Home Cart 0 Sign in  

[ CAS No. 1167418-13-4 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 1167418-13-4
Chemical Structure| 1167418-13-4
Structure of 1167418-13-4 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 1167418-13-4 ]

Related Doc. of [ 1167418-13-4 ]

Alternatived Products of [ 1167418-13-4 ]

Product Details of [ 1167418-13-4 ]

CAS No. :1167418-13-4 MDL No. :MFCD11054040
Formula : C14H17BN2O2 Boiling Point : -
Linear Structure Formula :- InChI Key :ZYWICCYXTGRUNM-UHFFFAOYSA-N
M.W : 256.11 Pubchem ID :44118298
Synonyms :

Calculated chemistry of [ 1167418-13-4 ]

Physicochemical Properties

Num. heavy atoms : 19
Num. arom. heavy atoms : 10
Fraction Csp3 : 0.43
Num. rotatable bonds : 1
Num. H-bond acceptors : 4.0
Num. H-bond donors : 0.0
Molar Refractivity : 76.01
TPSA : 44.24 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : Yes
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : Yes
CYP3A4 inhibitor : Yes
Log Kp (skin permeation) : -6.31 cm/s

Lipophilicity

Log Po/w (iLOGP) : 0.0
Log Po/w (XLOGP3) : 2.19
Log Po/w (WLOGP) : 1.93
Log Po/w (MLOGP) : 0.87
Log Po/w (SILICOS-IT) : 1.8
Consensus Log Po/w : 1.36

Druglikeness

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

Water Solubility

Log S (ESOL) : -3.13
Solubility : 0.189 mg/ml ; 0.00074 mol/l
Class : Soluble
Log S (Ali) : -2.75
Solubility : 0.453 mg/ml ; 0.00177 mol/l
Class : Soluble
Log S (SILICOS-IT) : -4.93
Solubility : 0.003 mg/ml ; 0.0000117 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 0.0
Synthetic accessibility : 2.96

Safety of [ 1167418-13-4 ]

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 [ 1167418-13-4 ]

* 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 [ 1167418-13-4 ]
  • Downstream synthetic route of [ 1167418-13-4 ]

[ 1167418-13-4 ] Synthesis Path-Upstream   1~2

  • 1
  • [ 50998-17-9 ]
  • [ 73183-34-3 ]
  • [ 1167418-13-4 ]
YieldReaction ConditionsOperation in experiment
98% With potassium acetate In 1,4-dioxane at 23 - 90℃; Example 60. 6-Quinoxaline boronic acid, pinacol ester (S50)To 6-bromoquinoxaline (418 mg, 2.00 mmol, 1.00 equiv) in dioxane (10 niL) at 23 0C was added PdCl2(dppf) -CH2Cl2 (163 mg, 0.200 mmol, 0.100 equiv), bis(pinacolato)diborone (610 mg, 2.40 mmol, 1.20 equiv), and KOAc (392 mg, 4.00 mmol, 2.00 equiv). After stirring for 1.5 hr at 900C, the reaction mixture was cooled to 23 0C and concentrated in vacuo. The residue was dissolved in CH2Cl2 and filtered through a plug of Celite. After the removal of CH2Cl2, the residue was purified by chromatography on silica gel eluting with hexanes/EtOAc 4:1 (v/v) to afford 500 mg of the title compound as a colorless solid (98percent yield).R/= 0.45 (hexanes/EtOAc 1:1 (v/v)). NMR Spectroscopy: 1H NMR (500 MHz, CDCl3, 23 0C, δ): 8.86-8.82 (m, 2H), 8.59 (s, IH), 8.12 (dd, /= 8.0 Hz, 2.0 Hz, IH), 8.06 (d, / = 8.0 Hz, IH), 1.37 (s, 12H). 13C NMR (125 MHz, CDCl3, 23 0C, δ): 145.53, 145.03, 144.37, 142.41, 137.31, 134.75, 131.90 (br), 128.44, 84.36, 24.86. Mass Spectrometry: HRMS-FIA (m/z): Calcd for [M + H]+, 257.14558. Found, 257.14440.
Reference: [1] Organic Letters, 2009, vol. 11, # 13, p. 2860 - 2863
[2] Patent: WO2010/59943, 2010, A2, . Location in patent: Page/Page column 86
[3] Journal of Medicinal Chemistry, 2011, vol. 54, # 13, p. 4735 - 4751
[4] Journal of the American Chemical Society, 2017, vol. 139, # 24, p. 8267 - 8276
[5] Organic Letters, 2018, vol. 20, # 6, p. 1530 - 1533
[6] Patent: CN105254613, 2016, A, . Location in patent: Paragraph 0095; 0096; 0097
  • 2
  • [ 5448-43-1 ]
  • [ 73183-34-3 ]
  • [ 1167418-13-4 ]
YieldReaction ConditionsOperation in experiment
75%
Stage #1: With tris-(dibenzylideneacetone)dipalladium(0); XPhos In tetrahydrofuran at 20℃; for 0.0833333 h; Inert atmosphere
Stage #2: at 70℃; for 5 h; Inert atmosphere
Under a nitrogen stream, 6-chloro-quinoxaline (5.15 g, 31.3 mmol), bi spinner cholate diborane (8.74 g, 34.4 mmol),in tetrahydrofuran (200 mL), tris (dibenzylideneacetone) dipalladium (287 mg, 0. 31 mmol), 2-dicyclohexylphosphino-2 ', 4', 6'-triisopropyl-biphenyl (597 mg, 1.25 mmol) was added to 300mL3 neck flask, and stirred at room temperature for 5 minutes. The solution to the potassium acetate (9.22g, 94.9mmol) was added, and the mixture was stirred for 5 hours at 70 ° C. Then, after cooling to room temperature, water was added to the reaction mixture and extracted. The organic layer was washed with saturated brine, and dried with anhydrous magnesium sulfate. Thereafter, the organic layer was concentrated by an evaporator. The resulting organic layer was concentrated The residue was purified by silica gel column chromatography (eluent = toluene / hexane), the desired product 2- (4,4,5,5-tetramethyl-1,3,2 dioxaborolan-2-yl) quinoxaline was obtained as a brown oil (yield 6.0 g, 75percent yield, LC 98.7percent purity). Compound identification was performed by H-NMR measurement
Reference: [1] Patent: JP2015/199681, 2015, A, . Location in patent: Paragraph 0105; 0106
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 1167418-13-4 ]

Organoboron

Chemical Structure| 406463-06-7

[ 406463-06-7 ]

6-Quinolineboronic acid pinacol ester

Similarity: 0.83

Chemical Structure| 1021868-08-5

[ 1021868-08-5 ]

5-Quinolineboronic Acid Pinacol Ester

Similarity: 0.81

Chemical Structure| 210907-84-9

[ 210907-84-9 ]

3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

Similarity: 0.80

Chemical Structure| 1007206-54-3

[ 1007206-54-3 ]

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazole

Similarity: 0.80

Chemical Structure| 214360-73-3

[ 214360-73-3 ]

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

Similarity: 0.79

Related Parent Nucleus of
[ 1167418-13-4 ]

Quinoxalines

Chemical Structure| 852362-25-5

[ 852362-25-5 ]

Quinoxalin-6-ylboronic acid hydrochloride

Similarity: 0.74