Home Cart Sign in  
Chemical Structure| 3842-55-5 Chemical Structure| 3842-55-5

Structure of 3842-55-5

Chemical Structure| 3842-55-5

*Storage: {[sel_prStorage]}

*Shipping: {[sel_prShipping]}

,{[proInfo.pro_purity]}

4.5 *For Research Use Only !

{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]} Purity: {[proInfo.pro_purity]}

Change View

Size Price VIP Price

US Stock

Global Stock

In Stock
{[ item.pr_size ]} Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}

US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days

  • {[ item.pr_size ]}

In Stock

- +

Please Login or Create an Account to: See VIP prices and availability

US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks

  • 1-2 Day Shipping
  • High Quality
  • Technical Support
Product Citations

Product Citations

Cyniak, Jakub S. ; Kasprzak, Artur ;

Abstract: The synthesis of two novel aromatic dendrimers structurally derived from 1,3,5-tri[1,3-diphenyl(phenyl-5-yl)phenyl-4'-yl]benzene and bearing 2,4,6-triphenyl-1,3,5-triazine cores is reported. The obtained dendrimers were used for the OLEDs construction, as well as in the role of innovative photocatalysts for the very efficient and selective oxidation of various benzylamines to resp. N-benzylidene benzylamines under mild conditions.

Purchased from AmBeed:

Alternative Products

Product Details of [ 3842-55-5 ]

CAS No. :3842-55-5
Formula : C15H10ClN3
M.W : 267.71
SMILES Code : ClC1=NC(C2=CC=CC=C2)=NC(C3=CC=CC=C3)=N1
MDL No. :MFCD05738885
InChI Key :DDGPPAMADXTGTN-UHFFFAOYSA-N
Pubchem ID :19698

Safety of [ 3842-55-5 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Computational Chemistry of [ 3842-55-5 ] Show Less

Physicochemical Properties

Num. heavy atoms 19
Num. arom. heavy atoms 18
Fraction Csp3 0.0
Num. rotatable bonds 2
Num. H-bond acceptors 3.0
Num. H-bond donors 0.0
Molar Refractivity 75.71
TPSA ?

Topological Polar Surface Area: Calculated from
Ertl P. et al. 2000 J. Med. Chem.

38.67 Ų

Lipophilicity

Log Po/w (iLOGP)?

iLOGP: in-house physics-based method implemented from
Daina A et al. 2014 J. Chem. Inf. Model.

3.28
Log Po/w (XLOGP3)?

XLOGP3: Atomistic and knowledge-based method calculated by
XLOGP program, version 3.2.2, courtesy of CCBG, Shanghai Institute of Organic Chemistry

4.26
Log Po/w (WLOGP)?

WLOGP: Atomistic method implemented from
Wildman SA and Crippen GM. 1999 J. Chem. Inf. Model.

3.86
Log Po/w (MLOGP)?

MLOGP: Topological method implemented from
Moriguchi I. et al. 1992 Chem. Pharm. Bull.
Moriguchi I. et al. 1994 Chem. Pharm. Bull.
Lipinski PA. et al. 2001 Adv. Drug. Deliv. Rev.

3.03
Log Po/w (SILICOS-IT)?

SILICOS-IT: Hybrid fragmental/topological method calculated by
FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com

4.08
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

3.7

Water Solubility

Log S (ESOL):?

ESOL: Topological method implemented from
Delaney JS. 2004 J. Chem. Inf. Model.

-4.75
Solubility 0.00473 mg/ml ; 0.0000177 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Moderately soluble
Log S (Ali)?

Ali: Topological method implemented from
Ali J. et al. 2012 J. Chem. Inf. Model.

-4.78
Solubility 0.0044 mg/ml ; 0.0000164 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Moderately soluble
Log S (SILICOS-IT)?

SILICOS-IT: Fragmental method calculated by
FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com

-6.93
Solubility 0.0000314 mg/ml ; 0.000000117 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Poorly soluble

Pharmacokinetics

GI absorption?

Gatrointestinal absorption: according to the white of the BOILED-Egg

High
BBB permeant?

BBB permeation: according to the yolk of the BOILED-Egg

Yes
P-gp substrate?

