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[ CAS No. 83-73-8 ] {[proInfo.proName]}

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Chemical Structure| 83-73-8
Chemical Structure| 83-73-8
Structure of 83-73-8 * Storage: {[proInfo.prStorage]}

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Product Details of [ 83-73-8 ]

CAS No. :83-73-8 MDL No. :MFCD00006789
Formula : C9H5I2NO Boiling Point : -
Linear Structure Formula :- InChI Key :UXZFQZANDVDGMM-UHFFFAOYSA-N
M.W : 396.95 Pubchem ID :3728
Synonyms :
Iodoquinol;5,7-Diiodo-8-hydroxyquinoline;5,7-Diiodo-8-quinolinol

Calculated chemistry of [ 83-73-8 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 13
Num. arom. heavy atoms : 10
Fraction Csp3 : 0.0
Num. rotatable bonds : 0
Num. H-bond acceptors : 2.0
Num. H-bond donors : 1.0
Molar Refractivity : 69.2
TPSA : 33.12 ?2

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) : -5.94 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.24
Log Po/w (XLOGP3) : 3.92
Log Po/w (WLOGP) : 3.15
Log Po/w (MLOGP) : 2.87
Log Po/w (SILICOS-IT) : 3.86
Consensus Log Po/w : 3.21

Druglikeness

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

Water Solubility

Log S (ESOL) : -5.34
Solubility : 0.00181 mg/ml ; 0.00000457 mol/l
Class : Moderately soluble
Log S (Ali) : -4.31
Solubility : 0.0192 mg/ml ; 0.0000485 mol/l
Class : Moderately soluble
Log S (SILICOS-IT) : -4.95
Solubility : 0.00445 mg/ml ; 0.0000112 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 2.0
Synthetic accessibility : 2.04

Safety of [ 83-73-8 ]

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

Application In Synthesis of [ 83-73-8 ]

* 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.

  • Downstream synthetic route of [ 83-73-8 ]

[ 83-73-8 ] Synthesis Path-Downstream   1~16

  • 1
  • [ 66773-94-2 ]
  • [ 83-73-8 ]
  • 5,7-diiodo-8-[3-(2-methyl-piperidino)-propoxy]-quinoline [ No CAS ]
  • 2
  • [ 148-24-3 ]
  • [ 13207-63-1 ]
  • [ 83-73-8 ]
  • 3
  • [ 148-24-3 ]
  • [ 83-73-8 ]
YieldReaction ConditionsOperation in experiment
87% With 1-butyl-3-methyl-pyridinium dichloroiodate; at 80℃; for 1h;Inert atmosphere; 8-Hydroxyquinoline (0.1 g, 0.69 mmol) and l-butyl-3-methylpyridinium dichloroiodate (BMPDCI) (0.31 g, 0.89 mmol) were added in 10 ml of one neck round bottomed flask in an inert atmosphere and then heated at 80 C for lhr. After the reaction was completed (TLC), ethyl acetate (10ml) was added followed by addition of water (10ml). The entire reaction mixture was extracted with ethyl acetate (3x10ml). The combined organic layers were dried using sodium sulphate and concentrated on rotavapor to afford the crude product. This was further purified by silica gel column chromatography to afford 0.24 g (87 %) of pure 5,7- diiodo-8-hydroxyquinoline as a solid. (M.P. decomposes >210 C) 1H NMR (DMSO-d6 delta/ppm): 8.88 (d, 1H, 7=4 Hz, Ar-H), 8.3 (s, 1H, Ar-H), 8.27-8.31 (dd, 1H, 7=1.3 Hz, 8.6 Hz, Ar-H), 7.75 (q, 1H, 7=4.2 Hz, 8.6 Hz, Ar-H).
82% With sodium periodate; sulfuric acid; iodine; potassium iodide; sodium sulfite; In water; acetic acid; at 25℃; for 3h; General procedure: Iodination of phenol (1d) in the presence of Na2SO3 (typical procedure). A 100-mL round-bottom flask was charged with a solution of 3 mmol of phenol in 10 mL of acetic acid, and a solution of KI3 and Na2SO3 (prepared preliminarily by addition of 3 mmol of iodine and 3 mmol of Na2SO3 to a solution of 3 mmol of potassium iodide in 3 mL of water) was added rapidly. At the same time, a solution of 3 mmol of NaIO4 in 5 mL of water was added, and 0.5 mL of sulfuric acid was rapidly added using a pressure-equalizing dropping funnel. The mixture was stirred at 25C, the progress of the reaction being monitored by TLC. When the reaction was complete, the mixture was poured into ice-cold water, and the solid product was separated by vacuum filtration, washed twice with deionized water, and dried.
  • 4
  • [ 83-73-8 ]
  • [ 869-24-9 ]
  • 8-(2-diethylamino-ethoxy)-5,7-diiodo-quinoline [ No CAS ]
  • 5
  • [ 83-73-8 ]
  • [ 541-41-3 ]
  • [ 18119-68-1 ]
  • 6
  • [ 83-73-8 ]
  • [ 74-88-4 ]
  • [ 17012-50-9 ]
  • 7
  • [ 83-73-8 ]
  • [ 773-76-2 ]
  • [ 112465-95-9 ]
  • C9H5(2)HClNO [ No CAS ]
  • C9H5(2)HClNO [ No CAS ]
  • 8
  • [ 83-73-8 ]
  • [ 13182-87-1 ]
  • [ 220819-23-8 ]
  • 9
  • [ 83-73-8 ]
  • [ 126613-32-9 ]
  • [ 220819-28-3 ]
  • 10
  • [ 220819-23-8 ]
  • [ 83-73-8 ]
  • [ 110-15-6 ]
  • [ 443-48-1 ]
  • [ 13182-87-1 ]
  • 11
  • [ 220819-28-3 ]
  • [ 83-73-8 ]
  • [ 88-99-3 ]
  • [ 443-48-1 ]
  • [ 126613-32-9 ]
  • 14
  • [ 7647-01-0 ]
  • [ 148-24-3 ]
  • [ 7732-18-5 ]
  • [ 7790-99-0 ]
  • [ 83-73-8 ]
  • 15
  • 5-iodo-quinolin-8-ol-iodo chloride-hydrochloride [ No CAS ]
  • [ 83-73-8 ]
  • 16
  • salts of 8-oxy-quinoline [ No CAS ]
  • [ 83-73-8 ]
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