Alternatived Products of [ 212555-28-7 ]
Product Details of [ 212555-28-7 ]
CAS No. : 212555-28-7
MDL No. : MFCD01863518
Formula :
C20 H26 N2 O4 S2
Boiling Point :
-
Linear Structure Formula : -
InChI Key : FIAAGQKYVFEMGC-PMACEKPBSA-N
M.W :
422.56
Pubchem ID : 15259568
Synonyms :
Calculated chemistry of [ 212555-28-7 ]
Physicochemical Properties
Num. heavy atoms :
28
Num. arom. heavy atoms :
12
Fraction Csp3 :
0.4
Num. rotatable bonds :
6
Num. H-bond acceptors :
6.0
Num. H-bond donors :
2.0
Molar Refractivity :
109.61
TPSA :
109.1 Ų
Pharmacokinetics
GI absorption :
High
BBB permeant :
No
P-gp substrate :
Yes
CYP1A2 inhibitor :
No
CYP2C19 inhibitor :
Yes
CYP2C9 inhibitor :
No
CYP2D6 inhibitor :
Yes
CYP3A4 inhibitor :
Yes
Log Kp (skin permeation) :
-6.31 cm/s
Lipophilicity
Log Po/w (iLOGP) :
2.58
Log Po/w (XLOGP3) :
3.61
Log Po/w (WLOGP) :
5.03
Log Po/w (MLOGP) :
1.95
Log Po/w (SILICOS-IT) :
1.85
Consensus Log Po/w :
3.0
Druglikeness
Lipinski :
0.0
Ghose :
None
Veber :
0.0
Egan :
0.0
Muegge :
0.0
Bioavailability Score :
0.55
Water Solubility
Log S (ESOL) :
-4.66
Solubility :
0.00934 mg/ml ; 0.0000221 mol/l
Class :
Moderately soluble
Log S (Ali) :
-5.59
Solubility :
0.00109 mg/ml ; 0.00000258 mol/l
Class :
Moderately soluble
Log S (SILICOS-IT) :
-6.75
Solubility :
0.0000751 mg/ml ; 0.000000178 mol/l
Class :
Poorly soluble
Medicinal Chemistry
PAINS :
0.0 alert
Brenk :
0.0 alert
Leadlikeness :
2.0
Synthetic accessibility :
4.0
Safety of [ 212555-28-7 ]
Application In Synthesis of [ 212555-28-7 ]
* 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 [ 212555-28-7 ]
1
[ 16695-22-0 ]
[ 212555-28-7 ]
[ 929078-51-3 ]
2
[ 21436-03-3 ]
[ 98-59-9 ]
[ 212555-28-7 ]
Yield Reaction Conditions Operation in experiment
76%
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 2h;
63%
With sodium hydroxide In diethyl ether; water for 4.75h;
Reference:
[1]Hilgraf, Robert; Pfaltz, Andreas
[Advanced Synthesis and Catalysis, 2005, vol. 347, # 1, p. 61 - 77]
[2]Golding, Simon W.; Hambley, Trevor W.; Lawrance, Geoffrey A.; Luther, Stephan M.; Maeder, Marcel; Turner, Peter
[Journal of the Chemical Society, Dalton Transactions, 1999, # 12, p. 1975 - 1980]
3
[ 98-59-9 ]
[ 191480-65-6 ]
[ 212555-28-7 ]
Yield Reaction Conditions Operation in experiment
90%
With potassium carbonate In diethyl ether; water
4
[ 174709-61-6 ]
[ 212555-28-7 ]
[ 247095-97-2 ]
Yield Reaction Conditions Operation in experiment
With caesium carbonate 1.) MeCN, reflux, 30 min, 2.) MeCN, reflux, 2 d; Yield given; Multistep reaction;
5
[ 212555-28-7 ]
[ 247096-01-1 ]
[ 247096-02-2 ]
Yield Reaction Conditions Operation in experiment
With caesium carbonate 1.) MeCN, reflux, 30 min, 2.) MeCN, reflux, 5 d; Yield given; Multistep reaction;
6
[ 212555-28-7 ]
[ CAS Unavailable ]
Yield Reaction Conditions Operation in experiment
With triethylamine; phosphorus trichloride In toluene at -78 - 20℃;
7
[ 174291-97-5 ]
[ 98-59-9 ]
[ 212555-28-7 ]
Yield Reaction Conditions Operation in experiment
With triethylamine In dichloromethane at 0 - 20℃;
8
[ 933442-80-9 ]
[ 212555-28-7 ]
[ 933442-84-3 ]
Yield Reaction Conditions Operation in experiment
70%
With caesium carbonate In toluene at 75℃; for 120h;
9
[ 933442-82-1 ]
[ 212555-28-7 ]
[ 933442-86-5 ]
Yield Reaction Conditions Operation in experiment
65%
With caesium carbonate In toluene at 75℃; for 120h;
10
[ 871086-12-3 ]
