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[ CAS No. 109-08-0 ] {[proInfo.proName]}

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Product Details of [ 109-08-0 ]

CAS No. :109-08-0 MDL No. :MFCD00006142
Formula : C5H6N2 Boiling Point : -
Linear Structure Formula :(C4H3N2)CH3 InChI Key :CAWHJQAVHZEVTJ-UHFFFAOYSA-N
M.W : 94.11 Pubchem ID :7976
Synonyms :

Calculated chemistry of [ 109-08-0 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 7
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.2
Num. rotatable bonds : 0
Num. H-bond acceptors : 2.0
Num. H-bond donors : 0.0
Molar Refractivity : 27.0
TPSA : 25.78 Ų

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) : -6.72 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.17
Log Po/w (XLOGP3) : 0.21
Log Po/w (WLOGP) : 0.78
Log Po/w (MLOGP) : -0.51
Log Po/w (SILICOS-IT) : 1.46
Consensus Log Po/w : 0.62

Druglikeness

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

Water Solubility

Log S (ESOL) : -1.19
Solubility : 6.08 mg/ml ; 0.0646 mol/l
Class : Very soluble
Log S (Ali) : -0.31
Solubility : 46.0 mg/ml ; 0.489 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -1.95
Solubility : 1.06 mg/ml ; 0.0112 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.46

Safety of [ 109-08-0 ]

Signal Word:Danger Class:3
Precautionary Statements:P261-P305+P351+P338 UN#:1993
Hazard Statements:H225-H302-H315-H319-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 109-08-0 ]

* 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.

  • Upstream synthesis route of [ 109-08-0 ]
  • Downstream synthetic route of [ 109-08-0 ]

