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[ CAS No. 26944-71-8 ] {[proInfo.proName]}

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Chemical Structure| 26944-71-8
Chemical Structure| 26944-71-8
Structure of 26944-71-8 * Storage: {[proInfo.prStorage]}

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Product Details of [ 26944-71-8 ]

CAS No. :26944-71-8 MDL No. :MFCD09743754
Formula : C5H6BrN3 Boiling Point : -
Linear Structure Formula :- InChI Key :PQMFVUNERGGBPG-UHFFFAOYSA-N
M.W : 188.03 Pubchem ID :19392588
Synonyms :

Calculated chemistry of [ 26944-71-8 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 9
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.0
Num. rotatable bonds : 1
Num. H-bond acceptors : 2.0
Num. H-bond donors : 2.0
Molar Refractivity : 39.14
TPSA : 50.94 ?2

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.42 cm/s

Lipophilicity

Log Po/w (iLOGP) : 0.99
Log Po/w (XLOGP3) : 1.45
Log Po/w (WLOGP) : 0.94
Log Po/w (MLOGP) : 0.92
Log Po/w (SILICOS-IT) : 0.61
Consensus Log Po/w : 0.98

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -2.35
Solubility : 0.846 mg/ml ; 0.0045 mol/l
Class : Soluble
Log S (Ali) : -2.13
Solubility : 1.41 mg/ml ; 0.00749 mol/l
Class : Soluble
Log S (SILICOS-IT) : -2.57
Solubility : 0.505 mg/ml ; 0.00269 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 2.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.27

Safety of [ 26944-71-8 ]

Signal Word:Danger Class:6.1
Precautionary Statements:P261-P264-P270-P271-P280-P301+P310+P330-P302+P352-P304+P340+P312-P305+P351+P338+P310-P332+P313-P403+P233-P405-P501 UN#:2811
Hazard Statements:H301-H315-H318-H335 Packing Group:Ⅲ
GHS Pictogram:

Application In Synthesis of [ 26944-71-8 ]

* 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 [ 26944-71-8 ]

[ 26944-71-8 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 26944-71-8 ]
  • [ 104618-32-8 ]
  • [ 1342810-88-1 ]
YieldReaction ConditionsOperation in experiment
100% In ethanol; at 20℃; for 1h;Product distribution / selectivity; The title compound from Preparative Example 23 Step A (1.54 g, 8.23 mmol) was dissolved in ethanol (50 mL) and the title compound from Step C above (2 g, 8.23 mmol) was added. The mixture was stirred at room temperature for 1 h to become a suspension. The solvent was removed to afford the title compound as an off-white solid (3.3 g, quant.).1H-NMR (400 MHz, DMSO-d6): delta=2.00-2.18 (m, 3H), 2.27-2.43 (m, 2H), 2.50-2.63 (m, 2H), 3.30-3.38 (m, 1H), 4.46 (tt, 1H), 7.00 (d, 1H), 7.18 (d, 1H), 7.62 (t, 1H), 7.93-8.00 (m, 4H), 10.1 (s, 1H)
  • 2
  • [ 26944-71-8 ]
  • [ 50607-30-2 ]
  • C10H8BrN3O [ No CAS ]
YieldReaction ConditionsOperation in experiment
64% The title compound from Preparative Example 20, Step A (0.65 g, 3.46 mmol) was dissolved in ethanol (40 mL) and <strong>[50607-30-2]piperidine-2,4-dione</strong> (0.39 g, 3.46 mmol) was added. The reaction mixture was stirred at room temperature for 2 hours and the solvent was evaporated under reduced pressure. The residue was treated with polyphosphoric acid (12 ml) and the reaction mixture was heated at 190°C in a sand-bath overnight with stirring The resulting thick brown mixture was cooled to room temperature. Then a 1 M sodium hydroxide solution was slowly added and the pH was adjusted to ~8. The precipitate was collected by filtration, the filtratewas extracted with dichloromethane (200 mL) and evaporated to afford additional solid. The solids were combined, triturated with an ethyl acetate/acetone mixture and filtered. The solid was then air-dried to afford the title compound (0.59 g, 64percent). 1H N R (400 MHz, DMSO-d6) delta = 11 .72 (s, 1 H), 8.08 (s, 1 H), 7.82 (d, 1 H), 7.21 (d, 1 H), 4.49 - 4.38 (m, 2H), 3.53 (t, 2H).
64% Preparative Example 30 (0812) (0813) Step A (0814) The title compound from Preparative Example 20, Step A (0.65 g, 3.46 mmol) was dissolved in ethanol (40 mL) and <strong>[50607-30-2]piperidine-2,4-dione</strong> (0.39 g, 3.46 mmol) was added. The reaction mixture was stirred at room temperature for 2 hours and the solvent was evaporated under reduced pressure. The residue was treated with polyphosphoric acid (12 ml) and the reaction mixture was heated at 190° C. in a sand-bath overnight with stirring The resulting thick brown mixture was cooled to room temperature. Then a 1 M sodium hydroxide solution was slowly added and the pH was adjusted to 8. The precipitate was collected by filtration, the filtrate was extracted with dichloromethane (200 mL) and evaporated to afford additional solid. The solids were combined, triturated with an ethyl acetate/acetone mixture and filtered. The solid was then air-dried to afford the title compound (0.59 g, 64percent). (0815) 1H NMR (400 MHz, DMSO-d6) delta=11.72 (s, 1H), 8.08 (s, 1H), 7.82 (d, 1H), 7.21 (d, 1H), 4.49-4.38 (m, 2H), 3.53 (t, 2H).
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