P-glycoprotein substrate: SVM model built on 1033 molecules (training set)
and tested on 415 molecules (test set)
10-fold CV: ACC=0.72 / AUC=0.77
External: ACC=0.88 / AUC=0.94

No
CYP1A2 inhibitor?

Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set)
and tested on 3000 molecules (test set)
10-fold CV: ACC=0.83 / AUC=0.90
External: ACC=0.84 / AUC=0.91

Yes
CYP2C19 inhibitor?

Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set)
and tested on 3000 molecules (test set)
10-fold CV: ACC=0.80 / AUC=0.86
External: ACC=0.80 / AUC=0.87

Yes
CYP2C9 inhibitor?

Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set)
and tested on 2075 molecules (test set)
10-fold CV: ACC=0.78 / AUC=0.85
External: ACC=0.71 / AUC=0.81

Yes
CYP2D6 inhibitor?

Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set)
and tested on 1068 molecules (test set)
10-fold CV: ACC=0.79 / AUC=0.85
External: ACC=0.81 / AUC=0.87

Yes
CYP3A4 inhibitor?

Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set)
and tested on 2579 molecules (test set)
10-fold CV: ACC=0.77 / AUC=0.85
External: ACC=0.78 / AUC=0.86

No
Log Kp (skin permeation)?

Skin permeation: QSPR model implemented from
Potts RO and Guy RH. 1992 Pharm. Res.

-4.91 cm/s

Druglikeness

Lipinski?

Lipinski (Pfizer) filter: implemented from
Lipinski CA. et al. 2001 Adv. Drug Deliv. Rev.
MW ≤ 500
MLOGP ≤ 4.15
N or O ≤ 10
NH or OH ≤ 5

0.0
Ghose?

Ghose filter: implemented from
Ghose AK. et al. 1999 J. Comb. Chem.
160 ≤ MW ≤ 480
-0.4 ≤ WLOGP ≤ 5.6
40 ≤ MR ≤ 130
20 ≤ atoms ≤ 70

None
Veber?

Veber (GSK) filter: implemented from
Veber DF. et al. 2002 J. Med. Chem.
Rotatable bonds ≤ 10
TPSA ≤ 140

0.0
Egan?

Egan (Pharmacia) filter: implemented from
Egan WJ. et al. 2000 J. Med. Chem.
WLOGP ≤ 5.88
TPSA ≤ 131.6

0.0
Muegge?

Muegge (Bayer) filter: implemented from
Muegge I. et al. 2001 J. Med. Chem.
200 ≤ MW ≤ 600
-2 ≤ XLOGP ≤ 5
TPSA ≤ 150
Num. rings ≤ 7
Num. carbon > 4
Num. heteroatoms > 1
Num. rotatable bonds ≤ 15
H-bond acc. ≤ 10
H-bond don. ≤ 5

0.0
Bioavailability Score?

Abbott Bioavailability Score: Probability of F > 10% in rat
implemented from
Martin YC. 2005 J. Med. Chem.

0.55

Medicinal Chemistry

PAINS?

Pan Assay Interference Structures: implemented from
Baell JB. & Holloway GA. 2010 J. Med. Chem.

0.0 alert
Brenk?

Structural Alert: implemented from
Brenk R. et al. 2008 ChemMedChem

0.0 alert: heavy_metal
Leadlikeness?

Leadlikeness: implemented from
Teague SJ. 1999 Angew. Chem. Int. Ed.
250 ≤ MW ≤ 350
XLOGP ≤ 3.5
Num. rotatable bonds ≤ 7

No; 1 violation:MW<1.0
Synthetic accessibility?

Synthetic accessibility score: from 1 (very easy) to 10 (very difficult)
based on 1024 fragmental contributions (FP2) modulated by size and complexity penaties,
trained on 12'782'590 molecules and tested on 40 external molecules (r2 = 0.94)

2.15

Application In Synthesis of [ 3842-55-5 ]

* 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.

