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[ CAS No. 15268-07-2 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 15268-07-2
Chemical Structure| 15268-07-2
Chemical Structure| 15268-07-2
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Product Details of [ 15268-07-2 ]

CAS No. :15268-07-2 MDL No. :MFCD09834067
Formula : C12H12N2O Boiling Point : -
Linear Structure Formula :- InChI Key :LXJLFVRAWOOQDR-UHFFFAOYSA-N
M.W : 200.24 Pubchem ID :167270
Synonyms :

Calculated chemistry of [ 15268-07-2 ]

Physicochemical Properties

Num. heavy atoms : 15
Num. arom. heavy atoms : 12
Fraction Csp3 : 0.0
Num. rotatable bonds : 2
Num. H-bond acceptors : 1.0
Num. H-bond donors : 2.0
Molar Refractivity : 61.77
TPSA : 61.27 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) : -6.04 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.81
Log Po/w (XLOGP3) : 2.09
Log Po/w (WLOGP) : 2.66
Log Po/w (MLOGP) : 2.07
Log Po/w (SILICOS-IT) : 1.59
Consensus Log Po/w : 2.04

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.86
Solubility : 0.278 mg/ml ; 0.00139 mol/l
Class : Soluble
Log S (Ali) : -3.01
Solubility : 0.197 mg/ml ; 0.000985 mol/l
Class : Soluble
Log S (SILICOS-IT) : -3.94
Solubility : 0.0229 mg/ml ; 0.000114 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.84

Safety of [ 15268-07-2 ]

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 [ 15268-07-2 ]

* 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 [ 15268-07-2 ]
  • Downstream synthetic route of [ 15268-07-2 ]

[ 15268-07-2 ] Synthesis Path-Upstream   1~8

  • 1
  • [ 626-01-7 ]
  • [ 591-27-5 ]
  • [ 15268-07-2 ]
YieldReaction ConditionsOperation in experiment
79% With 2-Picolinic acid; potassium phosphate; copper(l) iodide In dimethyl sulfoxide at 80℃; for 15 h; 3-Aminophenol (6.0 g, 54.8 mmol), 3-iodoaniline (10.0 g, 45.7 mmol), picolinic acid (0.56 g, 4.6 mmol), copper(I) iodide and potassium phosphate (19.4 g, 91 mmol) were added to DMSO (100 mL) and the reaction mixture degassed by bubbling nitrogen into the mixture for 1 hour. The reaction flask was then placed into a preheated 80° C. oil bath and stirred for 15 hours before cooling to room temperature. The reaction mixture was then poured into 150 mL of water and extracted with 3×50 mL EtOAc. The combined organics were washed with 50 mL water, 50 mL brine, dried and evaporated. The crude oil was chromatographed on silica with 80/20 hexane/EtOAc (v/v) followed by 50/50 hexane/EtOAc (v/v) to give 7.2 g (79percent) of 3,3′-oxydianiline as a white solid. The product was confirmed by GC/MS and NMR.
Reference: [1] Angewandte Chemie - International Edition, 2013, vol. 52, # 2, p. 650 - 654[2] Angew. Chem., 2013, vol. 125, # 2, p. 678 - 682,5
[3] Patent: US9461254, 2016, B2, . Location in patent: Page/Page column 195-196
[4] Journal of the American Chemical Society, 2009, vol. 131, # 47, p. 17423 - 17429
  • 2
  • [ 38490-83-4 ]
  • [ 15268-07-2 ]
Reference: [1] Journal of Physical Organic Chemistry, 1994, vol. 7, p. 495 - 502
[2] Yakugaku Zasshi, 1955, vol. 75, p. 1077,1079[3] Chem.Abstr., 1956, p. 5618
[4] Bulletin de la Societe Chimique de France, 1974, p. 641 - 648
[5] Russian Journal of Applied Chemistry, 1998, vol. 71, # 12, p. 2171 - 2176
[6] Organic Letters, 2007, vol. 9, # 14, p. 2629 - 2632
[7] J.Fac.Sci.Hokkaido Univ., 1951, vol. <III>4, p. 70,88
  • 3
  • [ 585-79-5 ]
  • [ 15268-07-2 ]
Reference: [1] Organic Letters, 2007, vol. 9, # 14, p. 2629 - 2632
[2] Yakugaku Zasshi, 1955, vol. 75, p. 1077,1079[3] Chem.Abstr., 1956, p. 5618
  • 4
  • [ 554-84-7 ]
  • [ 15268-07-2 ]
Reference: [1] Organic Letters, 2007, vol. 9, # 14, p. 2629 - 2632
  • 5
  • [ 3273-78-7 ]
  • [ 15268-07-2 ]
Reference: [1] Journal of Physical Organic Chemistry, 1994, vol. 7, p. 495 - 502
[2] Bulletin de la Societe Chimique de France, 1974, p. 641 - 648
  • 6
  • [ 591-27-5 ]
  • [ 591-19-5 ]
  • [ 15268-07-2 ]
Reference: [1] Helvetica Chimica Acta, 1968, vol. 51, p. 954 - 974
  • 7
  • [ 96535-88-5 ]
  • [ 15268-07-2 ]
Reference: [1] Yakugaku Zasshi, 1959, vol. 79, p. 760,764[2] Chem.Abstr., <1959> 21761,
  • 8
  • [ 1124-31-8 ]
  • [ 15268-07-2 ]
Reference: [1] Yakugaku Zasshi, 1955, vol. 75, p. 1077,1079[2] Chem.Abstr., 1956, p. 5618
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