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[ CAS No. 4687-25-6 ] {[proInfo.proName]}

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Chemical Structure| 4687-25-6
Chemical Structure| 4687-25-6
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Product Details of [ 4687-25-6 ]

CAS No. :4687-25-6 MDL No. :MFCD03412541
Formula : C9H6O2 Boiling Point : -
Linear Structure Formula :- InChI Key :XUMWJQJGCFTJOE-UHFFFAOYSA-N
M.W : 146.14 Pubchem ID :12394139
Synonyms :

Calculated chemistry of [ 4687-25-6 ]

Physicochemical Properties

Num. heavy atoms : 11
Num. arom. heavy atoms : 9
Fraction Csp3 : 0.0
Num. rotatable bonds : 1
Num. H-bond acceptors : 2.0
Num. H-bond donors : 0.0
Molar Refractivity : 41.6
TPSA : 30.21 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -5.92 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.61
Log Po/w (XLOGP3) : 1.79
Log Po/w (WLOGP) : 2.25
Log Po/w (MLOGP) : 0.88
Log Po/w (SILICOS-IT) : 2.56
Consensus Log Po/w : 1.82

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.41
Solubility : 0.564 mg/ml ; 0.00386 mol/l
Class : Soluble
Log S (Ali) : -2.04
Solubility : 1.32 mg/ml ; 0.00906 mol/l
Class : Soluble
Log S (SILICOS-IT) : -3.21
Solubility : 0.0895 mg/ml ; 0.000612 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.2

Safety of [ 4687-25-6 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P280-P305+P351+P338-P310 UN#:N/A
Hazard Statements:H302-H315-H319-H332-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 4687-25-6 ]

* 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 [ 4687-25-6 ]
  • Downstream synthetic route of [ 4687-25-6 ]

