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[ CAS No. 214360-73-3 ] {[proInfo.proName]}

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Chemical Structure| 214360-73-3
Chemical Structure| 214360-73-3
Structure of 214360-73-3 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 214360-73-3 ]

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Product Citations

Product Citations      Expand+

Rathje, Oliver H. ; Perryman, Lara ; Payne, Richard J. , et al. DOI: PubMed ID:

Abstract: Mixed Lineage Kinase domain-Like pseudokinase (MLKL) is implicated in a broad range of diseases due to its role as the ultimate effector of necroptosis and has therefore emerged as an attractive drug target. Here, we describe the development of PROteolysis TArgeting Chimeras (PROTACs) as a novel approach to knock down MLKL through chem. means. A series of candidate degraders were synthesized from a high-affinity pyrazole carboxamide-based MLKL ligand leading to the identification of a PROTAC mol. that effectively degraded MLKL and completely abrogated cell death in a TSZ model of necroptosis. By leveraging the innate ability of these PROTACs to degrade MLKL in a dose-dependent manner, the quant. relationship between MLKL levels and necroptosis was interrogated. This work demonstrates the feasibility of targeting MLKL using a PROTAC approach and provides a powerful tool to further our understanding of the role of MLKL within the necroptotic pathway.

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Elboughdiri, Noureddine ; Amari, Abdelfattah ; Harharah, Hamed N. , et al. DOI:

Abstract: Perfluorooctane sulfonic acid (PFOS), a perfluoroalkyl substance, has engendered alarm over its presence in water sources due to its intrinsic toxicity. Hence, there is a pressing need to identify efficacious adsorbents capable of removing PFAS derivatives from water. To achieve this, batch adsorption studies under various circumstances were employed to tune amorphous polymer networks regarding their morphol. configuration, heat durability, surface area and capacity to adsorb PFOS in water. A facile, one-pot nucleophilic substitution reaction was employed to synthesize amorphous polymer networks using triazine derivatives as building units for monomers. Notably, POP-3 exhibited a superlative adsorption capacity, with a removal efficiency of 97.8%, compared to 90.3% for POP-7. POP-7 exhibited a higher sp. surface area (SBET) of 232 m2 g-1 compared to POP-3 with a surface area of 5.2 m2 g-1. Addnl., the study emphasizes the importance of electrostatic forces in PFOS adsorption, with pH being a significant element, as seen by changes in the PFOS sorption process by both polymeric networks under neutral, basic and acidic environments. The optimal pH value for the PFOS removal process using both polymers was found to be 4. Also, POP-7 exhibited a better thermal stability performance (300°C) compared to POP-3 (190°C). Finally, these findings indicate the ease with which amorphous polymeric frameworks may be synthesized as robust and effective adsorbents for the elimination of PFOS from waterbodies.

Keywords: Adsorption ; PFOS removal ; Polymer networks ; Water treatment

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Abdullatif, Dana ; Khosropour, Ahmadreza ; Khojastegi, Anahita , et al. DOI:

Abstract: The presence of perfluorooctanoic acid, a perfluoralkyl substance, in water sources has raised health concerns due to its toxicity. Finding effective adsorbents is essential to ensure healthy sources of water for consumption. In this study, a heptazine-based polymer network (Py-HPOP) was synthesized using a one-pot nucleophilic substitution of 2,5,8-trichloro-s-heptazine (TCH) with 4,4′,4′′,4′′′-(pyrene-1,3,6,8-tetrayl) tetraaniline (Py-TA). For comparison, a triazine-based polymeric network (Py-TPOP) was also prepared using 2,4,6-trichloro-1,3,5-triazine under similar conditions. Both polymers were used to treat aqueous solutions containing 1 mg/L PFOA. Py-TPOP exhibited superior adsorption capacity (98.4% PFOA removal) relative to Py-HPOP (80.8% PFOA removal) despite Py-HPOP′s higher Brunauer-Emmett-Teller (BET) surface area SBET at 205 m2 g-1. The effect of electrostatic interactions was also observed as a critical factor for PFOA adsorption as demonstrated by the change in PFOA adsorption by both polymers under basic, neutral, and acidic conditions. This investigation illustrates a facile synthesis of amorphous covalent frameworks as strong, competitive adsorbents for PFOA removal from water.

