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Chemical Structure| 172681-47-9 Chemical Structure| 172681-47-9
Chemical Structure| 172681-47-9

*Storage: Keep in dark place,Inert atmosphere,2-8°C.

2-Amino-6-iodotoluene

CAS No.: 172681-47-9

4.5 *For Research Use Only !

Cat. No.: A170866 Purity: 97%

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Product Details of [ 172681-47-9 ]

CAS No. :172681-47-9
Formula : C7H8IN
M.W : 233.05
SMILES Code : CC1=C(N)C=CC=C1I
MDL No. :MFCD08062502
InChI Key :UZEAHFLEZWXHCE-UHFFFAOYSA-N
Pubchem ID :18926144

Safety of [ 172681-47-9 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302+H312+H332-H315-H319
Precautionary Statements:P261-P280-P305+P351+P338

Calculated chemistry of [ 172681-47-9 ] Show Less

Physicochemical Properties

Num. heavy atoms 9
Num. arom. heavy atoms 6
Fraction Csp3 0.14
Num. rotatable bonds 0
Num. H-bond acceptors 0.0
Num. H-bond donors 1.0
Molar Refractivity 48.53
TPSA ?

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

26.02 Ų

Lipophilicity

Log Po/w (iLOGP)?

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

1.81
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

2.26
Log Po/w (WLOGP)?

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

2.19
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.

2.72
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

2.55
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

2.31

Water Solubility

Log S (ESOL):?

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

-3.2
Solubility 0.146 mg/ml ; 0.000628 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.

-2.44
Solubility 0.841 mg/ml ; 0.00361 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

-3.38
Solubility 0.0965 mg/ml ; 0.000414 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

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

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.

-6.12 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

2.0 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)

1.55

Application In Synthesis [ 172681-47-9 ]

* 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 [ 172681-47-9 ]

[ 172681-47-9 ] Synthesis Path-Downstream   1~25

  • 1
  • [ 64-18-6 ]
  • [ 172681-47-9 ]
  • formic acid-(3-iodo-2-methyl-anilide) [ No CAS ]
  • 2
  • [ 172681-47-9 ]
  • [ 89795-47-1 ]
  • 4
  • [ 172681-47-9 ]
  • [ 7553-56-2 ]
  • [ 89795-47-1 ]
  • 5
  • [ 50-00-0 ]
  • [ 172681-47-9 ]
  • 3,9-diiodo-4,10-dimethyl-6H,12H-5,11-methanodibenzo[b,f][1,5]diazocine [ No CAS ]
  • 6
  • [ 172681-47-9 ]
  • [ 75-36-5 ]
  • [ 172681-48-0 ]
  • 7
  • [ 172681-47-9 ]
  • [ 98-59-9 ]
  • N-(3-iodo-2-methylphenyl)-4-methylbenzenesulfonamide [ No CAS ]
  • 8
  • [ 172681-47-9 ]
  • 3-iodo-2-methylphenyldiazonium tetrafluoroborate [ No CAS ]
  • 9
  • [ 172681-47-9 ]
  • [ 79-30-1 ]
  • [ 949096-69-9 ]
  • 10
  • [ 172681-47-9 ]
  • [ 949096-70-2 ]
  • 11
  • [ 172681-47-9 ]
  • [ 949096-72-4 ]
  • 12
  • [ 172681-47-9 ]
  • [ 762297-43-8 ]
  • 13
  • [ 172681-47-9 ]
  • [ 949096-77-9 ]
  • 14
  • [ 172681-47-9 ]
  • [ 762298-47-5 ]
  • 15
  • [ 172681-47-9 ]
  • C33H41N3O2 [ No CAS ]
  • 18
  • [ 606-20-2 ]
  • [ 172681-47-9 ]
YieldReaction ConditionsOperation in experiment
Following the procedure of Example 1, the following substituted aniline compounds: 3-bromo-2-methylaniline 3-fluoro-2-methylaniline 3-iodo-2-methylaniline 3-trifluoromethyl-2-methylaniline
  • 20
  • [ 172681-47-9 ]
  • [ 73183-34-3 ]
  • [ 882678-96-8 ]
YieldReaction ConditionsOperation in experiment
With potassium acetate;dichloro[1,1'-bis(diphenylphosphino)ferrocene]palladium(II) chloride; In dimethyl sulfoxide; at 80℃; To a mixture of <strong>[172681-47-9]3-iodo-2-methylbenzenamine</strong> (4.45 g, 19.1 mmol, 1.0 equiv), bis(pinacolato)diboron (5.80 g, 22.91 mmol, 1.2 equiv), and potassium acetate (5.60 g, 57.3 mmol, 3.0 equiv) in DMSO (70 mL), was added dichloro[1,1'-bis(diphenylphosphino)ferrocene]palladium dichloromethane adduct (421 mg, 0.573 mmol, 0.03 equiv). The mixture was heated at 80 C. until the starting material was consumed. The solvent was removed in vacuo and the residue taken up in EtOAc (ca. 200 ml) and washed with water and brine. After drying with Na2SO4 and concentrating in vacuo, the residue was purified by silica gel chromatography (3:1 hexanes:EtOAc to 1:3 hexanes:EtOAc) to provide 2-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenamine. MS (M+H+) 234; Calculated for C13H20BNO2: 233.2
  • 21
  • [ 24424-99-5 ]
  • [ 172681-47-9 ]
  • [ 1072801-05-8 ]
  • 22
  • [ 628-21-7 ]
  • [ 172681-47-9 ]
  • [ 1061566-46-8 ]
  • 23
  • [ 172681-47-9 ]
  • 5-Iodoanthranillic acid hydrochloride [ No CAS ]
  • 24
  • [ 172681-47-9 ]
  • [ 1418280-24-6 ]
  • 25
  • [ 172681-47-9 ]
  • C9H7I2NO4 [ No CAS ]
 

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