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[ CAS No. 1592-20-7 ] {[proInfo.proName]}

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Chemical Structure| 1592-20-7
Chemical Structure| 1592-20-7
Structure of 1592-20-7 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 1592-20-7 ]

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Product Details of [ 1592-20-7 ]

CAS No. :1592-20-7 MDL No. :MFCD00051362
Formula : C9H9Cl Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 152.62 Pubchem ID :-
Synonyms :

Calculated chemistry of [ 1592-20-7 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 10
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.11
Num. rotatable bonds : 2
Num. H-bond acceptors : 0.0
Num. H-bond donors : 0.0
Molar Refractivity : 46.3
TPSA : 0.0 ?2

Pharmacokinetics

GI absorption : Low
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : Yes
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -5.04 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.27
Log Po/w (XLOGP3) : 3.09
Log Po/w (WLOGP) : 2.81
Log Po/w (MLOGP) : 3.47
Log Po/w (SILICOS-IT) : 3.59
Consensus Log Po/w : 3.05

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 2.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -3.04
Solubility : 0.138 mg/ml ; 0.000902 mol/l
Class : Soluble
Log S (Ali) : -2.76
Solubility : 0.267 mg/ml ; 0.00175 mol/l
Class : Soluble
Log S (SILICOS-IT) : -3.85
Solubility : 0.0217 mg/ml ; 0.000142 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.55

Safety of [ 1592-20-7 ]

Signal Word:Danger Class:8
Precautionary Statements:P280-P305+P351+P338-P310 UN#:3265
Hazard Statements:H302-H311-H314-H317 Packing Group:Ⅱ
GHS Pictogram:

Application In Synthesis of [ 1592-20-7 ]

* 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 [ 1592-20-7 ]

[ 1592-20-7 ] Synthesis Path-Downstream   1~9

  • 1
  • [ 1592-20-7 ]
  • [ 86688-96-2 ]
  • [ 134226-20-3 ]
  • 2
  • [ 35237-37-7 ]
  • [ 1592-20-7 ]
  • 2-(4-Vinyl-benzylamino)-dodecanoic acid [ No CAS ]
  • 3
  • [ 1592-20-7 ]
  • [ 83345-46-4 ]
  • N-t-butoxycarbonyl-O-(p-vinylbenzyl)-L-tyrosinol [ No CAS ]
  • 4
  • [ 1592-20-7 ]
  • [ 69655-76-1 ]
  • octa(4-(benzylchloride)ethenyl)silsesquioxane [ No CAS ]
  • 5
  • [ 68631-52-7 ]
  • [ 1592-20-7 ]
  • [ 1245503-96-1 ]
  • 6
  • [ 1592-20-7 ]
  • [ 14173-30-9 ]
  • [ 1331826-40-4 ]
  • 7
  • [ 288-32-4 ]
  • [ 1592-20-7 ]
  • [ 78430-91-8 ]
YieldReaction ConditionsOperation in experiment
71% With Sodium hydrogenocarbonate; In water monomer; acetone; at 20 - 50℃; for 20h; NaHCO3 (5.25 g, 62.40 mmol, 1.25 eq) was added to aceton/water (1:1 v:v, 160 mL) and this solution wasstirred 1 hour. To this mixture, imidazole (13.61 g, 199.00 mmol, 4 eq) was added and stirred until it wascompletely dissolved, then 1-(chloromethyl)-4-vinylbenzene (7.1 ml, 49.80 mmol, 1 eq) was added dropwiseat room temperature. After the addition, reaction mixture was heated to 50 oC and stirred for 20 h (monitoredby TLC). Acetone was removed in vacuo, and remaining solution was extracted with diethyl ether. 2 M HClwas added to the organic phase until pH = 4-5, and it was washed with 2 M HCl (save the aqueous phase). 4 M NaOH wasadded to this aqueous phase until pH = 7-8 (cloudy solution), and this solution was extracted with diethyl ether. Finalorganic phase was dried over Na2SO4, and diethyl ether was removed in vacuo to afford the desired 1-(4-vinylbenzyl)-1Himidazole(S5) (6.55 g, 71% yield)
With Sodium hydrogenocarbonate; In water monomer; acetone; at 50℃; for 20h; The 1-(4-vinylbenzyl)imidazole was prepared by the reported procedure[27]by heating 4-vinylbenzylchloride (1.0 equivalent) and imidazole (4.0 equivalent) in acetone:water (1:1, 10 volume) with sodium bicarbonate (1.25 equivalent) at 50 C for 20 h. It was characterised by FT-IR and1H-NMR.The mixture of 1-(4-vinylbenzyl)imidazole (32.7 mmol), DVB and azobisisobutyronitrile (AIBN, 5 mol %) in acetonitrile (50 mL) was taken in a round bottom flask. The flask was heated to 80 C in an oil bath and the temperature was maintained for 8 h. The solid product obtained by filtration, was washed with acetonitrile (3 X 20 mL) and dried in an oven at 100 C. Thus, using 3, 5, and 7 mol% of DVB the catalysts CPVBIm-3, CPVBIm-5 and CPVBIm-7, respectively were prepared.
In a 500mL three-necked round bottom flask equipped with condensation reflux, thermometer and magnetic stirring, first dissolve 10.5g (0.12mol) sodium bicarbonate in 200mL water/acetone (v/v=1:1), then add 27.22g (0.3 mol) imidazole, stirred well at room temperature for about 30 min.Then, 15.22 g (0.1 mol) of p-chloromethylstyrene was slowly added dropwise with a constant pressure dropping funnel, and nitrogen was passed through for 30 minutes. The reaction system was stirred at 50 C. for 24 hours.After the reaction is complete, cool to room temperature, filter out the solid salt to obtain a wine-red liquid, remove the acetone through rotary evaporation of the filtrate, dilute the remaining solution with 500 mL of ether, and wash with 50 mL of deionized water for 6 times to remove unreacted imidazole, and the obtained organic phase uses 300 mL of 2M HCl solution was back-extracted, and the lower aqueous phase solution was neutralized with 200 mL of 4M NaOH solution. Then it was extracted three times with 50 mL of ether, and dried with anhydrous MgSO4.After distillation under reduced pressure, 11 mL of pale yellow oily liquid, namely monomer II, was obtained (FIG. 1B).
  • 8
  • [ 13093-04-4 ]
  • [ 1592-20-7 ]
  • C17H28N2 [ No CAS ]
  • 9
  • [ 1592-20-7 ]
  • [ 30757-50-7 ]
  • 4-((4-vinylbenzyl)oxy)phthalonitrile [ No CAS ]
YieldReaction ConditionsOperation in experiment
71% With potassium carbonate; In N,N-dimethyl-formamide; at 80℃; for 6.5h;Inert atmosphere; <strong>[30757-50-7]4-hydroxyphthalonitrile</strong> (11.20 g, 78.057 mmol) and K2CO3 (1.47 g, 106.441 mmol) are placed in a 200 mL round-bottomed flask and 100 mL of distilled DMF is added to dissolve the reaction product. 4-vinylbenzyl chloride (10 mL, 70.961 mmol) is put under a nitrogen atmosphere for 30 minutes and then injected into a reaction flask. The temperature is 80 [deg.] C. After 6 h, the reaction is recrystallized in hexane. 15.052 g of brown solid product was obtained (yield ~ 71%).
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