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[ CAS No. 169126-64-1 ] {[proInfo.proName]}

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Chemical Structure| 169126-64-1
Chemical Structure| 169126-64-1
Structure of 169126-64-1 * Storage: {[proInfo.prStorage]}
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Product Details of [ 169126-64-1 ]

CAS No. :169126-64-1 MDL No. :MFCD08436043
Formula : C15H23BO2 Boiling Point : -
Linear Structure Formula :- InChI Key :CHQAGZBOYKWZNW-UHFFFAOYSA-N
M.W : 246.15 Pubchem ID :10037535
Synonyms :

Calculated chemistry of [ 169126-64-1 ]

Physicochemical Properties

Num. heavy atoms : 18
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.6
Num. rotatable bonds : 1
Num. H-bond acceptors : 2.0
Num. H-bond donors : 2.0
Molar Refractivity : 77.66
TPSA : 40.46 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : Yes
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -4.73 cm/s

Lipophilicity

Log Po/w (iLOGP) : 0.0
Log Po/w (XLOGP3) : 4.32
Log Po/w (WLOGP) : 2.02
Log Po/w (MLOGP) : 2.54
Log Po/w (SILICOS-IT) : 2.26
Consensus Log Po/w : 2.23

Druglikeness

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

Water Solubility

Log S (ESOL) : -4.27
Solubility : 0.0133 mg/ml ; 0.0000539 mol/l
Class : Moderately soluble
Log S (Ali) : -4.88
Solubility : 0.00322 mg/ml ; 0.0000131 mol/l
Class : Moderately soluble
Log S (SILICOS-IT) : -4.32
Solubility : 0.0119 mg/ml ; 0.0000482 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 2.0
Synthetic accessibility : 2.49

Safety of [ 169126-64-1 ]

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 [ 169126-64-1 ]

* 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 [ 169126-64-1 ]
  • Downstream synthetic route of [ 169126-64-1 ]

[ 169126-64-1 ] Synthesis Path-Upstream   1~7

  • 1
  • [ 169126-64-1 ]
  • [ 153559-49-0 ]
Reference: [1] Journal of Organic Chemistry, 2001, vol. 66, # 17, p. 5772 - 5782
  • 2
  • [ 169126-64-1 ]
  • [ 199188-36-8 ]
  • [ 153559-48-9 ]
Reference: [1] Journal of Organic Chemistry, 2001, vol. 66, # 17, p. 5772 - 5782
  • 3
  • [ 119999-22-3 ]
  • [ 169126-64-1 ]
YieldReaction ConditionsOperation in experiment
0.8838 mg
Stage #1: With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.166667 h; Inert atmosphere
Stage #2: With Triisopropyl borate In tetrahydrofuran; hexane at -78 - 20℃; for 3.33333 h; Inert atmosphere
Stage #3: With hydrogenchloride; water In tetrahydrofuran; hexane for 2 h;
The method of Faul et al. was used. To a 100 mL round bottom flask containing THF (30 mL) was added a 1.6 M solution of «-BuLi in hexanes (8.0 mL, 12.8 mmol), and the resulting solution was cooled in a dry-ice acetone bath to -78 °C with stirring, under nitrogen. To this solution was added a solution of the 2:1 mixture of 32:12 (3.3587 g, 7.88 mmol) in THF (8 mL) over 20 min and the reaction was stirred at -78 °C for 10 min, and a mixture of triisopropylborate (4.9 mL, 21.3 mmol) in THF (10 mL) was added dropwise over 20 min. The reaction was stirred at -78 °C for 1 h and then warmed to room temperature and stirred for 2 h. The reaction was then quenched with 3 N HC1 (35 mL), and after stirring for 2 h, it was poured into ethyl acetate, the layers were separated, and the aqueous layer was extracted with ethyl acetate. The combined organic layers were washed with brine, dried over sodium sulfate, and concentrated in vacuo to give a crude product that was purified by column chromatography (150 mL Si02, ethyl acetate:hexanes 1 :3) to give 33 (0.8838 g, 45percent) as a white crystalline solid: 1H NMR (400 MHz, CDC13) ? 8.29 (s, 1H), 7.21 (s, 1H), 2.82 (s, 3H), 1.72 (s, 4H), 1.34 (s, 6H), 1.33 (s, 6H); 13C NMR (100.6 MHz, CDC13) ? 149.4, 142.8, 141.4, 136.3, 128.5, 35.1, 35.0, 34.3, 33.8, 31.8, 31.5, 22.6.
Reference: [1] Journal of Organic Chemistry, 2001, vol. 66, # 17, p. 5772 - 5782
[2] Patent: US6147255, 2000, A,
[3] Patent: WO2013/40227, 2013, A2, . Location in patent: Page/Page column 37
  • 4
  • [ 13780-71-7 ]
  • [ 121-43-7 ]
  • [ 119999-22-3 ]
  • [ 169126-64-1 ]
Reference: [1] Patent: US6147255, 2000, A,
  • 5
  • [ 6683-48-3 ]
  • [ 169126-64-1 ]
Reference: [1] Journal of Organic Chemistry, 2001, vol. 66, # 17, p. 5772 - 5782
[2] Patent: WO2013/40227, 2013, A2,
[3] Journal of Medicinal Chemistry, 2013, vol. 56, # 21, p. 8432 - 8454
  • 6
  • [ 110-03-2 ]
  • [ 169126-64-1 ]
Reference: [1] Journal of Organic Chemistry, 2001, vol. 66, # 17, p. 5772 - 5782
  • 7
  • [ 6223-78-5 ]
  • [ 169126-64-1 ]
Reference: [1] Journal of Organic Chemistry, 2001, vol. 66, # 17, p. 5772 - 5782
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