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[ CAS No. 526-18-1 ] {[proInfo.proName]}

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Cat. No.: {[proInfo.prAm]}
Chemical Structure| 526-18-1
Chemical Structure| 526-18-1
Structure of 526-18-1 * Storage: {[proInfo.prStorage]}
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Product Details of [ 526-18-1 ]

CAS No. :526-18-1 MDL No. :MFCD00020026
Formula : C13H11NO3 Boiling Point : -
Linear Structure Formula :- InChI Key :LGCMKPRGGJRYGM-UHFFFAOYSA-N
M.W : 229.23 Pubchem ID :4602
Synonyms :
4'-Hydroxysalicylanilide;Oxaphenamide;Saryuurin;PHPS;Salmidochol;NSC 93960;Oksafenamid;Auxobil;Osalmid
Chemical Name :2-Hydroxy-N-(4-hydroxyphenyl)benzamide

Calculated chemistry of [ 526-18-1 ]

Physicochemical Properties

Num. heavy atoms : 17
Num. arom. heavy atoms : 12
Fraction Csp3 : 0.0
Num. rotatable bonds : 3
Num. H-bond acceptors : 3.0
Num. H-bond donors : 3.0
Molar Refractivity : 64.7
TPSA : 69.56 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : Yes
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -5.24 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.53
Log Po/w (XLOGP3) : 3.46
Log Po/w (WLOGP) : 2.16
Log Po/w (MLOGP) : 1.82
Log Po/w (SILICOS-IT) : 1.62
Consensus Log Po/w : 2.12

Druglikeness

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

Water Solubility

Log S (ESOL) : -3.77
Solubility : 0.0393 mg/ml ; 0.000172 mol/l
Class : Soluble
Log S (Ali) : -4.6
Solubility : 0.00573 mg/ml ; 0.000025 mol/l
Class : Moderately soluble
Log S (SILICOS-IT) : -3.77
Solubility : 0.0388 mg/ml ; 0.000169 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.28

Safety of [ 526-18-1 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 526-18-1 ]

* 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 [ 526-18-1 ]
  • Downstream synthetic route of [ 526-18-1 ]

[ 526-18-1 ] Synthesis Path-Upstream   1~4

  • 1
  • [ 123-30-8 ]
  • [ 65-45-2 ]
  • [ 526-18-1 ]
YieldReaction ConditionsOperation in experiment
84% With thionyl chloride In ethyl acetate at 170℃; for 6 h; General procedure: To the reaction vessel were added 0.07 mol of p-aminophenol, 0.076 mol of 2-hydroxy-benzamide and 80 ml of ethyl acetate, and the stirring rate was controlled at150rpm, slowly adding stannous chloride 0.031mol, the solution becomes darker color, add finished slowly heated to 170 , the reaction 6h, 2.1kPa vacuum distillationDistill part of ethyl acetate, lower the temperature of the solution to 38 , pour the reactant into 500ml mass fraction of 23percent sodium bisulfite solution,Adding water 33percent oxalic acid solution, adjusting the pH value to 4, precipitating the solid, separating the substance from the solution,Was recrystallized from 87percent ethylenediamine solution to obtain 13.47 g of white solid N-p-hydroxyphenyl salicylamide in 84percent yield.
Reference: [1] Patent: CN105503633, 2016, A, . Location in patent: Paragraph 0006; 0014; 0015
  • 2
  • [ 123-30-8 ]
  • [ 69-72-7 ]
  • [ 526-18-1 ]
Reference: [1] Bioorganic and Medicinal Chemistry, 2007, vol. 15, # 12, p. 4113 - 4124
  • 3
  • [ 123-30-8 ]
  • [ 118-55-8 ]
  • [ 526-18-1 ]
Reference: [1] Journal fuer Praktische Chemie (Leipzig), 1900, vol. <2> 61, p. 552[2] Chem. Zentralbl., 1900, vol. 71, # II, p. 612
[3] Journal of the American Chemical Society, 1947, vol. 69, p. 2913
[4] Org.Synth.Coll.Vol.III <1955> 765,
[5] J.Textile Inst., 1930, vol. 21, p. 245T,255T
[6] Journal fuer Praktische Chemie (Leipzig), 1900, vol. <2> 61, p. 552[7] Chem. Zentralbl., 1900, vol. 71, # II, p. 612
[8] Journal of the American Chemical Society, 1947, vol. 69, p. 2913
[9] Org.Synth.Coll.Vol.III <1955> 765,
  • 4
  • [ 19065-81-7 ]
  • [ 526-18-1 ]
Reference: [1] Journal of Organic Chemistry, 1948, vol. 13, p. 796,799
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