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Chemical Structure| 569-51-7 Chemical Structure| 569-51-7

Structure of 569-51-7

Chemical Structure| 569-51-7

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Product Details of [ 569-51-7 ]

CAS No. :569-51-7
Formula : C9H6O6
M.W : 210.14
SMILES Code : O=C(C1=CC=CC(C(O)=O)=C1C(O)=O)O
MDL No. :MFCD00002468
InChI Key :UJMDYLWCYJJYMO-UHFFFAOYSA-N
Pubchem ID :11288

Safety of [ 569-51-7 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319
Precautionary Statements:P305+P351+P338

Computational Chemistry of [ 569-51-7 ] Show Less

Physicochemical Properties

Num. heavy atoms 15
Num. arom. heavy atoms 6
Fraction Csp3 0.0
Num. rotatable bonds 3
Num. H-bond acceptors 6.0
Num. H-bond donors 3.0
Molar Refractivity 47.32
TPSA ?

Topological Polar Surface Area: Calculated from
Ertl P. et al. 2000 J. Med. Chem.

111.9 Ų

Lipophilicity

Log Po/w (iLOGP)?

iLOGP: in-house physics-based method implemented from
Daina A et al. 2014 J. Chem. Inf. Model.

0.03
Log Po/w (XLOGP3)?

XLOGP3: Atomistic and knowledge-based method calculated by
XLOGP program, version 3.2.2, courtesy of CCBG, Shanghai Institute of Organic Chemistry

0.26
Log Po/w (WLOGP)?

WLOGP: Atomistic method implemented from
Wildman SA and Crippen GM. 1999 J. Chem. Inf. Model.

0.78
Log Po/w (MLOGP)?

MLOGP: Topological method implemented from
Moriguchi I. et al. 1992 Chem. Pharm. Bull.
Moriguchi I. et al. 1994 Chem. Pharm. Bull.
Lipinski PA. et al. 2001 Adv. Drug. Deliv. Rev.

0.87
Log Po/w (SILICOS-IT)?

SILICOS-IT: Hybrid fragmental/topological method calculated by
FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com

0.07
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

0.4

Water Solubility

Log S (ESOL):?

ESOL: Topological method implemented from
Delaney JS. 2004 J. Chem. Inf. Model.

-1.4
Solubility 8.28 mg/ml ; 0.0394 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Very soluble
Log S (Ali)?

Ali: Topological method implemented from
Ali J. et al. 2012 J. Chem. Inf. Model.

-2.17
Solubility 1.42 mg/ml ; 0.00675 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Soluble
Log S (SILICOS-IT)?

SILICOS-IT: Fragmental method calculated by
FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com

-0.53
Solubility 62.6 mg/ml ; 0.298 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Soluble

Pharmacokinetics

GI absorption?

Gatrointestinal absorption: according to the white of the BOILED-Egg

High
BBB permeant?

BBB permeation: according to the yolk of the BOILED-Egg

No
P-gp substrate?

P-glycoprotein substrate: SVM model built on 1033 molecules (training set)
and tested on 415 molecules (test set)
10-fold CV: ACC=0.72 / AUC=0.77
External: ACC=0.88 / AUC=0.94

No
CYP1A2 inhibitor?

Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set)
and tested on 3000 molecules (test set)
10-fold CV: ACC=0.83 / AUC=0.90
External: ACC=0.84 / AUC=0.91

No
CYP2C19 inhibitor?

Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set)
and tested on 3000 molecules (test set)
10-fold CV: ACC=0.80 / AUC=0.86
External: ACC=0.80 / AUC=0.87

No
CYP2C9 inhibitor?

Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set)
and tested on 2075 molecules (test set)
10-fold CV: ACC=0.78 / AUC=0.85
External: ACC=0.71 / AUC=0.81

No
CYP2D6 inhibitor?

Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set)
and tested on 1068 molecules (test set)
10-fold CV: ACC=0.79 / AUC=0.85
External: ACC=0.81 / AUC=0.87

No
CYP3A4 inhibitor?

Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set)
and tested on 2579 molecules (test set)
10-fold CV: ACC=0.77 / AUC=0.85
External: ACC=0.78 / AUC=0.86

No
Log Kp (skin permeation)?

Skin permeation: QSPR model implemented from
Potts RO and Guy RH. 1992 Pharm. Res.

-7.4 cm/s

Druglikeness

Lipinski?

