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[ CAS No. 1427366-38-8 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 1427366-38-8
Chemical Structure| 1427366-38-8
Chemical Structure| 1427366-38-8
Structure of 1427366-38-8 * Storage: {[proInfo.prStorage]}
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Product Details of [ 1427366-38-8 ]

CAS No. :1427366-38-8 MDL No. :MFCD23706323
Formula : C10H8FNO2 Boiling Point : -
Linear Structure Formula :- InChI Key :YNCFIMKFPZAIMY-UHFFFAOYSA-N
M.W :193.17 Pubchem ID :122705880
Synonyms :

Calculated chemistry of [ 1427366-38-8 ]

Physicochemical Properties

Num. heavy atoms : 14
Num. arom. heavy atoms : 9
Fraction Csp3 : 0.1
Num. rotatable bonds : 2
Num. H-bond acceptors : 3.0
Num. H-bond donors : 1.0
Molar Refractivity : 49.54
TPSA : 42.09 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.06 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.93
Log Po/w (XLOGP3) : 2.0
Log Po/w (WLOGP) : 2.51
Log Po/w (MLOGP) : 1.8
Log Po/w (SILICOS-IT) : 2.77
Consensus Log Po/w : 2.2

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.64
Solubility : 0.441 mg/ml ; 0.00228 mol/l
Class : Soluble
Log S (Ali) : -2.51
Solubility : 0.596 mg/ml ; 0.00309 mol/l
Class : Soluble
Log S (SILICOS-IT) : -3.64
Solubility : 0.0441 mg/ml ; 0.000228 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.61

Safety of [ 1427366-38-8 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P280-P301+P312-P302+P352-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 1427366-38-8 ]

* 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 [ 1427366-38-8 ]

[ 1427366-38-8 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 923289-59-2 ]
  • [ 1427366-38-8 ]
  • [ 2654049-65-5 ]
YieldReaction ConditionsOperation in experiment
5.3% Stage #1: 4-isopropylthiazole-2-carbonyl chloride With aluminum (III) chloride In dichloromethane at 25℃; for 0.25h; Stage #2: methyl 7-fluoro-1H-indole-6-carboxylate In dichloromethane at 60℃; for 12h; 1.2 Step 2: Methyl 7-fluoro-3-(4-isopropylthiazole-2-carbonyl)-1H-indole-6-carboxylate To a mixture of 4-isopropylthiazole-2-carbonyl chloride (240 mg, 1.27 mmol, N/A purity, 1 eq) in DCM (5 mL) was added AICE (1 g, 7.50 mmol, 5.93 eq) at 25 °C. The mixture was stirred at 25 °C for 0.25 h. Methyl 7-fluoro-l//-indole-6-carboxylate (200 mg, 897.64 pmol, 86.7% purity, 7.09e-l eq) was added. The mixture was stirred at 60 °C for 12 h. The reaction mixture was quenched with MeOH (30 mL) and concentrated under reduced pressure to yield a residue which was purified by flash silica gel chromatography (from PE/EtOAc = 100/1 to 2/1, TLC: PE/EtOAc = 2/1, Rf= 0.40) to yield methyl 7-fluoro-3-(4-isopropylthiazole-2-carbonyl)- l//-indole-6-carboxylate (23.01 mg, 66.43 pmol, 5.3% yield, 100.0% purity) as an off-white solid. NMR (500 MHz, CDCb) S ppm 9.31 (d, J= 3.2 Hz, 1H), 9.12 (s, 1H), 8.32 (d, 8.5 Hz, 1H), 7.88 (dd, J= 6.6, 8.3 Hz, 1H), 3.98 (s, 3H), 3.22 (td, J= 7.0, 13.7 Hz, 1H), 1.41 (d, J = 7.0 Hz, 6H); ES-LCMS m/z 347.1 [M+H]+
  • 2
  • [ 908600-75-9 ]
  • [ 67-56-1 ]
  • [ 1427366-38-8 ]
YieldReaction ConditionsOperation in experiment
89.5% With thionyl chloride; N,N-dimethyl-formamide at 25℃; for 12h; 1.1 Step 1 : Methyl 7-fluoro-1H-indole-6-carboxylate To a solution of 7-fluoro-l -indole-6-carboxylic acid (250 mg, 1.40 mmol, 1 eq) inDMF (0.01 mL) and MeOH (5 mL) was added SOCh (410.00 mg, 3.45 mmol, 0.25 mL, 2.47 eq) dropwise at 25 °C. The mixture was stirred at 25 °C for 12 h. TLC (PE/EtOAc = 2/1, Rf= 0.50) showed the starting material was consumed completely. The reaction mixture was concentrated under reduced pressure to yield a residue which was purified by flash silica gel chromatography (from PE/EtOAc = 100/1 to 5/1, TLC: PE/EtOAc = 2/1, Rf= 0.50) to yield methyl 7-fluoro-l//- indole-6-carboxylate (250 mg, 1.25 mmol, 89.5% yield, 96.5% purity) as a white solid. ^NMR (400 MHz, CDCh) d ppm 8.63 (br s, 1H), 7.66 (dd, J= 6.4, 8.3 Hz, 1H), 7.41 (d, J= 8.6 Hz,1H), 7.39 (t, J= 2.7 Hz, 1H), 6.64-6.60 (m, 1H), 3.96 (s, 3H); ES-LCMS m/z 194.3 [M+H]+
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