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[ CAS No. 53164-05-9 ] {[proInfo.proName]}

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Chemical Structure| 53164-05-9
Chemical Structure| 53164-05-9
Structure of 53164-05-9 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 53164-05-9 ]

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Product Details of [ 53164-05-9 ]

CAS No. :53164-05-9 MDL No. :MFCD00151473
Formula : C21H18ClNO6 Boiling Point : -
Linear Structure Formula :- InChI Key :FSQKKOOTNAMONP-UHFFFAOYSA-N
M.W : 415.82 Pubchem ID :1981
Synonyms :
K-78
Chemical Name :2-(2-(1-(4-Chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl)acetoxy)acetic acid

Calculated chemistry of [ 53164-05-9 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 29
Num. arom. heavy atoms : 15
Fraction Csp3 : 0.19
Num. rotatable bonds : 8
Num. H-bond acceptors : 6.0
Num. H-bond donors : 1.0
Molar Refractivity : 107.02
TPSA : 94.83 ?2

Pharmacokinetics

GI absorption : High
BBB permeant : No
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : Yes
CYP2C9 inhibitor : Yes
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -5.86 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.88
Log Po/w (XLOGP3) : 4.19
Log Po/w (WLOGP) : 3.47
Log Po/w (MLOGP) : 2.86
Log Po/w (SILICOS-IT) : 3.8
Consensus Log Po/w : 3.44

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 0.0
Bioavailability Score : 0.56

Water Solubility

Log S (ESOL) : -4.91
Solubility : 0.00509 mg/ml ; 0.0000122 mol/l
Class : Moderately soluble
Log S (Ali) : -5.89
Solubility : 0.000535 mg/ml ; 0.00000129 mol/l
Class : Moderately soluble
Log S (SILICOS-IT) : -5.83
Solubility : 0.000608 mg/ml ; 0.00000146 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 3.0
Synthetic accessibility : 2.89

Safety of [ 53164-05-9 ]

Signal Word:Danger Class:6.1
Precautionary Statements:P260-P264-P280-P284-P301+P310-P302+P350 UN#:2811
Hazard Statements:H300-H310-H330 Packing Group:Ⅱ
GHS Pictogram:

Application In Synthesis of [ 53164-05-9 ]

* 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 [ 53164-05-9 ]

[ 53164-05-9 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 53164-05-9 ]
  • 2-(4-Chlorphenyl)-6-methoxy-4H-3.1-benzoxazinon-4 [ No CAS ]
  • N-(4-Chlor-benzoyl)-5-methoxy-anthranilsaeuremethylester [ No CAS ]
  • <2-(4-Chlor-benzoylamino)-5-methoxy>-benzoyl-2-essigsaeuremethylester [ No CAS ]
  • <2-(4-Chlor-benzoylamino)-5-methoxy>-benzoyl-2-acetoxy-essigsaeure [ No CAS ]
  • 2
  • [ 53164-05-9 ]
  • 2-Acetyl-N-(4-chlor-benzoyl)-4-methoxy-anilin [ No CAS ]
  • N-(4-Chlor-benzoyl)-5-methoxy-anthranilsaeuremethylester [ No CAS ]
  • <2-(4-Chlor-benzoylamino)-5-methoxy>-benzoyl-2-essigsaeuremethylester [ No CAS ]
  • <2-(4-Chlor-benzoylamino)-5-methoxy>-benzoyl-2-acetoxy-essigsaeure [ No CAS ]
  • 3
  • [ 53164-04-8 ]
  • [ 53164-05-9 ]
YieldReaction ConditionsOperation in experiment
97.8% With aluminum (III) chloride; In dichloromethane; N,N-dimethyl-formamide; at 80℃; for 24.0h; a synthetic method of acemetacin, the steps of which areA. 100 g (0.198 mol) of acesulfame benzyl ester was dissolved in 400 mL of dichloromethane, and then 250 mL of N,N-dimethylaniline was added to obtain a solution A.B. 100 mL of dichloromethane was added to 79.2 g (0.594 mol of 1) of A1C13, and solution A was slowly added at zero.C. After the addition is completed, the reaction is raised to room temperature for 55 or 58 or 60 or 63 or 65 minutes. After the reaction is completed, the reaction mixture is poured into ice water, stirred for 28 or 29 or 30 or 31 or 32 minutes, and then filtered to obtain a crude product. acematecinD. The crude acemetacin obtained in the step C is recrystallized from acetone and water (volume ratio of 2:1), decolorized by adding activated carbon, and the crystals are dried at 80 C for 24 hours to obtain 80.4 g of pure Asi. Mesin, the yield is 97.8%. The purity was determined by HPLC to be greater than 99.8%.The other steps are the same as in the first embodiment.
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