Keywords: perfluoroalkyl substance ; perfluorooctanoic acid ; triazine ; heptazine ; porous organic polymer

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Product Details of [ 214360-73-3 ]

CAS No. :214360-73-3 MDL No. :MFCD02093721
Formula : C12H18BNO2 Boiling Point : -
Linear Structure Formula :(CH3)4C2BO2C6H4NH2 InChI Key :ZANPJXNYBVVNSD-UHFFFAOYSA-N
M.W : 219.09 Pubchem ID :2734620
Synonyms :
4-(4,4,5,5-Tetramethyl-1,3,2-dioxaboran-2yl)aniline
Chemical Name :4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

Calculated chemistry of [ 214360-73-3 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 16
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.5
Num. rotatable bonds : 1
Num. H-bond acceptors : 2.0
Num. H-bond donors : 1.0
Molar Refractivity : 67.32
TPSA : 44.48 ?2

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 : Yes
Log Kp (skin permeation) : -6.05 cm/s

Lipophilicity

Log Po/w (iLOGP) : 0.0
Log Po/w (XLOGP3) : 2.23
Log Po/w (WLOGP) : 1.58
Log Po/w (MLOGP) : 1.13
Log Po/w (SILICOS-IT) : 1.12
Consensus Log Po/w : 1.21

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.81
Solubility : 0.336 mg/ml ; 0.00153 mol/l
Class : Soluble
Log S (Ali) : -2.8
Solubility : 0.348 mg/ml ; 0.00159 mol/l
Class : Soluble
Log S (SILICOS-IT) : -3.65
Solubility : 0.0496 mg/ml ; 0.000226 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 2.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.75

Safety of [ 214360-73-3 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 214360-73-3 ]

* 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 [ 214360-73-3 ]

