Structure of 54773-19-2
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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. : | 54773-19-2 |
Formula : | C7H3Cl2F3 |
M.W : | 215.00 |
SMILES Code : | FC(F)(F)C1=CC=CC(Cl)=C1Cl |
MDL No. : | MFCD00069115 |
InChI Key : | BJYHBJUWZMHGGQ-UHFFFAOYSA-N |
Pubchem ID : | 94570 |
GHS Pictogram: |
![]() |
Signal Word: | Warning |
Hazard Statements: | H302-H315-H320-H335 |
Precautionary Statements: | P264-P270-P301+P312-P330 |
Num. heavy atoms | 12 |
Num. arom. heavy atoms | 6 |
Fraction Csp3 | 0.14 |
Num. rotatable bonds | 1 |
Num. H-bond acceptors | 3.0 |
Num. H-bond donors | 0.0 |
Molar Refractivity | 41.46 |
TPSA ? Topological Polar Surface Area: Calculated from |
0.0 Ų |
Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from |
2.2 |
Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by |
4.48 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
5.16 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
4.51 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
4.13 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
4.1 |
Log S (ESOL):? ESOL: Topological method implemented from |
-4.3 |
Solubility | 0.0108 mg/ml ; 0.0000502 mol/l |
Class? Solubility class: Log S scale |
Moderately soluble |
Log S (Ali)? Ali: Topological method implemented from |
-4.2 |
Solubility | 0.0136 mg/ml ; 0.0000631 mol/l |
Class? Solubility class: Log S scale |
Moderately soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
-4.52 |
Solubility | 0.00645 mg/ml ; 0.00003 mol/l |
Class? Solubility class: Log S scale |
Moderately 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) |
Yes |
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 |
-4.43 cm/s |
Lipinski? Lipinski (Pfizer) filter: implemented from |
1.0 |
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<2.0 |
Synthetic accessibility? Synthetic accessibility score: from 1 (very easy) to 10 (very difficult) |
1.41 |
* 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 |
---|---|---|
78.2% | With sulfuric acid; aniline; sodium nitrite In water | 49.3 g of water, 15.8 g of 50percent hypophosphorous acid (0.120 mol) and 0.13 g of copper sulfate pentahydrate (0.52*10-3 mol) are loaded into a 500 ml reactor. 19.5 g of concentrated sulfuric acid (0.195 mol) are then added at room temperature. 23 g of 2-amino-3,5-dichlorotrifluoromethylbenzene (0.100 mol) are then added over 25 minutes at about 25° C., followed by addition of 17.1 g of 41.5percent sodium nitrite solution. The temperature is maintained at a maximum of 30° C. throughout this exothermic addition, and then at 25° C. for 1 hour. The organic phase is then separated out after settling has taken place and is washed with water. A mixture is finally obtained consisting of 22.8percent aniline and 72.3percent 3,5-dichlorotrifluoromethylbenzene. The degree of conversion of the starting material was 78.2percent and the true yield of dichlorotrifluoromethylbenzene is 74.0percent. |
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