2-Amino-4-methylpyridine

Details

• Internal ID: c5ec2e80-5bd3-4f9e-8dda-99524c3173c0
• Taxonomy: Organoheterocyclic compounds > Pyridines and derivatives > Aminopyridines and derivatives
• IUPAC Name: 4-methylpyridin-2-amine
• InChI: InChI=1S/C6H8N2/c1-5-2-3-8-6(7)4-5/h2-4H,1H3,(H2,7,8)
• InChI Key: ORLGLBZRQYOWNA-UHFFFAOYSA-N
• Popularity: 228 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆H₈N₂
• Molecular Weight: 108.14 g/mol
• Exact Mass: 108.068748264 g/mol
• Topological Polar Surface Area (TPSA): 38.90 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.97
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• 695-34-1
• 4-METHYLPYRIDIN-2-AMINE
• 2-Amino-4-picoline
• Ascensil
• 2-Pyridinamine, 4-methyl-
• Aminopicoline
• 4-Methyl-2-pyridinamine
• 4-Methyl-2-aminopyridine
• 4-Methyl-2-pyridylamine
• 4-PICOLINE, 2-AMINO-
• W 45 Raschig
• Methyl-4 amino-2-pyridine
• 4M2AP
• Pyridine, 2-amino-4-methyl-
• 4-methylpyridin-2-ylamine
• RA 1226
• 2-amino-4-methyl pyridine
• VMI 20-4
• NSC 1490
• NSC 6972
• W 45
• MFCD00006321
• 2-Amino-.gamma.-picoline
• 2-amino-4-methyl-pyridine
• 4-Methyl-pyridin-2-ylamine
• CHEMBL40833
• DTXSID1044720
• NSC-1490
• NSC-6972
• 394N1Z644H
• WLN: T6NJ BZ D1
• alpha-Amino-gamma-picoline
• BVF
• NSC-176165
• EINECS 211-780-9
• BRN 0107066
• AI3-23984
• UNII-394N1Z644H
• 4-methylpyridyl amine
• Tocris-1020
• 2-amino4-methylpyridine
• 4-methyl-pyridin-2-amine
• 4-methyl-2-amino-pyridine
• SCHEMBL25153
• 5-22-09-00325 (Beilstein Handbook Reference)
• GTPL5111
• .alpha.-Amino-.gamma.-picoline
• DTXCID9024720
• SCHEMBL21515309
• (4-methyl-pyridin-2-yl)-amine
• NSC1490
• NSC6972
• 2-Amino-4-methylpyridine, 99%
• 2-AMINO-4-PICOLINE [MI]
• BCP05096
• STR00701
• AMINO-4-METHYLPYRIDINE, 2-
• Tox21_301597
• (4-METHYLPYRIDIN-2-YL)AMINE
• 4-METHYLPYRIDIN-2-AMINE, 6
• AB2620
• BDBM50091800
• HSCI1_000374
• AKOS000119085
• AB00703
• AC-2481
• CS-W003969
• HY-W003969
• PS-9285
• RA-1226
• SB75552
• NCGC00024943-01
• NCGC00256313-01
• CAS-695-34-1
• W-45
• RIFAXIMIN IMPURITY A [EP IMPURITY]
• A0402
• A5223
• A9196
• AM20061447
• FT-0611119
• FT-0611128
• FT-0661940
• EN300-21467
• AC-907/25014131
• SR-01000597673
• Q-101480
• SR-01000597673-1
• BRD-K74039237-001-01-7
• Q24755764
• F1995-0205
• Z203045032
• InChI=1/C6H8N2/c1-5-2-3-8-6(7)4-5/h2-4H,1H3,(H2,7,8

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9943	99.43%
Caco-2	+	0.8666	86.66%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	+	0.9429	94.29%
Subcellular localzation	Lysosomes	0.8027	80.27%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9836	98.36%
OATP1B3 inhibitior	+	0.9588	95.88%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9290	92.90%
P-glycoprotein inhibitior	-	0.9910	99.10%
P-glycoprotein substrate	-	0.9231	92.31%
CYP3A4 substrate	-	0.7728	77.28%
CYP2C9 substrate	-	0.7865	78.65%
CYP2D6 substrate	-	0.9028	90.28%
CYP3A4 inhibition	-	0.9436	94.36%
CYP2C9 inhibition	-	0.9664	96.64%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.9045	90.45%
CYP2C8 inhibition	-	0.8662	86.62%
CYP inhibitory promiscuity	-	0.9377	93.77%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7100	71.00%
Carcinogenicity (trinary)	Non-required	0.5814	58.14%
Eye corrosion	-	0.8508	85.08%
Eye irritation	+	0.9923	99.23%
Skin irritation	+	0.8623	86.23%
Skin corrosion	-	0.5074	50.74%
Ames mutagenesis	+	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7207	72.07%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	+	0.8875	88.75%
skin sensitisation	-	0.6778	67.78%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.6345	63.45%
Acute Oral Toxicity (c)	II	0.8547	85.47%
Estrogen receptor binding	-	0.9637	96.37%
Androgen receptor binding	-	0.9062	90.62%
Thyroid receptor binding	-	0.8296	82.96%
Glucocorticoid receptor binding	-	0.8591	85.91%
Aromatase binding	-	0.8541	85.41%
PPAR gamma	-	0.8946	89.46%
Honey bee toxicity	-	0.9762	97.62%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.8200	82.00%
Fish aquatic toxicity	-	0.9387	93.87%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL4481	P35228	Nitric oxide synthase, inducible	120 nM	IC50	via Super-PRED
CHEMBL3568	P29475	Nitric-oxide synthase, brain	160 nM	IC50	via Super-PRED
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	320 nM	IC50	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.11%	96.09%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	88.47%	93.65%
CHEMBL3401	O75469	Pregnane X receptor	88.42%	94.73%
CHEMBL3492	P49721	Proteasome Macropain subunit	85.08%	90.24%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	84.35%	100.00%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	84.10%	85.30%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.87%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.26%	94.00%
CHEMBL4208	P20618	Proteasome component C5	80.41%	90.00%
CHEMBL1951	P21397	Monoamine oxidase A	80.05%	91.49%

Plants that contains it

• Vachellia rigidula

Cross-Links

• PubChem: 1533
• LOTUS: LTS0156043
• wikiData: Q24755764