2-Nitrobenzyl alcohol is an organic compound with the formula C7H7NO3. It is a yellow solid that is used as an intermediate in the synthesis of other organic compounds. It can be synthesized by the nitration of benzyl alcohol. 2-nitrobenzyl alcohol is a photosensitive compound, meaning it undergoes chemical changes when exposed to light. This property makes it a useful reagent in organic chemistry, particularly in the synthesis of photoremovable protecting groups. It has been studied for its potential applications in photolithography, a technique used in the fabrication of microelectronic devices. The photochemical properties of 2-nitrobenzyl alcohol have been explored for applications in biomolecule tagging and photocontrolled drug release. It has been investigated as a potential tool for the development of photodynamic therapy for the treatment of cancer.'
| ID Source | ID |
|---|---|
| PubMed CID | 11923 |
| CHEMBL ID | 369485 |
| SCHEMBL ID | 68381 |
| MeSH ID | M0135633 |
| Synonym |
|---|
| NCIOPEN2_000032 |
| nsc 66512 |
| brn 2046649 |
| ccris 7967 |
| einecs 210-302-6 |
| o-hydroxymethylnitrobenzene |
| 2-nitrobenzenemethanol |
| ai3-16131 |
| nsc66512 |
| nsc-66512 |
| benzyl alcohol, o-nitro- |
| benzenemethanol, 2-nitro- |
| o-nitrobenzyl alcohol |
| 612-25-9 |
| 2-nitrobenzyl alcohol |
| inchi=1/c7h7no3/c9-5-6-3-1-2-4-7(6)8(10)11/h1-4,9h,5h |
| (2-nitrophenyl)methanol |
| 2-nitrobenzyl alcohol, 97% |
| CHEMBL369485 , |
| N0179 |
| A833111 |
| AKOS007930543 |
| unii-5m66390m78 |
| 4-06-00-02608 (beilstein handbook reference) |
| 5m66390m78 , |
| FT-0613186 |
| o-(hydroxymethyl)nitrobenzene |
| nitrobenzyl alcohol, 2- |
| SCHEMBL68381 |
| AM81460 |
| o-nitrophenylcarbinol |
| PS-5308 |
| 2-nitrophenyl methanol |
| o-nitro benzylalcohol |
| 2-nitrobenzylalcohol |
| 2-nitro-benzylalcohol |
| sisomicinsulfate |
| (2-nitrophenyl)methanol # |
| W-105172 |
| mfcd00007186 |
| DTXSID40210101 |
| bdbm50079637 |
| benzenemethanol, nitro- |
| F0001-1612 |
| CS-W016285 |
| D71184 |
| Q27262550 |
| EN300-1265906 |
| Protein | Taxonomy | Measurement | Average | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
|---|---|---|---|---|---|---|---|
| 3-oxoacyl- | Pseudomonas aeruginosa | IC50 (µMol) | 2.0000 | 2.0000 | 2.0000 | 2.0000 | AID1202221 |
| [prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] | |||||||
| Assay ID | Title | Year | Journal | Article |
|---|---|---|---|---|
| AID67617 | Drug concentration required to achieve 50% kill of EMT6 cells under hypoxic conditions. | 1980 | Journal of medicinal chemistry, Aug, Volume: 23, Issue:8 | Nitrobenzyl halides and carbamates as prototype bioreductive alkylating agents. |
| AID1202221 | Inhibition of recombinant His6-tagged Pseudomonas aeruginosa PqsD expressed in Escherichia coli BL21 (deltaDE3) using anthraniloyl-CoA/beta-ketodecanoic acid as substrate assessed as HHQ formation preincubated for 10 mins followed by substrate addition by | 2015 | European journal of medicinal chemistry, , Volume: 96 | Exploring the chemical space of ureidothiophene-2-carboxylic acids as inhibitors of the quorum sensing enzyme PqsD from Pseudomonas aeruginosa. |
| AID67618 | Drug concentration required to achieve 50% kill of EMT6 cells under oxygenated conditions. | 1980 | Journal of medicinal chemistry, Aug, Volume: 23, Issue:8 | Nitrobenzyl halides and carbamates as prototype bioreductive alkylating agents. |
| AID232392 | Ratio of ED50 (aerobic) to ED50 (hypoxic) | 1980 | Journal of medicinal chemistry, Aug, Volume: 23, Issue:8 | Nitrobenzyl halides and carbamates as prototype bioreductive alkylating agents. |
| [information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||||
| Timeframe | Studies, This Drug (%) | All Drugs % |
|---|---|---|
| pre-1990 | 2 (22.22) | 18.7374 |
| 1990's | 0 (0.00) | 18.2507 |
| 2000's | 1 (11.11) | 29.6817 |
| 2010's | 6 (66.67) | 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 moderate demand-to-supply ratio for research on this compound.
| This Compound (31.10) 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 | 9 (100.00%) | 84.16% |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||