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[ CAS No. 69395-13-7 ] {[proInfo.proName]}

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Chemical Structure| 69395-13-7
Chemical Structure| 69395-13-7
Structure of 69395-13-7 * Storage: {[proInfo.prStorage]}
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Product Details of [ 69395-13-7 ]

CAS No. :69395-13-7 MDL No. :MFCD00052461
Formula : C9H9NO Boiling Point : -
Linear Structure Formula :- InChI Key :RBSJBNYPTGMZIH-UHFFFAOYSA-N
M.W : 147.17 Pubchem ID :2800815
Synonyms :

Calculated chemistry of [ 69395-13-7 ]

Physicochemical Properties

Num. heavy atoms : 11
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.22
Num. rotatable bonds : 2
Num. H-bond acceptors : 2.0
Num. H-bond donors : 1.0
Molar Refractivity : 42.09
TPSA : 44.02 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) : -6.84 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.68
Log Po/w (XLOGP3) : 0.5
Log Po/w (WLOGP) : 1.09
Log Po/w (MLOGP) : 1.17
Log Po/w (SILICOS-IT) : 1.98
Consensus Log Po/w : 1.28

Druglikeness

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

Water Solubility

Log S (ESOL) : -1.34
Solubility : 6.74 mg/ml ; 0.0458 mol/l
Class : Very soluble
Log S (Ali) : -0.99
Solubility : 14.9 mg/ml ; 0.101 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -2.7
Solubility : 0.296 mg/ml ; 0.00201 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.35

Safety of [ 69395-13-7 ]

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 [ 69395-13-7 ]

* 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 [ 69395-13-7 ]
  • Downstream synthetic route of [ 69395-13-7 ]

[ 69395-13-7 ] Synthesis Path-Upstream   1~13

  • 1
  • [ 69395-13-7 ]
  • [ 72054-56-9 ]
YieldReaction ConditionsOperation in experiment
91% With carbon tetrabromide; triphenylphosphine In dichloromethane at 20℃; for 5 h; To a stirred solution of 4-(2-hydroxyethyl)benzonitrile (1.0g ,6.8mmol,1eq.) in DCM (20 mL) was added CBr4 (4.5016g, 13.6mmol, 2.0 eq) and TPP (3.835g, 13.6mmol, 2.0 eq). The resulting solution was stirred at RT for 5h. Reaction was monitored TLC. Reaction was diluted with water and extracted with EtOAc. Organic layer was dried over sodium sulfate, filtered and the filtrated concentrated. The crude compound was isolated by column chromatography to get pure 4-(2-bromoethyl)benzonitrile (1.3 g, 91percent). LC-MS (method 23): Rt = 2.01 min; m/z = 210.05 (M+H+).
Reference: [1] Patent: WO2018/149986, 2018, A1, . Location in patent: Page/Page column 95
[2] Pharmazie, 1982, vol. 37, # 1, p. 13 - 16
[3] ACS Medicinal Chemistry Letters, 2014, vol. 5, # 1, p. 65 - 68
[4] Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1979, p. 1128 - 1132
[5] Patent: US5811459, 1998, A,
  • 2
  • [ 69395-13-7 ]
  • [ 72054-56-9 ]
Reference: [1] Patent: US5340831, 1994, A,
[2] Patent: US5422358, 1995, A,
  • 3
  • [ 69395-13-7 ]
  • [ 5462-71-5 ]
Reference: [1] Patent: WO2004/54584, 2004, A1, . Location in patent: Page/Page column 24
[2] Patent: US2005/20591, 2005, A1, . Location in patent: Page/Page column 13
[3] Patent: EP1612204, 2006, A1, . Location in patent: Page/Page column 46
  • 4
  • [ 76113-58-1 ]
  • [ 69395-13-7 ]
Reference: [1] Journal of the American Chemical Society, 2012, vol. 134, # 30, p. 12466 - 12469
[2] Journal of the American Chemical Society, 2012, vol. 134, # 43, p. 18147 - 18147,1
  • 5
  • [ 52798-01-3 ]
  • [ 69395-13-7 ]
Reference: [1] Chemistry - A European Journal, 2015, vol. 21, # 42, p. 14737 - 14741
[2] Bioorganic and Medicinal Chemistry Letters, 2017, vol. 27, # 2, p. 131 - 134
  • 6
  • [ 873-74-5 ]
  • [ 69395-13-7 ]
Reference: [1] Journal of the American Chemical Society, 2012, vol. 134, # 30, p. 12466 - 12469
[2] Journal of the American Chemical Society, 2012, vol. 134, # 43, p. 18147 - 18147,1
  • 7
  • [ 100-27-6 ]
  • [ 69395-13-7 ]
Reference: [1] Helvetica Chimica Acta, 1981, vol. 64, # 5, p. 1688 - 1703
[2] Pharmazie, 1982, vol. 37, # 1, p. 13 - 16
  • 8
  • [ 103-45-7 ]
  • [ 69395-13-7 ]
Reference: [1] Helvetica Chimica Acta, 1981, vol. 64, # 5, p. 1688 - 1703
  • 9
  • [ 544-92-3 ]
  • [ 104-10-9 ]
  • [ 69395-13-7 ]
Reference: [1] Journal of the American Chemical Society, 1982, vol. 104, # 7, p. 1937 - 1951
  • 10
  • [ 13152-87-9 ]
  • [ 69395-13-7 ]
Reference: [1] Organic and Biomolecular Chemistry, 2003, vol. 1, # 14, p. 2499 - 2505
  • 11
  • [ 143-33-9 ]
  • [ 104-10-9 ]
  • [ 69395-13-7 ]
Reference: [1] Helvetica Chimica Acta, 1981, vol. 64, # 5, p. 1688 - 1703
  • 12
  • [ 5462-71-5 ]
  • [ 69395-13-7 ]
Reference: [1] Bioorganic and Medicinal Chemistry Letters, 2017, vol. 27, # 2, p. 131 - 134
  • 13
  • [ 104-10-9 ]
  • [ 69395-13-7 ]
Reference: [1] Pharmazie, 1982, vol. 37, # 1, p. 13 - 16
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