Lipinski (Pfizer) filter: implemented from
Lipinski CA. et al. 2001 Adv. Drug Deliv. Rev.
MW ≤ 500
MLOGP ≤ 4.15
N or O ≤ 10
NH or OH ≤ 5

0.0
Ghose?

Ghose filter: implemented from
Ghose AK. et al. 1999 J. Comb. Chem.
160 ≤ MW ≤ 480
-0.4 ≤ WLOGP ≤ 5.6
40 ≤ MR ≤ 130
20 ≤ atoms ≤ 70

None
Veber?

Veber (GSK) filter: implemented from
Veber DF. et al. 2002 J. Med. Chem.
Rotatable bonds ≤ 10
TPSA ≤ 140

0.0
Egan?

Egan (Pharmacia) filter: implemented from
Egan WJ. et al. 2000 J. Med. Chem.
WLOGP ≤ 5.88
TPSA ≤ 131.6

0.0
Muegge?

Muegge (Bayer) filter: implemented from
Muegge I. et al. 2001 J. Med. Chem.
200 ≤ MW ≤ 600
-2 ≤ XLOGP ≤ 5
TPSA ≤ 150
Num. rings ≤ 7
Num. carbon > 4
Num. heteroatoms > 1
Num. rotatable bonds ≤ 15
H-bond acc. ≤ 10
H-bond don. ≤ 5

0.0
Bioavailability Score?

Abbott Bioavailability Score: Probability of F > 10% in rat
implemented from
Martin YC. 2005 J. Med. Chem.

0.56

Medicinal Chemistry

PAINS?

Pan Assay Interference Structures: implemented from
Baell JB. & Holloway GA. 2010 J. Med. Chem.

0.0 alert
Brenk?

Structural Alert: implemented from
Brenk R. et al. 2008 ChemMedChem

0.0 alert: heavy_metal
Leadlikeness?

Leadlikeness: implemented from
Teague SJ. 1999 Angew. Chem. Int. Ed.
250 ≤ MW ≤ 350
XLOGP ≤ 3.5
Num. rotatable bonds ≤ 7

No; 1 violation:MW<1.0
Synthetic accessibility?

Synthetic accessibility score: from 1 (very easy) to 10 (very difficult)
based on 1024 fragmental contributions (FP2) modulated by size and complexity penaties,
trained on 12'782'590 molecules and tested on 40 external molecules (r2 = 0.94)

1.43

Application In Synthesis of [ 569-51-7 ]

* 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 [ 569-51-7 ]

