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Structure of N,N'-Dimethylethanediamine
CAS No.: 110-70-3
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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
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Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
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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 |
GHS Pictogram: |
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Signal Word: | Danger |
Hazard Statements: | H226-H314 |
Precautionary Statements: | P280-P305+P351+P338-P310 |
Class: | 8(3) |
UN#: | 2734 |
Packing Group: | Ⅱ |
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 |
24.06 Ų |
Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from |
1.59 |
Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by |
-0.62 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
-0.57 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
-0.18 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
-0.36 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
-0.03 |
Log S (ESOL):? ESOL: Topological method implemented from |
0.2 |
Solubility | 140.0 mg/ml ; 1.59 mol/l |
Class? Solubility class: Log S scale |
Highly soluble |
Log S (Ali)? Ali: Topological method implemented from |
0.59 |
Solubility | 341.0 mg/ml ; 3.86 mol/l |
Class? Solubility class: Log S scale |
Highly soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
-1.47 |
Solubility | 3.01 mg/ml ; 0.0342 mol/l |
Class? Solubility class: Log S scale |
Soluble |
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) |
No |
CYP1A2 inhibitor? Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set) |
No |
CYP2C19 inhibitor? Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set) |
No |
CYP2C9 inhibitor? Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set) |
No |
CYP2D6 inhibitor? Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set) |
No |
CYP3A4 inhibitor? Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set) |
No |
Log Kp (skin permeation)? Skin permeation: QSPR model implemented from |
-7.28 cm/s |
Lipinski? Lipinski (Pfizer) filter: implemented from |
0.0 |
Ghose? Ghose filter: implemented from |
None |
Veber? Veber (GSK) filter: implemented from |
0.0 |
Egan? Egan (Pharmacia) filter: implemented from |
0.0 |
Muegge? Muegge (Bayer) filter: implemented from |
2.0 |
Bioavailability Score? Abbott Bioavailability Score: Probability of F > 10% in rat |
0.55 |
PAINS? Pan Assay Interference Structures: implemented from |
0.0 alert |
Brenk? Structural Alert: implemented from |
0.0 alert: heavy_metal |
Leadlikeness? Leadlikeness: implemented from |
No; 1 violation:MW<1.0 |
Synthetic accessibility? Synthetic accessibility score: from 1 (very easy) to 10 (very difficult) |
1.0 |
* 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.
Yield | Reaction Conditions | Operation 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. |
Yield | Reaction Conditions | Operation 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+). |
Yield | Reaction Conditions | Operation 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 |