Alternatived Products of [ 153436-53-4 ]
Product Details of [ 153436-53-4 ]
CAS No. : 153436-53-4
MDL No. :
Formula :
C16 H14 ClN3 O2
Boiling Point :
-
Linear Structure Formula : -
InChI Key : -
M.W :
315.75
Pubchem ID : -
Synonyms :
Calculated chemistry of [ 153436-53-4 ]
Physicochemical Properties
Num. heavy atoms :
22
Num. arom. heavy atoms :
16
Fraction Csp3 :
0.12
Num. rotatable bonds :
4
Num. H-bond acceptors :
4.0
Num. H-bond donors :
1.0
Molar Refractivity :
87.08
TPSA :
56.27 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) :
-5.39 cm/s
Lipophilicity
Log Po/w (iLOGP) :
3.03
Log Po/w (XLOGP3) :
3.99
Log Po/w (WLOGP) :
4.04
Log Po/w (MLOGP) :
2.43
Log Po/w (SILICOS-IT) :
3.32
Consensus Log Po/w :
3.36
Druglikeness
Lipinski :
0.0
Ghose :
None
Veber :
0.0
Egan :
0.0
Muegge :
0.0
Bioavailability Score :
0.55
Water Solubility
Log S (ESOL) :
-4.59
Solubility :
0.0082 mg/ml ; 0.000026 mol/l
Class :
Moderately soluble
Log S (Ali) :
-4.87
Solubility :
0.00423 mg/ml ; 0.0000134 mol/l
Class :
Moderately soluble
Log S (SILICOS-IT) :
-6.75
Solubility :
0.0000561 mg/ml ; 0.000000178 mol/l
Class :
Poorly soluble
Medicinal Chemistry
PAINS :
0.0 alert
Brenk :
0.0 alert
Leadlikeness :
1.0
Synthetic accessibility :
2.51
Safety of [ 153436-53-4 ]
Application In Synthesis of [ 153436-53-4 ]
* 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 [ 153436-53-4 ]
Yield Reaction Conditions Operation in experiment
A specific preferred compound of the invention is the following quinazoline derivative of the formula I, or a pharmaceutically-acceptable acid-addition salt thereof: 6,7-dimethoxy-4-(3'-methylanilino)quinazoline, 6,7-dimethoxy-4-(3'-chloroanilino)quinazoline, 6,7-dimethoxy-4-(3'-bromoanilino)quinazoline, 6,7-methylenedioxy-4-(3'-methylanilino)quinazoline, 7-methoxy-4-(3'-methylanilino)quinazoline, 7-hydroxy-4-(3'-methylanilino)quinazoline, 6-methyl-4-(3'-methylanilino)quinazoline or 7-methoxycarbonyl-4-(3'-methylanilino)quinazoline.
2
[ 153436-53-4 ]
[ 610798-26-0 ]
Yield Reaction Conditions Operation in experiment
Multi-step reaction with 2 steps
1: boron tribromide / tetrahydrofuran
2: potassium carbonate / N,N-dimethyl-formamide
Reference:
[1]Hu, Shaojing; Xie, Guojian; Zhang, Don X.; Davis, Charles; Long, Wei; Hu, Yunyan; Wang, Fei; Kang, Xinshan; Tan, Fenlai; Ding, Lieming; Wang, Yinxiang
[Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 19, p. 6301 - 6305]
3
[ 153436-53-4 ]
[ 153436-60-3 ]
Yield Reaction Conditions Operation in experiment
63%
With boron tribromide In tetrahydrofuran
Reference:
[1]Hu, Shaojing; Xie, Guojian; Zhang, Don X.; Davis, Charles; Long, Wei; Hu, Yunyan; Wang, Fei; Kang, Xinshan; Tan, Fenlai; Ding, Lieming; Wang, Yinxiang
[Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 19, p. 6301 - 6305]
4
[ 16078-71-0 ]
[ 153436-53-4 ]
Yield Reaction Conditions Operation in experiment
Multi-step reaction with 2 steps
1: trichlorophosphate / Cooling with ice; Microwave irradiation
2: isopropyl alcohol / 0.75 h / Microwave irradiation
Reference:
[1]Jain, Kishore S.; Kathiravan, Muthu K.; Bariwal, Jitender B.; Chaskar, Pratip K.; Tompe, Santosh S.; Arya, Nikhilesh
[Synthetic Communications, 2013, vol. 43, # 5, p. 719 - 727]
5
[ 5334-48-5 ]
[ 108-42-9 ]
[ 153436-53-4 ]
Yield Reaction Conditions Operation in experiment
In isopropyl alcohol for 0.75h; Microwave irradiation;
Reference:
[1]Jain, Kishore S.; Kathiravan, Muthu K.; Bariwal, Jitender B.; Chaskar, Pratip K.; Tompe, Santosh S.; Arya, Nikhilesh
[Synthetic Communications, 2013, vol. 43, # 5, p. 719 - 727]