[ 569-51-7 ] Synthesis Path-Downstream   1~35

  • 1
  • [ 67-56-1 ]
  • [ 569-51-7 ]
  • [ 2672-57-3 ]
  • [ 91345-28-7 ]
  • 2
  • [ 67-56-1 ]
  • [ 569-51-7 ]
  • [ 91345-28-7 ]
  • 7
  • [ 37102-74-2 ]
  • [ 569-51-7 ]
References: [1],1930,p. 2546,2553.
  • 8
  • [ 569-51-7 ]
  • [ 3786-39-8 ]
YieldReaction ConditionsOperation in experiment
99% In tetrahydrofuran; at 150℃; for 6.0h; In a 100 mL single-necked round bottom flask, 2.1 g (10 mmol) of <strong>[569-51-7]1,2,3-benzenetricarboxylic acid</strong> (1) and 30 mL of THF were added, shaken and shaken.The solvent was distilled off under reduced pressure so that the raw material was adherent.The round-bottomed flask was placed in a 150 C oil bath and dried for 6 hours. During the process, it was obvious that water drops formed on the bottle wall. After the reaction was completed, the reaction was reduced to room temperature to obtain 21.9 g of a white solid with a yield of 99%;
  • 9
  • [ 569-51-7 ]
  • [ 3807-81-6 ]
YieldReaction ConditionsOperation in experiment
With sulfuric acid; potassium nitrate; In water; Petroleum ether; EXAMPLE 1 5-Nitro-<strong>[569-51-7]1,2,3-benzenetricarboxylic acid</strong> To a stirred mixture of 125 g. of <strong>[569-51-7]1,2,3-benzenetricarboxylic acid</strong> and 900 ml. of concentrated sulfuric acid at 60°-70° C. is added, gradually over a 2 hour period, 312 g. of potassium nitrate. The mixture is heated at 135°-140° C. for 16 hours, cooled and treated with ice and water. Some solid is seprated out and is dissolved in water. The entire aqueous mixture is extracted with ether, the extract is washed with water and dried over magnesium sulfate. The ether is concentrated to a small volume, and petroleum ether is added to precipitate a white solid. The solid is collected and dried to give 76.5 g. of the product of the Example.
With sulfuric acid; potassium nitrate; In water; Petroleum ether; EXAMPLE 9 5,5',5"-[1,3,6-Naphthalenetriyltris(sulfonylimino)]tri-<strong>[569-51-7]1,2,3-benzenetricarboxylic acid</strong> nonaphenyl ester To a stirred mixture of 125 g of <strong>[569-51-7]1,2,3-benzenetricarboxylic acid</strong> and 900 ml of concentrated sulfuric acid at 60°-70° C is added, gradually over a 2 hour period, 312 g of potassium nitrate. The mixture is heated at 135°-140° C for 16 hours, cooled and treated with ice and water. Some solid is separated out and is dissolved in water. The entire aqueous mixture is extracted with ether, the extract is washed with water and dried over magnesium sulfate. The ether is concentrated to a small volume, and petroleum ether is added to precipitate a white solid. The solid is collected and dried to give 76.5 g of 5-nitro-<strong>[569-51-7]1,2,3-benzenetricarboxylic acid</strong>.
With sulfuric acid; potassium nitrate; potassium hydroxide; In diethyl ether; water; isopropyl alcohol; The mass of raw materials <strong>[569-51-7]1,2,3-benzenetricarboxylic acid</strong>, potassium hydroxide, and isopropanol used for synthesizing intermediate are 5 g, 8.4 g, 275 g. Step (1) Synthesis of 5-nitro-<strong>[569-51-7]1,2,3-benzenetricarboxylic acid</strong> (B) The mass of the starting material of intermediate 1, concentrated sulfuric acid, potassium nitrate, ether, and deionized water used in the reaction product was 5.5 g, 55.9 g, 10.9 g, 228.3 g, 10 g, respectively.
  • 10
  • [ 3112-43-4 ]
  • [ 569-51-7 ]
  • 11
  • [ 56661-76-8 ]
  • [ 569-51-7 ]
  • 13
  • 5,10,15-trioxo-10,15-dihydro-5<i>H</i>-diindeno[1,2-<i>a</i>;1',2'-<i>c</i>]fluorene-1,6,11-tricarboxylic acid [ No CAS ]
  • [ 569-51-7 ]
  • 15
  • [ 569-51-7 ]
  • [ 123-31-9 ]
  • [ 22225-62-3 ]
  • 16
  • [ 82-86-0 ]
  • [ 569-51-7 ]
  • 18
  • [ 17603-10-0 ]
  • [ 569-51-7 ]
  • 19
  • [ 186581-53-3 ]
  • [ 569-51-7 ]
  • [ 2672-57-3 ]
  • 21
  • [ 824-22-6 ]
  • [ 569-51-7 ]
  • 22
  • [ 569-51-7 ]
  • [ 15999-91-4 ]
  • 23
  • [ 569-51-7 ]
  • [ 141805-83-6 ]
  • 26
  • [ 67-56-1 ]
  • [ 569-51-7 ]
  • [ 2672-57-3 ]
  • 30
  • [ 569-51-7 ]
  • [ 42175-48-4 ]
  • [ 24821-22-5 ]
  • 1,1,3,3-Tetrafluoro-4-trifluoromethyl-1,3-dihydroisobenzofuran [ No CAS ]
  • 31
  • [ 569-51-7 ]
  • [ 42175-48-4 ]
  • [ 24821-24-7 ]
  • 1,1,3,3-Tetrafluoro-4-trifluoromethyl-1,3-dihydroisobenzofuran [ No CAS ]
  • 32
  • [ 66881-27-4 ]
  • [ 569-51-7 ]
  • Benzene-1,2,3-tricarboxylic acid tris-(2,2,2-trinitro-ethyl) ester [ No CAS ]
  • 33
  • [ 776-22-7 ]
  • alkali carbonate [ No CAS ]
  • [ 569-51-7 ]
  • 34
  • [ 776-22-7 ]
  • alkaline solution [ No CAS ]
  • [ 569-51-7 ]
  • 35
  • [ 27810-64-6 ]
  • potassium permanganate [ No CAS ]
  • [ 569-51-7 ]
 

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