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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 5906-98-9
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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
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CAS No. : | 5906-98-9 |
Formula : | C6H7ClN2O2S |
M.W : | 206.65 |
SMILES Code : | O=S(C1=CC=CC=C1Cl)(NN)=O |
MDL No. : | MFCD08457460 |
InChI Key : | JXYCJRIKOCVGAF-UHFFFAOYSA-N |
Pubchem ID : | 20277438 |
GHS Pictogram: |
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Signal Word: | Danger |
Hazard Statements: | H315-H319-H228 |
Precautionary Statements: | P240-P210-P241-P264-P280-P370+P378-P337+P313-P305+P351+P338-P302+P352-P332+P313-P362 |
Class: | 4.1 |
UN#: | 1325 |
Packing Group: | Ⅲ |
Num. heavy atoms | 12 |
Num. arom. heavy atoms | 6 |
Fraction Csp3 | 0.0 |
Num. rotatable bonds | 2 |
Num. H-bond acceptors | 4.0 |
Num. H-bond donors | 2.0 |
Molar Refractivity | 45.25 |
TPSA ? Topological Polar Surface Area: Calculated from |
80.57 Ų |
Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from |
0.94 |
Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by |
0.39 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
1.57 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
0.86 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
-0.12 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
0.73 |
Log S (ESOL):? ESOL: Topological method implemented from |
-1.6 |
Solubility | 5.13 mg/ml ; 0.0248 mol/l |
Class? Solubility class: Log S scale |
Very soluble |
Log S (Ali)? Ali: Topological method implemented from |
-1.65 |
Solubility | 4.65 mg/ml ; 0.0225 mol/l |
Class? Solubility class: Log S scale |
Very soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
-2.64 |
Solubility | 0.477 mg/ml ; 0.00231 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) |
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 |
-7.28 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 |
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) |
2.02 |
* 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 |
---|---|---|
54% | With tert.-butylhydroperoxide; tetra-(n-butyl)ammonium iodide; In water; acetonitrile; at 80.0℃; for 8.0h; | General procedure: To a stirred solution of vinyl acetate (0.3 mmol), TsNHNH2 (0.54 mmol) and TBAI (0.06 mmol) in MeCN (2 mL) was added TBHP (0.6 mmol, 70% aqueous solution) at room temperature. The mixture was heated at 80 oC for 8 h and cooled down to room temperature. The excess solvent was removed under vacuum, and the residue was purified by silica gel column chromatography to afford desired beta-keto-sulfones . |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
87% | With dipotassium peroxodisulfate; N-iodo-succinimide; In tetrahydrofuran; at 70.0℃; for 8.0h;Schlenk technique; Green chemistry; | General procedure: To a Schlenk tube were added sulfonyl hydrazides (0.3 mmol),NIS (0.06 mmol), K2S2O8 (0.36 mmol), and THF (2 mL). Then thetube was stirred open in air at 70 C for the indicated time untilcomplete consumption of starting material as monitored by TLCanalysis. After the reaction was finished, the solution was concentratedunder reduced pressure, and the mixture was purifiedby flash column chromatography over silica gel (hexane/ethylacetate) to afford the desired product 2 and was analyzed by 1HNMR and 13C NMR spectroscopy (see Supporting Information). |
72% | With dipotassium peroxodisulfate; tetrabutylammomium bromide; In water; at 40.0℃; under 760.051 Torr; for 24.0h;Schlenk technique; | The sulfonyl hydrazide (41.2 mg, 0.2 mmol) of formula 1f was added to the Schlenk bottle.Tetrabutylammonium iodide (TBAI, 14.8 mg, 0.04 mmol),Potassium persulfate (K2S2O8, 64.8mg, 0.24mmol),Add solvent water (2mL),Then the reactor is in an air atmosphere,Stir the reaction at 40 C,The progress of the reaction was monitored by TLC until the disappearance of the starting material (reaction time was 24 hours).After the reaction is completed,The reaction solution was extracted three times with ethyl acetate.The organic phase is dried over anhydrous sodium sulfate.Filter and concentrate under reduced pressure to remove the solvent.The residue was subjected to column chromatography (yield solvent: ethyl acetate / n-hexane) to afford objective product I-6.(72% yield); |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
69% | With iodine pentoxide; In 1,4-dioxane; at 80.0℃; for 7.0h;Sealed tube; | Add phenylacetylene (51 mg, 0.5 mmol), <strong>[5906-98-9]2-chlorobenzenesulfonyl hydrazide</strong> (207 mg, 1.0 mmol), diiod pentoxide (167 mg, 0.5 mmol) and solvent 1,4-dioxane 2 mL to 10 mL sealed tube Medium, placed in an oil bath at 80 C and stirred for 7 h, the reaction After the completion of the heating, the heating was stopped, the sealed tube was cooled to room temperature, and the crude product was separated by column chromatography (eluent was a mixture of petroleum ether/ethyl acetate: 15:1) to give the product (E)-1-chloro- 2-((2-Iodo-2-styryl)sulfonyl)benzene (Compound 18) 139.55 mg (yield 69%). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
42% | With dipotassium peroxodisulfate; tetra-(n-butyl)ammonium iodide; at 20.0℃; for 8.0h; | (2) Step two:The above beta-nitrostyrene (74.5 mg, 0.5 mmol),O-chlorobenzenesulfonyl hydrazide (206 mg, 1.0 mmol),Tetrabutylammonium iodide (36.5 mg, 0.1 mmol) and potassium persulfate (270.0 mg, 1.0 mmol) were added to the flask.The mixture was reacted at 20 C for 8 hours.After TLC detects the reaction,Separated by column chromatography (eluent: petroleum ether / ethyl acetate volume ratio 9:1)1-phenyl 2-chlorobenzenesulfonyl olefin(Compound 10) 58.4 mg,The yield was 42%. |
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