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[ CAS No. 16152-51-5 ] {[proInfo.proName]}

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Cat. No.: {[proInfo.prAm]}
Chemical Structure| 16152-51-5
Chemical Structure| 16152-51-5
Structure of 16152-51-5 * Storage: {[proInfo.prStorage]}
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Product Details of [ 16152-51-5 ]

CAS No. :16152-51-5 MDL No. :MFCD01074614
Formula : C9H13BO2 Boiling Point : -
Linear Structure Formula :- InChI Key :IAEUFBDMVKQCLU-UHFFFAOYSA-N
M.W : 164.01 Pubchem ID :2773480
Synonyms :

Calculated chemistry of [ 16152-51-5 ]

Physicochemical Properties

Num. heavy atoms : 12
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.33
Num. rotatable bonds : 2
Num. H-bond acceptors : 2.0
Num. H-bond donors : 2.0
Molar Refractivity : 50.85
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 : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -5.92 cm/s

Lipophilicity

Log Po/w (iLOGP) : 0.0
Log Po/w (XLOGP3) : 1.95
Log Po/w (WLOGP) : 0.49
Log Po/w (MLOGP) : 1.26
Log Po/w (SILICOS-IT) : 0.19
Consensus Log Po/w : 0.78

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.32
Solubility : 0.779 mg/ml ; 0.00475 mol/l
Class : Soluble
Log S (Ali) : -2.42
Solubility : 0.617 mg/ml ; 0.00376 mol/l
Class : Soluble
Log S (SILICOS-IT) : -2.1
Solubility : 1.3 mg/ml ; 0.00791 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.51

Safety of [ 16152-51-5 ]

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 [ 16152-51-5 ]

* 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.

  • Upstream synthesis route of [ 16152-51-5 ]
  • Downstream synthetic route of [ 16152-51-5 ]

[ 16152-51-5 ] Synthesis Path-Upstream   1~4

  • 1
  • [ 99-88-7 ]
  • [ 73183-34-3 ]
  • [ 16152-51-5 ]
YieldReaction ConditionsOperation in experiment
99.8% With tert.-butylnitrite In acetonitrile at 0 - 80℃; for 2 h; To a stirred solution of 4-isopropyl-phenylamine (1 g, 7.4 mmol) in acetonitrile (30 mL) is added teri-butylnitrite (1.3 mL, 11.1 mmol) and bispinacolatodiboron (2.24 g, 8.8 mmol) at 0 °C. The mixture is heated at 80 °C for 2 hours. The reaction mixture is evaporated under reduced pressure and purified by silica gel column chromatography (combiflash) eluting in 4percent EtOAc/hexanes to give the title compound as a brown solid (1.2 g, 99.8percent).]HNMR (400 MHz, CDC13) δ 7.74 (d, / = 8.0 Hz, 2H), 7.24 (d, / = 8.4 Hz, 2H), 2.93-2.87 (m, 1H), 1.33 (s, 12H), 1.25 (d, / = 7.2 Hz, 6H).
99.8% With tert.-butylnitrite In acetonitrile at 0 - 80℃; for 2 h; To a stirred solution of 4-isopropyl-phenylamine (1 g, 7.4 mmol) in acetonitrile (30 mL) is added tert-butylnitrite (1.3 mL, 11.1 mmol) and bispinacolatodiboron (2.24 g, 8.8 mmol) at 0° C.
The mixture is heated at 80° C. for 2 hours.
The reaction mixture is evaporated under reduced pressure and purified by silica gel column chromatography (combiflash) eluting in 4percent EtOAc/hexanes to give the title compound as a brown solid (1.2 g, 99.8percent).
1HNMR (400 MHz, CDCl3) δ 7.74 (d, J=8.0 Hz, 2H), 7.24 (d, J=8.4 Hz, 2H), 2.93-2.87 (m, 1H), 1.33 (s, 12H), 1.25 (d, J=7.2 Hz, 6H).
Reference: [1] Patent: WO2015/105786, 2015, A1, . Location in patent: Page/Page column 13
[2] Patent: US2017/29420, 2017, A1, . Location in patent: Paragraph 0045
  • 2
  • [ 121-43-7 ]
  • [ 586-61-8 ]
  • [ 16152-51-5 ]
Reference: [1] ACS Medicinal Chemistry Letters, 2013, vol. 4, # 6, p. 514 - 516
  • 3
  • [ 121-43-7 ]
  • [ 586-61-8 ]
  • [ 153624-04-5 ]
  • [ 16152-51-5 ]
Reference: [1] Patent: US5514696, 1996, A,
  • 4
  • [ 586-61-8 ]
  • [ 16152-51-5 ]
Reference: [1] Patent: US6342610, 2002, B2, . Location in patent: Page column 79
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