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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+ |
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Accessible (Haz class 3, 4, 5 or 8), International | USD 200+ |
Structure of 55854-46-1
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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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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'.
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'.
CAS No. : | 55854-46-1 |
Formula : | C4H2BrClO2S2 |
M.W : | 261.54 |
SMILES Code : | O=S(C1=CC=C(Br)S1)(Cl)=O |
MDL No. : | MFCD00084909 |
InChI Key : | WGYBIEOLAFYDEC-UHFFFAOYSA-N |
Pubchem ID : | 2733924 |
GHS Pictogram: |
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Signal Word: | Danger |
Hazard Statements: | H314-H317 |
Precautionary Statements: | P280-P305+P351+P338-P310 |
Class: | 8 |
UN#: | 3261 |
Packing Group: | Ⅱ |
Num. heavy atoms | 10 |
Num. arom. heavy atoms | 5 |
Fraction Csp3 | 0.0 |
Num. rotatable bonds | 1 |
Num. H-bond acceptors | 2.0 |
Num. H-bond donors | 0.0 |
Molar Refractivity | 45.1 |
TPSA ? Topological Polar Surface Area: Calculated from |
70.76 Ų |
Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from |
1.69 |
Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by |
2.98 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
3.52 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
1.26 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
2.91 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
2.47 |
Log S (ESOL):? ESOL: Topological method implemented from |
-3.64 |
Solubility | 0.0595 mg/ml ; 0.000228 mol/l |
Class? Solubility class: Log S scale |
Soluble |
Log S (Ali)? Ali: Topological method implemented from |
-4.13 |
Solubility | 0.0194 mg/ml ; 0.0000742 mol/l |
Class? Solubility class: Log S scale |
Moderately soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
-3.06 |
Solubility | 0.226 mg/ml ; 0.000865 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) |
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 |
-5.78 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<0.0 |
Synthetic accessibility? Synthetic accessibility score: from 1 (very easy) to 10 (very difficult) |
2.76 |
* 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 |
---|---|---|
76.66% | With ammonia; In tetrahydrofuran; at -78℃; for 3h; | To solution of 3, 5-dichlorothiophene-2-sulfonyl chloride (6.2 g, 23.70 mmol) in THF (10 mL), saturated ammonia solution in THF (60 mL) was added at -78 C. The solid precipitated out and evaporated to dryness and the crude triturated with pentane to obtain the title compound, lnt-B-2.15 (4.4 g, 76.66 %). LCMS ESI(-ve) (m/z): 240.0 (M-2). |
68% | With ammonia; In 1,4-dioxane; water monomer; at 0℃; for 0.5h; | (143e) 5-Bromothiophene-2-sulfonamide 5-Bromothiophene-2-sulfonyl chloride (0.30 g, 1.2 mmol) was dissolved in 1,4-dioxane (2 mL). The resulting mixture was stirred at 0C, and 28% ammonia water (4 mL) was added thereto. The resulting mixture was stirred at 0C for 30 min. The reaction solvent was evaporated under reduced pressure, and water was added to the residue. After extraction with methylene chloride, the organic layer was washed with water and brine, and then dried with anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to obtain 0.19 g (yield: 68%) of a crude product of the title compound as a white solid. 1H-NMR (400 MHz, CDCl3) δ ppm: 7.42 (1H, m), 7.06 (1H, m), 5.02 (2H, s). |
With ammonia; at 15℃; for 0.2h; | To a solution of 5-bromothiophene-2-sulfonyl chloride (2 g, 7.65 mmol, 1 eq) in ammonia (1.95 g, 115 mmol, 1.92 mL, 15 eq). The mixture was stirred at 15 C for 0.2 hour. TLC (petroleum ether/EtOAc = 3/1) indicated 5-bromothiophene-2-sulfonyl chloride was consumed completely and new spot formed. The reaction mixture was concentrated under reduced pressure to give a residue. The mixture was dissolved in EtOAc (20 mL), and then strried at 20 C for 5 mins. The reaction mixture was filtered and the filtrate was concentrated under reduced pressure to give desired 5-bromothiophene-2-sulfonamide (1.5 g, crude) as a white solid. |
With ammonia; at 15℃; for 0.2h; | To a solution of 5-bromothiophene-2-sulfonyl chloride (2 g, 7.65 mmol, 1 eq) in ammonia (1.95 g, 115 mmol, 1.92 mL, 15 eq). The mixture was stirred at 15 C for 0.2 hour. TLC (petroleum ether/EtOAc = 3/1) indicated 5-bromothiophene-2-sulfonyl chloride was consumed completely and new spot formed. The reaction mixture was concentrated under reduced pressure to give a residue. The mixture was dissolved in EtOAc (20 mL), and then strried at 20 C for 5 mins. The reaction mixture was filtered and the filtrate was concentrated under reduced pressure to give desired 5-bromothiophene-2-sulfonamide (1.5 g, crude) as a white solid. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
88.6% | With triethylamine; In dichloromethane; at 25℃; for 4h; | General procedure: To a mechanically stirred suspension of suspension of 1 (0.21 g, 0.53 mmol) in 30 ml CH2Cl2 were added triethylamine (0.5 ml) and aromatic sulfonyl chloride (0.53 mmol) at 25 C for 4 h. The reaction process was detected by TLC method. Then, antagonized by dilute sodium hydroxide, extracted, and washed with ether and water, evaporated under vacuum. Finally, the mixture was recrys-tallizated from ethyl acetate , providing a total product yield of 65.4%-88.6 %. |