o-Toluidine

Details

• Internal ID: f0cea05f-1487-4e39-9f22-a7fc12ab8466
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Toluenes > Aminotoluenes
• IUPAC Name: 2-methylaniline
• SMILES (Canonical): CC1=CC=CC=C1N
• SMILES (Isomeric): CC1=CC=CC=C1N
• InChI: InChI=1S/C7H9N/c1-6-4-2-3-5-7(6)8/h2-5H,8H2,1H3
• InChI Key: RNVCVTLRINQCPJ-UHFFFAOYSA-N
• Popularity: 5,790 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇H₉N
• Molecular Weight: 107.15 g/mol
• Exact Mass: 107.073499291 g/mol
• Topological Polar Surface Area (TPSA): 26.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.58
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• 2-Methylaniline
• 95-53-4
• 2-Toluidine
• o-Tolylamine
• 2-Methylbenzenamine
• o-Methylaniline
• 2-AMINOTOLUENE
• ortho-toluidine
• 2-Methyl-1-aminobenzene
• o-Aminotoluene
• o-Methylbenzenamine
• Benzenamine, 2-methyl-
• 1-Amino-2-methylbenzene
• 2-Amino-1-methylbenzene
• o-Toluidin
• o-Toluidyna
• 1-Methyl-2-aminobenzene
• ortho Toluidine
• Aniline, 2-methyl-
• 2-Methylbenzamine
• RCRA waste number U328
• 2-methyl-aniline
• 2-methylphenylamine
• Benzenamine, methyl-
• o-Toluidin [Czech]
• CCRIS 597
• NSC 15348
• o-Toluidyna [Polish]
• DTXSID1026164
• HSDB 2042
• o-Toluide
• 2-tolylamine
• UNII-B635MZ0ZLU
• C.I. 37077
• EINECS 202-429-0
• B635MZ0ZLU
• 2-Toluidine-d7
• CHEBI:66892
• AI3-24383
• MFCD00007730
• NSC-15348
• DTXCID206164
• EC 202-429-0
• NSC15348
• O-TOLUIDINE-D3 (METHYL-D3)
• 121536-13-8
• O-Toluidin (CZECH)
• O-Toluidyna (POLISH)
• ORTHO-TOLUIDINE (IARC)
• ORTHO-TOLUIDINE [IARC]
• CAS-95-53-4
• PRILOCAINE IMPURITY B (EP IMPURITY)
• PRILOCAINE IMPURITY B [EP IMPURITY]
• 68408-22-0
• RCRA waste no. U328
• ortho-tolylamine
• o-tolyl-amine
• 2-amino toluene
• 2 -methylaniline
• 2-methyl aniline
• 2-(methyl)aniline
• 51V
• o-Toluidine, liquid
• 2-methyl-benzenamine
• o-Toluidine, 98%
• o-Toluidine, >=99%
• TOLUIDINE (ORTHO)
• O-TOLUIDINE [MI]
• O-TOLUIDINE(1%)
• CHEMBL1381
• WLN: ZR B1
• SCHEMBL15789
• o-Toluidine, liquid or solid
• MLS002415766
• 2-Aminotoluene (o-toluidine)
• BIDD:ER0679
• 2-AMINOTOLUENE [HSDB]
• o-Toluidine, analytical standard
• O-Toluidine (ACD/Name 4.0)
• o-Toluidine, p.a., 99.5%
• 2-Methylbenzenamine (o-Toluidine)
• HMS3039B11
• BCP17522
• STR00213
• Tox21_201256
• Tox21_300179
• 2-Methylphenylamine (ACD/Name 4.0)
• AKOS000119109
• AM87484
• o-Toluidine 500 microg/mL in Methanol
• NCGC00091368-01
• NCGC00091368-02
• NCGC00091368-03
• NCGC00091368-04
• NCGC00253986-01
• NCGC00258808-01
• o-Toluidine 10 microg/mL in Cyclohexane
• BP-21341
• CI 37077
• SMR001370921
• o-Toluidine 100 microg/mL in Cyclohexane
• FT-0675282
• o-Toluidine, SAJ special grade, >=99.0%
• T0299
• EN300-33459
• o-Toluidine, purum p.a., >=99.5% (GC)
• C90102
• Q311695
• o-Toluidine, liquid or solid [UN1708] [Poison]
• Z57127943
• F2190-0418
• PRILOCAINE HYDROCHLORIDE IMPURITY B [EP IMPURITY]
• InChI=1/C7H9N/c1-6-4-2-3-5-7(6)8/h2-5H,8H2,1H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9949	99.49%
Caco-2	+	0.9719	97.19%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	+	0.8571	85.71%
Subcellular localzation	Lysosomes	0.7562	75.62%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9695	96.95%
OATP1B3 inhibitior	+	0.9634	96.34%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9138	91.38%
P-glycoprotein inhibitior	-	0.9898	98.98%
P-glycoprotein substrate	-	0.9626	96.26%
CYP3A4 substrate	-	0.7992	79.92%
CYP2C9 substrate	-	0.8375	83.75%
CYP2D6 substrate	+	0.4103	41.03%
CYP3A4 inhibition	-	0.9445	94.45%
CYP2C9 inhibition	-	0.8051	80.51%
CYP2C19 inhibition	-	0.7568	75.68%
CYP2D6 inhibition	-	0.9406	94.06%
CYP1A2 inhibition	+	0.6284	62.84%
CYP2C8 inhibition	-	0.9258	92.58%
CYP inhibitory promiscuity	-	0.6737	67.37%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.5100	51.00%
Carcinogenicity (trinary)	Non-required	0.7094	70.94%
Eye corrosion	+	0.9287	92.87%
Eye irritation	+	1.0000	100.00%
Skin irritation	+	0.6797	67.97%
Skin corrosion	-	0.9595	95.95%
Ames mutagenesis	+	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7704	77.04%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	+	0.8625	86.25%
skin sensitisation	+	0.8909	89.09%
Respiratory toxicity	-	0.9667	96.67%
Reproductive toxicity	-	0.9333	93.33%
Mitochondrial toxicity	-	0.9125	91.25%
Nephrotoxicity	+	0.5645	56.45%
Acute Oral Toxicity (c)	III	0.7892	78.92%
Estrogen receptor binding	-	0.9487	94.87%
Androgen receptor binding	-	0.7652	76.52%
Thyroid receptor binding	-	0.8630	86.30%
Glucocorticoid receptor binding	-	0.8827	88.27%
Aromatase binding	-	0.8863	88.63%
PPAR gamma	-	0.8711	87.11%
Honey bee toxicity	-	0.9711	97.11%
Biodegradation	+	0.7250	72.50%
Crustacea aquatic toxicity	+	0.7400	74.00%
Fish aquatic toxicity	+	0.8265	82.65%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.01%	95.56%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	87.07%	93.65%
CHEMBL3401	O75469	Pregnane X receptor	83.73%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.32%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.78%	86.33%

Plants that contains it

• Camellia sinensis

Cross-Links

• PubChem: 7242
• LOTUS: LTS0268146
• wikiData: Q311695