2-nitro-4-methylaniline, also known as 4-methyl-2-nitroaniline, is an organic compound that is a nitroaniline derivative. It is a yellow solid at room temperature and is used as an intermediate in the synthesis of dyes, pigments, and pharmaceuticals. Its synthesis typically involves the nitration of 4-methylaniline (p-toluidine). Research on 2-nitro-4-methylaniline has focused on its potential applications in various fields, such as its use as a precursor to other important compounds and its contribution to the development of novel synthetic methods. '
```
2-nitro-p-toluidine : A C-nitro compound in which the nitro compound is ortho to the amino group and meta to the methyl group of p-toluidine. [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]
| ID Source | ID |
|---|---|
| PubMed CID | 6978 |
| CHEMBL ID | 1496758 |
| CHEBI ID | 66920 |
| SCHEMBL ID | 98492 |
| SCHEMBL ID | 12333480 |
| MeSH ID | M0581274 |
| Synonym |
|---|
| c.i. 37110 |
| 2-nitro-p-toluidine |
| azoene fast red red gl salt |
| sanyo fast red gl base |
| fast red 3nt base |
| fast red mgl base |
| 4-amino-3-nitrotoluene |
| lithosol scarlet base mw |
| red base ciba vii |
| hiltosal fast red gl salt |
| benzenamine, 4-methyl-2-nitro- |
| azoic diazo component 8 |
| devol red salt g |
| shinnippon fast red gl base |
| fast red g base |
| naphtoelan fast red gl base |
| p-toluidine, 2-nitro- |
| red base irga vii |
| azoamine red a |
| 4-methyl-6-nitroaniline |
| azofix red gl salt |
| fast red gl |
| naphthanil red g base |
| diazo fast red gl |
| red base ngl |
| 89-62-3 |
| azobase nat |
| red g salt |
| hd fast red gl base |
| red g base |
| mnpt |
| lithosol scarlet base mb |
| lake red g base |
| lithosol scarlet base m |
| toyo fast red gl base |
| nsc2759 |
| fast red base gl |
| 1-amino-2-nitro-4-methylbenzene |
| devol red g |
| hiltonil fast red gl base |
| lithosol scarlet base mbw |
| azoic diazo component 8, base |
| red salt irga vii |
| c.i. azoic diazo component 8 |
| 2-nitro-4-toluidine |
| amarthol fast red gl salt |
| 3-nitro-4-aminotoluene |
| mitsui red gl base |
| red salt ciba vii |
| 2-nitro-4-methylaniline |
| nsc-2759 |
| tulabase fast red gl |
| 4-methyl-2-nitroaniline |
| fast red gl base |
| amarthol fast red gl base |
| fast red base jl |
| fast red 3nt salt |
| AC-907/25014175 |
| NCGC00091299-01 |
| einecs 201-924-9 |
| 4-methyl-2-nitrobenzenamine |
| ccris 2773 |
| nsc 2759 |
| ai3-09044 |
| 4-methyl-2-nitroaniline, 98% |
| NCGC00091299-02 |
| inchi=1/c7h8n2o2/c1-5-2-3-6(8)7(4-5)9(10)11/h2-4h,8h2,1h |
| smr001370891 |
| MLS002415703 |
| N0114 |
| AKOS000119668 |
| 4-methyl-2-nitro-aniline |
| NCGC00091299-03 |
| va01li60p4 , |
| unii-va01li60p4 |
| ec 201-924-9 |
| HMS3039L10 |
| tox21_303189 |
| dtxcid405632 |
| dtxsid2025632 , |
| NCGC00257051-01 |
| cas-89-62-3 |
| tox21_202055 |
| NCGC00259604-01 |
| FT-0619007 |
| PS-5792 |
| AM20050503 |
| AB00900 |
| CHEBI:66920 , |
| m-nitro-p-aminotoluene |
| CHEMBL1496758 |
| SCHEMBL98492 |
| (4-methyl-2-nitro-phenyl)amine |
| (4-methyl-2-nitrophenyl)amine |
| W-100367 |
| SCHEMBL12333480 |
| mfcd00007907 |
| ci 37110 |
| o-nitro-p-methylaniline |
| ci azoic diazo component 8 |
| 4-methyl-o-nitroaniline |
| p-methyl-o-nitroaniline |
| 4-methyl-2-nitroaniline; 4-amino-3-nitrotoluene |
| F0001-2197 |
| Q27135519 |
| STL199144 |
| EN300-19897 |
| Z104475996 |
| Class | Description |
|---|---|
| C-nitro compound | A nitro compound having the nitro group (-NO2) attached to a carbon atom. |
| [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) |
