Alternatived Products of [ 1305336-09-7 ]
Product Details of [ 1305336-09-7 ]
CAS No. : 1305336-09-7
MDL No. : MFCD30730163
Formula :
C12 H14 N4
Boiling Point :
-
Linear Structure Formula : -
InChI Key : QVVAGHLYGKZDLG-UHFFFAOYSA-N
M.W : 214.27 g/mol
Pubchem ID : 121002377
Synonyms :
Calculated chemistry of [ 1305336-09-7 ]
Physicochemical Properties
Num. heavy atoms :
16
Num. arom. heavy atoms :
11
Fraction Csp3 :
0.33
Num. rotatable bonds :
2
Num. H-bond acceptors :
3.0
Num. H-bond donors :
0.0
Molar Refractivity :
65.05
TPSA :
33.95 Ų
Pharmacokinetics
GI absorption :
High
BBB permeant :
Yes
P-gp substrate :
Yes
CYP1A2 inhibitor :
No
CYP2C19 inhibitor :
No
CYP2C9 inhibitor :
No
CYP2D6 inhibitor :
No
CYP3A4 inhibitor :
No
Log Kp (skin permeation) :
-7.07 cm/s
Lipophilicity
Log Po/w (iLOGP) :
2.16
Log Po/w (XLOGP3) :
0.76
Log Po/w (WLOGP) :
0.61
Log Po/w (MLOGP) :
1.42
Log Po/w (SILICOS-IT) :
1.17
Consensus Log Po/w :
1.22
Druglikeness
Lipinski :
0.0
Ghose :
None
Veber :
0.0
Egan :
0.0
Muegge :
0.0
Bioavailability Score :
0.55
Water Solubility
Log S (ESOL) :
-2.02
Solubility :
2.03 mg/ml ; 0.00946 mol/l
Class :
Soluble
Log S (Ali) :
-1.05
Solubility :
19.0 mg/ml ; 0.0886 mol/l
Class :
Very soluble
Log S (SILICOS-IT) :
-3.13
Solubility :
0.158 mg/ml ; 0.000736 mol/l
Class :
Soluble
Medicinal Chemistry
PAINS :
0.0 alert
Brenk :
0.0 alert
Leadlikeness :
1.0
Synthetic accessibility :
2.5
Safety of [ 1305336-09-7 ]
Application In Synthesis of [ 1305336-09-7 ]
* 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 [ 1305336-09-7 ]
1
[ 104-63-2 ]
[ 1305336-09-7 ]
Yield Reaction Conditions Operation in experiment
Multi-step reaction with 2 steps
1.1: potassium carbonate / acetonitrile / 6 h / Reflux
2.1: thionyl chloride; pyridine / dichloromethane / 2 h / 20 °C
2.2: 8 h / 80 °C
Reference:
[1]Cao, Xufeng; Sun, Zhaoshuan; Cao, Yongbing; Wang, Ruilian; Cai, Tongkai; Chu, Wenjing; Hu, Wenhao; Yang, Yushe
[Journal of Medicinal Chemistry, 2014, vol. 57, # 9, p. 3687 - 3706]
2
[ 13105-78-7 ]
[ 1305336-09-7 ]
Yield Reaction Conditions Operation in experiment
56.8%
Stage #1: N-benzyl-N-(2-hydroxyethyl)prop-2-yn-1-amine With pyridine; thionyl chloride In dichloromethane at 20℃; for 2h;
Stage #2: With sodium azide In N,N-dimethyl-formamide at 80℃; for 8h;
Reference:
[1]Cao, Xufeng; Sun, Zhaoshuan; Cao, Yongbing; Wang, Ruilian; Cai, Tongkai; Chu, Wenjing; Hu, Wenhao; Yang, Yushe
[Journal of Medicinal Chemistry, 2014, vol. 57, # 9, p. 3687 - 3706]
3
[ 1305336-09-7 ]
[ 1575612-69-9 ]
Yield Reaction Conditions Operation in experiment
Multi-step reaction with 3 steps
1: palladium(II) hydroxide; hydrogen / methanol / 50 °C
2: triethylamine / dichloromethane / 4 h / 20 °C
3: N-chloro-succinimide / acetonitrile / 12 h / 60 °C
Reference:
[1]Cao, Xufeng; Sun, Zhaoshuan; Cao, Yongbing; Wang, Ruilian; Cai, Tongkai; Chu, Wenjing; Hu, Wenhao; Yang, Yushe
[Journal of Medicinal Chemistry, 2014, vol. 57, # 9, p. 3687 - 3706]
4
[ 1305336-09-7 ]
[ 1575612-75-7 ]
Yield Reaction Conditions Operation in experiment
Multi-step reaction with 4 steps
1: palladium(II) hydroxide; hydrogen / methanol / 50 °C
2: triethylamine / dichloromethane / 4 h / 20 °C
3: N-Bromosuccinimide / acetonitrile / 12 h / 60 °C
