2-aminodiphenylamine, also known as N-phenyl-1,2-benzenediamine, is a colorless to pale yellow solid that is used as a precursor in the synthesis of various organic compounds. It is also used as an antioxidant and a corrosion inhibitor. The compound is synthesized by reacting aniline with nitrobenzene in the presence of a catalyst. 2-aminodiphenylamine is a key intermediate in the production of various pharmaceuticals, agrochemicals, and dyes. The compound has been studied extensively for its potential biological activity, including its anti-inflammatory and analgesic properties. It is also known to exhibit antitumor activity in vitro. Due to its importance as a chemical intermediate and its potential biological activities, 2-aminodiphenylamine is a subject of ongoing research.'
2-aminodiphenylamine: structure in first source
ID Source | ID |
---|---|
PubMed CID | 68297 |
CHEMBL ID | 1547352 |
SCHEMBL ID | 217480 |
MeSH ID | M0409439 |
Synonym |
---|
1,2-benzenediamine, n-phenyl- |
MLS000567679 |
smr000154191 |
n2-phenylbenzene-1,2-diamine |
nsc33960 |
nsc-33960 |
534-85-0 |
nsc18731 |
o-aminodiphenylamine |
nsc-18731 |
2-aminodiphenylamine |
c.i. 50005 |
n-phenyl-o-phenylenediamine |
o-semidine |
o-phenylenediamine, n-phenyl- |
OPREA1_641461 |
n-phenyl-o-phenylenediamine, 98% |
n-phenylbenzene-1,2-diamine |
STK286085 |
2-n-phenylbenzene-1,2-diamine |
inchi=1/c12h12n2/c13-11-8-4-5-9-12(11)14-10-6-2-1-3-7-10/h1-9,14h,13h2 |
nfcprrwctnlgsn-uhfffaoysa- |
AKOS000121236 |
NCGC00246174-01 |
einecs 208-606-9 |
nsc 18731 |
unii-g2x60k1y26 |
g2x60k1y26 , |
1,2-benzenediamine, n1-phenyl- |
dtxcid9029271 |
cas-534-85-0 |
dtxsid0049315 , |
NCGC00260388-01 |
tox21_202842 |
n1-phenylbenzene-1,2-diamine |
A829624 |
HMS2289H17 |
FT-0611239 |
BRD-K39324687-001-07-9 |
SCHEMBL217480 |
2-(n-phenylamino)aniline |
2-(phenylamino)aniline |
n'-phenylbenzene-1,2-diamine |
2-anilino aniline |
n-phenyl-o-phenylene diamine |
n-phenyl-1,2phenylenediamine |
n-phenyl phenylenediamine |
n-phenylphenylene diamine |
n-phenyl-benzene-1, 2-diamine |
n1-phenyl-1,2-benzenediamine |
n-phenyl-1,2-phenylenediamine |
2-anilinoaniline |
n-phenyl-benzene-1,2-diamine |
n-phenyl-1,2-benzenediamine |
n-phenyl-1,2-diaminobenzene |
n~1~-phenyl-1,2-benzenediamine |
AH-034/32823026 |
Q-201493 |
J-640215 |
CHEMBL1547352 |
mfcd00007685 |
J-800476 |
SR-01000389477-1 |
sr-01000389477 |
GS-6115 |
n-phenyl-o-phenylenediamine, purum, >=98.0% (nt) |
CS-W015994 |
SY013884 |
AMY25709 |
I10187 |
Q27278667 |
EN300-17857 |
Z57050120 |
Protein | Taxonomy | Measurement | Average (µ) | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
---|---|---|---|---|---|---|---|
Chain A, JmjC domain-containing histone demethylation protein 3A | Homo sapiens (human) | Potency | 44.6684 | 0.6310 | 35.7641 | 100.0000 | AID504339 |
Chain A, 2-oxoglutarate Oxygenase | Homo sapiens (human) | Potency | 12.5893 | 0.1778 | 14.3909 | 39.8107 | AID2147 |
Luciferase | Photinus pyralis (common eastern firefly) | Potency | 71.2115 | 0.0072 | 15.7588 | 89.3584 | AID1224835 |
ClpP | Bacillus subtilis | Potency | 28.1838 | 1.9953 | 22.6730 | 39.8107 | AID651965 |
TDP1 protein | Homo sapiens (human) | Potency | 20.2550 | 0.0008 | 11.3822 | 44.6684 | AID686978; AID686979 |
GLI family zinc finger 3 | Homo sapiens (human) | Potency | 3.9000 | 0.0007 | 14.5928 | 83.7951 | AID1259369; AID1259392 |
