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[ CAS No. 4371-28-2 ] {[proInfo.proName]}

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Chemical Structure| 4371-28-2
Chemical Structure| 4371-28-2
Structure of 4371-28-2 * Storage: {[proInfo.prStorage]}
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Product Details of [ 4371-28-2 ]

CAS No. :4371-28-2 MDL No. :MFCD16621475
Formula : C16H10O8 Boiling Point : -
Linear Structure Formula :- InChI Key :QURGMSIQFRADOZ-UHFFFAOYSA-N
M.W : 330.25 Pubchem ID :15840397
Synonyms :

Calculated chemistry of [ 4371-28-2 ]

Physicochemical Properties

Num. heavy atoms : 24
Num. arom. heavy atoms : 12
Fraction Csp3 : 0.0
Num. rotatable bonds : 5
Num. H-bond acceptors : 8.0
Num. H-bond donors : 4.0
Molar Refractivity : 79.72
TPSA : 149.2 Ų

Pharmacokinetics

GI absorption : Low
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) : -7.14 cm/s

Lipophilicity

Log Po/w (iLOGP) : 0.48
Log Po/w (XLOGP3) : 1.65
Log Po/w (WLOGP) : 2.15
Log Po/w (MLOGP) : 1.97
Log Po/w (SILICOS-IT) : 1.22
Consensus Log Po/w : 1.49

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 1.0
Egan : 1.0
Muegge : 0.0
Bioavailability Score : 0.56

Water Solubility

Log S (ESOL) : -2.97
Solubility : 0.356 mg/ml ; 0.00108 mol/l
Class : Soluble
Log S (Ali) : -4.4
Solubility : 0.0133 mg/ml ; 0.0000401 mol/l
Class : Moderately soluble
Log S (SILICOS-IT) : -2.38
Solubility : 1.37 mg/ml ; 0.00414 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 0.0
Synthetic accessibility : 2.11

Safety of [ 4371-28-2 ]

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

Application In Synthesis of [ 4371-28-2 ]

* 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 [ 4371-28-2 ]
  • Downstream synthetic route of [ 4371-28-2 ]

[ 4371-28-2 ] Synthesis Path-Upstream   1~6

  • 1
  • [ 109936-20-1 ]
  • [ 4371-28-2 ]
YieldReaction ConditionsOperation in experiment
89%
Stage #1: With sodium hydroxide; water In tetrahydrofuran for 5 h; Heating / reflux
Stage #2: With sulfuric acid In water
A mixture of 3,3',5,5'-tetrakis(methoxycarbonyl)biphenyl (12) (0.96 g, 2.5 mmol), THF (40 mL) and NaOH (1.6 g, 40 mmol) dissolved in water (40 mL) was refluxed for 1 h. Then, the organic solvent was removed under reduced pressure, and the aqueous solution was refluxed again for 4 h. The reaction mixture was cooled and acidified with 50 percent H2SO4. The precipitate was filtrated and dried to obtained 9 as a white powder. Yield 89percent. M.p. > 350 °C. 1H-NMR (400 MHz, DMSO-d6): δ= 8.44 (d, 4H, J =1.5 Hz), 8.53 (t, 2H, J =1.5 Hz,), 13.48 (bs, 4 H). 13C-NMR (100 MHz, DMSO-d6): δ= 129.5, 131.4, 132.3, 139.2, 166.3. MS-EI, m/z (percent): 330 (100) [M+], 313 (40), 285 (15) 240 (5).
Reference: [1] Journal of Organic Chemistry, 2006, vol. 71, # 20, p. 7854 - 7857
[2] European Journal of Organic Chemistry, 2007, # 20, p. 3271 - 3276
[3] Patent: EP1972338, 2008, A1, . Location in patent: Page/Page column 14
[4] Journal of the Chemical Society, 1923, vol. 123, p. 1045
  • 2
  • [ 25570-02-9 ]
  • [ 4371-28-2 ]
Reference: [1] Angewandte Chemie - International Edition, 2016, vol. 55, # 47, p. 14628 - 14632[2] Angew. Chem., 2016, vol. 128, # 47, p. 14848 - 14852,5
[3] Chemistry - A European Journal, 2014, vol. 20, # 26, p. 8024 - 8029
[4] Journal of the American Chemical Society, 2009, vol. 131, # 6, p. 2159 - 2171
[5] Chemical Communications, 2011, vol. 47, # 43, p. 11852 - 11854
[6] Angewandte Chemie - International Edition, 2006, vol. 45, # 44, p. 7358 - 7364
[7] ChemMedChem, 2018, vol. 13, # 18, p. 1957 - 1971
  • 3
  • [ 51839-15-7 ]
  • [ 4371-28-2 ]
Reference: [1] European Journal of Organic Chemistry, 2007, # 20, p. 3271 - 3276
[2] Journal of Organic Chemistry, 2006, vol. 71, # 20, p. 7854 - 7857
[3] Journal of Organic Chemistry, 2006, vol. 71, # 20, p. 7854 - 7857
[4] Journal of the Chemical Society, 1923, vol. 123, p. 1045
[5] Patent: EP1972338, 2008, A1,
[6] Patent: EP1972338, 2008, A1,
  • 4
  • [ 99-27-4 ]
  • [ 4371-28-2 ]
Reference: [1] European Journal of Organic Chemistry, 2007, # 20, p. 3271 - 3276
[2] Journal of Organic Chemistry, 2006, vol. 71, # 20, p. 7854 - 7857
[3] Journal of Organic Chemistry, 2006, vol. 71, # 20, p. 7854 - 7857
[4] Patent: EP1972338, 2008, A1,
[5] Patent: EP1972338, 2008, A1,
  • 5
  • [ 944392-68-1 ]
  • [ 4371-28-2 ]
Reference: [1] European Journal of Organic Chemistry, 2007, # 20, p. 3271 - 3276
[2] Journal of Organic Chemistry, 2006, vol. 71, # 20, p. 7854 - 7857
[3] Patent: EP1972338, 2008, A1,
  • 6
  • [ 51839-16-8 ]
  • [ 4371-28-2 ]
Reference: [1] Journal of the Chemical Society, 1923, vol. 123, p. 1045
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