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Chemical Structure| 625-95-6 Chemical Structure| 625-95-6

Structure of 625-95-6

Chemical Structure| 625-95-6

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Product Details of [ 625-95-6 ]

CAS No. :625-95-6
Formula : C7H7I
M.W : 218.04
SMILES Code : CC1=CC(I)=CC=C1
MDL No. :MFCD00001050
InChI Key :VLCPISYURGTGLP-UHFFFAOYSA-N
Pubchem ID :12268

Safety of [ 625-95-6 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H227-H315-H319-H335
Precautionary Statements:P305+P351+P338

Computational Chemistry of [ 625-95-6 ] Show Less

Physicochemical Properties

Num. heavy atoms 8
Num. arom. heavy atoms 6
Fraction Csp3 0.14
Num. rotatable bonds 0
Num. H-bond acceptors 0.0
Num. H-bond donors 0.0
Molar Refractivity 44.13
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.

2.22
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

3.49
Log Po/w (WLOGP)?

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

2.6
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.

3.53
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

3.32
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

3.03

Water Solubility

Log S (ESOL):?

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

-3.95
Solubility 0.0247 mg/ml ; 0.000113 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.

-3.17
Solubility 0.146 mg/ml ; 0.000672 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

-3.74
Solubility 0.0396 mg/ml ; 0.000182 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

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

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

Yes
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.

-5.15 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.

0.55

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<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)

1.57

Application In Synthesis of [ 625-95-6 ]

* 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 [ 625-95-6 ]

[ 625-95-6 ] Synthesis Path-Downstream   1~13

  • 1
  • [ 625-95-6 ]
  • [ 531-91-9 ]
  • [ 65181-78-4 ]
  • 3
  • [ 625-95-6 ]
  • [ 2914-69-4 ]
  • (S)-(-)-4-m-toluyl-3-butyn-2-ol [ No CAS ]
  • 4
  • [ 201230-82-2 ]
  • [ 625-95-6 ]
  • [ 241813-23-0 ]
  • [ 37993-76-3 ]
  • 4-(3-methylbenzoyl)-3-phenylisoquinoline [ No CAS ]
  • 5
  • [ 625-95-6 ]
  • [ 626-13-1 ]
  • 6
  • [ 20358-03-6 ]
  • [ 625-95-6 ]
  • [ 1453813-81-4 ]
  • 7
  • [ 625-95-6 ]
  • [ 104190-22-9 ]
  • 1-{2-[2-(3-methylphenyl)ethynyl]phenyl}ethan-1-one [ No CAS ]
  • 8
  • [ 201230-82-2 ]
  • [ 625-95-6 ]
  • [ 109-89-7 ]
  • [ 134-62-3 ]
YieldReaction ConditionsOperation in experiment
85% With potassium carbonate; In N,N-dimethyl-formamide; at 120℃; under 750.075 Torr; for 2h;Autoclave; General procedure: Catalytic reactions were carried out in a Teflon-linedstainless steel autoclave (50 mL) equipped with a magneticstirrer bar and an automatic temperature controller. In atypical experiment, 0.5 mol% Pd, aryl iodide (1.0 mmol),amine (3.0 mmol) and K2CO3 (414.6 mg, 3.0 mmol) wereadded to DMF (4 mL) and allowed to react under COatmosphere (1 bar) at 120 C for 2-4 h. After the reaction,the reactor was cooled to room temperature. The reactionmixture was centrifuged at 5000 rpm for 10 min, and theclear supernatant, to which was added ethyl phenylacetateas an internal standard, was analyzed with GC. For the studyof substrate scope, after completion of the reaction, thecatalyst was centrifuged at 5000 rpm for 10 min and theclear supernatant was diluted with 20 % HCl and extractedwith diethyl ether. The organic layer was washed withsaturated NaHCO3 and NaCl solutions, respectively, driedover anhydrous Na2SO4 and evaporated under vacuum afterfiltration. The residue obtained was purified by columnchromatography (silica gel, 200-300 meshes; petroleum-ethyl acetate, 20:1) to afford the pure products. All productswere confirmed by 1H and 13C NMR analyses. For therecycling experiment, the solid catalyst was separated bycentrifugation from the reaction mixture, washed threetimes with the reaction solvent (DMF) and then engaged ina new catalytic cycle under the same reaction conditions.All the synthesized amides are known products, and wehave reported recently [28].
84% With triethylamine; In N,N-dimethyl acetamide; at 130℃; under 15001.5 Torr; for 1.5h;Autoclave; Green chemistry; General procedure: reactionThe catalytic reactions were carried out in a 150 ml stainlesssteel autoclave equipped with a mechanical stirrer. Palladium cat-alyst (0.07 mmol), aryl iodide (10 mmol), amine (20 mmol), base(30 mmol) and solvent (15 ml) were loaded into the reactor. Theautoclave was purged three times with CO and pressurized to1.5 MPa with CO at room temperature. The reaction was carriedout at 130C for appropriate time. After the reaction, the reactorwas cooled to room temperature and depressurized. The reac-tion mixture was centrifuged at 5000 rpm for 10 min and the clearsupernatant which was added naphthalene as an internal standardwas analyzed with GC. For the study of substrate scope, after com-pletion of the reaction, the catalyst was centrifuged at 5000 rpmfor 10 min and the clear supernatant was diluted with 20% HCland extracted with diethyl ether. The organic layer was washedwith saturated NaHCO3and NaCl solutions, respectively, dried overanhydrous Na2SO4, and evaporated under vacuum after filtration.The residue obtained was purified by column chromatography (sil-ica gel, 200-300 mesh; petroleum-ethyl acetate, 20:1) to afford thepure products.
  • 9
  • [ 625-95-6 ]
  • [ 28144-70-9 ]
  • [ 22312-62-5 ]
  • 10
  • [ 773881-43-9 ]
  • [ 625-95-6 ]
  • 5-octyl-1,3-di-m-tolyl-4H-thieno[3,4-c]pyrrole-4,6(5H)-dione [ No CAS ]
  • 11
  • [ 98-01-1 ]
  • [ 625-95-6 ]
  • [ 121-44-8 ]
  • [ 134-62-3 ]
YieldReaction ConditionsOperation in experiment
80% With Wilkinson?s catalyst; 1,3-bis-(diphenylphosphino)propane; water; In tetrahydrofuran; at 140℃; for 12h;Inert atmosphere; Sealed tube; General procedure: Rh(PPh3)3Cl (2.5 mol%) and DPPP (0.04 mmol) were transferred into an oven-dried tube(15 mL), which was evacuated and backfilled with N2 (5x). THF(2 mL), H2O (1 mmol), aryl iodides (1.2 mmol), furfural (1 mmol)and amine (1.8 mmol) were added into the tube via syringe and sealed with Teflon plug. The reaction mixture was stirred at 140 C for 12 h. After the reaction was complete, the mixture was concentrated by rotary evaporation. The crude product was purified by column chromatography (EA/PE = 1/20) on a silica gel to afford the desired product.
  • 12
  • [ 625-95-6 ]
  • [ 51323-43-4 ]
  • 13
  • [ 381-98-6 ]
  • [ 625-95-6 ]
  • (Z)-3-(m-tolyl)-2-(trifluoromethyl)acrylic acid [ No CAS ]
  • (E)-3-(m-tolyl)-2-(trifluoromethyl)acrylic acid [ No CAS ]
 

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