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[ CAS No. 10495-73-5 ] {[proInfo.proName]}

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Chemical Structure| 10495-73-5
Chemical Structure| 10495-73-5
Structure of 10495-73-5 * Storage: {[proInfo.prStorage]}

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Product Details of [ 10495-73-5 ]

CAS No. :10495-73-5 MDL No. :MFCD01318953
Formula : C10H7BrN2 Boiling Point : -
Linear Structure Formula :C10H7(Br)N2 InChI Key :NCRIDSGPLISUEU-UHFFFAOYSA-N
M.W : 235.08 Pubchem ID :11791152
Synonyms :

Calculated chemistry of [ 10495-73-5 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 13
Num. arom. heavy atoms : 12
Fraction Csp3 : 0.0
Num. rotatable bonds : 1
Num. H-bond acceptors : 2.0
Num. H-bond donors : 0.0
Molar Refractivity : 55.17
TPSA : 25.78 ?2

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : Yes
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -5.96 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.38
Log Po/w (XLOGP3) : 2.5
Log Po/w (WLOGP) : 2.91
Log Po/w (MLOGP) : 1.61
Log Po/w (SILICOS-IT) : 3.17
Consensus Log Po/w : 2.51

Druglikeness

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

Water Solubility

Log S (ESOL) : -3.49
Solubility : 0.0761 mg/ml ; 0.000324 mol/l
Class : Soluble
Log S (Ali) : -2.69
Solubility : 0.483 mg/ml ; 0.00206 mol/l
Class : Soluble
Log S (SILICOS-IT) : -5.03
Solubility : 0.0022 mg/ml ; 0.00000938 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.19

Safety of [ 10495-73-5 ]

Signal Word:Danger Class:8,6.1
Precautionary Statements:P261-P280-P301+P310-P305+P351+P338 UN#:2923
Hazard Statements:H301-H315-H318-H335-H412 Packing Group:Ⅲ
GHS Pictogram:

Application In Synthesis of [ 10495-73-5 ]

* 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 [ 10495-73-5 ]
  • Downstream synthetic route of [ 10495-73-5 ]

[ 10495-73-5 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 10495-73-5 ]
  • [ 178039-84-4 ]
YieldReaction ConditionsOperation in experiment
85% With copper(I) oxide; ammonia In ethylene glycol at 110℃; for 24 h; To a mixture of 6-bromo-2,2'-bipyridine (3.0 mmol, 705 mg) and Cu2O (0.01 mmol, 1.0 mg) in glycol in autoclave NH3 was feed.
The reaction was maintained under 10 atm of NH3 at 110° C. for 24 h.
After cooling to room temperature, water was added and the aqueous phase was extracted with DCM.
The combined organic layers were washed with brine and dried over MgSO4.
After solvent evaporation, the crude product was purified by column chromatography on silica gel (Hexanes:ethyl acetate=1:1 as eluent) to afford a white solid (437 mg, 85percent yield).
1H NMR (500 MHz, CDCl3, ppm): 8.65 (s, 1H), 8.25 (d, 1H, J=7.9 Hz), 7.79-7.76 (m, 1H), 7.71-7.70 (m, 1H), 7.57 (t, 1H, J=7.1 Hz), 7.26 (t, 1H, J=7.1 Hz), 6.65 (d, 1H, J=7.9 Hz), 4.53 (br, 2H).
13C NMR (125 MHz, CDCl3, ppm): 157.97, 156.38, 154.57, 149.11, 138.58, 136.73, 123.31, 120.94, 111.59, 108.87.
Reference： [1] Patent: US2012/323007, 2012, A1, . Location in patent: Page/Page column 13
[2] Organometallics, 2014, vol. 33, # 15, p. 4152 - 4155
[3] Journal of the American Chemical Society, 2018, vol. 140, # 39, p. 12451 - 12456
[4] Journal of the Chemical Society, 1938, p. 1662,1669
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