4: hydrogenchloride / 1,4-dioxane / 6 h / 20 °C
Reference:
[1]Cao, Xufeng; Sun, Zhaoshuan; Cao, Yongbing; Wang, Ruilian; Cai, Tongkai; Chu, Wenjing; Hu, Wenhao; Yang, Yushe
[Journal of Medicinal Chemistry, 2014, vol. 57, # 9, p. 3687 - 3706]
5
[ 1305336-09-7 ]
[ 1575612-77-9 ]
Yield Reaction Conditions Operation in experiment
Multi-step reaction with 4 steps
1: palladium(II) hydroxide; hydrogen / methanol / 50 °C
2: triethylamine / dichloromethane / 4 h / 20 °C
3: N-chloro-succinimide / acetonitrile / 12 h / 60 °C
4: hydrogenchloride / 1,4-dioxane / 6 h / 20 °C
Reference:
[1]Cao, Xufeng; Sun, Zhaoshuan; Cao, Yongbing; Wang, Ruilian; Cai, Tongkai; Chu, Wenjing; Hu, Wenhao; Yang, Yushe
[Journal of Medicinal Chemistry, 2014, vol. 57, # 9, p. 3687 - 3706]
6
[ 1305336-09-7 ]
[ 1575607-48-5 ]
Yield Reaction Conditions Operation in experiment
Multi-step reaction with 5 steps
1: palladium(II) hydroxide; hydrogen / methanol / 50 °C
2: triethylamine / dichloromethane / 4 h / 20 °C
3: N-Bromosuccinimide / acetonitrile / 12 h / 60 °C
4: hydrogenchloride / 1,4-dioxane / 6 h / 20 °C
5: lithium perchlorate / acetonitrile / 24 h / Inert atmosphere; Reflux
Reference:
[1]Cao, Xufeng; Sun, Zhaoshuan; Cao, Yongbing; Wang, Ruilian; Cai, Tongkai; Chu, Wenjing; Hu, Wenhao; Yang, Yushe
[Journal of Medicinal Chemistry, 2014, vol. 57, # 9, p. 3687 - 3706]
7
[ 1305336-09-7 ]
[ 1575607-50-9 ]
Yield Reaction Conditions Operation in experiment
Multi-step reaction with 5 steps
1: palladium(II) hydroxide; hydrogen / methanol / 50 °C
2: triethylamine / dichloromethane / 4 h / 20 °C
3: N-chloro-succinimide / acetonitrile / 12 h / 60 °C
4: hydrogenchloride / 1,4-dioxane / 6 h / 20 °C
5: lithium perchlorate / acetonitrile / 24 h / Inert atmosphere; Reflux
Reference:
[1]Cao, Xufeng; Sun, Zhaoshuan; Cao, Yongbing; Wang, Ruilian; Cai, Tongkai; Chu, Wenjing; Hu, Wenhao; Yang, Yushe
[Journal of Medicinal Chemistry, 2014, vol. 57, # 9, p. 3687 - 3706]
8
[ 1305336-09-7 ]
[ 1575607-46-3 ]
Yield Reaction Conditions Operation in experiment
Multi-step reaction with 2 steps
1: palladium(II) hydroxide; hydrogen / methanol / 50 °C
2: hydrogen; palladium on activated charcoal / methanol / 20 °C
Reference:
[1]Cao, Xufeng; Sun, Zhaoshuan; Cao, Yongbing; Wang, Ruilian; Cai, Tongkai; Chu, Wenjing; Hu, Wenhao; Yang, Yushe
[Journal of Medicinal Chemistry, 2014, vol. 57, # 9, p. 3687 - 3706]
9
[ 1305336-09-7 ]
[ 1575607-61-2 ]
Yield Reaction Conditions Operation in experiment
Multi-step reaction with 6 steps
1: palladium(II) hydroxide; hydrogen / methanol / 50 °C
2: triethylamine / dichloromethane / 4 h / 20 °C
3: N-Bromosuccinimide / acetonitrile / 12 h / 60 °C
4: hydrogenchloride / 1,4-dioxane / 6 h / 20 °C
5: lithium perchlorate / acetonitrile / 24 h / Inert atmosphere; Reflux
6: caesium carbonate; tetrakis(triphenylphosphine) palladium(0) / water; 1,4-dioxane / 12 h / 80 °C
Reference:
[1]Cao, Xufeng; Sun, Zhaoshuan; Cao, Yongbing; Wang, Ruilian; Cai, Tongkai; Chu, Wenjing; Hu, Wenhao; Yang, Yushe
[Journal of Medicinal Chemistry, 2014, vol. 57, # 9, p. 3687 - 3706]
10
[ 1305336-09-7 ]
[ 1575607-64-5 ]
Yield Reaction Conditions Operation in experiment
Multi-step reaction with 6 steps
