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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 6221-12-1
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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
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Batch number can be found on the product's label following the word 'Batch'.
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CAS No. : | 6221-12-1 |
Formula : | C7H6BrNO |
M.W : | 200.03 |
SMILES Code : | BrCC(=O)C1=CC=CN=C1 |
MDL No. : | MFCD08273630 |
InChI Key : | IQMGXSROJBYCLS-UHFFFAOYSA-N |
Pubchem ID : | 151408 |
GHS Pictogram: |
![]() |
Signal Word: | Danger |
Hazard Statements: | H314-H290 |
Precautionary Statements: | P501-P260-P234-P264-P280-P390-P303+P361+P353-P301+P330+P331-P363-P304+P340+P310-P305+P351+P338+P310-P406-P405 |
Class: | 8 |
UN#: | 3261 |
Packing Group: | Ⅲ |
Num. heavy atoms | 10 |
Num. arom. heavy atoms | 6 |
Fraction Csp3 | 0.14 |
Num. rotatable bonds | 2 |
Num. H-bond acceptors | 2.0 |
Num. H-bond donors | 0.0 |
Molar Refractivity | 42.3 |
TPSA ? Topological Polar Surface Area: Calculated from |
29.96 Ų |
Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from |
1.35 |
Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by |
1.22 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
1.66 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
0.62 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
2.2 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
1.41 |
Log S (ESOL):? ESOL: Topological method implemented from |
-2.16 |
Solubility | 1.38 mg/ml ; 0.00691 mol/l |
Class? Solubility class: Log S scale |
Soluble |
Log S (Ali)? Ali: Topological method implemented from |
-1.45 |
Solubility | 7.16 mg/ml ; 0.0358 mol/l |
Class? Solubility class: Log S scale |
Very soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
-3.23 |
Solubility | 0.116 mg/ml ; 0.000582 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 |
-6.65 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) |
1.65 |
* 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 selenium(IV) oxide; for 16h;Reflux; | Procedure U: Ethyl 2-oxo-2-(pyridin-3-yl)acetate; To a solution of 12 g (100 mmol, 1.0 eq.) of 3-acetylpyridine in HBr/AcOH (35%) at 5 C was added 1.08 eq. of bromine dropwise. On complete addition, the reaction mixture was warmed to 40 0C and stirred for 1.5 h. The solution was then warmed to 70 0C and the mixture stirred for an additional 1 h. The solution was then cooled to 0 C and ether was added. The mixture was filtered and the filter cake was washed with cold ether and dried under vacuum to afford crude 2-bromo-l-(pyridin-3-yl)ethanone. The crude 2-bromo-l- (pyridin-3-yl)ethanone was redissolved in EtOH at and leq. of selenium dioxide was added. The mixture was heated at reflux for 16 h. The solution was allowed to cool to room temperature and poured into water. The aqueous phase was extracted with EtOAc. The organic layer was washed with water, brine, dried (MgSO4) and the solvent removed in vacuo. The residue was purified by flash chromatography to provide 8 g (45 mmol, 45%) of ethyl 2-oxo-2-(pyridin-3-yl)acetate. 1H NMR: deltaH (300 MHz, CDCl3) 1.44 (t, 3H), 4.46 (q, 2H), 7.47 (m, IH), 8.35 (m, IH), 8.85 (dd, IH), 9.25 (d, IH). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
at 100℃; for 0.25h; | General procedure: Ammonium carbonate (0.29 g, 3 mmol) was added to the appropriate aliphatic carboxylic acid (1 mL) and the mixture was stirred at 100 C for 30 minutes. The appropriate 1-aryl-2-bromoethanone (1 mmol) was added to the solution. Then the mixture was stirred for 15 minutes. The reaction was extracted with CH2Cl2, and the combined organic extracts were dried, filtered and concentrated under reduced pressure to give 2-alkyl-4(5)-aryl-1H-imidazoles. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
40% | In ethanol; at 70℃; for 2h; | General procedure: Compounds 17-29and 43-61 were prepared following this general protocol unless otherwise noted. To substituted2-bromoethanone in ethanol was added substituted thiourea (1.02 eq). The mixture wasstirred at 70C. The reaction was monitored via LC/MS. After 2 h, the reaction mixture wascooled to room temperature and precipitate was formed. The precipitate was collected by vacuumfiltration and washed with acetone. The solid was dissolved in 2 MNaOH (25 mL) and extracted with EtOAc (3 x 50 mL). The combined organic layers were dried over Na2SO4 andconcentrated in vacuo desired product. |
A283219 [17694-68-7]
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