Alternatived Products of [ 438190-29-5 ]
Product Details of [ 438190-29-5 ]
CAS No. : 438190-29-5
MDL No. : MFCD01152003
Formula :
C11 H6 F3 NO2 S
Boiling Point :
-
Linear Structure Formula : -
InChI Key : NGJLOFCOEOHFKQ-YVMONPNESA-N
M.W :
273.23
Pubchem ID : 1361334
Synonyms :
TCS-PIM-1-4a
Chemical Name : 5-(3-(Trifluoromethyl)benzylidene)thiazolidine-2,4-dione
Calculated chemistry of [ 438190-29-5 ]
Physicochemical Properties
Num. heavy atoms :
18
Num. arom. heavy atoms :
6
Fraction Csp3 :
0.09
Num. rotatable bonds :
2
Num. H-bond acceptors :
5.0
Num. H-bond donors :
1.0
Molar Refractivity :
64.13
TPSA :
71.47 Ų
Pharmacokinetics
GI absorption :
High
BBB permeant :
Yes
P-gp substrate :
No
CYP1A2 inhibitor :
Yes
CYP2C19 inhibitor :
Yes
CYP2C9 inhibitor :
No
CYP2D6 inhibitor :
No
CYP3A4 inhibitor :
No
Log Kp (skin permeation) :
-5.78 cm/s
Lipophilicity
Log Po/w (iLOGP) :
1.73
Log Po/w (XLOGP3) :
3.08
Log Po/w (WLOGP) :
3.69
Log Po/w (MLOGP) :
2.23
Log Po/w (SILICOS-IT) :
3.22
Consensus Log Po/w :
2.79
Druglikeness
Lipinski :
0.0
Ghose :
None
Veber :
0.0
Egan :
0.0
Muegge :
0.0
Bioavailability Score :
0.55
Water Solubility
Log S (ESOL) :
-3.59
Solubility :
0.0704 mg/ml ; 0.000258 mol/l
Class :
Soluble
Log S (Ali) :
-4.25
Solubility :
0.0154 mg/ml ; 0.0000565 mol/l
Class :
Moderately soluble
Log S (SILICOS-IT) :
-4.08
Solubility :
0.0226 mg/ml ; 0.0000826 mol/l
Class :
Moderately soluble
Medicinal Chemistry
PAINS :
0.0 alert
Brenk :
2.0 alert
Leadlikeness :
0.0
Synthetic accessibility :
2.95
Safety of [ 438190-29-5 ]
Signal Word: Warning
Class: N/A
Precautionary Statements: P280-P305+P351+P338
UN#: N/A
Hazard Statements: H317-H319
Packing Group: N/A
GHS Pictogram:
Application In Synthesis of [ 438190-29-5 ]
* 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 [ 438190-29-5 ]
Downstream synthetic route of [ 438190-29-5 ]
1
[ 2295-31-0 ]
[ 454-89-7 ]
[ 438190-29-5 ]
Yield Reaction Conditions Operation in experiment
57%
With piperidine In ethanol Heating;
29%
With piperidine In ethanol for 20h; Reflux;
Reference:
[1]Bruno; Costantino; Curinga; Maccari; Monforte; Nicolo; Ottana; Vigorita
[Bioorganic and Medicinal Chemistry, 2002, vol. 10, # 4, p. 1077 - 1084]
[2]Location in patent: experimental part
Xia, Zuping; Knaak, Christian; Jian, Ma.; Beharry, Zanna M.; McInnes, Campbell; Wang, Wenxue; Kraft, Andrew S.; Smith, Charles D.
[Journal of Medicinal Chemistry, 2009, vol. 52, # 1, p. 74 - 86]
2
[ 96-32-2 ]
[ 438190-29-5 ]
[ 438190-38-6 ]
Yield Reaction Conditions Operation in experiment
88%
With sodium hydride In N,N-dimethyl-formamide Heating;
3
[ 438190-29-5 ]
[ 438190-45-5 ]
Yield Reaction Conditions Operation in experiment
Multi-step reaction with 2 steps
1: 88 percent / NaH / dimethylformamide / Heating
2: 98 percent / aq. HCl / acetic acid / 4 h / Heating