Alternatived Products of [ 188014-56-4 ]
Product Details of [ 188014-56-4 ]
CAS No. : 188014-56-4
MDL No. : MFCD16304633
Formula :
C10 H11 ClO2
Boiling Point :
-
Linear Structure Formula : -
InChI Key : N/A
M.W : 198.65 g/mol
Pubchem ID : -
Synonyms :
Calculated chemistry of of [ 188014-56-4 ]
Physicochemical Properties
Num. heavy atoms :
13
Num. arom. heavy atoms :
6
Fraction Csp3 :
0.3
Num. rotatable bonds :
3
Num. H-bond acceptors :
2.0
Num. H-bond donors :
1.0
Molar Refractivity :
52.61
TPSA :
37.3 Ų
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) :
-5.42 cm/s
Lipophilicity
Log Po/w (iLOGP) :
1.91
Log Po/w (XLOGP3) :
2.94
Log Po/w (WLOGP) :
2.92
Log Po/w (MLOGP) :
2.84
Log Po/w (SILICOS-IT) :
2.71
Consensus Log Po/w :
2.66
Druglikeness
Lipinski :
0.0
Ghose :
None
Veber :
0.0
Egan :
0.0
Muegge :
1.0
Bioavailability Score :
0.85
Water Solubility
Log S (ESOL) :
-3.07
Solubility :
0.17 mg/ml ; 0.000856 mol/l
Class :
Soluble
Log S (Ali) :
-3.39
Solubility :
0.0818 mg/ml ; 0.000412 mol/l
Class :
Soluble
Log S (SILICOS-IT) :
-3.23
Solubility :
0.116 mg/ml ; 0.000586 mol/l
Class :
Soluble
Medicinal Chemistry
PAINS :
0.0 alert
Brenk :
0.0 alert
Leadlikeness :
1.0
Synthetic accessibility :
2.03
Safety of [ 188014-56-4 ]
Application In Synthesis of [ 188014-56-4 ]
* 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.
Downstream synthetic route of [ 188014-56-4 ]
1
[ 2444-36-2 ]
[ 75-03-6 ]
[ 188014-56-4 ]
Yield Reaction Conditions Operation in experiment
Stage #1: 2'-chloro-benzeneacetic acid With lithium diisopropyl amide In tetrahydrofuran at -78 - 0℃;
Stage #2: ethyl iodide In tetrahydrofuran at -78 - 20℃;
Stage #1: 2'-chloro-benzeneacetic acid With lithium diisopropyl amide In tetrahydrofuran at -78 - 0℃; for 1h; Inert atmosphere;
Stage #2: ethyl iodide In tetrahydrofuran at -78 - 20℃; for 12h; Inert atmosphere;
Stage #1: 2'-chloro-benzeneacetic acid With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -78 - 0℃; for 1h; Inert atmosphere;
Stage #2: ethyl iodide In tetrahydrofuran; hexane at 0 - 20℃; Inert atmosphere;
Reference:
[1]Lv, Hui; Zhang, Yan-Rong; Huang, Xue-Liang; Ye, Song
[Advanced Synthesis and Catalysis, 2008, vol. 350, # 17, p. 2715 - 2718]
[2]Dong, Xiao-Yang; Du, Xuan-Yi; Fang, Jia-Heng; Gu, Qiang-Shuai; Li, Zhong-Liang; Liu, Xin-Yuan; Wang, Li-Lei; Xia, Hai-Dong
[Angewandte Chemie - International Edition, 2020, vol. 59, # 39, p. 16926 - 16932][Angew. Chem., 2020, vol. 132, # 39, p. 17074 - 17080,7]
[3]Roy, Avijit; Oestreich, Martin
[Chemistry - A European Journal, 2021, vol. 27, # 32, p. 8273 - 8276]
2
[ 188014-56-4 ]
[ 1421711-89-8 ]
Yield Reaction Conditions Operation in experiment
With thionyl chloride for 2h; Reflux;
With thionyl chloride In toluene at 20 - 80℃;
With thionyl chloride for 1.5h; Inert atmosphere; Reflux;
With thionyl chloride In toluene at 20 - 80℃; for 12h;
Reference:
[1]Lv, Hui; Zhang, Yan-Rong; Huang, Xue-Liang; Ye, Song
[Advanced Synthesis and Catalysis, 2008, vol. 350, # 17, p. 2715 - 2718]
[2]Concellon, Carmen; Duguet, Nicolas; Smith, Andrew D.
[Advanced Synthesis and Catalysis, 2009, vol. 351, # 17, p. 3001 - 3009]
[3]Rasik, Christopher M.; Brown, M. Kevin
[Journal of the American Chemical Society, 2013, vol. 135, # 5, p. 1673 - 1676]
[4]Douglas, James J.; Churchill, Gwydion; Slawin, Alexandra M. Z.; Fox, David J.; Smith, Andrew D.
[Chemistry - A European Journal, 2015, vol. 21, # 46, p. 16354 - 16358]
3
[ 2444-36-2 ]
[ 74-96-4 ]
[ 188014-56-4 ]
Yield Reaction Conditions Operation in experiment
Stage #1: 2'-chloro-benzeneacetic acid With n-butyllithium In tetrahydrofuran; hexanes at -78 - 25℃;
Stage #2: ethyl bromide In tetrahydrofuran; hexanes at 20 - 25℃; for 16h;
4
[ 188014-56-4 ]
[ 21627-58-7 ]
[ 1392493-91-2 ]
Yield Reaction Conditions Operation in experiment
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 20℃;
Reference:
[1]Cheung, Yiu-Yin; Yu, Haibo; Xu, Kaiping; Zou, Beiyan; Wu, Meng; McManus, Owen B.; Li, Min; Lindsley, Craig W.; Hopkins, Corey R.
