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[ CAS No. 21190-88-5 ] {[proInfo.proName]}

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Chemical Structure| 21190-88-5
Chemical Structure| 21190-88-5
Structure of 21190-88-5 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 21190-88-5 ]

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Product Citations

Product Details of [ 21190-88-5 ]

CAS No. :21190-88-5 MDL No. :MFCD04116913
Formula : C8H8BrNO2 Boiling Point : No data available
Linear Structure Formula :- InChI Key :OONBOXSIWCBAHZ-UHFFFAOYSA-N
M.W : 230.06 Pubchem ID :2758810
Synonyms :

Calculated chemistry of [ 21190-88-5 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 12
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.25
Num. rotatable bonds : 3
Num. H-bond acceptors : 3.0
Num. H-bond donors : 0.0
Molar Refractivity : 48.02
TPSA : 39.19 ?2

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -5.98 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.18
Log Po/w (XLOGP3) : 2.43
Log Po/w (WLOGP) : 2.02
Log Po/w (MLOGP) : 1.4
Log Po/w (SILICOS-IT) : 2.2
Consensus Log Po/w : 2.04

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.97
Solubility : 0.247 mg/ml ; 0.00107 mol/l
Class : Soluble
Log S (Ali) : -2.9
Solubility : 0.292 mg/ml ; 0.00127 mol/l
Class : Soluble
Log S (SILICOS-IT) : -3.37
Solubility : 0.099 mg/ml ; 0.000431 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.03

Safety of [ 21190-88-5 ]

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

Application In Synthesis of [ 21190-88-5 ]

* 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 [ 21190-88-5 ]

[ 21190-88-5 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 22237-13-4 ]
  • [ 21190-88-5 ]
  • ethyl 6-(4-ethoxyphenyl)picolinate [ No CAS ]
YieldReaction ConditionsOperation in experiment
81% With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II) dichloromethane adduct; caesium fluoride; In 1,2-dimethoxyethane; at 80℃; for 4.5h;Schlenk technique; Inert atmosphere; General procedure: A Schlenk tube was dried under vacuum, filled with nitrogen and charged consecutively with 1.00 eq bromine substrate, 1.00 eq boronic acid, 2.10 eq CsF, 0.05 eq PdCl2(dppf)*DCM and anhydrous DME (2 mL/0.15 mmol bromoarene). The suspension was degassed by vacuum/N2 cycles and stirred at 80 C. As TLC analysis or GC-MS analysis indicated full conversion of the starting material, the reaction mixture was cooled to rt and filtered through a pad of celite, which was rinsed with EtOAc and/or DCM. The solvent from the filtrate was removed under reduced pressure and final purification by column chromatography or silica gel filtration yielded the pure product.
  • 2
  • [ 22237-13-4 ]
  • [ 21190-88-5 ]
  • C21H19NO3 [ No CAS ]
YieldReaction ConditionsOperation in experiment
79% With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; cesium fluoride; In 1,2-dimethoxyethane; at 80℃;Schlenk technique; General procedure: A Schlenk tube was dried under vacuum and charged with 1 0 eq halogenated substrate, 1.1 eq boronic acid, 5 mol% PdCb(dppf), 2.1 eq CsF, and anhydrous DME (~5 mL/100 mg halogenated substrate). The mixture was degassed via three cycles of vacuum/inert gas and was stirred at 80 C (oil-bath) overnight, after which time the reaction mixture was cooled to rt and optionally filtered through a pad of silica get or cotton. Subsequently, the solvent was removed under reduced pressure and final purification via column chromatography yielded the pure product. Reaction control was performed via TLC analysis and/or GC-MS analysis
  • 3
  • [ 21190-88-5 ]
  • [ 121554-09-4 ]
  • C22H29NO3 [ No CAS ]
YieldReaction ConditionsOperation in experiment
58% With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium fluoride; In 1,2-dimethoxyethane; at 80℃;Schlenk technique; Inert atmosphere; General procedure: A Schlenk tube was dried under vacuum and charged with 1.0 eq halogenated substrate, 1.1 eq boronic acid, 5 mol% PdCh(dppf), 2.1 eq CsF, and anhydrous DME (~5 mL/100 g halogenated substrate). The mixture was degassed by three cycles of vacuum/inert gas and was stirred at 80 C (oil-bath) overnight, after which time additional 0.3 eq boronic acid and 3 mol% PdCI2(dppf) were added. Subsequently, the reaction mixture was stirred at 80 C (oil-bath) overnight and was then cooled to rt and optionally filtered through a pad of silica gel or cotton. After solvent removal under reduced pressure, the crude product was purified via column chromatography. Reaction control was performed via TLC analysis and/or GC-MS analysis.
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