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[ CAS No. 33332-30-8 ] {[proInfo.proName]}

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Chemical Structure| 33332-30-8
Chemical Structure| 33332-30-8
Structure of 33332-30-8 * Storage: {[proInfo.prStorage]}

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Product Details of [ 33332-30-8 ]

CAS No. :33332-30-8 MDL No. :MFCD06410937
Formula : C5H5ClN2O Boiling Point : -
Linear Structure Formula :- InChI Key :XWSSFRJLOZQOCX-UHFFFAOYSA-N
M.W : 144.56 Pubchem ID :11018999
Synonyms :

Calculated chemistry of [ 33332-30-8 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 9
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.2
Num. rotatable bonds : 1
Num. H-bond acceptors : 3.0
Num. H-bond donors : 0.0
Molar Refractivity : 33.53
TPSA : 35.01 ?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) : -6.01 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.49
Log Po/w (XLOGP3) : 1.65
Log Po/w (WLOGP) : 1.14
Log Po/w (MLOGP) : -0.07
Log Po/w (SILICOS-IT) : 1.56
Consensus Log Po/w : 1.15

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.2
Solubility : 0.906 mg/ml ; 0.00626 mol/l
Class : Soluble
Log S (Ali) : -2.0
Solubility : 1.45 mg/ml ; 0.01 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -2.37
Solubility : 0.612 mg/ml ; 0.00424 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.37

Safety of [ 33332-30-8 ]

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 [ 33332-30-8 ]

* 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.

  • Upstream synthesis route of [ 33332-30-8 ]

[ 33332-30-8 ] Synthesis Path-Upstream   1~5

  • 1
  • [ 23902-69-4 ]
  • [ 33332-30-8 ]
  • [ 40155-28-0 ]
YieldReaction ConditionsOperation in experiment
25% for 2 h; Heating / reflux A mixture of 0.98 g (0.0078 moi) of 2-methoxy-pyrazine 4-oxide (Example P6) in 4 ml of phosphoryl chloride is stirred for 2 hours whilst heating at reflux, with 1.25 ml (0.0078 mol) of N, N-diethylaniline being metered in with the aid of a syringe before the start of the reaction. The resulting solution is cooled to 20°C and poured onto ice-water. After adjusting the mixture to pH 9 with 30 percent aqueous sodium hydroxide solution, extraction is carried out four times, using 10 ml of chloroform each time. The combined extracts are washed with 3N hydrochloric acid and saturated sodium chloride solution and are dried over sodium sulfate. A mixture of the desired target compound and of the isomeric 2-chloro-3-methoxy-pyrazine is obtained, which can be separated on a silica gel column (eluant : ethyl acetate/isohexane 1/8). The desired title compound is obtained in a yield of 0.29 g (25 percent of theory), and the isomeric 2-chloro-3-methoxy-pyrazine in a yield of 0.38 g (33 percent of theory). 'H NMR (300 MHz, CDC13) of the title compound: 8.143 ppm (s, 1H) ; 8.131 ppm (s, 1H) ; 3.988 ppm (s, 3H). 'H NMR (300 MHz, CDC13) of 2-chloro-3-methoxy-pyrazine : 8.031 ppm (d (J=2.7 Hz), 1 H) ; 7.937 ppm (d (J=2.7 Hz), 1 H) ; 4.057 ppm (s, 3H).
Reference: [1] Patent: WO2003/87067, 2003, A1, . Location in patent: Page/Page column 39
  • 2
  • [ 23902-69-4 ]
  • [ 33332-31-9 ]
  • [ 33332-30-8 ]
  • [ 40155-28-0 ]
Reference: [1] Journal of Heterocyclic Chemistry, 1994, vol. 31, # 5, p. 1177 - 1180
[2] Journal of Heterocyclic Chemistry, 1994, vol. 31, # 5, p. 1177 - 1180
  • 3
  • [ 23902-69-4 ]
  • [ 3149-28-8 ]
  • [ 33332-30-8 ]
  • [ 40155-28-0 ]
Reference: [1] Journal of Chemical Research, Miniprint, 1984, # 10, p. 2860 - 2875
  • 4
  • [ 32046-05-2 ]
  • [ 3149-28-8 ]
  • [ 33332-30-8 ]
  • [ 40155-28-0 ]
Reference: [1] Journal of Chemical Research, Miniprint, 1984, # 10, p. 2860 - 2875
  • 5
  • [ 23902-69-4 ]
  • [ 3149-28-8 ]
  • [ 33332-31-9 ]
  • [ 33332-30-8 ]
  • [ 40155-28-0 ]
Reference: [1] Journal of Chemical Research, Miniprint, 1984, # 10, p. 2860 - 2875
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