[Journal of Medicinal Chemistry, 2012, vol. 55, # 15, p. 6975 - 6979]
5
[ 188014-56-4 ]
[ 1070793-26-8 ]
Yield Reaction Conditions Operation in experiment
Multi-step reaction with 2 steps
1: thionyl chloride / 1.5 h / Inert atmosphere; Reflux
2: N,N-dimethyl-ethanamine / tetrahydrofuran / 24 h / -30 - 0 °C / Inert atmosphere
Multi-step reaction with 2 steps
1: thionyl chloride / toluene / 12 h / 20 - 80 °C
2: SEC-BUTYLAMINE / diethyl ether / 0 °C / Inert atmosphere
Reference:
[1]Rasik, Christopher M.; Brown, M. Kevin
[Journal of the American Chemical Society, 2013, vol. 135, # 5, p. 1673 - 1676]
[2]Douglas, James J.; Churchill, Gwydion; Slawin, Alexandra M. Z.; Fox, David J.; Smith, Andrew D.
[Chemistry - A European Journal, 2015, vol. 21, # 46, p. 16354 - 16358]
6
[ 188014-56-4 ]
8-(2-chlorophenyl)-8-ethylbicyclo[4.2.0]octan-7-one
[ No CAS ]
Yield Reaction Conditions Operation in experiment
Multi-step reaction with 3 steps
1: thionyl chloride / 1.5 h / Inert atmosphere; Reflux
2: N,N-dimethyl-ethanamine / tetrahydrofuran / 24 h / -30 - 0 °C / Inert atmosphere
3: ethylaluminum dichloride / hexane; dichloromethane / 2 h / -78 - 22 °C / Inert atmosphere
7
[ 188014-56-4 ]
(R)-2,2-dichlorovinyl 2-chloro-2-(2-chlorophenyl)butanoate
[ No CAS ]
(S)-2,2-dichlorovinyl 2-chloro-2-(2-chlorophenyl)butanoate
[ No CAS ]
Yield Reaction Conditions Operation in experiment
Multi-step reaction with 3 steps
1: thionyl chloride / toluene / 12 h / 20 - 80 °C
2: SEC-BUTYLAMINE / diethyl ether / 0 °C / Inert atmosphere
3: potassium hexamethylsilazane; (S)-5-[(tert-butyldimethylsilyl)oxy]diphenylmethyl}-2-phenyl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate / toluene / 12 h / 0 °C / Schlenk technique; Inert atmosphere
8
[ 1587-07-1 ]
benzene-1,3,5-triyl triformate
[ No CAS ]
[ 188014-56-4 ]
[ 880653-63-4 ]
[ 68449-31-0 ]
Yield Reaction Conditions Operation in experiment
With formic acid; bis[chloro(1,2,3-trihapto-allylbenzene)palladium(II)]; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In tetrahydrofuran at 100℃; Inert atmosphere; Sealed tube; Overall yield = 78 %; Overall yield = 59.3 mg;
9
[ 188014-56-4 ]
2-hydroxy-1H-benzo[f]isoindole-1,3(2H)-dione
[ No CAS ]
1,3-dioxo-1,3-dihydro-2H-benzo[f]isoindol-2-yl 2-(2-chlorophenyl)butanoate
[ No CAS ]
Yield Reaction Conditions Operation in experiment
63%
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 12h; Cooling with ice;
Reference:
[1]Dong, Xiao-Yang; Du, Xuan-Yi; Fang, Jia-Heng; Gu, Qiang-Shuai; Li, Zhong-Liang; Liu, Xin-Yuan; Wang, Li-Lei; Xia, Hai-Dong
[Angewandte Chemie - International Edition, 2020, vol. 59, # 39, p. 16926 - 16932][Angew. Chem., 2020, vol. 132, # 39, p. 17074 - 17080,7]
10
[ 188014-56-4 ]
(S)-1-chloro-2-(1-phenylpent-1-yn-3-yl)benzene
[ No CAS ]
Yield Reaction Conditions Operation in experiment
Multi-step reaction with 2 steps
1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 12 h / 20 °C / Cooling with ice
2: copper(l) iodide; caesium carbonate; C55 H70 N3 O2 P / 72 h / 20 °C / Schlenk technique; Inert atmosphere; Irradiation
Reference:
[1]Dong, Xiao-Yang; Du, Xuan-Yi; Fang, Jia-Heng; Gu, Qiang-Shuai; Li, Zhong-Liang; Liu, Xin-Yuan; Wang, Li-Lei; Xia, Hai-Dong
[Angewandte Chemie - International Edition, 2020, vol. 59, # 39, p. 16926 - 16932][Angew. Chem., 2020, vol. 132, # 39, p. 17074 - 17080,7]
11
[ 188014-56-4 ]
[ 13271-10-8 ]
Yield Reaction Conditions Operation in experiment
Multi-step reaction with 2 steps
1: diisopropyl-carbodiimide / dichloromethane
2: sodium iodide / acetone / Irradiation
12
[ 524-38-9 ]
[ 188014-56-4 ]
C18 H14 ClNO4
[ No CAS ]
Yield Reaction Conditions Operation in experiment
With diisopropyl-carbodiimide In dichloromethane