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[ CAS No. 43153-12-4 ] {[proInfo.proName]}

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Chemical Structure| 43153-12-4
Chemical Structure| 43153-12-4
Structure of 43153-12-4 * Storage: {[proInfo.prStorage]}
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Product Details of [ 43153-12-4 ]

CAS No. :43153-12-4 MDL No. :MFCD15523550
Formula : C11H12O3 Boiling Point : -
Linear Structure Formula :- InChI Key :RZKOHSYWTLEMBY-UHFFFAOYSA-N
M.W : 192.21 Pubchem ID :11310039
Synonyms :

Calculated chemistry of [ 43153-12-4 ]

Physicochemical Properties

Num. heavy atoms : 14
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.27
Num. rotatable bonds : 5
Num. H-bond acceptors : 3.0
Num. H-bond donors : 0.0
Molar Refractivity : 52.5
TPSA : 43.37 Ų

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) : -6.24 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.71
Log Po/w (XLOGP3) : 1.74
Log Po/w (WLOGP) : 1.6
Log Po/w (MLOGP) : 1.61
Log Po/w (SILICOS-IT) : 2.58
Consensus Log Po/w : 1.85

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.12
Solubility : 1.47 mg/ml ; 0.00767 mol/l
Class : Soluble
Log S (Ali) : -2.27
Solubility : 1.04 mg/ml ; 0.0054 mol/l
Class : Soluble
Log S (SILICOS-IT) : -3.23
Solubility : 0.112 mg/ml ; 0.000582 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.57

Safety of [ 43153-12-4 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 43153-12-4 ]

* 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.

  • Upstream synthesis route of [ 43153-12-4 ]
  • Downstream synthetic route of [ 43153-12-4 ]

[ 43153-12-4 ] Synthesis Path-Upstream   1~7

  • 1
  • [ 43153-12-4 ]
  • [ 34841-47-9 ]
Reference: [1] Journal of the Chemical Society, 1956, p. 404,410
  • 2
  • [ 87199-17-5 ]
  • [ 105-36-2 ]
  • [ 43153-12-4 ]
YieldReaction ConditionsOperation in experiment
57% With tris-(dibenzylideneacetone)dipalladium(0); tri-1-napthylphosphine; potassium carbonate In tetrahydrofuran; water at 65℃; for 18 h; Inert atmosphere A screw cap tube was loaded with (4-formylphenyl)boronic acid (450 mg, 3mmol), ethylbromoacetate (0.22 mL, 2 mmol), potassium carbonate (830 mg, 6 mmol),Pd2(dba)3 (46 mg, 0.05 mmol), tri-1-naphtylphosphine (62 mg, 0.15 mmol), H20 (0.5 mL)and THF (4.5 mL). The mixture was degassed with nitrogen for 5 mm and then heated to 65 °C for 18 h. The reaction was cooled to room temperature and diluted with ethyl acetate (50 mL) and washed with water (2 x 50 mL). The organic phase was filtered through a phase separator and the solvent was removed in vacuo. The residue was purified by silica gel chromatography, eluting with 0-20percent EtOAc in isohexane, to yield ethyl 2-(4-formylphenyl)acetate as colourless oil (327 mg, 57percent).‘H NMR (400 MHz, CDC13): ö 9.99 (s, 1 H), 7.83 (d, J = 8.0 Hz, 2 H), 7.45 (d, J = 8.0 Hz, 2 H), 4.19-4.12 (m, 2 H), 3.70 (s, 2 H), 1.28-1.20 (m, 3 H). LCMS (Method 1):[MH+] = 193 at 3.58 mm.
Reference: [1] Tetrahedron, 2010, vol. 66, # 42, p. 8238 - 8241
[2] Chemical Communications, 2001, # 7, p. 669 - 670
[3] Patent: WO2014/86852, 2014, A1, . Location in patent: Page/Page column 67; 68
[4] Patent: US2014/155427, 2014, A1, . Location in patent: Page/Page column
  • 3
  • [ 1122-91-4 ]
  • [ 105-53-3 ]
  • [ 43153-12-4 ]
Reference: [1] Tetrahedron Letters, 2004, vol. 45, # 30, p. 5823 - 5825
  • 4
  • [ 113520-36-8 ]
  • [ 43153-12-4 ]
Reference: [1] Tetrahedron Letters, 2006, vol. 47, # 12, p. 1965 - 1968
  • 5
  • [ 7398-81-4 ]
  • [ 43153-12-4 ]
Reference: [1] Patent: US6028080, 2000, A,
  • 6
  • [ 118618-41-0 ]
  • [ 43153-12-4 ]
Reference: [1] Patent: WO2010/94643, 2010, A1, . Location in patent: Page/Page column 59
  • 7
  • [ 1528-41-2 ]
  • [ 43153-12-4 ]
Reference: [1] Farmaco, Edizione Scientifica, 1988, vol. 43, # 7-8, p. 597 - 611
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