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Type | HazMat fee for 500 gram (Estimated) |
Excepted Quantity | USD 0.00 |
Limited Quantity | USD 15-60 |
Inaccessible (Haz class 6.1), Domestic | USD 80+ |
Inaccessible (Haz class 6.1), International | USD 150+ |
Accessible (Haz class 3, 4, 5 or 8), Domestic | USD 100+ |
Accessible (Haz class 3, 4, 5 or 8), International | USD 200+ |
Structure of 76-37-9
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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.
4.5
*For Research Use Only !
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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'.
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CAS No. : | 76-37-9 |
Formula : | C3H4F4O |
M.W : | 132.06 |
SMILES Code : | OCC(F)(F)C(F)F |
MDL No. : | MFCD00004676 |
InChI Key : | NBUKAOOFKZFCGD-UHFFFAOYSA-N |
Pubchem ID : | 6441 |
GHS Pictogram: |
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Signal Word: | Danger |
Hazard Statements: | H225-H319-H331 |
Precautionary Statements: | P261-P305+P351+P338-P311 |
Class: | 3(6.1) |
UN#: | 1986 |
Packing Group: | Ⅲ |
Num. heavy atoms | 8 |
Num. arom. heavy atoms | 0 |
Fraction Csp3 | 1.0 |
Num. rotatable bonds | 2 |
Num. H-bond acceptors | 5.0 |
Num. H-bond donors | 1.0 |
Molar Refractivity | 17.94 |
TPSA ? Topological Polar Surface Area: Calculated from |
20.23 Ų |
Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from |
0.96 |
Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by |
1.07 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
2.56 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
1.16 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
1.5 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
1.45 |
Log S (ESOL):? ESOL: Topological method implemented from |
-1.2 |
Solubility | 8.32 mg/ml ; 0.063 mol/l |
Class? Solubility class: Log S scale |
Very soluble |
Log S (Ali)? Ali: Topological method implemented from |
-1.09 |
Solubility | 10.8 mg/ml ; 0.082 mol/l |
Class? Solubility class: Log S scale |
Very soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
-0.89 |
Solubility | 17.1 mg/ml ; 0.129 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) |
No |
Log Kp (skin permeation)? Skin permeation: QSPR model implemented from |
-6.35 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 |
3.0 |
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 |
1.0 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 |
---|---|---|
With tetrabutylammomium bromide; potassium hydroxide; In water; at 60 - 75℃; for 73h; | 3-Methyl-3-(2,2,3,3,-tetrafluoropropoxymethyl)oxetane and 3-methyl-3-(2,2,3,3,4,4,5,5-octafluoropentyloxymethyl)-oxetane are designated 4F and 8F monomers (Fig.1). Their preparation was carried out by nucleophilic substitution using phase transfer catalysis (TBAB) [37-39]. Scheme S1 illustrates the reaction of BrOx with fluorinated alcohols. As a specific example for 4F monomer, BrOx (41.25g, 250mmol), 4F alcohol (46.2g, 350mmol) and TBAB (5g, 0.0125mmol) were heated to 60C in 20mL water. Aqueous KOH (15.8g, 87%) in water (20mL) was added drop wise over 1h. The solution was heated to 75C with stirring for 72h. 4F monomer was extracted with dichloromethane, the solution dried with MgSO4, and the product freed of solvent with a rotovap. GC-MS showed the presence of a small amount of BrOx. Short path distillation gave >99% 4F monomer (b.p. 85C/3.3mmHg). 1H NMR (300MHz, CDCl3, delta: ppm): 6.09-6.06, 5.91-5.88, 5.74-5.70 (-CF2H, 1H, t), 4.48-4.34 (oxetane ring, -CH2-, 4H, d), 3.92-3.91, 3.87-3.87, 3.83-3.82 (-CH2CF2-, 2H, t), 3.63 (-CH2O-, 2H, s), 1.30 (-CH3, 3H, s). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
47 g | With caesium carbonate; In 1-methyl-pyrrolidin-2-one; at 20 - 60℃; for 6.5h;Cooling with ice; | To a mixture of <strong>[327056-62-2]2-cyano-5-fluoropyridine</strong> 30 g, 2,2,3,3-tetrafluoro-1-propanol 54 g, and NMP 90 mE was added cesium carbonate 130 g under ice-cooling, and the mixtures were then raised to room temperature, and stirred at room temperature for 1.5 hours. The resulting mixtures were warmed to 60 C. and stirred at 60 C. for additional 5 hours, and to the reaction mixtures was added water, and the mixtures were extracted with MTBE. The resulting organic layers were dried over sodium sulfate, and concentrated under reduced pressure. The resulting residues were recrystallized from isopropanol/hexane solvents to give an intermediate compound 11 represented by the followingformula 47 g. 1H-NMR (CDC13) ö: 8.45 (1H, d), 7.71 (1H, dd),7.33 (1H, dd), 6.04 (1H, tt), 4.49 (2H, t). |
47 g | With caesium carbonate; In 1-methyl-pyrrolidin-2-one; at 20 - 60℃; for 6.5h; | 130 g of cesium carbonate was added under ice-cooling to a mixture of 30 g of <strong>[327056-62-2]2-cyano-5-fluoropyridine</strong>, 54 g of 2,2,3,3-tetrafluoro-1-propanol and 90 mL of NMP,And the mixture was stirred at room temperature for 1.5 hours.The resulting mixture was heated to 60 C. and stirred at 60 C. for a further 5 hours. Water was added to the reaction mixture, and the mixture was extracted with MTBE.The obtained organic layer was dried over sodium sulfate and concentrated under reduced pressure.The obtained residue was recrystallized from isopropanol / hexane solvent to obtain 47 g of intermediate 11 represented by the following formula. |
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