  • Downstream synthetic route of [ 3842-55-5 ]

[ 3842-55-5 ] Synthesis Path-Downstream   1~10

  • 1
  • [ 136-77-6 ]
  • [ 3842-55-5 ]
  • 2-(2,4-Dihydroxy-5-hexylphenyl)-4,6-diphenyl-s-triazine [ No CAS ]
YieldReaction ConditionsOperation in experiment
With hydrogenchloride;aluminium trichloride; In 5,5-dimethyl-1,3-cyclohexadiene; EXAMPLE 19 2-(2,4-Dihydroxy-5-hexylphenyl)-4,6-diphenyl-s-triazine To a 350 mL sulfonation flask equipped with a mechanical stirrer, condenser and a nitrogen atmosphere are charged 21.4 g (80 mmol) of 2-chloro-4,6-diphenyl-s-triazine, and 100 mL of xylene (mixture of isomers). To the beige suspension are added 11.3 g (85 mmol) of aluminum chloride in one portion. The mixture is warmed to ca. 80 C. for 45 minutes. 18.8 g (96 mmol) of 4-hexylresorcinol are then added in five portions over 40 minutes to the now homogeneous solution. The reaction mixture is heated at 90 C. for 24 hours. After cooling to room temperature, the contents of the flask are poured into 100 mL of 12% aqueous hydrochloric acid. The precipitate formed is removed by filtration, washed to pH 7 with water, rinsed with methanol and dried at 70 C. under vacuum. The title compound is obtained as a crude orange product (29.2 g) and melts at 209-213 C. It can be used without further purification.
With hydrogenchloride;aluminium trichloride; In 5,5-dimethyl-1,3-cyclohexadiene; Example 19 2-(2,4-Dihydroxy-5-hexylphenyl)-4,6-diphenyl-s-triazine To a 350 mL sulfonation flask equipped with a mechanical stirrer, condenser and a nitrogen atmosphere are charged 21.4 g (80 mmol) of 2-chloro-4,6-diphenyl-s-triazine, and 100 mL of xylene (mixture of isomers). To the beige suspension are added 11.3 g (85 mmol) of aluminum chloride in one portion. The mixture is warmed to ca. 80 C. for 45 minutes. 18.8 g (96 mmol) of 4-hexylresorcinol are then added in five portions over 40 minutes to the now homogeneous solution. The reaction mixture is heated at 90 C. for 24 hours. After cooling to room temperature, the contents of the flask are poured into 100 mL of 12% aqueous hydrochloric acid. The precipitate formed is removed by filtration, washed to pH 7 with water, rinsed with methanol and dried at 70 C. under vacuum. The title compound is obtained as a crude orange product (29.2 g) and melts at 209-213 C. It can be used without further purification.
  • 2
  • [ 56525-79-2 ]
  • [ 3842-55-5 ]
  • C39H26N4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
87% Synthesis of Comparative Compound 1. 3,6-Diphenyl-9H-carbazole (4.00 g, 12.52 mmol) was dissolved in anhydrous DMF (170 mL) and treated with NaH (0.751 g, 18.79 mmol, 60percent dispersion in mineral oil) while stirring vigorously at room temperature providing yellow solution. Once H2 evolution stopped, the solution was stirred for 1 hour, and then treated with 2-chloro-4,6-diphenyl-1,3,5-triazine (5.03 g, 18.79 mmol), and left stirred overnight at room temperature. After stirring for ?30 minutes, reaction solution had significant white precipitate swirling around. The crude mixture was quenched with water and filtered. The white precipitate was washed with water, MeOH, and EtOH. The material was recrystallized from toluene (400 mL) to obtain the target, Comparative Compound 1 with 99.86percent purity. One more recrystallization from toluene gave a purity of 100percent to afford 6.0 g (87percent yield).
  • 3
  • [ 3842-55-5 ]
  • [ 1257220-47-5 ]
  • C36H26N4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
42.96% With sodium hydride; In N,N-dimethyl-formamide; at 20℃; for 12h; Compound 17-2 (5g, 17.64mmol) and 2-Chloro-4,6-diphenyltriazine (5.6g, 21.17mmol) were dissolved in DMF (100ml). NaH (1.05g, 26.46mmol) was slowly added thereinto, followed by stirring at room temperature for 12 hours. Distilled water was added thereinto, and the solids were filtered under reduced pressure, followed by column chromatography, thereby obtaining Compound 95 (3.9g, 42.96%). MS/FAB found 514, calculated 514.62
  • 4
  • [ 1082549-89-0 ]
  • [ 3842-55-5 ]
  • 9,9′-(5-(4,6-diphenyl-1,3,5-triazin-2-yl)-1,3-phenylene)bis(9Hcarbazole) [ No CAS ]
  • 5
  • [ 3842-55-5 ]
  • [ 18628-07-4 ]
  • [ 1352749-89-3 ]
YieldReaction ConditionsOperation in experiment
84% 3-(9-carbazolyl) carbazole (3.8g) under nitrogen dissolved in 60 ml dry N, N '-dimethyl formamide. Adding 0.7g of sodium hydride, and stirring at room temperature 1 hour. N then dissolved in dry, N '-dimethyl formamide in the 2-chloro -4, 6 diphenyl -1, 3, 5-triazine (U-1, 3.6g) solution (25 ml) is added to the reaction mixture. The reaction further stirring 3 hours. In water is poured into the reaction mixture, to precipitate the product. Then with methanol-hexane for cleaning solid, and drying under vacuum, in order to obtain 5.4g of the 2, 4-diphenyl-6-(-carbazolyl 3-N) carbazole -9 the [...] -yl)-1, 3, 5-triazine, i.e. compound 2-1 (84%).