[ 214360-73-3 ] Synthesis Path-Downstream   1~14

  • 1
  • [ 108-24-7 ]
  • [ 214360-73-3 ]
  • [ 214360-60-8 ]
YieldReaction ConditionsOperation in experiment
87% In dichloromethane; at 20℃; for 10h; To a mixture of 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (3.0 g, 13.7 mmol) in DCM (70mL), was added acetic anhydride (7.0 g, 68.5 mmol). The reaction mixture was stirred at RT for 10 h. It was then concentrated under reduced pressure and the resulting residue was purified by flash column chromatography over silica gel (PE/EA 1:1, v/v) to give N-(4-(4,4,5,5-tetramethyl-1,3-dioxolan-2-yl)phenyl) acetamide as a yellow solid (3.1 g, 87%). LC-MS (ESI): m/z (M+1)+ = 262.31.
  • 2
  • [ 799293-73-5 ]
  • [ 214360-73-3 ]
  • [ 799293-74-6 ]
YieldReaction ConditionsOperation in experiment
With sodium carbonate;tetrakis(triphenylphosphine) palladium(0); In 1,2-dimethoxyethane; at 80.0℃; for 14.0h; The mixture of 4-amino-3-bromo-furo [3,2-c] pyridine (7) (63 mg, 0. 29MOL), 4- (4,4, 5, 5-tetramethyl-1, 3, 2-dioxaborolan-2-yl) aniline (84 mg, 0.38 MMOL), Pd (PPH3) 4 (34 mg, 0.029 MMOL) and sodium carbonate (0.74 ml, 1.5 MMOL) in 3 ml of DME was stirred for 14 hours at 80C. The solvent was removed, and the resultant residue was purified by chromatography on a silica gel column gel to afford the titled compound (55 mg) 1 H NMR (400MHZ, DMSO-d6) ppm 7.82 (d, J = 6. 1 Hz, 1H), 7.77 (s, 1H), 7.15 (d, J = 8.3 Hz, 2H), 6.89 (d, J = 5.8 Hz, 1H), 6.69 (d, J = 8. 3 Hz, 2H), 5.49 (s, 2H), 5.32 (s, 2H). MS: m/z 226 (M+H) +
  • 3
  • [ 180995-12-4 ]
  • [ 621-29-4 ]
  • [ 214360-73-3 ]
  • N-[4-(3-amino-1H-pyrazolo[3,4-b]pyridin-4-yl)phenyl]-N'-(3-methylphenyl)urea [ No CAS ]
  • N-[4-(3-amino-1H-pyrazolo[4,3-c]pyridin-4-yl)phenyl]-N'-(3-methylphenyl)urea [ No CAS ]
  • 4
  • [ 180995-12-4 ]
  • [ 2909-38-8 ]
  • [ 214360-73-3 ]
  • N-[4-(3-amino-1H-pyrazolo[3,4-b]pyridin-4-yl)phenyl]-N'-(3-chlorophenyl)urea [ No CAS ]
  • N-[4-(3-amino-1H-pyrazolo[4,3-c]pyridin-4-yl)phenyl]-N'-(3-chlorophenyl)urea [ No CAS ]
  • 5
  • [ 180995-12-4 ]
  • 2-fluoro-5-methyl-phenylisocyanate [ No CAS ]
  • [ 214360-73-3 ]
  • N-[4-(3-amino-1H-pyrazolo[3,4-b]pyridin-4-yl)phenyl]-N'-(2-fluoro-5-methylphenyl)urea [ No CAS ]
  • N-[4-(3-amino-1H-pyrazolo[4,3-c]pyridin-4-yl)phenyl]-N'-(2-fluoro-5-methylphenyl)urea [ No CAS ]
  • 6
  • [ 180995-12-4 ]
  • [ 69922-27-6 ]
  • [ 214360-73-3 ]
  • N-[4-(3-amino-1H-pyrazolo[3,4-b]pyridin-4-yl)phenyl]-N'-[2-fluoro-5-(trifluoromethyl)phenyl]urea [ No CAS ]
  • N-[4-(3-amino-1H-pyrazolo[4,3-c]pyridin-4-yl)phenyl]-N'-[2-fluoro-5-(trifluoromethyl)phenyl]urea [ No CAS ]
  • 7
  • 4-fluoro-3-methylphenyl isocyanate [ No CAS ]
  • [ 180995-12-4 ]
  • [ 214360-73-3 ]
  • N-[4-(3-amino-1H-pyrazolo[3,4-b]pyridin-4-yl)phenyl]-N'-(4-fluoro-3-methylphenyl)urea [ No CAS ]
  • N-[4-(3-amino-1H-pyrazolo[4,3-c]pyridin-4-yl)phenyl]-N'-(4-fluoro-3-methylphenyl)urea [ No CAS ]
  • 8
  • [ 180995-12-4 ]
  • [ 614-68-6 ]
  • [ 214360-73-3 ]
  • N-[4-(3-amino-1H-pyrazolo[3,4-b]pyridin-4-yl)phenyl]-N'-(2-methylphenyl)urea [ No CAS ]
  • C20H18N6O [ No CAS ]
  • 9
  • [ 180995-12-4 ]
  • [ 622-58-2 ]
  • [ 214360-73-3 ]
  • N-[4-(3-amino-1H-pyrazolo[3,4-b]pyridin-4-yl)phenyl]-N'-(4-methylphenyl)urea [ No CAS ]
  • C20H18N6O [ No CAS ]
  • 10
  • [ 180995-12-4 ]
  • [ 329-01-1 ]
  • [ 214360-73-3 ]
  • N-[4-(3-amino-1H-pyrazolo[3,4-b]pyridin-4-yl)phenyl]-N'-[3-(trifluoromethyl)phenyl]urea [ No CAS ]
  • N-[4-(3-amino-1H-pyrazolo[4,3-c]pyridin-4-yl)phenyl]-N'-[3-(trifluoromethyl)phenyl]urea [ No CAS ]
  • 11
  • [ 180995-12-4 ]
  • [ 18908-07-1 ]
  • [ 214360-73-3 ]
  • N-[4-(3-amino-1H-pyrazolo[3,4-b]pyridin-4-yl)phenyl]-N'-(3-methoxyphenyl)urea [ No CAS ]
  • N-[4-(3-amino-1H-pyrazolo[4,3-c]pyridin-4-yl)phenyl]-N'-(3-methoxyphenyl)urea [ No CAS ]
  • 12
  • [ 180995-12-4 ]
  • 3,5-difluorophenyl isocyanate [ No CAS ]
  • [ 214360-73-3 ]
  • N-[4-(3-amino-1H-pyrazolo[3,4-b]pyridin-4-yl)phenyl]-N'-(3,5-difluorophenyl)urea [ No CAS ]
  • N-[4-(3-amino-1H-pyrazolo[4,3-c]pyridin-4-yl)phenyl]-N'-(3,5-difluorophenyl)urea [ No CAS ]
  • 13
  • [ 180995-12-4 ]
  • [ 54132-75-1 ]
  • [ 214360-73-3 ]
  • N-[4-(3-amino-1H-pyrazolo[3,4-b]pyridin-4-yl)phenyl]-N'-(3,5-dimethylphenyl)urea [ No CAS ]
  • N-[4-(3-amino-1H-pyrazolo[4,3-c]pyridin-4-yl)phenyl]-N'-(2-fluoro-5-methylphenyl)urea [ No CAS ]
  • 14
  • [ 180995-12-4 ]
  • 1-fluoro-4-isocyanato-2-(trifluoromethyl)benzene [ No CAS ]
  • [ 214360-73-3 ]
  • N-[4-(3-amino-1H-pyrazolo[3,4-b]pyridin-4-yl)phenyl]-N'-[4-fluoro-3-(trifluoromethyl)phenyl]urea [ No CAS ]
  • N-[4-(3-amino-1H-pyrazolo[4,3-c]pyridin-4-yl)phenyl]-N'-[4-fluoro-3-(trifluoromethyl)phenyl]urea [ No CAS ]
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