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[ CAS No. 130-16-5 ] {[proInfo.proName]}

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Cat. No.: {[proInfo.prAm]}
Chemical Structure| 130-16-5
Chemical Structure| 130-16-5
Structure of 130-16-5 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 130-16-5 ]

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Product Details of [ 130-16-5 ]

CAS No. :130-16-5 MDL No. :MFCD00006788
Formula : C9H6ClNO Boiling Point : -
Linear Structure Formula :C9H5NCl(OH) InChI Key :CTQMJYWDVABFRZ-UHFFFAOYSA-N
M.W : 179.60 Pubchem ID :2817
Synonyms :
5-Chloro-8-quinolinol;Dermofungin;NSC35083;Cloxyquin
Chemical Name :5-Chloroquinolin-8-ol

Calculated chemistry of [ 130-16-5 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 12
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 : 48.78
TPSA : 33.12 ?2

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) : -5.35 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.94
Log Po/w (XLOGP3) : 2.88
Log Po/w (WLOGP) : 2.59
Log Po/w (MLOGP) : 1.76
Log Po/w (SILICOS-IT) : 2.6
Consensus Log Po/w : 2.35

Druglikeness

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

Water Solubility

Log S (ESOL) : -3.38
Solubility : 0.0741 mg/ml ; 0.000412 mol/l
Class : Soluble
Log S (Ali) : -3.24
Solubility : 0.104 mg/ml ; 0.000582 mol/l
Class : Soluble
Log S (SILICOS-IT) : -3.74
Solubility : 0.0327 mg/ml ; 0.000182 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.34

Safety of [ 130-16-5 ]

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

Application In Synthesis of [ 130-16-5 ]

* 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.

  • Downstream synthetic route of [ 130-16-5 ]

[ 130-16-5 ] Synthesis Path-Downstream   1~6

  • 2
  • [ 1198-14-7 ]
  • [ 130-16-5 ]
  • 3
  • [ 773-76-2 ]
  • [ 572-09-8 ]
  • [ 492-61-5 ]
  • [ 130-16-5 ]
  • 4
  • [ 3132-99-8 ]
  • [ 455-37-8 ]
  • [ 130-16-5 ]
  • N-((3-bromophenyl)(5-chloro-8-hydroxyquinolin-7-yl)methyl)-3-fluorobenzamide [ No CAS ]
  • 5
  • [ 130-16-5 ]
  • [ 773-76-2 ]
  • 6
  • [ 773-76-2 ]
  • iron(II) chloride tetrahydrate [ No CAS ]
  • [ 130-16-5 ]
  • C27H14Cl4FeN3O3 [ No CAS ]
  • C27H13Cl5FeN3O3 [ No CAS ]
YieldReaction ConditionsOperation in experiment
In tetrahydrofuran; at 20℃;Inert atmosphere; General procedure: The preparation procedure for two homoleptic 8-quinolinolato iron(III) complexes (Qa3FeIII and Qb3FeIII) could be found in our recent publication [34].The preparation procedure for two heteroleptic Q3FeIII complexes is described as follows: the ligand Qb or Qa (4mmol) was dissolved in 20ml of anhydrous THF to obtain a solution, designated as ?A?, and FeCl2·4H2O (2mmol) was dissolved in 20ml of THF to form the solution ?B?, to which an excess amount of iron powder was added to prevent oxidation of ferrous ions to ferric ions. The solution ?A? was added dropwise to the solution ?B? under N2 and then the reaction mixture was stirred at room temperature until the ligand Qb or Qa was consumed completely. After the iron powder was removed with a magnetic separation method, another lignad Qa or Qb (2mmol) in anhydrous THF (10ml) was added dropwise to the above reaction mixture under air, and then the reaction mixture was stirred at room temperature until the ligand Qa or Qb was consumed completely. Finally, the resulting precipitate was filtrated and washed with ethanol for three times. After air-drying, a black solid (denoted as Qa1Qb2FeIII or Qa2Qb1FeIII) was obtained in 90-95% yield. The Fe contents of four 8-quinoliolato FeIII complexes were determined by conventional EDTA titration and the results are listed in Table 1. Herein, the found values for Qa3FeIII and Qb3FeIII were in good agreement with those calculated from the corresponding formulae of the hexadentate structures. However, the found value for Qa1Qb2FeIII or Qa2Qb1FeIII was obviously higher than it?s calculated one, this is likely because a small amount of iron powder or tetradentate Qa2FeII/Qb2FeII complexes still remains in the heteroleptic Q3FeIII complex with a hexadentate structure.
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