[ 212555-28-7 ]
Yield Reaction Conditions Operation in experiment
Multi-step reaction with 2 steps
1: 91 percent / HCOONH4 / Pd/C / methanol / 8 h / Heating
2: Et3 N / CH2 Cl2 / 0 - 20 °C
11
[ 68820-12-2 ]
[ 212555-28-7 ]
Yield Reaction Conditions Operation in experiment
Multi-step reaction with 3 steps
1: LiClO4 / acetonitrile / 6 h / Heating
2: 91 percent / HCOONH4 / Pd/C / methanol / 8 h / Heating
3: Et3 N / CH2 Cl2 / 0 - 20 °C
12
[ 212555-28-7 ]
[ 866213-61-8 ]
Yield Reaction Conditions Operation in experiment
Multi-step reaction with 2 steps
1: PCl3 ; Et3 N / toluene / -78 - 20 °C
2: Et3 N; DMAP / toluene / -78 - 20 °C
13
[ 212555-28-7 ]
[ 247095-98-3 ]
Yield Reaction Conditions Operation in experiment
Multi-step reaction with 2 steps
1: 1.) Cs2 CO3 / 1.) MeCN, reflux, 30 min, 2.) MeCN, reflux, 2 d
2: phenol, 48 percent aq. HBr / 96 h / Heating
14
[ 212555-28-7 ]
[ 247137-34-4 ]
Yield Reaction Conditions Operation in experiment
Multi-step reaction with 2 steps
1: 1.) Cs2 CO3 / 1.) MeCN, reflux, 30 min, 2.) MeCN, reflux, 5 d
2: phenol, 48 percent aq. HBr / 96 h / Heating
15
[ 212555-28-7 ]
[ 1932268-73-9 ]
Yield Reaction Conditions Operation in experiment
Multi-step reaction with 2 steps
1: 28 percent / K2 CO3 / dimethylformamide / 168 h / 50 °C
2: 97 percent / sodium amalgam, Na2 HPO4 / methanol / Heating
Reference:
[1]Golding, Simon W.; Hambley, Trevor W.; Lawrance, Geoffrey A.; Luther, Stephan M.; Maeder, Marcel; Turner, Peter
[Journal of the Chemical Society, Dalton Transactions, 1999, # 12, p. 1975 - 1980]
16
[ 155237-73-3 ]
[ 90365-74-5 ]
[ 212555-28-7 ]
[ 1014624-54-4 ]
[ 1014624-56-6 ]
[ 1014624-58-8 ]
17
[ 21436-03-3 ]
[ 212555-28-7 ]
Yield Reaction Conditions Operation in experiment
83%
With dmap; triethylamine In dichloromethane at 0℃; for 3h; Inert atmosphere;
18
[ 212555-28-7 ]
[ 2067400-02-4 ]
Yield Reaction Conditions Operation in experiment
With boron tribromide In dichloromethane at 0 - 23℃; for 4h; Inert atmosphere;
19
[ 212555-28-7 ]
[ 2067400-04-6 ]
Yield Reaction Conditions Operation in experiment
Multi-step reaction with 2 steps
1: boron tribromide / dichloromethane / 4 h / 0 - 23 °C / Inert atmosphere
2: dichloromethane / 0 - 25 °C
20
[ 10294-33-4 ]
[ 212555-28-7 ]
[ 2067400-02-4 ]
Yield Reaction Conditions Operation in experiment
In not given ligand reacted with BBr3;
21
[ 1971856-39-9 ]
[ 98-59-9 ]
[ 212555-28-7 ]
Yield Reaction Conditions Operation in experiment
81%
Stage #1: C20 H26 N2 O3 S With trichloroisocyanuric acid; sulfuric acid In water; acetonitrile for 16h;
Stage #2: p-toluenesulfonyl chloride With triethylamine In dichloromethane for 16h;
Reference:
[1]Chai, Zhuo; Yang, Pei-Jun; Zhang, Hu; Wang, Shaowu; Yang, Gaosheng
[Angewandte Chemie - International Edition, 2017, vol. 56, # 2, p. 650 - 654][Angew. Chem., 2017, vol. 129, # 2, p. 665 - 669]
22
[ CAS Unavailable ]
[ 212555-28-7 ]
Yield Reaction Conditions Operation in experiment
Multi-step reaction with 2 steps
1.1: silver hexafluoroantimonate; (S)-DTBM-SEGPHOS / m-xylene / 48 h / 15 °C / Inert atmosphere; Glovebox; Schlenk technique
2.1: sulfuric acid; trichloroisocyanuric acid / acetonitrile; water / 16 h
2.2: 16 h
Reference:
[1]Chai, Zhuo; Yang, Pei-Jun; Zhang, Hu; Wang, Shaowu; Yang, Gaosheng
[Angewandte Chemie - International Edition, 2017, vol. 56, # 2, p. 650 - 654][Angew. Chem., 2017, vol. 129, # 2, p. 665 - 669]