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Structure of 123-47-7

Chemical Structure| 123-47-7

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Product Details of [ 123-47-7 ]

CAS No. :123-47-7
Formula : C9H24I2N2O
M.W : 430.11
SMILES Code : C[N+](C)(C)CC(O)C[N+](C)(C)C.[I-].[I-]
MDL No. :MFCD00216546
InChI Key :UOZDOLIXBYLRAC-UHFFFAOYSA-L
Pubchem ID :67158

Safety of [ 123-47-7 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Computational Chemistry of [ 123-47-7 ] Show Less

Physicochemical Properties

Num. heavy atoms 14
Num. arom. heavy atoms 0
Fraction Csp3 1.0
Num. rotatable bonds 4
Num. H-bond acceptors 1.0
Num. H-bond donors 1.0
Molar Refractivity 79.33
TPSA ?

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

20.23 Ų

Lipophilicity

Log Po/w (iLOGP)?

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

-8.05
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

1.44
Log Po/w (WLOGP)?

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

-6.23
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.

-5.49
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

-0.54
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

-3.78

Water Solubility

Log S (ESOL):?

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

-3.15
Solubility 0.305 mg/ml ; 0.000708 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.

-1.47
Solubility 14.6 mg/ml ; 0.0339 mol/l
Class?

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

Very 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

-2.6
Solubility 1.09 mg/ml ; 0.00254 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

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

Yes
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.

-7.9 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.

0.55

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)

1.74

Application In Synthesis of [ 123-47-7 ]

* 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 [ 123-47-7 ]

[ 123-47-7 ] Synthesis Path-Downstream   1~5

  • 1
  • [ 64-17-5 ]
  • [ 123-47-7 ]
  • [ 75-50-3 ]
  • [ 5966-51-8 ]
  • [ 75-58-1 ]
  • 2
  • [ 39775-75-2 ]
  • [ 123-47-7 ]
  • CH(OH)(CH2N(CH3)3)2(2+)*2I(1-)*2BiI3=CH(OH)(CH2N(CH3)3I)2*2BiI3 [ No CAS ]
  • 3
  • [ 55636-09-4 ]
  • [ 123-47-7 ]
YieldReaction ConditionsOperation in experiment
79% With potassium iodide; In methanol; at 62℃; for 0.5h; (2) Add 100.0 g (0.405 mol) of pure intermediate ammonium chloride, 148 g (0.893 mol, 2.2 eq) of potassium iodide, and 500 g of methanol into a 2L reaction flask, heat up to 62±2 C for reflux reaction for 0.5 h, and remove by filtration while hot The resulting potassium chloride solid was cooled and crystallized from the filtrate.Suction filtration, the filter cake was washed with methanol 100g×2, and vacuum dried at 45C to obtain 130g of white solid (crude proiodide) with a yield of 75%.Take 100 g of crude proproammonium iodide, add 600 g of ethanol, heat up and reflux to dissolve. Activated carbon 5.0g was added, filtered while hot, and the filtrate was cooled and crystallized. After suction filtration, the filter cake was washed with 100 g × 2 of ethanol, and dried under vacuum at 45 C. to obtain 79 g of a white solid (pure ammonium proiodide) with a yield of 79%. The purity was 100% detected by ion chromatography.
  • 4
  • [ 534-08-7 ]
  • [ 75-50-3 ]
  • [ 123-47-7 ]
YieldReaction ConditionsOperation in experiment
23.5 g In ethanol; at 30 - 60℃; for 3.0h; (2) 80mL of 33% trimethylamine ethanol solution was added in the 250mL reaction flask by weight percentage,31.2 g (0.1 mol) of 1,3-diiodo-2-propanol was added dropwise at 20-30 C, and the temperature was raised to 60 C for 3 h after the dropwise addition, and a large amount of white solid appeared. Cooled to 0-5 C., filtered, washed with a small amount of ethanol, and dried in vacuo to obtain 30.5 g of a crude prodromium iodide product with a yield of 70.9%.(3) This crude product was recrystallized with 183 g of ethanol to obtain 23.5 g of the finished product of proammonium iodide. The purity was 98.05% as detected by ion chromatography.
  • 5
  • [ 5966-51-8 ]
  • [ 74-88-4 ]
  • [ 123-47-7 ]
YieldReaction ConditionsOperation in experiment
21.6 g In dichloromethane; at 0 - 5℃; for 2.0h; (2) 14.6 g (0.1 mol) of 1,3-bis(dimethylamino)-2-propanol and 50 mL of dichloromethane were added to a 250 mL reaction flask, cooled to 0-5 C. with an ice bath, and stirred under stirring. Add 31.2 g (0.22 mol) of methyl iodide dropwise, and continue stirring at 0-5 C. for 2 h after the dropping. An off-white solid gradually formed. Filtration and drying in vacuo gave 28.2 g of off-white solid (crude prodium iodide) with a yield of 65.6%.(3) The crude product was recrystallized with 170 g of ethanol to obtain 21.6 g of the finished product of prodronium iodide. The purity was 97.93% as detected by ion chromatography.
 

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