  • 6
  • [ 890042-13-4 ]
  • [ 3842-55-5 ]
  • 2,4-diphenyl-6-(triphenylen-2-yl)-1,3,5-triazine [ No CAS ]
YieldReaction ConditionsOperation in experiment
85% With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In tetrahydrofuran; water; at 80℃; for 20h;Inert atmosphere; In the nitrogen ambient, after the compound 1-120 g (56.5 mmol) was melted in the tetrahydrofuran (THF) 0.2 L here 2- chloro-4,6- diphenyl -1,3,5- triazine (2-chloro-4,6-diphenyl-1,3,5-triazine) 15.1 g(56.5 mmol) and tetrakis (triphenylphosphine) palladium(tetrakis(triphenylphosphine)palladium) 0.65 g (0.57 mmol) were put and itmixed. The saturated potassium carbonate 19.5 g (141 mmol) was put in water andit heated up in 80 for 20 hours and it refluxed. After water was put ininto the reaction solution after the reaction completion and it extracted inthe dichloromethane (DCM) moisture was removed to the anhydrous MgSO4 it filteredand it was concentrated under reduced pressure. The residue obtained in thisway was refined to the flash column chromatography after dividing and compoundA - 1s (22.1 g, 85 %) were obtained
85% With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In tetrahydrofuran; water; at 80℃; for 20h;Inert atmosphere; Dissolve 20 g of the above mentioned compound 1-1 (56.5 mmol) in tetrahydrofuran (THF) in a nitrogen environment, 0.2 L, here the 2-chloro-4,6-diphenyl-1,3,5-triazine (2 chloro-4-diphenyl-,6-1 ,3,5-triazine) 15.1 g (56.5 mmol) and tetrakis (triphenylphosphine) palladium (tetrakis (triphenylphosphine) palladium) 0.65 g (0.57 mmol) and the mixture was stirred .Into a potassium carbonate 19.5 g (141 mmol) in saturated water it was heated to reflux at 80 for 20 hours.After the reaction was completed, the reaction solution into water, extracted with dichloromethane (DCM) and then water was removed with anhydrous MgSO4, filter and was concentrated under reduced pressure.Thus the resulting residue was separated and purified by flash column chromatography to give the compound A-1 (22.1 g, 85%).
85% With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In tetrahydrofuran; water; at 80℃; for 20h;Inert atmosphere; Under a nitrogen atmosphere, 20 g (56.5 mmol) of Intermediate 1-1 was dissolved in 0.2 liters (L) of tetrahydroffiran (THF), and 15.1 g (56.5 mmol) of 2-chloro-4,6- diphenyl-1,3,5-triazine and 0.65 g (0.57 mmol) of tetrakis (triphenylphosphine)palladium were added thereto and the reaction mixture was agitated. 19.5 g (141 mmol) of potassium carbonate saturated in water was added thereto, and the resultant was heated at a temperature 80 C. for 20 hours under reflux. Afier the reaction was completed, water was added to the reaction solution and the mixture was extracted by using dichloromethane (DCM). Then, an anhydrous magnesium sulfate (MgSO4) was added thereto to perform dehydration. The resultant was filtered and concentrated under reduced pressure. The obtained residual was separated and purified by flash column chromatography to obtain 22.1 g (85%) of Compound A-1 HRMS (70 eV, EI+): m/z calcd for C33H21N3:459.1735, found: 459. Elemental Analysis: C, 86%; H, 5%
85% With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In tetrahydrofuran; water; at 80℃; for 20h;Inert atmosphere; 20 g (56.5 mmol) of Compound 1-1 was dissolved in 0.2 L of tetrahydrofuran (THF) under a nitrogen condition (a nitrogen atmosphere), and 15.1 g (56.5 mmol) of 2-chloro-4,6-diphenyl-1,3,5-triazine and 0.65 g (0.57 mmol) of tetrakis(triphenylphosphine)palladium were added thereto. The mixed solution was then stirred. 19.5 g (141 mmol) of potassium carbonate saturated in water was added thereto, and refluxed by a heating process performed thereon at a temperature of 80 C. for 20 hours. After the reaction was completed, water was added to the reaction solution, and an extraction process was performed thereon by using dichloromethane (DCM). Moisture in the extraction was dried by using anhydrous magnesium sulfate (MgSO4), and the resulting mixture was then filtered and concentrated under reduced pressure. The residue obtained therefrom was separated and purified by flash column chromatography to obtain 22.1 g (85%) of Compound A-1. (0439) HRMS (70 eV, EI+): m/z calcd for C33H21N3: 459.1735, found: 459. (0440) Elemental Analysis: C, 86%; H, 5%