[ 109-08-0 ] Synthesis Path-Upstream   1~68

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Reference: [1] Journal of Agricultural and Food Chemistry, 2010, vol. 58, # 5, p. 3116 - 3124
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Reference: [1] Journal of Agricultural and Food Chemistry, 2010, vol. 58, # 5, p. 3116 - 3124
  • 3
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Reference: [1] Tetrahedron, 1995, vol. 51, # 43, p. 11855 - 11862
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Reference: [1] Tetrahedron, 1995, vol. 51, # 43, p. 11855 - 11862
  • 5
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  • [ 13925-00-3 ]
Reference: [1] Chemistry of Heterocyclic Compounds (New York, NY, United States), 1993, vol. 29, # 11, p. 1308 - 1315[2] Khimiya Geterotsiklicheskikh Soedinenii, 1993, # 11, p. 1516 - 1525
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Reference: [1] Chemistry of Heterocyclic Compounds (New York, NY, United States), 1993, vol. 29, # 11, p. 1308 - 1315[2] Khimiya Geterotsiklicheskikh Soedinenii, 1993, # 11, p. 1516 - 1525
[3] Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1990, vol. 39, # 7.1, p. 1340 - 1345[4] Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1990, # 7, p. 1483 - 1488
[5] Chemistry of Heterocyclic Compounds (New York, NY, United States), 1993, vol. 29, # 11, p. 1308 - 1315[6] Khimiya Geterotsiklicheskikh Soedinenii, 1993, # 11, p. 1516 - 1525
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Reference: [1] Chemistry of Heterocyclic Compounds (New York, NY, United States), 1993, vol. 29, # 11, p. 1308 - 1315[2] Khimiya Geterotsiklicheskikh Soedinenii, 1993, # 11, p. 1516 - 1525
[3] Chemistry of Heterocyclic Compounds (New York, NY, United States), 1993, vol. 29, # 11, p. 1308 - 1315[4] Khimiya Geterotsiklicheskikh Soedinenii, 1993, # 11, p. 1516 - 1525
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Reference: [1] Journal of Agricultural and Food Chemistry, 2010, vol. 58, # 4, p. 2470 - 2478
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Reference: [1] Journal of Agricultural and Food Chemistry, 2015, vol. 63, # 22, p. 5364 - 5372
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Reference: [1] Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1990, vol. 39, # 7.1, p. 1340 - 1345[2] Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1990, # 7, p. 1483 - 1488
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Reference: [1] Food Chemistry, 2010, vol. 119, # 1, p. 214 - 219
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Reference: [1] Food Chemistry, 2010, vol. 119, # 1, p. 214 - 219
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Reference: [1] Food Chemistry, 2010, vol. 119, # 1, p. 214 - 219
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Reference: [1] Food Chemistry, 2010, vol. 119, # 1, p. 214 - 219
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Reference: [1] Chemistry of Heterocyclic Compounds (New York, NY, United States), 1993, vol. 29, # 11, p. 1308 - 1315[2] Khimiya Geterotsiklicheskikh Soedinenii, 1993, # 11, p. 1516 - 1525
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Reference: [1] Journal of Agricultural and Food Chemistry, 1999, vol. 47, # 10, p. 4332 - 4335
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Reference: [1] Journal of Agricultural and Food Chemistry, 2010, vol. 58, # 4, p. 2470 - 2478
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Reference: [1] Journal of Agricultural and Food Chemistry, 2010, vol. 58, # 4, p. 2470 - 2478
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YieldReaction ConditionsOperation in experiment
53% With pyridine In tetrachloromethane (i)
Gaseous chlorine was passed into carbon tetrachloride (67 ml) for 30 minutes.
The resulting yellow solution was added dropwise, over 30 minutes, to a stirred solution of pyridine (4.8 ml) and 2-methylpyrazine (5 g) in carbon tetrachloride (125 ml).
The reaction was purged with nitrogen and volatile material was removed by evaporation.
The resultant brown oil was purified by chromatography on silica gel, eluding with dichloromethane, to give 2-chloro-3-methylpyrazine as a brown oil (3.62 g, 53percent); 1 H NMR (d6 -DMSO): 6.59 (s,2H), 7.67 (d,1H), 7.94(d,1H); mass spectrum (+ve CI): 129 (M+H)+.
8.36 g With hydrogenchloride; dihydrogen peroxide In water at 0 - 15℃; (1) Dissolve 9.41 g (0.1 mol) of 2-methylpyrazine in 30.0percent of 182.30 g of hydrochloric acid (containing 1.5 mol of hydrogen chloride).Under stirring, the temperature was controlled at 0-15°C, and 25.32 g of a 25.0percent hydrogen peroxide solution was added dropwise.The reaction temperature was controlled at 0-15°C to make the reaction system chlorinated. The reaction was sampled at regular intervals and detected by high performance liquid chromatography.When it was detected that the mass of 2-methyl-3-chloropyrazine in the reaction system accounted for 73.5percent of the total organic matter mass in the reaction system,The reaction was terminated by adding 17.21 g (0.12 mol) of cuprous bromide to obtain a 2-methyl-3-chloropyrazine-containing solution; (2) Add 63.78 g of methylene chloride to the feed solution, stir and extract for 2 hours, and let stand for 1 hour.Take the organic phase and allow it to cool down to -15°C to -5°C to allow solids to be analyzed from the organic phase.8.36 g of the resulting fixative is 2-methyl-3-chloropyrazine,After calculation, the yield was 65.5percent, and the main containment was 97.8percent.
Reference: [1] Patent: US5861401, 1999, A,
[2] Patent: CN107954913, 2018, A, . Location in patent: Paragraph 0021
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[3] Chemistry of Heterocyclic Compounds (New York, NY, United States), 1995, vol. 31, # 1, p. 80 - 85[4] Khimiya Geterotsiklicheskikh Soedinenii, 1995, # 1, p. 90 - 96
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  • [ 874-54-4 ]
  • [ 32046-09-6 ]
Reference: [1] Chemistry - A European Journal, 2008, vol. 14, # 8, p. 2340 - 2348
[2] Chemistry - A European Journal, 2008, vol. 14, # 8, p. 2340 - 2348
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Reference: [1] Journal of Agricultural and Food Chemistry, 2010, vol. 58, # 4, p. 2470 - 2478
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Reference: [1] Journal of Agricultural and Food Chemistry, 2010, vol. 58, # 4, p. 2470 - 2478
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Reference: [1] Journal of Agricultural and Food Chemistry, 2010, vol. 58, # 4, p. 2470 - 2478
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Reference: [1] Journal of Agricultural and Food Chemistry, 2010, vol. 58, # 4, p. 2470 - 2478
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