1: palladium(II) hydroxide; hydrogen / methanol / 50 °C
2: triethylamine / dichloromethane / 4 h / 20 °C
3: N-Bromosuccinimide / acetonitrile / 12 h / 60 °C
4: hydrogenchloride / 1,4-dioxane / 6 h / 20 °C
5: lithium perchlorate / acetonitrile / 24 h / Inert atmosphere; Reflux
6: caesium carbonate; tetrakis(triphenylphosphine) palladium(0) / water; 1,4-dioxane / 12 h / 80 °C
Reference:
[1]Cao, Xufeng; Sun, Zhaoshuan; Cao, Yongbing; Wang, Ruilian; Cai, Tongkai; Chu, Wenjing; Hu, Wenhao; Yang, Yushe
[Journal of Medicinal Chemistry, 2014, vol. 57, # 9, p. 3687 - 3706]
11
[ 1305336-09-7 ]
[ 1575607-67-8 ]
Yield Reaction Conditions Operation in experiment
Multi-step reaction with 6 steps
1: palladium(II) hydroxide; hydrogen / methanol / 50 °C
2: triethylamine / dichloromethane / 4 h / 20 °C
3: N-Bromosuccinimide / acetonitrile / 12 h / 60 °C
4: hydrogenchloride / 1,4-dioxane / 6 h / 20 °C
5: lithium perchlorate / acetonitrile / 24 h / Inert atmosphere; Reflux
6: caesium carbonate; tetrakis(triphenylphosphine) palladium(0) / water; 1,4-dioxane / 12 h / 80 °C
Reference:
[1]Cao, Xufeng; Sun, Zhaoshuan; Cao, Yongbing; Wang, Ruilian; Cai, Tongkai; Chu, Wenjing; Hu, Wenhao; Yang, Yushe
[Journal of Medicinal Chemistry, 2014, vol. 57, # 9, p. 3687 - 3706]
12
[ 1305336-09-7 ]
[ 1575607-70-3 ]
Yield Reaction Conditions Operation in experiment
Multi-step reaction with 6 steps
1: palladium(II) hydroxide; hydrogen / methanol / 50 °C
2: triethylamine / dichloromethane / 4 h / 20 °C
3: N-Bromosuccinimide / acetonitrile / 12 h / 60 °C
4: hydrogenchloride / 1,4-dioxane / 6 h / 20 °C
5: lithium perchlorate / acetonitrile / 24 h / Inert atmosphere; Reflux
6: caesium carbonate; tetrakis(triphenylphosphine) palladium(0) / water; 1,4-dioxane / 12 h / 80 °C
Reference:
[1]Cao, Xufeng; Sun, Zhaoshuan; Cao, Yongbing; Wang, Ruilian; Cai, Tongkai; Chu, Wenjing; Hu, Wenhao; Yang, Yushe
[Journal of Medicinal Chemistry, 2014, vol. 57, # 9, p. 3687 - 3706]
13
[ 1305336-09-7 ]
4,5,6,7-tetrahydro-[1,2,3]triazolo[1,5-a]pyrazine
[ No CAS ]
Yield Reaction Conditions Operation in experiment
75%
With hydrogen; palladium(II) hydroxide In methanol at 50℃;
Reference:
[1]Cao, Xufeng; Sun, Zhaoshuan; Cao, Yongbing; Wang, Ruilian; Cai, Tongkai; Chu, Wenjing; Hu, Wenhao; Yang, Yushe
[Journal of Medicinal Chemistry, 2014, vol. 57, # 9, p. 3687 - 3706]
14
[ 1305336-09-7 ]
[ 1245782-69-7 ]
Yield Reaction Conditions Operation in experiment
Multi-step reaction with 2 steps
1: palladium(II) hydroxide; hydrogen / methanol / 50 °C
2: triethylamine / dichloromethane / 4 h / 20 °C
Reference:
[1]Cao, Xufeng; Sun, Zhaoshuan; Cao, Yongbing; Wang, Ruilian; Cai, Tongkai; Chu, Wenjing; Hu, Wenhao; Yang, Yushe
[Journal of Medicinal Chemistry, 2014, vol. 57, # 9, p. 3687 - 3706]
15
[ 1305336-09-7 ]
[ 1251002-97-7 ]
Yield Reaction Conditions Operation in experiment
Multi-step reaction with 3 steps
1: palladium(II) hydroxide; hydrogen / methanol / 50 °C
2: triethylamine / dichloromethane / 4 h / 20 °C
3: N-Bromosuccinimide / acetonitrile / 12 h / 60 °C
Reference:
[1]Cao, Xufeng; Sun, Zhaoshuan; Cao, Yongbing; Wang, Ruilian; Cai, Tongkai; Chu, Wenjing; Hu, Wenhao; Yang, Yushe
[Journal of Medicinal Chemistry, 2014, vol. 57, # 9, p. 3687 - 3706]