  • 7
  • [ 3842-55-5 ]
  • [ 117635-21-9 ]
  • C33H38BrN3 [ No CAS ]
YieldReaction ConditionsOperation in experiment
<Reaction Scheme 2> In the reaction vessel, <strong>[117635-21-9]1,4-dibromo-2,5-dihexylbenzene</strong> (0.81 g, 2.0 0 mmol),20 ml of tetrahydrofuran was added, and at -78 C.,The mixture was stirred. Thereafter, 1.6 M n-butyllithium (n-BuLi) hexane solution (2.53 ml, 4.00 mmol) was added dropwise and after stirring for 1 hour, 3,5-diphenyl- 1-chlorotriazine was added , And the mixture was stirred at room temperature for 3 hours.After completion of the reaction, water was added to the reaction mixture,The mixture was extracted with chloroform, and the organic layer was concentrated. after that,Tetrahydrofuran was added to and dissolved in the resulting residue,Purification was carried out by reprecipitation twice using methanol to obtain a compound B.
  • 8
  • [ 3842-55-5 ]
  • [ 117635-21-9 ]
  • C57H53N5 [ No CAS ]
  • 9
  • [ 1698-16-4 ]
  • [ 3842-55-5 ]
  • 10-bromo-7-(4,6-diphenyl-1,3,5-triazin-2-yl)-7H-benzo[c]carbazole [ No CAS ]
YieldReaction ConditionsOperation in experiment
With sodium hydride; In N,N-dimethyl-formamide; at 80℃; for 12h;Inert atmosphere; Dissolve E10-1 (30.0 g), 2-chloro-4,6-diphenyl-1,3,5-triazine (27.1 g) and NaH (3.2 g) in 400 ml of dry DMF under a nitrogen atmosphere Reaction at 80 C for 12h.After cooling, slowly add a small amount of water, remove the solvent by rotary evaporation, extract with dichloromethane and wash and separate the solution with water.Column chromatography and recrystallization gave Intermediate E10-2.
  • 10
  • [ 1092485-88-5 ]
  • [ 3842-55-5 ]
  • C21H12Cl2FN3 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In tetrahydrofuran; water; at 2080.0℃; for 20.0h;Inert atmosphere; <strong>[1092485-88-5]3,5-dichloro-4-fluorophenyl boronic ester</strong> (1.00 equivalents; CAS 1092485-88-5), 2-chloro-4,6-diphenyl-1,3,5-triazine (1.1 equivalents), Pd(dppf)2Cl2 (0.05 equivalent), and potassium acetate (3.00 equivalents) are stirred under nitrogen atmosphere in a THF/water mixture (ratio of 10:1) at 80 C. for 20 h. The cooled mixture is poured into brine, the precipitated product is filtered off and washed with water and cold ethanol. The product E1-1 is obtained as a solid.
 

Historical Records

Technical Information

Categories