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[ CAS No. 24782-43-2 ] {[proInfo.proName]}

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Cat. No.: {[proInfo.prAm]}
Chemical Structure| 24782-43-2
Chemical Structure| 24782-43-2
Structure of 24782-43-2 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 24782-43-2 ]

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Product Details of [ 24782-43-2 ]

CAS No. :24782-43-2 MDL No. :MFCD01863732
Formula : C12H11NO3 Boiling Point : -
Linear Structure Formula :- InChI Key :UACLREXZGKWWIC-UHFFFAOYSA-N
M.W : 217.22 Pubchem ID :282844
Synonyms :

Calculated chemistry of [ 24782-43-2 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 16
Num. arom. heavy atoms : 10
Fraction Csp3 : 0.17
Num. rotatable bonds : 3
Num. H-bond acceptors : 4.0
Num. H-bond donors : 1.0
Molar Refractivity : 59.85
TPSA : 59.42 ?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) : -5.36 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.92
Log Po/w (XLOGP3) : 3.19
Log Po/w (WLOGP) : 2.12
Log Po/w (MLOGP) : 1.33
Log Po/w (SILICOS-IT) : 2.16
Consensus Log Po/w : 2.14

Druglikeness

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

Water Solubility

Log S (ESOL) : -3.46
Solubility : 0.0752 mg/ml ; 0.000346 mol/l
Class : Soluble
Log S (Ali) : -4.11
Solubility : 0.0169 mg/ml ; 0.0000778 mol/l
Class : Moderately soluble
Log S (SILICOS-IT) : -3.61
Solubility : 0.0528 mg/ml ; 0.000243 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.96

Safety of [ 24782-43-2 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 24782-43-2 ]

* 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 [ 24782-43-2 ]

[ 24782-43-2 ] Synthesis Path-Downstream   1~10

  • 1
  • [ 24782-43-2 ]
  • [ 18436-69-6 ]
YieldReaction ConditionsOperation in experiment
With trichlorophosphate; at 100℃; for 0.5h;Microwave irradiation; Intermediate 10; Ethyl 4-chloroquinoline-2-carboxylatePhosphorous oxychloride (5ml) was added to <strong>[24782-43-2]ethyl 4-hydroxyquinoline-2-carboxylate</strong> (l.Olg). The reaction mixture was subjected to single-mode microwave at 100 0C for 30 min using a Smith Microwave Synthesizer. The solvent was removed in vacuo and recrystallized with acetone to gave the title compound as a white solid (1.9Og). MS (ES) MH+: 235, 237 for C12Hi0ClNO2; NMR (CDCl3): 1.44 (t, 3H, J = 7.16), 4.51 (q, 2H, J = 7.16), 7.19 (s, IH), 7.71 (m, IH), 7.81 (m, IH), 8.22 (m, IH), 8.36 (d, IH, J = 8.29).
  • 2
  • [ 24782-43-2 ]
  • ethyl 4-bromo-quinoline-2-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
With phosphorus(V) oxybromide; In toluene; acetonitrile; at 75℃; for 1.5h; EXAMPLE 14-[(6-Chloropyridin-3-yl)methyl]-N-[(i5,2^-2-hydroxycyclohexyl]quinoline-2--carboxairiideA solution of <strong>[24782-43-2]ethyl 4-hydroxyquinoline-2-carboxylate</strong> (10.0 g, 46.0 mmol) and phosphorus oxybromide (13.2 g, 46.0 mmol) in 100 mL of toluene and 10.0 mL acetonitrile was heated at 75 C for 1.5 h. The reaction mixture was cooled to room temperature, quenched slowly with water, and extracted with ethyl acetate. The organic fraction was washed with brine, dried over sodium sulfate, filtered, and concentrated. The resultant residue was subjected to silica gelchromatography eluting with 0-50% ethyl acetate in hexanes to afford ethyl 4-bromoquinoline-2~ carboxylate that gave a mass ion (ES+) of 280.1 (79Br) for M+H+.
With phosphorus(V) oxybromide; In toluene; acetonitrile; at 75℃; for 1.5h; solution of <strong>[24782-43-2]ethyl 4-hydroxyquinoline-2-carboxylate</strong> (10.0 g, 46.0 mmol) and phosphorus oxybromide (13.2 g,46.0 mmol) in 100 mL of toluene and 10.0 mL acetonitrile was heated at 75 C for 1.5 h. The reaction mixture was cooledto room temperature, quenched slowly with water, and extracted with ethyl acetate. The organic fraction was washedwith brine, dried over sodium sulfate, filtered, and concentrated. The resultant residue was subjected to silica gel chromatographyeluting with 0-50% ethyl acetate in hexanes to afford ethyl 4-bromoquinoline-2-carboxylate that gave a massion (ES+) of 280.1 (79Br) for M+H+.
  • 3
  • [ 24782-43-2 ]
  • [ 408327-43-5 ]
  • 4
  • [ 24782-43-2 ]
  • 3-bromo-4-hydroxy-quinoline-2-carboxylic acid ethyl ester [ No CAS ]
  • 5
  • [ 24782-43-2 ]
  • [ 855633-99-7 ]
  • 6
  • [ 24782-43-2 ]
  • [ 52144-24-8 ]
  • 7
  • [ 24782-43-2 ]
  • [ 117000-71-2 ]
  • 8
  • [ 446251-68-9 ]
  • [ 24782-43-2 ]
  • 9
  • [ 62-53-3 ]
  • [ 108-56-5 ]
  • [ 24782-43-2 ]
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