7 (100.00%) | 84.16% |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||