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Type | HazMat fee for 500 gram (Estimated) |
Excepted Quantity | USD 0.00 |
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Structure of 66137-74-4
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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.
4.5
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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. : | 66137-74-4 |
Formula : | C4F9IO3S |
M.W : | 426.00 |
SMILES Code : | IC(F)(F)C(F)(F)OC(F)(F)C(F)(S(=O)(F)=O)F |
MDL No. : | MFCD00798139 |
InChI Key : | XSLYISNQTJHKMP-UHFFFAOYSA-N |
Pubchem ID : | 2775169 |
GHS Pictogram: |
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Signal Word: | Danger |
Hazard Statements: | H314 |
Precautionary Statements: | P280-P305+P351+P338-P310 |
Class: | 8 |
UN#: | 3265 |
Packing Group: | Ⅱ |
Num. heavy atoms | 18 |
Num. arom. heavy atoms | 0 |
Fraction Csp3 | 1.0 |
Num. rotatable bonds | 5 |
Num. H-bond acceptors | 12.0 |
Num. H-bond donors | 0.0 |
Molar Refractivity | 44.97 |
TPSA ? Topological Polar Surface Area: Calculated from |
51.75 Ų |
Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from |
1.83 |
Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by |
3.72 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
7.97 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
1.74 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
3.56 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
3.76 |
Log S (ESOL):? ESOL: Topological method implemented from |
-4.49 |
Solubility | 0.0136 mg/ml ; 0.000032 mol/l |
Class? Solubility class: Log S scale |
Moderately soluble |
Log S (Ali)? Ali: Topological method implemented from |
-4.5 |
Solubility | 0.0135 mg/ml ; 0.0000318 mol/l |
Class? Solubility class: Log S scale |
Moderately soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
-3.1 |
Solubility | 0.336 mg/ml ; 0.000789 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) |
Yes |
CYP2C9 inhibitor? Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set) |
Yes |
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 |
-6.26 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 |
1.0 |
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 |
3.0 alert: heavy_metal |
Leadlikeness? Leadlikeness: implemented from |
No; 1 violation:MW<2.0 |
Synthetic accessibility? Synthetic accessibility score: from 1 (very easy) to 10 (very difficult) |
3.14 |
* 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 |
---|---|---|
4-isopropenyl-1-methyl-cyclohexene; at 210℃; for 8h; | A mixture of 213 g of ICF2CF2OCF2CF2SO2F (Shanghai Institute of Organic Chemistry, China), 0.5 g of (D)-limonene was added to a 1 liter autoclave and pressurized with 30 g of ethylene. The autoclave was heated to 210C for 8 hrs, after which the autoclave was allowed to cool, and the product removed. The product was distilled to give 187.3 g of ICH2CH2CF2CF2OCF2CF2SO2F, bp 88-89C/4 kPa (30 mmHg). 19F NMR: -45.0 (t, J = 5.7 Hz, 1F), -82.7 (m, 2F), -87.2 (m, 2F), -112.7 (m, 2F), -119.3 (t, J = 17 Hz, 2F). | |
In 2,2,3,3,5,5,6,6-Octafluoro-4-trifluoromethyl-morpholine; at 67℃; under 3878.71 Torr; for 24h; | In a 600 mL PARR pressure reactor, commercially available from Parr Instruments Inc., Moline, IL, 45g I-CF2CF2OCF2CF2S02F (0.10 mol) was reacted with 3.0g CH2=CH2 (0.107 mol) in the presence of 0.70g Initiator in 80g perfluorinated N-methyl morpholine solvent at 67C with a pressure of no higher than 75 psi (517 kPa) for 24 hours. 19F-NMR analysis of the reaction solution indicated that 76% ICH2CH2CF2CF2OCF2CF2-S02F (-120 ppm for -CH2CF2-, t, J=16.5 Hz) was formed with 24% unreacted I-CF2CF2OCF2CF2S02F (-57 ppm for ICF2-). Only the 1/1 adduct was formed. 19F NMR showed chemical shifts at +43 ppm for -S02F, -82 and -88 ppm for -CF2OCF2-, -114 ppm for -CF2S02- and -120 ppm for -CH2CF2-. Chemical shifts from 1H NMR for ICH2CH2- were correspondingly at 3.5 (t, 2H) and 2.5 (m, 2H) ppm. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With sodium dithionite; sodium hydrogencarbonate; In water; acetonitrile; at 0 - 5℃; for 0.833333h; | Example 1fi) Synthesis of PERFLUOROALKYL SULPHONYL linker (D) (A) (B) > o F F F F //oF 0 F F F F c A-"Sodium Dithionite/0 Water, F F F F p F FF F H+ Hydrolysis (D) NaC02 (C) F F F F/p Hz0 F F F F O S-F Fi O F F F F o NaH2Ft4 F F F F o Following Yijun Pan and Christopher Holmes. A traceless Perfluoroalkylsulphonyl linker for the deoxygenation of phenols, Organic letters, July 2001, p83-86 and supplementary information attached. To the solution of ethyl vinylether (600 mg, 8.3 MMOL), NAHCO3 (680 mg, 8.0 MMOL), and Tetrafluoro-2-tetrafluoro-2-iodoethoxy) ethanesulphonyl fluoride (A) supplied by Apollo (3.5 g, 8.0 MMOL) in CH3CN (8 ML) and H20 (7 ML) was slowly added Na2S204 (1.64 g, 8.0 MMOL) at 0 C under stirring. The mixture was stirred at 5 C for 50min. The pH of the reaction mixture was adjusted to 6. 2-7. 0 by adding 3N aqueous HCI and the mixture was stirred at 25 C for another 20 min. It was extracted with CH2CI2, washed with water and concentrated under reduced pressure. The oil residue was dissolved in acetone (38 MI) and the solution was added to a stirring mixture of 2-methyl-butene-2 (36 ML), NaH2PO4 (4.0 g, 30 mmol), NaClO2 (5.0 g, 55 MMOL) and water (40 mi) at 0-5 C. The reaction mixture was stirred at 10-15 C for 2h. It was concentrated under reduced pressure, extracted with ether, washed with brine, DRIED (NA2S04) and concentrated for chromatography (CHCI3/MEOH, 100: 2) to afford compound (D) (866 mg, 30%). F-19 NMR ; C-13 NMR |