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Chemical Structure| 92-70-6 Chemical Structure| 92-70-6

Structure of 92-70-6

Chemical Structure| 92-70-6

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Product Details of [ 92-70-6 ]

CAS No. :92-70-6
Formula : C11H8O3
M.W : 188.18
SMILES Code : C1=C2C(=CC(=C1C(O)=O)O)C=CC=C2
MDL No. :MFCD00004103
InChI Key :ALKYHXVLJMQRLQ-UHFFFAOYSA-N
Pubchem ID :7104

Safety of [ 92-70-6 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302+H312-H315-H319-H361-H371-H317-H412
Precautionary Statements:P501-P273-P272-P260-P270-P202-P201-P264-P280-P337+P313-P305+P351+P338-P308+P311-P362+P364-P333+P313-P301+P312+P330-P302+P352+P312-P405

Computational Chemistry of [ 92-70-6 ] Show Less

Physicochemical Properties

Num. heavy atoms 14
Num. arom. heavy atoms 10
Fraction Csp3 0.0
Num. rotatable bonds 1
Num. H-bond acceptors 3.0
Num. H-bond donors 2.0
Molar Refractivity 52.93
TPSA ?

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

57.53 Ų

Lipophilicity

Log Po/w (iLOGP)?

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

1.41
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

3.05
Log Po/w (WLOGP)?

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

2.24
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.

2.02
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

1.84
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

2.11

Water Solubility

Log S (ESOL):?

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

-3.39
Solubility 0.0765 mg/ml ; 0.000407 mol/l
Class?

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

Soluble
Log S (Ali)?

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

-3.92
Solubility 0.0224 mg/ml ; 0.000119 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

-2.87
Solubility 0.252 mg/ml ; 0.00134 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

Yes
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.

-5.28 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

1.0
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)

1.01

Application In Synthesis of [ 92-70-6 ]

* 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 [ 92-70-6 ]

