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[ CAS No. 24228-13-5 ] {[proInfo.proName]}

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Chemical Structure| 24228-13-5
Chemical Structure| 24228-13-5
Structure of 24228-13-5 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 24228-13-5 ]

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Product Details of [ 24228-13-5 ]

CAS No. :24228-13-5 MDL No. :MFCD04114134
Formula : C11H9NO Boiling Point : -
Linear Structure Formula :- InChI Key :FLYJEBSUJDZJDE-UHFFFAOYSA-N
M.W : 171.20 Pubchem ID :2762808
Synonyms :
Chemical Name :3-Phenylpyridin-2-ol

Calculated chemistry of [ 24228-13-5 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 13
Num. arom. heavy atoms : 12
Fraction Csp3 : 0.0
Num. rotatable bonds : 1
Num. H-bond acceptors : 2.0
Num. H-bond donors : 1.0
Molar Refractivity : 51.7
TPSA : 33.12 ?2

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) : -5.6 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.94
Log Po/w (XLOGP3) : 2.46
Log Po/w (WLOGP) : 2.45
Log Po/w (MLOGP) : 1.88
Log Po/w (SILICOS-IT) : 2.54
Consensus Log Po/w : 2.26

Druglikeness

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

Water Solubility

Log S (ESOL) : -3.07
Solubility : 0.146 mg/ml ; 0.000855 mol/l
Class : Soluble
Log S (Ali) : -2.8
Solubility : 0.272 mg/ml ; 0.00159 mol/l
Class : Soluble
Log S (SILICOS-IT) : -3.96
Solubility : 0.0187 mg/ml ; 0.000109 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.85

Safety of [ 24228-13-5 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P280-P305+P351+P338-P310 UN#:N/A
Hazard Statements:H302-H315-H319-H332-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 24228-13-5 ]

* 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 [ 24228-13-5 ]

[ 24228-13-5 ] Synthesis Path-Downstream   1~11

  • 1
  • [ 24228-13-5 ]
  • [ 106147-85-7 ]
  • 1-(5-Methyl-1-trityl-1H-imidazol-4-ylmethyl)-3-phenyl-1H-pyridin-2-one [ No CAS ]
  • 2
  • [ 24228-13-5 ]
  • [ 31557-57-0 ]
YieldReaction ConditionsOperation in experiment
7.0 g (31%) With trichlorophosphate; A solution of <strong>[24228-13-5]3-phenyl-2-(1H)-pyridone</strong> (VIII; 20.0 g, 0.12 mole) and phosphorus oxychloride (300 mL) was refluxed for 6 hr and then slowly poured over crushed ice (300 mL). The resulting solution was made basic with ammonium hydroxide which led to formation of a precipitate. The mixture was extracted with ethyl ether (3*500 mL) and the combined organic extracts were dried (Na2 SO4). Concentration in vacuo gave a solid which was recrystallized from ethyl acetate to yield 7.0 g (31%) of 2-chloro-3-phenylpyridine (VI), m.p. 52-56.
  • 3
  • [ 125641-55-6 ]
  • [ 24228-13-5 ]
YieldReaction ConditionsOperation in experiment
83% With water; sodium acetate; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; In 1,2-dichloro-ethane; at 60 - 85℃; General procedure: In a round bottom flask were added (pyridine or quinoline or isoquinoline) of nitrogen oxides (1.0eq.),PyBrOP (2.0eq.),Sodium acetate (3.0 eq.),Water (10 to 20.0 eq.),Adding 1,2-dichloroethane (substrate concentration 0.25 mol / L),And then heated to 60 ~ 85 degrees reaction,TLC followed the reaction until the end of the reaction (6 to 14 h).After completion of the reaction, petroleum ether: ethyl acetate = 5: 1 ~ 1: 1 as the mobile phase,Column chromatography gave the compounds shown in Table 1,Yield 45-92%.
  • 6
  • [ 51166-57-5 ]
  • [ 24228-13-5 ]
  • 3-phenyl-1-(1-phenyl-2-pyrrolidin-1-yl-ethyl)-1<i>H</i>-pyridin-2-one [ No CAS ]
  • 7
  • [ 24228-13-5 ]
  • 2-[3-(<i>tert</i>-butyl-dimethyl-silanyloxy)-pyrrolidin-1-yl]-1-phenyl-ethanol [ No CAS ]
  • 1-{2-[3-(<i>tert</i>-butyl-dimethyl-silanyloxy)-pyrrolidin-1-yl]-1-phenyl-ethyl}-3-phenyl-1<i>H</i>-pyridin-2-one [ No CAS ]
  • 8
  • [ 1008-88-4 ]
  • [ 24228-13-5 ]
YieldReaction ConditionsOperation in experiment
With dihydrogen peroxide; In dichloromethane; acetic anhydride; acetic acid; EXAMPLE 1 1-(3-Phenyl-2-pyridinyl)piperazine A mixture of 3-phenylpyridine (XI; 100.0 g, 0.64 mole) and glacial acetic acid (400 mL) was treated dropwise with 30% hydrogen peroxide (65 mL) at room temperature. The solution was gradually heated to 75 for 1.5 hr. and treated with additional hydrogen peroxide (75 mL). The reaction mixture was concentrated in vacuo and Kugelrohr distillation (145-160/0.1 Torr.) gave a quantitative yield of 110 g of an oil (X). The N-oxide oil (X) was dissolved in acetic anhydride (400 mL) and heated at reflux under nitrogen for 24 hrs. The reaction mixture was concentrated in vacuo, dissolved in methylene chloride and extracted with water (4*250 mL). The organic layer was isolated, dried (Na2 SO4), filtered, and concentrated in vacuo to a solid which was recrystallized from ethyl acetate to afford 60.3 g (45%) of 3-phenyl-2-(1H)-pyridone (VIII), m.p. 223-229.
  • 9
  • [ 24228-13-5 ]
  • 1-[2-(3-hydroxy-pyrrolidin-1-yl)-1-phenyl-ethyl]-3-phenyl-1<i>H</i>-pyridin-2-one [ No CAS ]
  • 10
  • [ 24228-13-5 ]
  • [ 104813-87-8 ]
  • 11
  • [ 24228-13-5 ]
  • [ 104813-67-4 ]
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