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[ CAS No. 118289-17-1 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 118289-17-1
Chemical Structure| 118289-17-1
Chemical Structure| 118289-17-1
Structure of 118289-17-1 * Storage: {[proInfo.prStorage]}
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Product Details of [ 118289-17-1 ]

CAS No. :118289-17-1 MDL No. :MFCD04039311
Formula : C6H4BrNO Boiling Point : -
Linear Structure Formula :- InChI Key :RTWLIQFKXMWEJY-UHFFFAOYSA-N
M.W :186.01 Pubchem ID :2762991
Synonyms :

Calculated chemistry of [ 118289-17-1 ]

Physicochemical Properties

Num. heavy atoms : 9
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.0
Num. rotatable bonds : 1
Num. H-bond acceptors : 2.0
Num. H-bond donors : 0.0
Molar Refractivity : 37.32
TPSA : 29.96 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) : -6.48 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.32
Log Po/w (XLOGP3) : 1.34
Log Po/w (WLOGP) : 1.66
Log Po/w (MLOGP) : 0.56
Log Po/w (SILICOS-IT) : 2.2
Consensus Log Po/w : 1.42

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.26
Solubility : 1.01 mg/ml ; 0.00544 mol/l
Class : Soluble
Log S (Ali) : -1.57
Solubility : 5.0 mg/ml ; 0.0269 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -2.83
Solubility : 0.278 mg/ml ; 0.00149 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 2.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.61

Safety of [ 118289-17-1 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 118289-17-1 ]

* 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 [ 118289-17-1 ]
  • Downstream synthetic route of [ 118289-17-1 ]

[ 118289-17-1 ] Synthesis Path-Upstream   1~10

  • 1
  • [ 118289-16-0 ]
  • [ 118289-17-1 ]
Reference: [1] Chemical and Pharmaceutical Bulletin, 1990, vol. 38, # 9, p. 2446 - 2458
[2] Journal of Medicinal Chemistry, 2010, vol. 53, # 2, p. 822 - 839
[3] Patent: US2005/54654, 2005, A1, . Location in patent: Page/Page column 36
  • 2
  • [ 383426-36-6 ]
  • [ 118289-17-1 ]
Reference: [1] Tetrahedron Letters, 2001, vol. 42, # 39, p. 6815 - 6818
[2] Patent: WO2013/14170, 2013, A1, . Location in patent: Page/Page column 66; 67
  • 3
  • [ 58530-53-3 ]
  • [ 68-12-2 ]
  • [ 118289-17-1 ]
Reference: [1] Patent: WO2009/77990, 2009, A1, . Location in patent: Page/Page column 83
  • 4
  • [ 865449-19-0 ]
  • [ 118289-17-1 ]
Reference: [1] Tetrahedron Letters, 2005, vol. 46, # 36, p. 6033 - 6036
  • 5
  • [ 4926-28-7 ]
  • [ 118289-17-1 ]
Reference: [1] Tetrahedron Letters, 2005, vol. 46, # 36, p. 6033 - 6036
[2] Tetrahedron Letters, 2001, vol. 42, # 39, p. 6815 - 6818
[3] Chemical and Pharmaceutical Bulletin, 1990, vol. 38, # 9, p. 2446 - 2458
  • 6
  • [ 695-34-1 ]
  • [ 118289-17-1 ]
Reference: [1] Tetrahedron Letters, 2005, vol. 46, # 36, p. 6033 - 6036
[2] Chemical and Pharmaceutical Bulletin, 1990, vol. 38, # 9, p. 2446 - 2458
  • 7
  • [ 461-87-0 ]
  • [ 118289-17-1 ]
Reference: [1] Tetrahedron Letters, 2001, vol. 42, # 39, p. 6815 - 6818
  • 8
  • [ 66572-56-3 ]
  • [ 118289-17-1 ]
Reference: [1] Chemical and Pharmaceutical Bulletin, 1990, vol. 38, # 9, p. 2446 - 2458
  • 9
  • [ 118289-17-1 ]
  • [ 118289-16-0 ]
YieldReaction ConditionsOperation in experiment
90% With sodium tetrahydroborate In methanol at 0 - 20℃; for 1 h; Inert atmosphere To a solution of 2-bromopyridine-4-carbaldehyde (20 g, 107.52 mmol) in MeOH (150 mL) was added portion wise sodium borohydride (12.0 g, 322.56 mmol) at 0° C. under inert atmosphere.
The mixture was stirred at RT for 1 h.
Saturated NH4Cl solution was added followed by extraction with EtOAc (3*200 mL).
The combined organic layers were dried (Na2SO4) and evaporated in vacuo to obtain i (18.0 g, 90percent).
1H NMR (DMSO-d6, 400 MHz): δ 8.30 (d, J=4.8 Hz, 1H), 7.54 (s, 1H), 7.35 (d, J=4.8 Hz, 1H), 5.55 (t, J=6.0 Hz, 1H) and 4.53-4.54 (d, J=5.6 Hz, 2H).
Reference: [1] Patent: US2013/252938, 2013, A1, . Location in patent: Paragraph 0506
[2] Patent: WO2009/77990, 2009, A1, . Location in patent: Page/Page column 83-84
  • 10
  • [ 118289-17-1 ]
  • [ 83004-14-2 ]
Reference: [1] Patent: US2013/252938, 2013, A1,
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