[ 92-70-6 ] Synthesis Path-Downstream   1~17

  • 1
  • [ 50-00-0 ]
  • [ 64-19-7 ]
  • [ 92-70-6 ]
  • [ 130-85-8 ]
  • 2
  • [ 81-16-3 ]
  • [ 92-70-6 ]
  • [ 135-64-8 ]
  • 3
  • [ 50-00-0 ]
  • [ 92-70-6 ]
  • [ 130-85-8 ]
YieldReaction ConditionsOperation in experiment
With sodium hydroxide; Pamoic acid may be prepared by condensing commercially available 3 -hydroxy-2 -naphthoic acid (Acros Organics, Fairlawn, NJ) with formaldehyde or paraformaldehyde in the presence of sodium hydroxide (Strohbach, 1901, Chem. Ber. 34:4148; Hosaeus, 1892, Chem. Ber.25:3215; Brass, 1928, Chem. Ber. 61 :1001), as shown in Scheme I.
  • 4
  • [ 6358-77-6 ]
  • [ 92-70-6 ]
  • [ 6369-12-6 ]
  • 5
  • [ 92-70-6 ]
  • [ 6358-64-1 ]
  • [ 4273-92-1 ]
YieldReaction ConditionsOperation in experiment
92% In water; chlorobenzene; toluene; at 85℃; for 5h; 1. 1 part of the material 2-hydroxy-3-naphthoic acid (the amount of the substance,The same below) dissolved in water and immiscible solvent 1.1 (such as toluene, chlorobenzene),The solution was added to the reactor (Figure 1),Then, 1.15 parts of 2,5-dimethoxy-4-chloroaniline was added,The reaction mixture was heated at a temperature of 85 C,The reaction time was 5h, and the crude product was obtained in 89% yield.2. Distillation of crude products, the yield of 94%.3. Add the refined product to a separate dryer (Figure 2)The rising steam is evenly contacted with the crude phenol concentrate through the steam distributor,Water vapor cold liquid liquefaction into small water droplets, dissolved products in the soluble impurities,Excessive steam is condensed at the top of the condenser to form a stream of water into the desiccator to rinse the phenolic AS-LC product,After repeated rinsing three times, finally, in the jacket outside the dryer through the water vapor,The dryer was dried by heating to give the final product in a yield of 92%.
  • 6
  • [ 92-70-6 ]
  • [ 138-30-7 ]
  • 7<i>H</i>-benzo[<i>c</i>]carbazol-9-ol [ No CAS ]
  • 7
  • furan-2,3,5(4H)-trione pyridine (1:1) [ No CAS ]
  • [ 130-85-8 ]
  • zinc dust [ No CAS ]
  • [ 68902-24-9 ]
  • [ 92-70-6 ]
  • 8
  • [ 50-00-0 ]
  • [ 92-70-6 ]
  • alkali [ No CAS ]
  • [ 130-85-8 ]
  • 9
  • [ 50-00-0 ]
  • [ 92-70-6 ]
  • acid solution [ No CAS ]
  • [ 130-85-8 ]
  • 10
  • [ 50-00-0 ]
  • [ 92-70-6 ]
  • alkaline solution [ No CAS ]
  • [ 130-85-8 ]
  • 11
  • strontium nitrate [ No CAS ]
  • [ 92-70-6 ]
  • [ 98-33-9 ]
  • [ 81-16-3 ]
YieldReaction ConditionsOperation in experiment
With hydrogenchloride; sodium hydroxide; calcium chloride; sodium nitrite; In water; EXAMPLE 1 A solution of 24.2 grams (0.1294 mole) of pure 6-amino-m-toluenesulfonic acid and 1.2 grams (0.0054 mole) of 2-naphthylamine-1-sulfonic acid is prepared in 500 ml of water by adding 57 ml of a 10% solution of sodium hydroxide and adjusting the pH to 11.5. A solution of 35.6 grams of calcium chloride and 1.5 grams of strontium nitrate in 100 ml of water is added thereto and the mixture cooled to 0 C. with ice. The amines are diazotized by adding 35 ml (0.14 mole) of 4 N sodium nitrite, followed by 150 ml (0.411 mole) of 10% hydrochloric acid. The mixture is stirred for about 3 minutes at 0 C., while maintaining excess nitrous acid. 2-Hydroxy-3-naphthoic acid (28.0 grams, 0.1489 mole) is dissolved in 500 ml of water by adding 180 ml of 10% sodium hydroxide.
  • 12
  • [ 113-52-0 ]
  • [ 92-70-6 ]
  • [ 1085510-09-3 ]
YieldReaction ConditionsOperation in experiment
In water; at 25 - 50℃; for 20.0h; Example 7; Preparation of Imipramine XinafoateTo a solution containing 7.7 g of 3-hydroxy-2-napthoic acid in 75.0 g of USP water was added as necessary dilute HCl or NaOH solution to adjust the solution to about pH 9.4. To a second solution of 13.6 g of <strong>[113-52-0]imipramine HCl</strong> in 100.0 g of USP water was added as necessary dilute HCl or NaOH solution to adjust the solution to about pH 4.5. The <strong>[113-52-0]imipramine HCl</strong> solution was added to the 3-hydroxy-2-napthoic sodium salt solution over a period of about 2 h. The mixture was stirred and held at around 50 C. for at least 18 h. The mixture was cooled to below 25 C. and the solids were collected by filtration. The solid cake was washed with USP water (2×100 g). The solid cake was dried at 105 C. under vacuum to yield a powder (12.7 g) and characterized by DSC (FIG. 13), FTIR (FIG. 14) and 1H NMR (FIG. 15).
  • 13
  • [ 30065-27-1 ]
  • [ 92-70-6 ]
  • 3-[5-((1H-benzimidazol-2-ylsulfanyl)methyl)-[1,3,4]-oxadiazole-2-yl]-naphthalen-2-ol [ No CAS ]
  • 14
  • [ 81-16-3 ]
  • [ 92-70-6 ]
  • 3-hydroxy-4-[(1-sulfo-2-naphthalenyl)azo]-2-naphthalenecarboxylic acid disodium salt [ No CAS ]
  • 15
  • [ 29390-67-8 ]
  • [ 92-70-6 ]
  • C53H77NO36 [ No CAS ]
  • 16
  • [ 349-58-6 ]
  • [ 92-70-6 ]
  • 3,5-bis(trifluoromethyl)phenyl 3'-(benzyloxy)-2,2'-dihydroxy-[1,1'-binaphthalene]-3-carboxylate [ No CAS ]
  • 17
  • [ 349-58-6 ]
  • [ 92-70-6 ]
  • 3,5-bis(trifluoromethyl)phenyl 3-hydroxy-2-naphthoate [ No CAS ]
 

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