Microtubule-associated protein tau | Homo sapiens (human) | Potency | 12.5893 | 0.1800 | 13.5574 | 39.8107 | AID1460 |
AR protein | Homo sapiens (human) | Potency | 27.5818 | 0.0002 | 21.2231 | 8,912.5098 | AID1259243; AID1259247; AID743035; AID743042; AID743054; AID743063 |
Smad3 | Homo sapiens (human) | Potency | 19.9526 | 0.0052 | 7.8098 | 29.0929 | AID588855 |
aldehyde dehydrogenase 1 family, member A1 | Homo sapiens (human) | Potency | 44.6684 | 0.0112 | 12.4002 | 100.0000 | AID1030 |
estrogen receptor 2 (ER beta) | Homo sapiens (human) | Potency | 24.4108 | 0.0006 | 57.9133 | 22,387.1992 | AID1259378 |
nuclear receptor subfamily 1, group I, member 3 | Homo sapiens (human) | Potency | 54.6489 | 0.0010 | 22.6508 | 76.6163 | AID1224839 |
progesterone receptor | Homo sapiens (human) | Potency | 61.3171 | 0.0004 | 17.9460 | 75.1148 | AID1346795 |
nonstructural protein 1 | Influenza A virus (A/WSN/1933(H1N1)) | Potency | 3.1623 | 0.2818 | 9.7212 | 35.4813 | AID2326 |
glucocorticoid receptor [Homo sapiens] | Homo sapiens (human) | Potency | 0.1743 | 0.0002 | 14.3764 | 60.0339 | AID720692 |
retinoic acid nuclear receptor alpha variant 1 | Homo sapiens (human) | Potency | 14.7408 | 0.0030 | 41.6115 | 22,387.1992 | AID1159552; AID1159553; AID1159555 |
retinoid X nuclear receptor alpha | Homo sapiens (human) | Potency | 21.6638 | 0.0008 | 17.5051 | 59.3239 | AID1159527; AID1159531 |
estrogen-related nuclear receptor alpha | Homo sapiens (human) | Potency | 64.4132 | 0.0015 | 30.6073 | 15,848.9004 | AID1224841; AID1224848; AID1224849; AID1259401; AID1259403 |
farnesoid X nuclear receptor | Homo sapiens (human) | Potency | 19.5534 | 0.3758 | 27.4851 | 61.6524 | AID743217 |
pregnane X nuclear receptor | Homo sapiens (human) | Potency | 19.3902 | 0.0054 | 28.0263 | 1,258.9301 | AID1346982 |
estrogen nuclear receptor alpha | Homo sapiens (human) | Potency | 33.6842 | 0.0002 | 29.3054 | 16,493.5996 | AID1259244; AID1259248; AID743069; AID743075 |
67.9K protein | Vaccinia virus | Potency | 31.6228 | 0.0001 | 8.4406 | 100.0000 | AID720579 |
bromodomain adjacent to zinc finger domain 2B | Homo sapiens (human) | Potency | 44.6684 | 0.7079 | 36.9043 | 89.1251 | AID504333 |
P53 | Homo sapiens (human) | Potency | 79.4328 | 0.0731 | 9.6858 | 31.6228 | AID504706 |
peroxisome proliferator activated receptor gamma | Homo sapiens (human) | Potency | 32.8570 | 0.0010 | 19.4141 | 70.9645 | AID743140; AID743191 |
vitamin D (1,25- dihydroxyvitamin D3) receptor | Homo sapiens (human) | Potency | 47.3132 | 0.0237 | 23.2282 | 63.5986 | AID743222; AID743223; AID743241 |
aryl hydrocarbon receptor | Homo sapiens (human) | Potency | 40.5035 | 0.0007 | 23.0674 | 1,258.9301 | AID743085; AID743122 |
cytochrome P450, family 19, subfamily A, polypeptide 1, isoform CRA_a | Homo sapiens (human) | Potency | 77.1937 | 0.0017 | 23.8393 | 78.1014 | AID743083 |
Histone H2A.x | Cricetulus griseus (Chinese hamster) | Potency | 59.0749 | 0.0391 | 47.5451 | 146.8240 | AID1224845; AID1224896 |
lysosomal alpha-glucosidase preproprotein | Homo sapiens (human) | Potency | 24.9271 | 0.0366 | 19.6376 | 50.1187 | AID2100 |
chromobox protein homolog 1 | Homo sapiens (human) | Potency | 35.4813 | 0.0060 | 26.1688 | 89.1251 | AID540317 |
nuclear factor erythroid 2-related factor 2 isoform 2 | Homo sapiens (human) | Potency | 32.6427 | 0.0041 | 9.9848 | 25.9290 | AID504444 |
