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Chemical Structure| 110-70-3 Chemical Structure| 110-70-3

Structure of N,N'-Dimethylethanediamine
CAS No.: 110-70-3

Chemical Structure| 110-70-3

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Product Details of [ 110-70-3 ]

CAS No. :110-70-3
Formula : C4H12N2
M.W : 88.15
SMILES Code : C(CNC)NC
MDL No. :MFCD00008290
InChI Key :KVKFRMCSXWQSNT-UHFFFAOYSA-N
Pubchem ID :8070

Safety of [ 110-70-3 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H226-H314
Precautionary Statements:P280-P305+P351+P338-P310
Class:8(3)
UN#:2734
Packing Group:

Computational Chemistry of [ 110-70-3 ] Show Less

Physicochemical Properties

Num. heavy atoms 6
Num. arom. heavy atoms 0
Fraction Csp3 1.0
Num. rotatable bonds 3
Num. H-bond acceptors 2.0
Num. H-bond donors 2.0
Molar Refractivity 26.95
TPSA ?

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

24.06 Ų

Lipophilicity

Log Po/w (iLOGP)?

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

1.59
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

-0.62
Log Po/w (WLOGP)?

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

-0.57
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.

-0.18
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

-0.36
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

-0.03

Water Solubility

Log S (ESOL):?

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

0.2
Solubility 140.0 mg/ml ; 1.59 mol/l
Class?

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

Highly soluble
Log S (Ali)?

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

0.59
Solubility 341.0 mg/ml ; 3.86 mol/l
Class?

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

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

-1.47
Solubility 3.01 mg/ml ; 0.0342 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

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.

-7.28 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

2.0
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

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)

1.0

Application In Synthesis of [ 110-70-3 ]

* 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 [ 110-70-3 ]

[ 110-70-3 ] Synthesis Path-Downstream   1~7

  • 1
  • [ 827-08-7 ]
  • [ 110-70-3 ]
  • 5,6-dibromo-7,8-difluoro-1,4-dimethyl-1,2,3,4-tetrahydro-quinoxaline [ No CAS ]
  • 6,7-dibromo-5,8-difluoro-1,4-dimethyl-1,2,3,4-tetrahydro-quinoxaline [ No CAS ]
  • 2
  • [ 120-72-9 ]
  • aq ammonia [ No CAS ]
  • [ 556-96-7 ]
  • [ 110-70-3 ]
  • [ 22445-42-7 ]
YieldReaction ConditionsOperation in experiment
15% With potassium cyanide; CuI; In dodecane; ethyl acetate; toluene; Example 216 3,5-Dimethylbenzonitrile from 5-bromo-m-xylene and Potassium Cyanide using N,N'-dimethylethylenediamine as Ligand A Schlenk tube was charged with CuI (19.5 mg, 0.102 mmol, 20 mol %), KCN (78 mg, 1.20 mmol), evacuated, backfilled with Ar. N,N'-Dimethylethylenediamine (21.5 muL, 0.202 mmol, 20 mol %), 5-bromo-m-xylene (136 muL, 1.00 mmol), and toluene (1.0 mL) were added under Ar. The Schlenk tube was sealed with a Teflon valve and the reaction mixture was stirred at 110 C. for 24 h. Dodecane (internal GC standard, 230 muL), ethyl acetate (2 mL), and 30% aq ammonia (1 mL) were added. A 0.1 mL sample of the supernatant solution was diluted with ethyl acetate (1 mL) and analyzed by GC to provide a 15% yield of 3,5-dimethylbenzonitrile.
  • 3
  • [ 34662-29-8 ]
  • [ 110-70-3 ]
  • 1,4-dimethyl-1,2,3,4-tetrahydroquinoxaline-6-carbonitrile [ No CAS ]
  • 4
  • [ 57684-71-6 ]
  • [ 110-70-3 ]
  • N,N′-bis(isoxazol-3-ylmethyl)-N,N′-dimethylethane-1,2-diamine [ No CAS ]
  • 5
  • [ 54221-96-4 ]
  • [ 110-70-3 ]
  • N,N'-bis((6-methoxypyridin-2-yl)methyl)-N,N'-dimethylethane-1,2-diamine [ No CAS ]
YieldReaction ConditionsOperation in experiment
46% 6-Methoxy-pyridinecarboxaldehyde (1.382 g, 10.1 mmol) and N,N'-dimethylethane-1,2-diamine (0.296 g, 3.4 mmol) were added to a suspension of sodium triacetoxyborohydride (2.772 g, 13.1 mmol) in anhydrous 1,2-dichloroethane (80 mL). After 18 hours of stirring under a dinitrogen atmosphere, the reaction was quenched with saturated NaHCO3 (50 mL). The organic layer was isolated, and the aqueous fraction extracted with ethyl acetate (3 * 50 mL). The organic extracts were dried over anhydrous magnesium sulfate, filtered and solvent was removed under reduced pressure to yield a yellow-brown oil. The oil was dissolved in anhydrous THF (50 mL), and the solution transferred to a flask containing NaH (0.161 g, 6.72 mmol). The mixture was stirred for 24 h. Solvent was removed under reduced pressure, and the product extracted with pentane (4 * 50 mL). Removal of solvent from the extract under reduced pressure yielded an orange oil. Further purification by column chromatography using eluent gradients of ethyl acetate, ethyl acetate/methanol (95/5) and ethyl acetate/methanol/triethylamine (90/5/5; Rf = 0.60) followed by solvent removal yielded pure product L3 as a yellow oil (0.505 g, 46percent yield). 1H NMR (CDCl3, 298 K): delta 7.50 (t, J = 8.0 Hz, 2H, py), 6.96 (d, J = 7.0 Hz, 2H, py), 6.58 (d, J = 8.0 Hz, 2H, py), 3.90 (s, 6H, O-CH3), 3.62 (s, 4H, N-CH2-pyr), 2.66 (s, 4H, N-CH2), 2.32 (s, 6H, N-CH3) ppm. 13C NMR (CDCl3, 298 K): delta 163.7 (O-py), 157.2 (py), 138.8 (py), 115.7 (py), 108.5 (py), 63.8 (py-CH2-N), 55.5 (N-CH2), 53.4 (O-CH3), 41.2 (N-CH3) ppm. MS: m/z 330.1 (M+), m/z 165.0 (Me-O-pyr-CH2-N-CH3-CH2+).
  • 6
  • [ 3123-97-5 ]
  • [ 110-70-3 ]
  • 4-hydroxy-N,4-dimethyl-N-(2-(methylamino)ethyl)pentanamide [ No CAS ]
  • 7
  • [ 1709-71-3 ]
  • [ 110-70-3 ]
  • C24H40N2O10 [ No CAS ]
YieldReaction ConditionsOperation in experiment
at 60℃; for 2h; (2) After cooling, in an ice bath, 23.1 g of N,N'-dimethylethylenediamine was added dropwise to the reaction system, and after the completion of the dropwise addition, the temperature was raised to 60 C, and the reaction was continued for 2 hours; (3) After the reaction is completed, the temperature is lowered to room temperature, and the product is washed 2-3 times with deionized water, and then washed 2-3 times with a 1 wt% aqueous NaOH solution. Finally, it is washed with deionized water to neutrality, transferred to a beaker, added with an appropriate amount of anhydrous sodium sulfate, dried for 24 hours, and filtered to obtain a methacrylate monomer for a dental restorative material
 

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