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[ CAS No. 1603-40-3 ] {[proInfo.proName]}

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Cat. No.: {[proInfo.prAm]}
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Chemical Structure| 1603-40-3
Chemical Structure| 1603-40-3
Structure of 1603-40-3 * Storage: {[proInfo.prStorage]}

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Product Details of [ 1603-40-3 ]

CAS No. :1603-40-3 MDL No. :MFCD00006320
Formula : C6H8N2 Boiling Point : No data available
Linear Structure Formula :C5H3N(NH2)(CH3) InChI Key :RGDQRXPEZUNWHX-UHFFFAOYSA-N
M.W : 108.14 Pubchem ID :15347
Synonyms :
Chemical Name :3-Methylpyridin-2-amine

Calculated chemistry of [ 1603-40-3 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 8
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.17
Num. rotatable bonds : 0
Num. H-bond acceptors : 1.0
Num. H-bond donors : 1.0
Molar Refractivity : 33.61
TPSA : 38.91 ?2

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.34 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.24
Log Po/w (XLOGP3) : 0.87
Log Po/w (WLOGP) : 0.98
Log Po/w (MLOGP) : 0.54
Log Po/w (SILICOS-IT) : 1.14
Consensus Log Po/w : 0.95

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -1.61
Solubility : 2.63 mg/ml ; 0.0243 mol/l
Class : Very soluble
Log S (Ali) : -1.27
Solubility : 5.79 mg/ml ; 0.0536 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -1.99
Solubility : 1.11 mg/ml ; 0.0103 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.13

Safety of [ 1603-40-3 ]

Signal Word:Danger Class:6.1
Precautionary Statements:P280-P301+P310 UN#:2810
Hazard Statements:H301+H311+H331-H373 Packing Group:Ⅲ
GHS Pictogram:

Application In Synthesis of [ 1603-40-3 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 1603-40-3 ]

[ 1603-40-3 ] Synthesis Path-Downstream   1~10

  • 1
  • [ 1603-40-3 ]
  • [ 38923-13-6 ]
  • [ 38922-93-9 ]
  • 2
  • [ 1603-40-3 ]
  • [ 921-03-9 ]
  • [ 143982-39-2 ]
  • [ 143982-37-0 ]
  • 3
  • [ 1603-40-3 ]
  • [ 71486-53-8 ]
  • [ 111303-45-8 ]
  • 4
  • [ 1603-40-3 ]
  • [ 74205-82-6 ]
  • 2-[(1,2,4-triazole-1-ylmethyl)amino]-3-methylpyridine [ No CAS ]
  • 5
  • [ 1603-40-3 ]
  • [ 85279-30-7 ]
  • 6
  • [ 1603-40-3 ]
  • [ 143982-39-2 ]
  • 8
  • [ 1603-40-3 ]
  • [ 145901-11-7 ]
  • 9
  • [ 1603-40-3 ]
  • [ 399-25-7 ]
  • 2-(2-fluorophenyl)-8-methyl-3-nitroimidazo[1,2-a]pyridine [ No CAS ]
YieldReaction ConditionsOperation in experiment
77% With pyridine; tert.-butylhydroperoxide; iodine; In acetonitrile; at 79℃; Implementation steps: 0.108 g (1 mmol) of 3-methyl-2-aminopyridine and 0.175 g (1.05 mmol) of <strong>[399-25-7]2-fluoro-β-nitrostyrene</strong>, 0.051 g (0.2 mmol) of iodine, 0.180 g (2 mmol) of tert-butyl hydroperoxide and 0.049 g (0.62 mmol) of pyridine were placed in a reaction flask. 10 mL of acetonitrile was added and heated to reflux (reaction temperature was about 81 C), followed by TLC until the end of the reaction. After cooling to room temperature, acetonitrile was removed by rotary evaporation, and the concentrated product was separated by chromatography to afford product (yield: 77%)
47% With pyridine; tert.-butylhydroperoxide; iodine; In acetonitrile; at 20℃; for 12h;Green chemistry; General procedure: In a 50-mL round-bottomed flask, a mixture of2-aminopyridine (1 mmol) and nitroolefin (1.05 mmol)was stirred in 10 mL acetonitrile. Then, I2 (0.2 mmol),TBHP (2 mmol), and pyridine (0.05 mL) were added to theabove mixture, and the resulting mixture was allowed tostir under reflux or at room temperature for the specifiedtime (Table 2). The progress of the reaction was monitoredby thin-layer chromatography (TLC). After the completionof the reaction, the reaction mixture was cooled to roomtemperature and poured into saturated sodium bisulfite solution (15 mL). After sonication for 10 min, the mixturewas extracted with ethyl acetate (3 × 15 mL), followed bydrying with anhydrous MgSO4. After evaporation of thesolvent, the residue was purified by flash chromatographyto afford the desired product.
  • 10
  • [ 1603-40-3 ]
  • [ 51146-57-7 ]
  • (R)-2-(4-isobutylphenyl)-N-(3-methylpyridin-2-yl)propanamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
58% General procedure: The respective (R)(-)-ibuprofen or (S)(+)-ibuprofen (0.21 g, 1 mmol), EDC (0.21 g, 1.1 mmol), andHOBt (0.13 g, 1 mmol) in dry acetonitrile (10 mL) was stirred at room temperature for 30 minand then treated with 2-amino-3-methylpyridine (0.11 g, 1 mmol). The mixture was stirred atroom temperature for additional 48 h. Then the solution was evaporated to dryness in vacuo.The residue was taken up with brine (15 mL) and extracted with AcOEt (2 x 10 mL). Theorganic layer was washed sequentially with 10percent aqueous sodium carbonate (2 x 5 mL), 10percentaqueous citric acid (2 x 5 mL) and water (2 x 5 mL). The organic layer was dried over anhydrousmagnesium sulphate, filtered and concentrated to dryness under reduced pressure. Therespective (R)(+)-Ibu-AM5 or (S)(-)-Ibu-AM5 was obtained (58 and 57percent yield respectively) inanalytically pure form. 1H NMR (CDCl3): delta 0.86 (d, J = 6.5Hz, 6H, CH3), 1.47 (d, J = 7.0 Hz,3H, CH3), 1.83 (hept, J = 6.5 Hz, 1H, CH), 2.03 (s, 3H, CH3), 2.41 (d, J = 7.0 Hz, 2H, CH2),3.88 (q, J = 7.0 Hz, 1H, CH), 6.15 (s, 1H, NH), 6.70 (m, 1H, Py), 7.22 (d, J = 8.0 Hz, 2H, Ar),7.26 (d, J = 8.0 Hz, 2H, Ar), 7.35 (m, 1H, Py), 7.90 (m, 1H, Py). NMR spectra agree with literaturereport for the racemate [23]. IR (nujol) 3297, 3253, 3087, 3050, 1672, 1620, 1579 cm-1.Optical rotation [alpha] = -60.9° for (R)(-)-Ibu-AM5 and [alpha] = +60.8° for (S)(+)-Ibu-AM5. m/z297 (M + H)+ Anal. Calcd. for C19H24N2O: C, 76.99; H, 8.16; N, 9.45. Found: C, 77.05; H, 8.18;N, 8.13 for (R)(-)-Ibu-AM5 and C, 76.94; H, 8.19; N, 8.20 for (S)(-)-Ibu-AM5.
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