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Chemical Structure| 7510-28-3 Chemical Structure| 7510-28-3

Structure of 7510-28-3

Chemical Structure| 7510-28-3

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Product Details of [ 7510-28-3 ]

CAS No. :7510-28-3
Formula : C14H13Cl
M.W : 216.71
SMILES Code : ClCC1=C(CC2=CC=CC=C2)C=CC=C1
MDL No. :MFCD12025181
InChI Key :LPCDKGCUDQLTIX-UHFFFAOYSA-N
Pubchem ID :82021

Safety of [ 7510-28-3 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H302-H314
Precautionary Statements:P264-P270-P280-P301+P312+P330-P305+P351+P338+P310-P501
Class:8
UN#:3265
Packing Group:

Computational Chemistry of [ 7510-28-3 ] Show Less

Physicochemical Properties

Num. heavy atoms 15
Num. arom. heavy atoms 12
Fraction Csp3 0.14
Num. rotatable bonds 3
Num. H-bond acceptors 0.0
Num. H-bond donors 0.0
Molar Refractivity 65.66
TPSA ?

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

0.0 Ų

Lipophilicity

Log Po/w (iLOGP)?

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

2.61
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

4.23
Log Po/w (WLOGP)?

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

3.86
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.

4.67
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

4.88
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

4.05

Water Solubility

Log S (ESOL):?

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

-4.24
Solubility 0.0124 mg/ml ; 0.0000572 mol/l
Class?

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

Moderately soluble
Log S (Ali)?

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

-3.94
Solubility 0.0248 mg/ml ; 0.000115 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

-6.35
Solubility 0.0000977 mg/ml ; 0.000000451 mol/l
Class?

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

Poorly soluble

Pharmacokinetics

GI absorption?

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

Low
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

Yes
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

Yes
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

Yes
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.

-4.62 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

1.0
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.

0.55

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

1.0 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<2.0
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)

1.96

Application In Synthesis of [ 7510-28-3 ]

* 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 [ 7510-28-3 ]

[ 7510-28-3 ] Synthesis Path-Downstream   1~16

  • 2
  • [ 7510-28-3 ]
  • [ 36374-49-9 ]
  • 3
  • [ 100-44-7 ]
  • [ 14297-39-3 ]
  • [ 7510-28-3 ]
  • 4
  • [ 7510-28-3 ]
  • [ 124-40-3 ]
  • [ 6196-39-0 ]
  • 5
  • [ 7510-28-3 ]
  • [ 120-12-7 ]
  • 6
  • [ 100-44-7 ]
  • [ 103-30-0 ]
  • [ 4714-14-1 ]
  • [ 14297-39-3 ]
  • [ 1884-68-0 ]
  • [ 7510-28-3 ]
  • 3,4-diphenyl-1,2-dithietan [ No CAS ]
  • 7
  • [ 100-44-7 ]
  • [ 4714-14-1 ]
  • [ 1884-68-0 ]
  • [ 7510-28-3 ]
  • 3,4-diphenyl-1,2-dithietan [ No CAS ]
  • 8
  • [ 7446-70-0 ]
  • [ 100-44-7 ]
  • [ 98-95-3 ]
  • [ 14297-39-3 ]
  • [ 7510-28-3 ]
  • 9
  • 2-chloromethylbenzyl mesylate [ No CAS ]
  • [ 71-43-2 ]
  • [ 7510-28-3 ]
  • 10
  • [ 100-44-7 ]
  • [ 14297-39-3 ]
  • [ 7510-28-3 ]
  • 3-benzylbenzyl chloride [ No CAS ]
  • 11
  • [ 100-44-7 ]
  • [ 103-50-4 ]
  • [ 14297-39-3 ]
  • [ 7510-28-3 ]
  • 3-benzylbenzyl chloride [ No CAS ]
  • 12
  • [ 85-52-9 ]
  • compound C36H30O2 [ No CAS ]
  • [ 7510-28-3 ]
  • 13
  • [ 612-35-1 ]
  • [ 7510-28-3 ]
  • 14
  • copper(I) bromide dimethylsulfide [ No CAS ]
  • N-tert-butoxycarbonyl-1,2-iminoindane [ No CAS ]
  • [ 7510-28-3 ]
  • trans-1-(2-benzylbenzyl)-2-tert-butoxycarbonylaminoindane [ No CAS ]
YieldReaction ConditionsOperation in experiment
In diethyl ether; toluene; Preparation 5 (+-) trans-1-(2-Benzylbenzyl)-2-tert-butoxycarbonylaminoindane 2-Benzylbenzyl chloride (2.15g, 10mmol) was dissolved in dry diethyl ether (10 ml) and a small amount of this solution added to dried magnesium turnings (243mg, 10 mmol). The reaction was initiated with a crystal of iodine before the remainder of the solution of <strong>[7510-28-3]2-benzylbenzyl chloride</strong> was added at such a rate to maintain gentle reflux in the exothermic reaction. After stirring at room temperature for a further 45 minutes this solution was added in one portion to a mixture of (+-) N-tert-butoxycarbonyl-1,2-iminoindane (2.31g, 10mmol) and copper (I) bromide dimethylsulfide complex (411mg, 2 mmol) in toluene (70ml) at -30C under nitrogen. After stirring at -30C for 40 minutes the reaction was quenched with sat. aqueous ammonium chloride. The layers were separated and the aqueous layer extracted with diethyl ether (3x50ml). The combined organic phases were dried over sodium sulfate and concentrated in vacuo.Recrystallisation of the residue from diethyl ether/pentane afforded the title compond as a pale brown solid (2.54g). 1 Nmr (CDCl3 delta: 1.40 (9H, s), 2.70, (1H, dd, J=5,16Hz), 2.90 (2H, m), 3.16 (1H, m), 3.32 (1H, dd, J=6,16Hz), 3.95 (2H, s), 4.16 (1H, br. s), 4.50 (1H, br. s), 6.75 (1H, d J=8Hz), 6.99-7.30 (12H, m).
YieldReaction ConditionsOperation in experiment
at 10 - 20℃;Inert atmosphere; Reflux; Electric arc; General procedure: 1 A 250 mL three-necked flask was charged with a magnetic stirrer and 30 mL of chlorobenzene was added,Then connect the reaction device as shown in Figure 1.2 reaction device placed in an oil bath, the reaction system was purged with inert gas,Exclude the air in the reaction system, and then open the oil bath and stir to reflux chlorobenzene,At the same time the ball condenser cooling water.3) Open the high-voltage power generator, the resulting strong arc through the metal electrode into the three-necked flask,Chlorobenzene vapor is ionized to form a biphenyl mixture.4) the coupling product is continuously enriched into the flask, stop the ionization and heating when the chlorobenzene reflux slows down,Stop the reaction.The above ionization products were detected by GC / MS, and the products contained biphenyl, 2-chlorobiphenyl,4-chlorobiphenyl and other coupling products.
 

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Technical Information

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