N-Methylaniline

Details

• Internal ID: 22da57ef-ba27-4183-8970-0dac1696aa7a
• Taxonomy: Organic nitrogen compounds > Organonitrogen compounds > Amines > Aralkylamines > Phenylalkylamines
• IUPAC Name: N-methylaniline
• SMILES (Canonical): CNC1=CC=CC=C1
• SMILES (Isomeric): CNC1=CC=CC=C1
• InChI: InChI=1S/C7H9N/c1-8-7-5-3-2-4-6-7/h2-6,8H,1H3
• InChI Key: AFBPFSWMIHJQDM-UHFFFAOYSA-N
• Popularity: 1,597 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): 12.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.73
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 100-61-8
• Methylaniline
• Monomethylaniline
• N-Methyl aniline
• Benzenamine, N-methyl-
• Methylphenylamine
• N-Methylbenzenamine
• N-Monomethylaniline
• N-Phenylmethylamine
• N-Methylaminobenzene
• (Methylamino)benzene
• Anilinomethane
• N-Methylphenylamine
• Aniline, N-methyl-
• Monomethyl aniline
• Benzeneamine, N-methyl-
• methyl-phenyl-amine
• NSC 3502
• CCRIS 2870
• HSDB 1654
• N-Methyl-N-phenylamine
• EINECS 202-870-9
• UN2294
• UNII-TH45GK410O
• AI3-19498
• TH45GK410O
• DTXSID9021841
• CHEBI:15733
• NSC-3502
• EC 202-870-9
• Mthylaniline
• N-metylaniline
• N-Methlaniline
• N-Methylanilin
• N-Metilanilina
• N-Methylanlne
• N-Metylanilin
• N-methyl-aniline
• Methylaniline, n-
• methyl(phenyl)amine
• methyl-phenyl amine
• n-methylphenyl amine
• N-methyl phenylamine
• N-methyl-benzenamine
• MFCD00008283
• Methylaniline (N-)
• N-Methylanilinium ion
• N-methyl-phenyl-amine
• Bencenamina, N-metil-
• ANILINE,N-METHYL
• MAN (CHRIS Code)
• N-Methylaniline, 98%
• METHYLANILINE [MI]
• N-Methyl-N-phenylamine #
• N-Methylaniline, >=99%
• SCHEMBL4454
• WLN: 1MR
• MLS002415757
• BIDD:ER0250
• BIDD:GT0230
• CHEMBL170781
• DTXCID301841
• SCHEMBL1415355
• NSC3502
• HMS3039I05
• N-Methylaniline, analytical standard
• Tox21_200298
• LS-308
• STL183283
• AKOS000119086
• N-Methylaniline [UN2294] [Poison]
• AM10675
• RP10006
• UN 2294
• N-Methylaniline [UN2294] [Poison]
• NCGC00091265-01
• NCGC00091265-02
• NCGC00257852-01
• AS-12865
• BP-31133
• CAS-100-61-8
• SMR001370917
• N-Methylaniline, purum, >=98.0% (GC)
• FT-0652068
• M0147
• EN300-19055
• C02299
• J-000182
• J-523671
• Q1959597
• F2190-0405
• Z104472478
• InChI=1/C7H9N/c1-8-7-5-3-2-4-6-7/h2-6,8H,1H
• 1MR

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9867	98.67%
Caco-2	+	0.9232	92.32%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	+	0.8571	85.71%
Subcellular localzation	Lysosomes	0.6915	69.15%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9563	95.63%
OATP1B3 inhibitior	+	0.9651	96.51%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9157	91.57%
P-glycoprotein inhibitior	-	0.9911	99.11%
P-glycoprotein substrate	-	0.9787	97.87%
CYP3A4 substrate	-	0.7980	79.80%
CYP2C9 substrate	-	0.8170	81.70%
CYP2D6 substrate	+	0.5233	52.33%
CYP3A4 inhibition	-	0.9716	97.16%
CYP2C9 inhibition	-	0.9294	92.94%
CYP2C19 inhibition	-	0.6509	65.09%
CYP2D6 inhibition	-	0.7999	79.99%
CYP1A2 inhibition	-	0.5624	56.24%
CYP2C8 inhibition	-	0.9163	91.63%
CYP inhibitory promiscuity	-	0.7565	75.65%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5630	56.30%
Carcinogenicity (trinary)	Non-required	0.7209	72.09%
Eye corrosion	+	0.9611	96.11%
Eye irritation	+	0.9963	99.63%
Skin irritation	+	0.8909	89.09%
Skin corrosion	+	0.8219	82.19%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7804	78.04%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	+	0.9125	91.25%
skin sensitisation	+	0.7702	77.02%
Respiratory toxicity	-	0.8778	87.78%
Reproductive toxicity	-	0.9333	93.33%
Mitochondrial toxicity	-	0.8875	88.75%
Nephrotoxicity	+	0.5625	56.25%
Acute Oral Toxicity (c)	III	0.7014	70.14%
Estrogen receptor binding	-	0.8738	87.38%
Androgen receptor binding	-	0.8402	84.02%
Thyroid receptor binding	-	0.8023	80.23%
Glucocorticoid receptor binding	-	0.8661	86.61%
Aromatase binding	-	0.8676	86.76%
PPAR gamma	-	0.8897	88.97%
Honey bee toxicity	-	0.9802	98.02%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.9300	93.00%
Fish aquatic toxicity	-	0.3937	39.37%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1963	P16473	Thyroid stimulating hormone receptor	7943.3 nM; 7943.3 nM	Potency; Potency	via CMAUP; via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.38%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	87.12%	90.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.74%	94.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.11%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	82.02%	94.73%

Plants that contains it

• Camellia sinensis
• Citrus × aurantium
• Citrus deliciosa

Cross-Links

• PubChem: 7515
• NPASS: NPC134825
• ChEMBL: CHEMBL170781
• LOTUS: LTS0086729
• wikiData: Q1959597