Structure of 17464-88-9
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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'.
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CAS No. : | 17464-88-9 |
Formula : | C12H22N4O6 |
M.W : | 318.33 |
SMILES Code : | COCN1C2C(N(COC)C1=O)N(COC)C(=O)N2COC |
MDL No. : | MFCD00402438 |
InChI Key : | XGQJGMGAMHFMAO-UHFFFAOYSA-N |
Pubchem ID : | 87125 |
GHS Pictogram: |
![]() |
Signal Word: | Warning |
Hazard Statements: | H302-H312-H332 |
Precautionary Statements: | P280 |
Num. heavy atoms | 22 |
Num. arom. heavy atoms | 0 |
Fraction Csp3 | 0.83 |
Num. rotatable bonds | 8 |
Num. H-bond acceptors | 6.0 |
Num. H-bond donors | 0.0 |
Molar Refractivity | 88.33 |
TPSA ? Topological Polar Surface Area: Calculated from |
84.02 Ų |
Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from |
1.84 |
Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by |
-1.08 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
-1.99 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
-1.42 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
-2.51 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
-1.03 |
Log S (ESOL):? ESOL: Topological method implemented from |
-0.61 |
Solubility | 79.0 mg/ml ; 0.248 mol/l |
Class? Solubility class: Log S scale |
Very soluble |
Log S (Ali)? Ali: Topological method implemented from |
-0.19 |
Solubility | 203.0 mg/ml ; 0.638 mol/l |
Class? Solubility class: Log S scale |
Very soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
0.24 |
Solubility | 560.0 mg/ml ; 1.76 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 |
No |
P-gp substrate? P-glycoprotein substrate: SVM model built on 1033 molecules (training set) |
Yes |
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 |
-9.01 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 |
0.0 |
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) |
3.98 |
* 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 |
---|---|---|
99.8% | With Amberlyst 15 resin; at 60℃; for 17.0h;Catalytic behavior; | The Amberlyst 15 resin was dried in an oven to 60% of the original weight.3 g of <strong>[17464-88-9]tetramethoxymethylglycoluril</strong> was added to a 250 ml three-necked flask, 6 g of Amberlyst15 resin after drying, and 70 g of PGME were added, and the temperature was raised to 60 C. The reaction was stirred at -0.07 MPa for 17 hours while the produced methanol was distilled off.The reaction was filtered through a Buchner funnel and the filter was washed twice with PGME to recover the resin.The filtrate and the washing solution were combined and the solvent PGME was distilled off under reduced pressure to obtain 5.19 g of 1,3,4,6-tetrakis (1'-methyl-2'-methoxy) ethoxymethylglycol, 99.8% |
With AMBERLYST; at 25 - 60℃; under 80 - 100 Torr; for 7.0h; | 60 g (0.188 mol) of <strong>[17464-88-9]tetramethoxymethylglycoluril</strong> (product name: POWDERLINK [registered trademark] 1174 commercially available from Japan Cytec Industries, hereinafter abbreviated as PL-LI in this specification), 1,200 g of propylene glycol monomethyl ether (hereinafter abbreviated as PGME in this specification), and 120 g of a washed ion-exchange resin for a catalyst (product name: AMBERLYST [registered trademark] 15JWET, commercially available from Dow Chemical Company, hereinafter abbreviated as 15JWET in this specification) were put into a 2,000 mL flask, and the mixture was stirred and dissolved at 25° C. and then heated and stirred under a reduced pressure (80 Torr to 100 Torr) at 60° C. for 7 hours. Then, the pressure inside the flask was recovered and cooling was performed to 25° C., and then 15JWET was filtered off to obtain a desired compound (hereinafter abbreviated as PGME-PL in this specification). The obtained compound was identified by 1H NMR. As a result, it was confirmed that a peak (31.9 ppm) of a methoxy group of PL-LI disappeared and about 4 molecules of PGME were introduced into one molecule of PL-LI, and the glycoluril derivative of Formula (1A-1) (hereinafter abbreviated as PGME-PL in this specification) was obtained. [1.0 to 1.1 ppm (3H, ?CH3), 3.2 to 3.3 ppm (20H, ?OCH3 and ?CH2O?), 3.6 to 3.8 ppm (4H, ?OCH<)] |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Ca. 58%Spectr.; Ca. 9%Spectr.; Ca. 28%Spectr. | With methanesulfonic acid; at 80 - 100℃; for 18.0h; | Synthesis of cucurbit[n]urils in methanesulphonic acid usingTetramethoxymethylglycoluril (TMMG)Unsubstituted glycoluril (19.94 g) and methane sulphonic acid (neat, 82 ml_) were placed in a reaction flask and heated to 80 °C. TMMG (44.66 g) was added in drop-wise and the reaction mixture was then heated to 100 °C (internal temp) for 18 hours. The reaction mixture was cooled and added to methanol (410 ml) to produce a beige powder which was analysed by1H NMR. Approximate Yields b1H NMR (percent of recovered product) cucurbit[5]uri 5percent, cucurbit[6]uri 58percent, cucurbit[7]uril 28percent, cucurbit[8]uril 9percent, cucurbit[9]uril 0percent, cucurbit[10]uril 0percent, cucurbit[11]uril 0percent |
Tags: 17464-88-9 synthesis path| 17464-88-9 SDS| 17464-88-9 COA| 17464-88-9 purity| 17464-88-9 application| 17464-88-9 NMR| 17464-88-9 COA| 17464-88-9 structure
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H420 | Harms public health and the environment by destroying ozone in the upper atmosphere |
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