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[ CAS No. 86129-62-6 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 86129-62-6
Chemical Structure| 86129-62-6
Chemical Structure| 86129-62-6
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Quality Control of [ 86129-62-6 ]

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Product Details of [ 86129-62-6 ]

CAS No. :86129-62-6 MDL No. :MFCD24555889
Formula : C9H10ClNO3 Boiling Point : -
Linear Structure Formula :- InChI Key :LCAOURNJLXCNNF-UHFFFAOYSA-N
M.W : 215.63 Pubchem ID :57859986
Synonyms :

Calculated chemistry of [ 86129-62-6 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 14
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.33
Num. rotatable bonds : 3
Num. H-bond acceptors : 3.0
Num. H-bond donors : 1.0
Molar Refractivity : 53.13
TPSA : 59.16 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.65 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.8
Log Po/w (XLOGP3) : 1.36
Log Po/w (WLOGP) : 1.51
Log Po/w (MLOGP) : 1.42
Log Po/w (SILICOS-IT) : 2.8
Consensus Log Po/w : 1.78

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.15
Solubility : 1.52 mg/ml ; 0.00703 mol/l
Class : Soluble
Log S (Ali) : -2.2
Solubility : 1.35 mg/ml ; 0.00624 mol/l
Class : Soluble
Log S (SILICOS-IT) : -3.42
Solubility : 0.0812 mg/ml ; 0.000377 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.07

Safety of [ 86129-62-6 ]

Signal Word:Warning Class:
Precautionary Statements:P264-P270-P301+P312-P330-P501 UN#:
Hazard Statements:H302 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 86129-62-6 ]

* 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 [ 86129-62-6 ]