|---|---|---|---|---|---|---|---|
| Luciferase | Photinus pyralis (common eastern firefly) | Potency | 72.3237 | 0.0072 | 15.7588 | 89.3584 | AID1224835 |
| RAR-related orphan receptor gamma | Mus musculus (house mouse) | Potency | 2.7306 | 0.0060 | 38.0041 | 19,952.5996 | AID1159521 |
| ATAD5 protein, partial | Homo sapiens (human) | Potency | 18.3489 | 0.0041 | 10.8903 | 31.5287 | AID504467 |
| AR protein | Homo sapiens (human) | Potency | 28.6188 | 0.0002 | 21.2231 | 8,912.5098 | AID1259243; AID1259247 |
| thyroid stimulating hormone receptor | Homo sapiens (human) | Potency | 12.5893 | 0.0013 | 18.0743 | 39.8107 | AID926; AID938 |
| estrogen receptor 2 (ER beta) | Homo sapiens (human) | Potency | 1.0137 | 0.0006 | 57.9133 | 22,387.1992 | AID1259394 |
| nuclear receptor subfamily 1, group I, member 3 | Homo sapiens (human) | Potency | 43.1359 | 0.0010 | 22.6508 | 76.6163 | AID1224893 |
| retinoic acid nuclear receptor alpha variant 1 | Homo sapiens (human) | Potency | 54.7738 | 0.0030 | 41.6115 | 22,387.1992 | AID1159552; AID1159553; AID1159555 |
| pregnane X nuclear receptor | Homo sapiens (human) | Potency | 39.8107 | 0.0054 | 28.0263 | 1,258.9301 | AID720659 |
| estrogen nuclear receptor alpha | Homo sapiens (human) | Potency | 48.7615 | 0.0002 | 29.3054 | 16,493.5996 | AID743069; AID743075; AID743077; AID743079 |
| peroxisome proliferator-activated receptor delta | Homo sapiens (human) | Potency | 17.3760 | 0.0010 | 24.5048 | 61.6448 | AID743215 |
| IDH1 | Homo sapiens (human) | Potency | 1.6360 | 0.0052 | 10.8652 | 35.4813 | AID686970 |
| aryl hydrocarbon receptor | Homo sapiens (human) | Potency | 76.0206 | 0.0007 | 23.0674 | 1,258.9301 | AID743085 |
| cytochrome P450, family 19, subfamily A, polypeptide 1, isoform CRA_a | Homo sapiens (human) | Potency | 47.3808 | 0.0017 | 23.8393 | 78.1014 | AID743083 |
| nuclear factor erythroid 2-related factor 2 isoform 1 | Homo sapiens (human) | Potency | 18.8336 | 0.0006 | 27.2152 | 1,122.0200 | AID651741 |
| geminin | Homo sapiens (human) | Potency | 0.2311 | 0.0046 | 11.3741 | 33.4983 | AID624297 |
| Nuclear receptor ROR-gamma | Homo sapiens (human) | Potency | 33.4915 | 0.0266 | 22.4482 | 66.8242 | AID651802 |
| [prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] | |||||||
| Process | via Protein(s) | Taxonomy |
|---|---|---|
| nucleus | Nuclear receptor ROR-gamma | Homo sapiens (human) |
| nucleoplasm | Nuclear receptor ROR-gamma | Homo sapiens (human) |
| nuclear body | Nuclear receptor ROR-gamma | Homo sapiens (human) |
| chromatin | Nuclear receptor ROR-gamma | Homo sapiens (human) |
| nucleus | Nuclear receptor ROR-gamma | Homo sapiens (human) |
| [Information is prepared from geneontology information from the June-17-2024 release] | ||
| Assay ID | Title | Year | Journal | Article |
|---|---|---|---|---|
| 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. |
| 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. |
| 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. |
| 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. |
| AID1745845 | Primary qHTS for Inhibitors of ATXN expression | |||
| AID651635 | Viability Counterscreen for Primary qHTS for Inhibitors of ATXN expression | |||
| 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. |
| [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 moderate demand-to-supply ratio for research on this compound.
| This Compound (17.59) 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 | 6 (100.00%) | 84.16% |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||