Alternatived Products of [ 349085-82-1 ]
Product Details of [ 349085-82-1 ]
CAS No. : 349085-82-1
MDL No. : MFCD02007969
Formula :
C16 H19 NO3 S
Boiling Point :
-
Linear Structure Formula : -
InChI Key : FQUAFMNPXPXOJE-UHFFFAOYSA-N
M.W :
305.39
Pubchem ID : 743974
Synonyms :
GSK 137647
Calculated chemistry of [ 349085-82-1 ]
Physicochemical Properties
Num. heavy atoms :
21
Num. arom. heavy atoms :
12
Fraction Csp3 :
0.25
Num. rotatable bonds :
4
Num. H-bond acceptors :
3.0
Num. H-bond donors :
1.0
Molar Refractivity :
84.95
TPSA :
63.78 Ų
Pharmacokinetics
GI absorption :
High
BBB permeant :
Yes
P-gp substrate :
No
CYP1A2 inhibitor :
Yes
CYP2C19 inhibitor :
Yes
CYP2C9 inhibitor :
Yes
CYP2D6 inhibitor :
Yes
CYP3A4 inhibitor :
Yes
Log Kp (skin permeation) :
-5.67 cm/s
Lipophilicity
Log Po/w (iLOGP) :
2.75
Log Po/w (XLOGP3) :
3.51
Log Po/w (WLOGP) :
4.31
Log Po/w (MLOGP) :
2.65
Log Po/w (SILICOS-IT) :
3.05
Consensus Log Po/w :
3.25
Druglikeness
Lipinski :
0.0
Ghose :
None
Veber :
0.0
Egan :
0.0
Muegge :
0.0
Bioavailability Score :
0.55
Water Solubility
Log S (ESOL) :
-4.1
Solubility :
0.0241 mg/ml ; 0.0000788 mol/l
Class :
Moderately soluble
Log S (Ali) :
-4.53
Solubility :
0.00895 mg/ml ; 0.0000293 mol/l
Class :
Moderately soluble
Log S (SILICOS-IT) :
-6.17
Solubility :
0.000208 mg/ml ; 0.000000681 mol/l
Class :
Poorly soluble
Medicinal Chemistry
PAINS :
0.0 alert
Brenk :
0.0 alert
Leadlikeness :
1.0
Synthetic accessibility :
2.51
Safety of [ 349085-82-1 ]
Application In Synthesis of [ 349085-82-1 ]
* 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 [ 349085-82-1 ]
Downstream synthetic route of [ 349085-82-1 ]
2
[ 98-68-0 ]
[ 88-05-1 ]
[ 349085-82-1 ]
Reference:
[1] Journal of Medicinal Chemistry, 2016, vol. 59, # 19, p. 8868 - 8878
[2] Bioorganic and Medicinal Chemistry Letters, 2014, vol. 24, # 14, p. 3100 - 3103
[3] Bioorganic and Medicinal Chemistry Letters, 2014, vol. 24, # 14, p. 3100 - 3103
1
[ 98-68-0 ]
[ 88-05-1 ]
[ 349085-82-1 ]
Yield Reaction Conditions Operation in experiment
50%
With pyridine at 20℃; for 16h; Inert atmosphere;
With pyridine
With pyridine
Reference:
[1]Azevedo, Carlos M.G.; Watterson, Kenneth R.; Wargent, Ed T.; Hansen, Steffen V.F.; Hudson, Brian D.; Kȩpczyńska, Małgorzata A.; Dunlop, Julia; Shimpukade, Bharat; Christiansen, Elisabeth; Milligan, Graeme; Stocker, Claire J.; Ulven, Trond
[Journal of Medicinal Chemistry, 2016, vol. 59, # 19, p. 8868 - 8878]
[2]Sparks, Steven M.; Chen, Grace; Collins, Jon L.; Danger, Dana; Dock, Steven T.; Jayawickreme, Channa; Jenkinson, Stephen; Laudeman, Christopher; Leesnitzer, M. Anthony; Liang, Xi; Maloney, Patrick; McCoy, David C.; Moncol, David; Rash, Vincent; Rimele, Thomas; Vulimiri, Padmaja; Way, James M.; Ross, Sean
[Bioorganic and Medicinal Chemistry Letters, 2014, vol. 24, # 14, p. 3100 - 3103]
[3]Sparks, Steven M.; Chen, Grace; Collins, Jon L.; Danger, Dana; Dock, Steven T.; Jayawickreme, Channa; Jenkinson, Stephen; Laudeman, Christopher; Leesnitzer, M. Anthony; Liang, Xi; Maloney, Patrick; McCoy, David C.; Moncol, David; Rash, Vincent; Rimele, Thomas; Vulimiri, Padmaja; Way, James M.; Ross, Sean
[Bioorganic and Medicinal Chemistry Letters, 2014, vol. 24, # 14, p. 3100 - 3103]
2
[ 4547-64-2 ]
[ 108-67-8 ]
[ 349085-82-1 ]
Yield Reaction Conditions Operation in experiment
In neat (no solvent) at 130℃; for 12h; Inert atmosphere; Sealed tube; Green chemistry;
Typical procedure for amidation of simple arenes with sulfonyl azides
General procedure: Under nitrogen atmosphere, arylsulfonyl azides (0.3mmol) and simple arene (0.5 mL) were added to a screw-capped vial. The reaction vial was placed in a temperature-controlled aluminum-heating block set at 130 oC. The reaction progress was monitored by TLC, after the completion of the reaction, the vial was removed from the heating block and was left to cool to the ambient temperature. The solution was filtered though a short column of silica gel and washed with EtOAc. The filtrate was concentrated under reduced pressure to leave a crude product, which was purified by flash column chromatography on silica gel with Petroleum ether/EtOAc as an eluent to give the desired product.
3
[ 98-68-0 ]
[ 349085-82-1 ]
Yield Reaction Conditions Operation in experiment
Multi-step reaction with 2 steps
1: sodium azide / water; acetone / 12 h / 0 - 20 °C
2: neat (no solvent) / 12 h / 130 °C / Inert atmosphere; Sealed tube; Green chemistry