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[ CAS No. 1029044-16-3 ] {[proInfo.proName]}

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Cat. No.: {[proInfo.prAm]}
Chemical Structure| 1029044-16-3
Chemical Structure| 1029044-16-3
Structure of 1029044-16-3 * Storage: {[proInfo.prStorage]}
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Product Details of [ 1029044-16-3 ]

CAS No. :1029044-16-3 MDL No. :MFCD28900745
Formula : C20H15ClF3N5 Boiling Point : -
Linear Structure Formula :- InChI Key :JGWRKYUXBBNENE-UHFFFAOYSA-N
M.W : 417.81 Pubchem ID :25151352
Synonyms :
PLX-3397;​PLX3397

Calculated chemistry of [ 1029044-16-3 ]

Physicochemical Properties

Num. heavy atoms : 29
Num. arom. heavy atoms : 21
Fraction Csp3 : 0.15
Num. rotatable bonds : 6
Num. H-bond acceptors : 6.0
Num. H-bond donors : 2.0
Molar Refractivity : 104.94
TPSA : 66.49 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : No
P-gp substrate : Yes
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : Yes
CYP2C9 inhibitor : Yes
CYP2D6 inhibitor : Yes
CYP3A4 inhibitor : Yes
Log Kp (skin permeation) : -5.69 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.83
Log Po/w (XLOGP3) : 4.45
Log Po/w (WLOGP) : 6.04
Log Po/w (MLOGP) : 2.96
Log Po/w (SILICOS-IT) : 5.57
Consensus Log Po/w : 4.37

Druglikeness

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

Water Solubility

Log S (ESOL) : -5.37
Solubility : 0.00177 mg/ml ; 0.00000423 mol/l
Class : Moderately soluble
Log S (Ali) : -5.57
Solubility : 0.00114 mg/ml ; 0.00000272 mol/l
Class : Moderately soluble
Log S (SILICOS-IT) : -9.47
Solubility : 0.000000142 mg/ml ; 0.0000000003 mol/l
Class : Poorly soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 2.0
Synthetic accessibility : 2.89

Safety of [ 1029044-16-3 ]

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 [ 1029044-16-3 ]

* 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 [ 1029044-16-3 ]
  • Downstream synthetic route of [ 1029044-16-3 ]

[ 1029044-16-3 ] Synthesis Path-Upstream   1~3

  • 1
  • [ 386704-12-7 ]
  • [ 1029044-16-3 ]
YieldReaction ConditionsOperation in experiment
89.4% With triethylsilane; trifluoroacetic acid In acetonitrile at 15 - 82℃; [0074] The reactor was charged with compound IV (663.3 gm, 1 eq.), compound V (623.2 gm, 2.0 eq.) and acetonitrile (13.3 L). The reaction mixture was stirred for about 5-10 minutes at room temperature. Triethylsilane (1531.6 gm, 7.4 eq.) was then added to the reactor over at least about 10 minutes at or less than about 30°C. Trifluoroacetic acid (1542.5 gm, 7.6 eq.) was added to the reactor over at least about 10 minutes at or less than about 30°C. The reaction mixture was stirred for at least about 30 minutes at about 15-30°C. It was then heated to about 70-82°C over at least about one hour and then stirred at about 70-82°C for about 20-48 hours. The reaction was monitored by HPLC. When the content of compound IV was less than about 1percent, the reaction was deemed complete. [0075] The reaction mixture was cooled to room temperature, the acetonitrile layer was separated and concentrated. Then water (7.96 L) was charged and the reaction mixture was concentrated to 6.64 L under vacuum providing a tri-phasic mixture. It was then cooled to 15- 25°C, charged with ethyl acetate (10.6 L) and stirred providing a biphasic mixture. It was cooled to 0-10°C, charged with a 25percent NaOH solution in water until a pH of about 8-9 was reached with vigorous stirring, heated to about 65-75°C and stirred at about 65-75° for about 30 minutes. The organic layer was separated, and water (3.98 L) was charged and the reaction mixture was heated at about 65-75°C. The organic layer was separated and concentrated to about 5.3-5.9 L under vacuum, heptane (11.9 L) was added and the slurry was heated to about 55-65°C and stirred for about 2 hours. The reaction mixture was cooled to about 15-30°C over at least about 2 hours and then stirred at about 15-30°C for at least about 1 hour. The precipitate was filtered, washed with heptane (1.99 L) and dried. The filter cake was charged into reactor with ethyl acetate (5.31L, 8 vol) and heptane (2.65 L, 4 vol), cooled to about 15-30°C over at least about 2 hours and then stirred at about 15-30°C for at least about 1 hour. The precipitate was filtered, washed with heptane and dried to provide Compound I as a light yellow solid (648.4 gm, 89.4percent yield, 99.4percent purity by HPLC).
Reference: [1] Patent: WO2016/179412, 2016, A1, . Location in patent: Paragraph 0074-0075
  • 2
  • [ 666721-10-4 ]
  • [ 1029044-16-3 ]
Reference: [1] Patent: WO2016/179412, 2016, A1,
  • 3
  • [ 866546-07-8 ]
  • [ 1029044-16-3 ]
Reference: [1] Patent: WO2016/179412, 2016, A1,
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