[ 86129-62-6 ] Synthesis Path-Downstream   1~22

  • 1
  • [ 10350-10-4 ]
  • [ 86129-63-7 ]
  • [ 86129-62-6 ]
  • 2
  • [ 108-98-5 ]
  • [ 86129-62-6 ]
  • [ 86129-64-8 ]
YieldReaction ConditionsOperation in experiment
80% In ethanol for 24h; Heating;
  • 3
  • [ 86129-62-6 ]
  • [ 51146-04-4 ]
YieldReaction ConditionsOperation in experiment
88% With sodium hydroxide; hydrogen In ethanol for 1.75h; Ambient temperature;
  • 4
  • [ 86129-62-6 ]
  • [ 62-53-3 ]
  • [ 86129-80-8 ]
YieldReaction ConditionsOperation in experiment
70% In 2-ethoxy-ethanol for 24h; Heating;
  • 5
  • [ 86129-62-6 ]
  • [ 62-53-3 ]
  • [ 86129-74-0 ]
YieldReaction ConditionsOperation in experiment
83% With triethylamine In ethanol for 24h; Heating;
  • 6
  • [ 86129-62-6 ]
  • [ 86129-77-3 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 83 percent / triethylamine / ethanol / 24 h / Heating 2: 58 percent / various solvent(s) / 0.33 h / Heating 3: 25 percent / POCl3 / 3 h / Heating
  • 7
  • [ 86129-62-6 ]
  • [ 86129-65-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 80 percent / ethanol / 24 h / Heating 2: 1.) PCl5, POCl3, 2.) stannic chloride / 1.) reflux, 3 h, 2.) benzene, reflux, 1 h
Multi-step reaction with 3 steps 1: 80 percent / ethanol / 24 h / Heating 2: 65 percent / polyphosphoric acid / 0.5 h / 120 °C 3: 14.8 percent / POCl3 / 2 h / Heating
  • 8
  • [ 86129-62-6 ]
  • [ 86129-76-2 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 83 percent / triethylamine / ethanol / 24 h / Heating 2: 58 percent / various solvent(s) / 0.33 h / Heating 3: 5 percent / POCl3 / 3 h / Heating
  • 9
  • [ 86129-62-6 ]
  • [ 86129-66-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 80 percent / ethanol / 24 h / Heating 2: 65 percent / polyphosphoric acid / 0.5 h / 120 °C
  • 10
  • [ 86129-62-6 ]
  • [ 86129-75-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 83 percent / triethylamine / ethanol / 24 h / Heating 2: 58 percent / various solvent(s) / 0.33 h / Heating
  • 11
  • [ 86129-62-6 ]
  • [ 86129-67-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 80 percent / ethanol / 24 h / Heating 2: 1.) PCl5, POCl3, 2.) stannic chloride / 1.) reflux, 3 h, 2.) benzene, reflux, 1 h 3: 81.5 percent / ethanol / 2 h / Heating
Multi-step reaction with 4 steps 1: 80 percent / ethanol / 24 h / Heating 2: 65 percent / polyphosphoric acid / 0.5 h / 120 °C 3: 14.8 percent / POCl3 / 2 h / Heating 4: 81.5 percent / ethanol / 2 h / Heating
  • 12
  • [ 86129-62-6 ]
  • [ 86129-79-5 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: 83 percent / triethylamine / ethanol / 24 h / Heating 2: 58 percent / various solvent(s) / 0.33 h / Heating 3: 25 percent / POCl3 / 3 h / Heating 4: 50 percent / 4 h / 140 °C / Heating
  • 13
  • [ 86129-62-6 ]
  • [ 86129-68-2 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 80 percent / ethanol / 24 h / Heating 2: 1.) PCl5, POCl3, 2.) stannic chloride / 1.) reflux, 3 h, 2.) benzene, reflux, 1 h 3: 79 percent / ethanol / 2 h / Heating
Multi-step reaction with 4 steps 1: 80 percent / ethanol / 24 h / Heating 2: 65 percent / polyphosphoric acid / 0.5 h / 120 °C 3: 14.8 percent / POCl3 / 2 h / Heating 4: 79 percent / ethanol / 2 h / Heating
  • 14
  • [ 86129-62-6 ]
  • [ 86129-78-4 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: 83 percent / triethylamine / ethanol / 24 h / Heating 2: 58 percent / various solvent(s) / 0.33 h / Heating 3: 5 percent / POCl3 / 3 h / Heating 4: 78 percent / 2 h / 140 °C / Heating
  • 15
  • [ 86129-62-6 ]
  • [ 86129-69-3 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 80 percent / ethanol / 24 h / Heating 2: 1.) PCl5, POCl3, 2.) stannic chloride / 1.) reflux, 3 h, 2.) benzene, reflux, 1 h 3: 58 percent / ethanol / 2 h / Heating
Multi-step reaction with 4 steps 1: 80 percent / ethanol / 24 h / Heating 2: 65 percent / polyphosphoric acid / 0.5 h / 120 °C 3: 14.8 percent / POCl3 / 2 h / Heating 4: 58 percent / ethanol / 2 h / Heating
  • 16
  • [ 86129-62-6 ]
  • [ 70-11-1 ]
  • [ 1186188-47-5 ]