thyroid hormone receptor beta isoform 2 | Rattus norvegicus (Norway rat) | Potency | 11.7824 | 0.0003 | 23.4451 | 159.6830 | AID743065; AID743067 |
heat shock protein beta-1 | Homo sapiens (human) | Potency | 5.2113 | 0.0420 | 27.3789 | 61.6448 | AID743210; AID743228 |
nuclear factor erythroid 2-related factor 2 isoform 1 | Homo sapiens (human) | Potency | 4.4889 | 0.0006 | 27.2152 | 1,122.0200 | AID743202; AID743219 |
peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 | Homo sapiens (human) | Potency | 33.8078 | 0.4256 | 12.0591 | 28.1838 | AID504891 |
nuclear receptor ROR-gamma isoform 1 | Mus musculus (house mouse) | Potency | 12.5893 | 0.0079 | 8.2332 | 1,122.0200 | AID2551 |
geminin | Homo sapiens (human) | Potency | 16.3777 | 0.0046 | 11.3741 | 33.4983 | AID624296; AID624297 |
lamin isoform A-delta10 | Homo sapiens (human) | Potency | 35.4813 | 0.8913 | 12.0676 | 28.1838 | AID1487 |
Polyunsaturated fatty acid lipoxygenase ALOX15B | Homo sapiens (human) | Potency | 15.8489 | 0.3162 | 12.7657 | 31.6228 | AID881 |
Voltage-dependent calcium channel gamma-2 subunit | Mus musculus (house mouse) | Potency | 27.3893 | 0.0015 | 57.7890 | 15,848.9004 | AID1259244 |
Cellular tumor antigen p53 | Homo sapiens (human) | Potency | 19.3902 | 0.0023 | 19.5956 | 74.0614 | AID651631 |
Glutamate receptor 2 | Rattus norvegicus (Norway rat) | Potency | 27.3893 | 0.0015 | 51.7393 | 15,848.9004 | AID1259244 |
Histamine H2 receptor | Cavia porcellus (domestic guinea pig) | Potency | 15.8489 | 0.0063 | 8.2350 | 39.8107 | AID881 |
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] |
Protein | Taxonomy | Measurement | Average | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
---|---|---|---|---|---|---|---|
Mcl-1 | Homo sapiens (human) | IC50 (µMol) | 54.0000 | 0.4000 | 7.1344 | 54.0000 | AID1418 |
rac GTPase-activating protein 1 isoform a | Homo sapiens (human) | IC50 (µMol) | 36.0700 | 7.3900 | 57.8904 | 301.2400 | AID624330 |
Muscarinic acetylcholine receptor M1 | Rattus norvegicus (Norway rat) | IC50 (µMol) | 54.0000 | 0.0005 | 2.7739 | 25.1700 | AID1418 |
Muscarinic acetylcholine receptor M3 | Rattus norvegicus (Norway rat) | IC50 (µMol) | 54.0000 | 0.0005 | 2.8919 | 25.1700 | AID1418 |
Muscarinic acetylcholine receptor M4 | Rattus norvegicus (Norway rat) | IC50 (µMol) | 54.0000 | 0.0005 | 2.7478 | 25.1700 | AID1418 |
Muscarinic acetylcholine receptor M5 | Rattus norvegicus (Norway rat) | IC50 (µMol) | 54.0000 | 0.0005 | 2.7802 | 25.1700 | AID1418 |
Muscarinic acetylcholine receptor M2 | Rattus norvegicus (Norway rat) | IC50 (µMol) | 54.0000 | 0.0005 | 3.3142 | 49.5000 | AID1418 |
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] |
Assay ID | Title | Year | Journal | Article |
---|---|---|---|---|
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. |
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. |
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. |
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. |
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. |
AID1745845 | Primary qHTS for Inhibitors of ATXN expression | |||
[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 (11.11) | 18.7374 |
1990's | 0 (0.00) | 18.2507 |
2000's | 4 (44.44) | 29.6817 |
2010's | 3 (33.33) | 24.3611 |
2020's | 1 (11.11) | 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 (19.46) 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] |