[ 4687-25-6 ] Synthesis Path-Upstream   1~15

  • 1
  • [ 4687-25-6 ]
  • [ 26537-68-8 ]
Reference: [1] Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1984, # 9, p. 1479 - 1486
[2] Patent: WO2009/85256, 2009, A1, . Location in patent: Page/Page column 40; 50
  • 2
  • [ 4687-25-6 ]
  • [ 21535-97-7 ]
  • [ 27404-31-5 ]
  • [ 24673-56-1 ]
Reference: [1] Angewandte Chemie - International Edition, 2015, vol. 54, # 31, p. 9021 - 9024[2] Angew. Chem., 2015, vol. 127, p. 9149 - 9152,4
  • 3
  • [ 21535-97-7 ]
  • [ 4687-25-6 ]
YieldReaction ConditionsOperation in experiment
74% With selenium(IV) oxide In 1,4-dioxane for 24 h; Reflux 3 -methyl benzofuran (200 mg, 0.19 ml, 1.5 mmol) and Se02 (200 mg, 1.8 mmol, 1.2 eq.) weresuspended in 1,4-dioxane (3 ml) and heated to reflux for 24 hours. The reaction mixture was allowed to cool, then diluted with EtOAc/hexane (2:1 v/v, 10 ml) and filtered through a short plug of silica to remove selenium residues. The silica plug was washed with EtOAc (2 x 3 ml) and the combined organic filtrate was evaporated to dryness and purified by silica gel column chromatography (hexane/EtOAc 96:4) to afford a yellow oil (162 mg, 1.1 mmol, 74 percent yield) . XH NMR (300 MHz, CDC13) δ 10.18 (s, 1H) , 8.26 (s, 1H) , 8.19 (m, 1H) , 7.54 (m, 1H) , 7.41 (m, 2H) ; ESI m/z = 147.0 (MH)+, calc . for C9H702 = 147.04.
Reference: [1] Organic and Biomolecular Chemistry, 2008, vol. 6, # 2, p. 296 - 307
[2] Heterocycles, 2001, vol. 55, # 3, p. 569 - 577
[3] Tetrahedron Asymmetry, 2008, vol. 19, # 4, p. 500 - 511
[4] Patent: WO2012/110833, 2012, A2, . Location in patent: Page/Page column 123
[5] Angewandte Chemie - International Edition, 2015, vol. 54, # 31, p. 9021 - 9024[6] Angew. Chem., 2015, vol. 127, p. 9149 - 9152,4
[7] Chemistry - A European Journal, 2006, vol. 12, # 10, p. 2739 - 2744
[8] Patent: WO2009/85256, 2009, A1, . Location in patent: Page/Page column 39-40; 50
[9] Journal of Medicinal Chemistry, 2008, vol. 51, # 19, p. 6095 - 6109
[10] Molecules, 2011, vol. 16, # 7, p. 5527 - 5537
[11] Journal of the American Chemical Society, 2016, vol. 138, # 1, p. 458 - 458
  • 4
  • [ 21535-97-7 ]
  • [ 4687-23-4 ]
  • [ 4687-25-6 ]
Reference: [1] Bioorganic and Medicinal Chemistry, 2007, vol. 15, # 17, p. 5981 - 5996
[2] Journal of Medicinal Chemistry, 2018, vol. 61, # 14, p. 6261 - 6276
  • 5
  • [ 4687-23-4 ]
  • [ 4687-25-6 ]
Reference: [1] Bioorganic and Medicinal Chemistry, 2000, vol. 8, # 1, p. 95 - 103
  • 6
  • [ 64175-51-5 ]
  • [ 4687-25-6 ]
Reference: [1] Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1992, vol. 31, # 8, p. 526 - 528
[2] Journal of Organic Chemistry, 2009, vol. 74, # 3, p. 1237 - 1246
  • 7
  • [ 136229-42-0 ]
  • [ 4687-25-6 ]
Reference: [1] Australian Journal of Chemistry, 1991, vol. 44, # 7, p. 907 - 917
  • 8
  • [ 63815-27-0 ]
  • [ 4687-25-6 ]
Reference: [1] Chemistry - A European Journal, 2006, vol. 12, # 10, p. 2739 - 2744
[2] Angewandte Chemie - International Edition, 2015, vol. 54, # 31, p. 9021 - 9024[3] Angew. Chem., 2015, vol. 127, p. 9149 - 9152,4
  • 9
  • [ 1878-62-2 ]
  • [ 4687-25-6 ]
Reference: [1] Chemistry - A European Journal, 2006, vol. 12, # 10, p. 2739 - 2744
[2] Angewandte Chemie - International Edition, 2015, vol. 54, # 31, p. 9021 - 9024[3] Angew. Chem., 2015, vol. 127, p. 9149 - 9152,4
  • 10
  • [ 118-93-4 ]
  • [ 4687-25-6 ]
Reference: [1] Chemistry - A European Journal, 2006, vol. 12, # 10, p. 2739 - 2744
[2] Angewandte Chemie - International Edition, 2015, vol. 54, # 31, p. 9021 - 9024[3] Angew. Chem., 2015, vol. 127, p. 9149 - 9152,4
  • 11
  • [ 26537-68-8 ]
  • [ 4687-25-6 ]
Reference: [1] Bioorganic and Medicinal Chemistry, 2000, vol. 8, # 1, p. 95 - 103
  • 12
  • [ 38281-60-6 ]
  • [ 4687-25-6 ]
Reference: [1] Australian Journal of Chemistry, 1991, vol. 44, # 7, p. 907 - 917
  • 13
  • [ 7169-34-8 ]
  • [ 4687-25-6 ]
Reference: [1] Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1992, vol. 31, # 8, p. 526 - 528
  • 14
  • [ 82156-58-9 ]
  • [ 4687-25-6 ]
Reference: [1] Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1992, vol. 31, # 8, p. 526 - 528
  • 15
  • [ 4687-25-6 ]
  • [ 67713-99-9 ]
Reference: [1] Chemistry - A European Journal, 2006, vol. 12, # 10, p. 2739 - 2744
[2] Angewandte Chemie - International Edition, 2015, vol. 54, # 31, p. 9021 - 9024[3] Angew. Chem., 2015, vol. 127, p. 9149 - 9152,4
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