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[ CAS No. 873443-66-4 ] {[proInfo.proName]}

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Chemical Structure| 873443-66-4
Chemical Structure| 873443-66-4
Structure of 873443-66-4 * Storage: {[proInfo.prStorage]}
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Product Details of [ 873443-66-4 ]

CAS No. :873443-66-4 MDL No. :MFCD18258872
Formula : C13H8Cl2N2 Boiling Point : -
Linear Structure Formula :- InChI Key :HDFNZYMPHSNNQC-UHFFFAOYSA-N
M.W : 263.12 Pubchem ID :57355004
Synonyms :

Calculated chemistry of [ 873443-66-4 ]

Physicochemical Properties

Num. heavy atoms : 17
Num. arom. heavy atoms : 12
Fraction Csp3 : 0.08
Num. rotatable bonds : 1
Num. H-bond acceptors : 2.0
Num. H-bond donors : 0.0
Molar Refractivity : 69.37
TPSA : 36.68 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : Yes
CYP2C9 inhibitor : Yes
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -4.72 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.52
Log Po/w (XLOGP3) : 4.48
Log Po/w (WLOGP) : 4.24
Log Po/w (MLOGP) : 2.73
Log Po/w (SILICOS-IT) : 4.7
Consensus Log Po/w : 3.73

Druglikeness

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

Water Solubility

Log S (ESOL) : -4.75
Solubility : 0.00468 mg/ml ; 0.0000178 mol/l
Class : Moderately soluble
Log S (Ali) : -4.97
Solubility : 0.00282 mg/ml ; 0.0000107 mol/l
Class : Moderately soluble
Log S (SILICOS-IT) : -6.25
Solubility : 0.000148 mg/ml ; 0.000000562 mol/l
Class : Poorly soluble

Medicinal Chemistry

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

Safety of [ 873443-66-4 ]

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 [ 873443-66-4 ]

* 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 [ 873443-66-4 ]
  • Downstream synthetic route of [ 873443-66-4 ]

[ 873443-66-4 ] Synthesis Path-Upstream   1~4

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Reference: [1] Organic Process Research and Development, 2006, vol. 10, # 6, p. 1157 - 1166
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YieldReaction ConditionsOperation in experiment
83.3% at 135℃; for 10 h; Heating in Parr bottle Example 9; This example illustrates a process for preparing 3-cyano-2,6-dichloro-4-(2-methylphenyl)pyridine (Fig. VIII, Scheme I) A mixture of 40.00 g (131.0 mmol) of the appropriate pyridinium zwitter ion (prepared according to Example 5, 6 or 7) and 50.0 mL (82.3 g, 536 mmol) of phosphorus oxychloride was heated in a 300-mL Parr bottle at 135° C. for 10 hours. The reaction mixture was cooled to 25° C. and diluted with 75 mL of methylene chloride. The solution was transferred onto 350 g of ice. Additional methylene chloride (25 mL) was used to aid the transfer. The resulting mixture was stirred for 1 hour. The layers were separated, and the aqueous layer was extracted twice with 25 mL of methylene chloride and twice with 50 mL of toluene. The extracts were combined, dried (5.0 g Na2SO4), and filtered through 15 g of Filtrol.(R). on a 60-mL coarse sintered glass funnel. The flask and the solid were washed with 50 mL of toluene. The combined mother liquors were concentrated to afford 28.70 g (83.3percent) of 3-cyano-2,6-dichloro-4-(2-methylphenyl)pyridine as a near colorless solid (LC assay 100.7 wt percent). An analytical sample was prepared by recrystallization from isopropanol and revealed: m.p. 129-131° C.; 1H NMR (CDCl3) δ 7.43 (dt, J=1.5 Hz, J=7 Hz, 1H), 7.37-7.31 (m, 2 H), 7.33 (s, 1H), 7.18 (dd, J=1.5 Hz, 8 Hz, 1H), 2.25 (s, 3H); 13C NMR (CDCl3) δ 159.1, 153.9, 153.3, 135.3, 134.1, 131.3, 130.7, 128.8, 126.7, 124.5, 113.7, 110.3, 20.0; IR (KBr) 3087, 2227, 1603, 1569, 1520, 1340 cm-1. Analytically calculated for C13H8C12N2: C, 59.34; H, 3.06; N, 10.65; Cl, 26.95. Found: C, 59.00; H, 3.05; N, 10.64; Cl, 27.76.
Reference: [1] Patent: US2006/14959, 2006, A1, . Location in patent: Page/Page column 12
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Reference: [1] Organic Process Research and Development, 2006, vol. 10, # 6, p. 1157 - 1166
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  • [ 70625-63-7 ]
  • [ 873443-66-4 ]
Reference: [1] Organic Process Research and Development, 2006, vol. 10, # 6, p. 1157 - 1166
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