YieldReaction ConditionsOperation in experiment
23% With sodium hydride In N,N-dimethyl acetamide; mineral oil at 20℃; for 15.5h; 10 Ethyl 4-chloro-2-oxo-1-(2-oxo-2-phenylethyl)-1,2,5,6,7,8-hexahydroquinoline-3-carboxylate (6b) 5.10 Ethyl 4-chloro-6-methyl-2-oxo-1-(2-oxo-2-phenylethyl)-1,2-dihydropyridine-3-carboxylate (6c) In the same manner as in the preparation of 6a, the title compound (3.18 g, 23%) was obtained as a white powder from 5c (9.00 g, 41.7 mmol). 1H NMR (DMSO-d6) δ 1.25 (3H, t, J = 7.0 Hz), 2.30 (3H, s), 4.25 (2H, q, J = 7.0 Hz), 5.63 (2H, s), 6.54 (1H, d, J = 0.6 Hz), 7.61 (2H, t, J = 7.5 Hz), 7.72-7.78 (1H, m), 8.07-8.10 (2H, m).
  • 17
  • [ 10350-10-4 ]
  • [ 86129-62-6 ]
YieldReaction ConditionsOperation in experiment
44% With triethylbutylammonium chloride; trichlorophosphate In acetonitrile at 40℃; for 1h; Reflux; 57 Reference Example 57 Production of ethyl 4-chloro-6-methyl-2-oxo-1,2-dihydropyridine-3-carboxylate A mixture of ethyl 4-hydroxy-6-methyl-2-oxo-1,2-dihydropyridine-3-carboxylate (3.00 g, 15.2 mmol), phosphorus oxychloride (7.75 mL), n-butyltriethylammonium chloride (13.8 g, 60.8 mmol) and acetonitrile (60 mL) was stirred at 40°C for 30 min, and then for 30 min under refluxing conditions. After cooling, the reaction mixture was concentrated under reduced pressure, and water was added to the residue. The mixture was extracted with ethyl acetate. The extract was washed with brine, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was washed with a mixed solvent of ethyl acetate-hexane, and dried under reduced pressure to give the title compound (1.45 g, 44%) as a white powder. 1H NMR (300 MHz, DMSO-d6) δ:1.26 (3 H, t, J = 7.0 Hz), 2.20 (3 H, s), 4.25 (2 H, q, J = 7.0 Hz), 6.26 (1 H, s), 12.29 (1 H, s).
  • 18
  • [ 33946-27-9 ]
  • [ 86129-62-6 ]
YieldReaction ConditionsOperation in experiment
44% With N-benzyl-N,N,N-triethylammonium chloride; trichlorophosphate In acetonitrile at 40℃; for 1h; Reflux; 7 Ethyl 4-chloro-2-oxo-1,2,5,6,7,8-hexahydroquinoline-3-carboxylate (5b) 5.7 Ethyl 4-chloro-6-methyl-2-oxo-1,2-dihydropyridine-3-carboxylate (5c) A mixture of 4c (3.00 g, 15.2 mmol), POCl3 (7.75 mL, 83.3 mmol), and benzyltriethylammonium chloride (13.8 g, 60.8 mmol) in MeCN (60 mL) was stirred at 40 °C for 30 min and at reflux for 30 min. After cooling, the reaction mixture was concentrated in vacuo, water was added to the residue, and the mixture was extracted with AcOEt. The extract was washed with brine, dried over MgSO4, and concentrated in vacuo. The residual solid was collected and washed with hexane/AcOEt to give the title compound (1.45 g, 44%) as a white powder. 1H NMR (DMSO-d6) δ 1.26 (3H, t, J = 7.0 Hz), 2.20 (3H, s), 4.25 (2H, q, J = 7.0 Hz), 6.26 (1H, s), 12.29 (1H, s).
  • 19
  • [ 86129-62-6 ]
  • [ 1186188-48-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: sodium hydride / N,N-dimethyl acetamide; mineral oil / 15.5 h / 20 °C 2: triethylamine / ethanol / 48 h / Reflux
  • 20
  • [ 86129-62-6 ]
  • [ 1186188-49-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: sodium hydride / N,N-dimethyl acetamide; mineral oil / 15.5 h / 20 °C 2: triethylamine / ethanol / 48 h / Reflux 3: hydrogen; 10% Pd/C / methanol; tetrahydrofuran / 7 h / 20 °C
  • 21
  • [ 86129-62-6 ]
  • [ 1186188-50-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: sodium hydride / N,N-dimethyl acetamide; mineral oil / 15.5 h / 20 °C 2: triethylamine / ethanol / 48 h / Reflux 3: hydrogen; 10% Pd/C / methanol; tetrahydrofuran / 7 h / 20 °C 4: sodium hydroxide / ethanol / 0.5 h / 60 °C
  • 22
  • [ 86129-62-6 ]
  • [ 1186231-65-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1.1: sodium hydride / N,N-dimethyl acetamide; mineral oil / 15.5 h / 20 °C 2.1: triethylamine / ethanol / 48 h / Reflux 3.1: hydrogen; 10% Pd/C / methanol; tetrahydrofuran / 7 h / 20 °C 4.1: sodium hydroxide / ethanol / 0.5 h / 60 °C 5.1: 1,2-dichloro-ethane; benzotriazol-1-ol / N,N-dimethyl-formamide / 15 h / 20 °C 5.2: 15 h / 20 °C
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