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[ CAS No. 175278-08-7 ] {[proInfo.proName]}

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Chemical Structure| 175278-08-7
Chemical Structure| 175278-08-7
Structure of 175278-08-7 * Storage: {[proInfo.prStorage]}

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Product Details of [ 175278-08-7 ]

CAS No. :175278-08-7 MDL No. :MFCD00102573
Formula : C6H2ClF3O2S Boiling Point : No data available
Linear Structure Formula :- InChI Key :XFTDZYFHXRZLEF-UHFFFAOYSA-N
M.W : 230.59 Pubchem ID :2776977
Synonyms :

Calculated chemistry of [ 175278-08-7 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 13
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.0
Num. rotatable bonds : 1
Num. H-bond acceptors : 5.0
Num. H-bond donors : 0.0
Molar Refractivity : 39.4
TPSA : 42.52 ?2

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) : -6.11 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.57
Log Po/w (XLOGP3) : 2.25
Log Po/w (WLOGP) : 4.37
Log Po/w (MLOGP) : 2.81
Log Po/w (SILICOS-IT) : 2.68
Consensus Log Po/w : 2.74

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.96
Solubility : 0.251 mg/ml ; 0.00109 mol/l
Class : Soluble
Log S (Ali) : -2.78
Solubility : 0.384 mg/ml ; 0.00166 mol/l
Class : Soluble
Log S (SILICOS-IT) : -3.78
Solubility : 0.0379 mg/ml ; 0.000164 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.15

Safety of [ 175278-08-7 ]

Signal Word:Danger Class:8
Precautionary Statements:P280-P305+P351+P338-P310 UN#:3265
Hazard Statements:H314 Packing Group:Ⅱ
GHS Pictogram:

Application In Synthesis of [ 175278-08-7 ]

* 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.

  • Downstream synthetic route of [ 175278-08-7 ]

[ 175278-08-7 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 1235406-42-4 ]
  • [ 175278-08-7 ]
  • tert-butyl thiazol-4-yl((2,3,4-trifluorophenyl)sulfonyl)carbamate [ No CAS ]
YieldReaction ConditionsOperation in experiment
85% EXAMPLE 313 Synthesis of (f?)-2,3-difluoro-4-((1-(1-phenylethyl)piperidin-4-yl)oxy)-//-(thiazol-4- yl)benzenesulfonamide formate Step 1. Preparation of te/f-butyl thiazol-4-yl((2,3,4-trifluorophenyl)sulfonyl)carbamate To a cooled (-50 C) solution of te/f-butyl A/-thiazol-4-ylcarbamate (2.87 g, 14.3 mmol) in tetrahydrofuran (50 mL) was added lithium bis(trimethylsilyl)amide (1 M in tetrahydrofuran, 14.3 mL, 14.3 mmol). The reaction mixture was allowed to warm to ambient temperature and stirred for 30 minutes. The resulting suspension was cooled to 0 C and then added dropwise to a cooled (-78 C) solution of 2,3,4- trifluorobenzenesulfonyl chloride (1.82 mL, 13.0 mmol) in tetrahydrofuran (60 mL). The reaction mixture was allowed to warm to ambient temperature and stirred for 16 h. The reaction mixture was then diluted with saturated aqueous ammonium chloride (50 mL) and extracted with ethyl acetate (3 chi 100 mL). The combined organic layers were washed with brine (2 chi 50 mL), dried over anhydrous sodium sulfate, and filtered. Concentration of the filtrate in vacuo and purification of the residue by column chromatography, eluting with a gradient of 0-30% of ethyl acetate in hexanes, provided the title compound as a colorless solid (4.34 g, 85% yield): MS (ES+) m/z 395.1 (M + 1).
85% To a solution of terf-butyl thiazol-4-ylcarbamate (2.87 g, 14.3 mmol) in anhydrous tetrahydrofuran 50 ml_) was added a 1 M solution of lithium bis(trimethylsilyl)amide in tetrahydrofuran (14.3 ml_, 14.3 mmol) at -50C. The reaction mixture was allowed to warm to 0 C and stirred for 1 h. After cooling the reaction mixture to 0 C, a solution of 2,3,4-trifluorobenzenesulfonyl chloride (3.0 g, 13.0 mmol) in anhydrous tetrahydrofuran (60 ml_) was slowly added to the reaction mixture. The reaction mixture was allowed to warm to ambient temperature, stirred for 12 h, and then quenched by addition of saturated aqueous ammonium chloride (50 ml_). The mixture was extracted with ethyl acetate (3 c 100 ml_). The combined organic phase was washed with brine (2 c 50 ml_), dried over anhydrous sodium sulfate, filtered and the filtrate was concentrated in vacuo. The residue was purified by column chromatography, eluting with a gradient of 0-30% of ethyl acetate in heptane, to provide the title compound as a colorless solid (4.34 g, 85% yield): 1H NMR (400 MHz, CDCIs) 8.73 (d, J = 2.2 Hz, 1 H), 7.93 - 7.82 (m, 1 H), 7.47 (d, J = 2.4 Hz, 1 H), 7.11 (ddt, J = 2.2, 6.8, 9.0 Hz, 1 H), 1.29 (s, 9H); MS (ES+) m/z 295.0 (M - 99).
50% To a solution of <strong>[1235406-42-4]tert-butyl thiazol-4-ylcarbamate</strong> (4.90 g, 34.7 mmol) in anhydrous tetrahydrofuran (150 mL) was added a 1 M solution of lithium bis(trimethylsilyl)amide in tetrahydrofuran (41.6 mL, 41.6 mmol) at -78 C. The reaction mixture was allowed to warm to ambient temperature and stirred for 1 h. The reaction mixture was cooled to -78 C., and a solution of 2,3,4-trifluorobenzenesulfonyl chloride (8.0 g, 34.7 mmol) in anhydrous tetrahydrofuran (20 mL) was added to it. The reaction mixture was allowed to warm to ambient temperature and stirred for 3 h. The mixture was diluted with ethyl acetate (200 mL), washed with saturated ammonium chloride (2×200 mL), brine (2×100 mL), dried over anhydrous sodium sulfate, and filtered. Concentration of the filtrate in vacuo and purification of the residue by column chromatography, eluting with a gradient of 10 to 50% of ethyl acetate in heptane, provided the title compound as a colorless solid (6.70 g, 50% yield): MS (ES+) m/z 395.1 (M+1).
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