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[ CAS No. 90-52-8 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 90-52-8
Chemical Structure| 90-52-8
Chemical Structure| 90-52-8
Structure of 90-52-8 * Storage: {[proInfo.prStorage]}
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Product Details of [ 90-52-8 ]

CAS No. :90-52-8 MDL No. :MFCD00672902
Formula : C10H10N2O Boiling Point : -
Linear Structure Formula :- InChI Key :YGGTVPCTAKYCSQ-UHFFFAOYSA-N
M.W : 174.20 Pubchem ID :7023
Synonyms :

Calculated chemistry of [ 90-52-8 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 13
Num. arom. heavy atoms : 10
Fraction Csp3 : 0.1
Num. rotatable bonds : 1
Num. H-bond acceptors : 2.0
Num. H-bond donors : 1.0
Molar Refractivity : 52.64
TPSA : 48.14 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) : -6.4 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.75
Log Po/w (XLOGP3) : 1.36
Log Po/w (WLOGP) : 1.83
Log Po/w (MLOGP) : 0.88
Log Po/w (SILICOS-IT) : 1.7
Consensus Log Po/w : 1.5

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.28
Solubility : 0.914 mg/ml ; 0.00525 mol/l
Class : Soluble
Log S (Ali) : -1.97
Solubility : 1.85 mg/ml ; 0.0106 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -3.46
Solubility : 0.0597 mg/ml ; 0.000343 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.49

Safety of [ 90-52-8 ]

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 [ 90-52-8 ]

* 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 [ 90-52-8 ]
  • Downstream synthetic route of [ 90-52-8 ]

[ 90-52-8 ] Synthesis Path-Upstream   1~4

  • 1
  • [ 90-52-8 ]
  • [ 90-34-6 ]
Reference: [1] Chemical Biology and Drug Design, 2017, vol. 90, # 2, p. 254 - 261
  • 2
  • [ 90-52-8 ]
  • [ 796851-15-5 ]
Reference: [1] Journal of the American Chemical Society, 1946, vol. 68, p. 2589,2590
  • 3
  • [ 90-52-8 ]
  • [ 50488-36-3 ]
YieldReaction ConditionsOperation in experiment
61% With sodium hydroxide In water; hydrogen bromide; ethyl acetate Step 5
8-Bromo-6-methoxyquinoline
To 5.05 g (29.0 mmol) 6-methoxy-quinolin-8-yl-amine in 25 mL of 48percent HBr at 0° C. is added a solution of 2.60 g (37.7 mmol) and 20 mL H2O.
After stirring at 0° C. for 15 min, the resulting mixture is added dropwise to a 75° C. solution of 5.0 g (34.8 mmol) CuBr and 60 mL of 48percent HBr.
After 5.5 h, the reaction mixture is neutralized with 150 mL of ice cold 5N NaOH, the resulting mixture is stirred with 300 mL EtOAc and filtered through a pad of celite.
This mixture is extracted 2*100 mL EtOAc, and the combined organics are washed with 1*200 mL H2O, 1*200 mL brine, dried over Na2SO4, filtered, and the volatiles are evaporated.
Flash chromatography on SiO2 gel, eluding with hexanes/EtOAc (4/1 to 1/1), gives 4.23 g (17.8 mmol, a 61percent yield) of the title compound as a brown oil. MS (ES) m/z 239 (MH)+.
Reference: [1] Patent: US2003/32645, 2003, A1,
[2] Zhurnal Obshchei Khimii, 1941, vol. 11, p. 537,538[3] Chem.Abstr., 1941, p. 6961
[4] Journal of the American Chemical Society, 1951, vol. 73, p. 4837
  • 4
  • [ 90-52-8 ]
  • [ 63-45-6 ]
Reference: [1] Chemical Biology and Drug Design, 2017, vol. 90, # 2, p. 254 - 261
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