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[ CAS No. 25680-54-0 ] {[proInfo.proName]}

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Chemical Structure| 25680-54-0
Chemical Structure| 25680-54-0
Structure of 25680-54-0 * Storage: {[proInfo.prStorage]}

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Product Details of [ 25680-54-0 ]

CAS No. :25680-54-0 MDL No. :MFCD19217676
Formula : C6H8N2O Boiling Point : -
Linear Structure Formula :- InChI Key :USXFUKQCOMJBKF-UHFFFAOYSA-N
M.W : 124.14 Pubchem ID :117601
Synonyms :

Calculated chemistry of [ 25680-54-0 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 9
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.33
Num. rotatable bonds : 1
Num. H-bond acceptors : 2.0
Num. H-bond donors : 1.0
Molar Refractivity : 34.63
TPSA : 45.75 ?2

Pharmacokinetics

GI absorption : High
BBB permeant : No
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -7.24 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.37
Log Po/w (XLOGP3) : -0.26
Log Po/w (WLOGP) : 0.33
Log Po/w (MLOGP) : -0.29
Log Po/w (SILICOS-IT) : 1.79
Consensus Log Po/w : 0.59

Druglikeness

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

Water Solubility

Log S (ESOL) : -0.87
Solubility : 16.6 mg/ml ; 0.134 mol/l
Class : Very soluble
Log S (Ali) : -0.24
Solubility : 71.1 mg/ml ; 0.573 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -2.31
Solubility : 0.612 mg/ml ; 0.00493 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.99

Safety of [ 25680-54-0 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P280-P305+P351+P338 UN#:N/A
Hazard Statements:H302 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 25680-54-0 ]

* 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 [ 25680-54-0 ]

[ 25680-54-0 ] Synthesis Path-Downstream   1~5

  • 1
  • [ 4377-33-7 ]
  • [ 25680-54-0 ]
  • [ 115879-62-4 ]
YieldReaction ConditionsOperation in experiment
(ii) Aqueous glyoxal (50 ml), was added over one minute to a stirred solution of 2-aminobutanamide hydrobromide (61.9 g), in aqueous methanol (650 ml methanol, 70 ml water) at -40 C. 10.8M Aqueous sodium hydroxide solution (76.6 ml) was then added over one hour, keeping the temperature at -40 C. The reaction was then allowed to warm to ambient temperature over 18 hours and concentrated hydrochloric acid (41 ml) was added, followed by solid sodium hydrogen carbonate (33 g). The reaction mixture was filtered and the filtrate concentrated to a volume of approximately 100 ml. The concentrated solution was extracted with dichloromethane (3*250 ml), and the combined organic extracts were dried (MgSO4). Solvent was removed by evaporation to give 3-ethyl-2-hydroxypyrazine as a yellow solid, (30.3 g, 74%); 1 H NMR (d6 -DMSO, 200 MHz): 1.15 (t,3H), 2.67 (q,2H), 7.15-7.25 (m,2H), 12.00 (s,1H); mass spectrum (+ve CI): 125 (M+H)+.
  • 3
  • [ 25680-54-0 ]
  • [ 115879-79-3 ]
  • 4
  • [ 25680-54-0 ]
  • [ 63450-95-3 ]
YieldReaction ConditionsOperation in experiment
98% With trichlorophosphate; (iii) 3-Ethyl-2-hydroxypyrazine (5 g) was heated with phosphorus oxychloride (15 ml) at reflux for 3 hours. The reaction was allowed to cool to ambient temperature and then poured onto 200 g of crushed ice. The mixture was extracted with dichloromethane (3*150 ml) and the combined extracts were dried (MgSO4). Volatile material was removed by evaporation to give a brown oil. The oil was purified by chromatography on silica gel, eluding with dichloromethane, to give 2-chloro-3-ethylpyrazine as a colourless oil (5.64 g, 98%); 1 H NMR (d6 -DMSO, 200 MHz): 1.25 (t,3H), 2.93 (q,2H), 8.36 (d,1H), 8.59 (d,1H); mass spectrum (+ve CI): 143 (M+H)+.
  • 5
  • [ 25680-54-0 ]
  • [ 98140-48-8 ]
YieldReaction ConditionsOperation in experiment
2. 2-Iodo-3-ethylpyrazine This was prepared from <strong>[25680-54-0]2-hydroxy-3-ethyl-pyrazine</strong> by the procedure of Hirschberg and Spoerri, J. Org. Chem., 1961, 1907.
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