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Structure of 4-Amino-tempo
CAS No.: 14691-88-4
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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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A New Nonaqueous Flow Battery with Extended Cycling
Diqing Yue ; Weilin Zhang ; Ivy Zhao ; Xiaoting Fang ; Xiaoting Fang ; Yuyue Zhao , et al.
Abstract: Nonaqueous flow batteries hold promise given their high cell voltage and energy density, but their performance is often plagued by the crossover of redox compounds. In this study, we used permselective lithium superionic conducting (LiSICON) ceramic membranes to enable reliable long-term use of organic redox molecules in nonaqueous flow cells. With different solvents on each side, enhanced cell voltages were obtained for a flow battery using viologen-based negolyte and TEMPO-based posolyte molecules. The thermoplastic assembly of the LiSICON membrane realized leakless cell sealing, thus overcoming the mechanical brittleness challenge. As a result, stable cycling was achieved in the flow cells, which showed good capacity retention over an extended test time.
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Keywords: nonaqueous flow battery ; organic ; permselectivity ; LiSICON ; stability
Show More >
CAS No. : | 14691-88-4 |
Formula : | C9H19N2O |
M.W : | 171.26 |
SMILES Code : | [O]N1C(C)(C)CC(N)CC1(C)C |
MDL No. : | MFCD00006479 |
GHS Pictogram: |
![]() ![]() |
Signal Word: | Danger |
Hazard Statements: | H314-H302+H312+H332 |
Precautionary Statements: | P264-P270-P271-P280-P303+P361+P353-P304+P340-P305+P351+P338-P310-P330-P331-P362+P364-P403+P233-P501 |
Class: | 8 |
UN#: | 3263 |
Packing Group: | Ⅲ |
Num. heavy atoms | 12 |
Num. arom. heavy atoms | 0 |
Fraction Csp3 | 1.0 |
Num. rotatable bonds | 0 |
Num. H-bond acceptors | 3.0 |
Num. H-bond donors | 1.0 |
Molar Refractivity | 52.49 |
TPSA ? Topological Polar Surface Area: Calculated from |
29.26 Ų |
Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from |
-4.39 |
Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by |
0.56 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
0.93 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
1.15 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
0.23 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
-0.3 |
Log S (ESOL):? ESOL: Topological method implemented from |
-1.25 |
Solubility | 9.53 mg/ml ; 0.0556 mol/l |
Class? Solubility class: Log S scale |
Very soluble |
Log S (Ali)? Ali: Topological method implemented from |
-0.75 |
Solubility | 30.7 mg/ml ; 0.179 mol/l |
Class? Solubility class: Log S scale |
Very soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
-0.96 |
Solubility | 18.7 mg/ml ; 0.109 mol/l |
Class? Solubility class: Log S scale |
Soluble |
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) |
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) |
Yes |
Log Kp (skin permeation)? Skin permeation: QSPR model implemented from |
-6.95 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 |
1.0 |
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) |
1.92 |
* 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 |
---|---|---|
73.3% | With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at -10 - 20℃;Inert atmosphere; | The monomer TATEMPO was synthesized according to the procedures shown in Scheme 1. A round-bottom flask was filled with 2-(thiophene-3-yl)acetic acid (1.79 g), 4-amino-TEMPO (2.15 g), 1-ethyl-3-(3-dimethyllaminopropyl)carbodiimide hydrochloride (EDCl) (2.40 g) and 4-dimethylaminopyridine (DMAP)(1.53 g).Dichloromethane (50mL) was then added. Subsequently, the content of the flask was stirred at-10C under nitrogen atmosphere. Then triethylamine (Et3N) (1.26g) was added dropwise to the above mixture. After addition, the mixture was warmed to room temperature and stirred overnight. The reaction product was washed with dilute hydrochloric acid and saturated sodium carbonate respectively three times and the organic layer dried over sodium sulfate. The resulting product TATEMPO was obtained by column chromatography on silica gel in 73.3% yield. |
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