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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+ |
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Structure of 5402-60-8
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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'.
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CAS No. : | 5402-60-8 |
Formula : | C9H11Cl |
M.W : | 154.64 |
SMILES Code : | CC1=C(CCl)C(C)=CC=C1 |
MDL No. : | MFCD01310815 |
InChI Key : | HPVRFWQMBYLJRL-UHFFFAOYSA-N |
Pubchem ID : | 221154 |
GHS Pictogram: |
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Signal Word: | Danger |
Hazard Statements: | H314 |
Precautionary Statements: | P280-P305+P351+P338-P310 |
Class: | 8 |
UN#: | 3261 |
Packing Group: | Ⅲ |
Num. heavy atoms | 10 |
Num. arom. heavy atoms | 6 |
Fraction Csp3 | 0.33 |
Num. rotatable bonds | 1 |
Num. H-bond acceptors | 0.0 |
Num. H-bond donors | 0.0 |
Molar Refractivity | 46.14 |
TPSA ? Topological Polar Surface Area: Calculated from |
0.0 Ų |
Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from |
2.27 |
Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by |
3.04 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
2.89 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
3.56 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
3.73 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
3.1 |
Log S (ESOL):? ESOL: Topological method implemented from |
-3.09 |
Solubility | 0.125 mg/ml ; 0.000809 mol/l |
Class? Solubility class: Log S scale |
Soluble |
Log S (Ali)? Ali: Topological method implemented from |
-2.71 |
Solubility | 0.304 mg/ml ; 0.00197 mol/l |
Class? Solubility class: Log S scale |
Soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
-4.18 |
Solubility | 0.0103 mg/ml ; 0.0000665 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 |
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) |
Yes |
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 |
-5.08 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 |
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 |
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) |
1.1 |
* 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 |
---|---|---|
195 mg | To a solution of <strong>[704-91-6]1H-<strong>[704-91-6]indazole-6-carboxylic acid</strong></strong> (343 mg) in acetonitrile (10 mL) was addedN-chlorosuccinimide (313 mg), and the reaction mixture was stirred at 60°C for 2 hours. The reaction mixture was concentrated under reduced pressure, and then acetone (10 mL), potassium carbonate (883 mg) and 2,6-dimethylbenzyl chloride (724 mg) were added and the reaction mixture was stirred at room temperature for 2 days. The reaction mixture was quenched with water, and extracted with ethyl acetate. The obtained organic layer was dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography to give the titled compound (195 mg) as a white solid. 1H-NMR (400 MHz, CDCl3) delta: 7.79 (1H, d, J = 8.8 Hz), 7.65 (2H, d, J = 8.1 Hz) 7.26-7.23 (1H, m), 7.14 (2H, d, J = 7.6 Hz), 7.06-7.02 (1H, m), 6.92 (2H, d, J = 7.6 Hz), 5.54 (2H, s), 5.40 (2H, s), 2.42 (6H, s), 2.25 (6H, s). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
21 mg | With potassium carbonate; In 1-methyl-pyrrolidin-2-one; at 160℃; for 0.5h;Microwave irradiation; | (1) Synthesis of methyl 1-(2,6-dimethylbenzyl)-1H-pyrrolo[3,2-b]pyridine-6-carboxyl ate [95-1] (hereinafter referred to as a compound [95-1]) To a solution of <strong>[1015609-11-6]methyl 1H-pyrrolo[3,2-b]pyridin-6-carboxylate</strong> (50 mg) in N-methyl-2-pyrrolidone (1 mL) were added potassium carbonate (158 mg) and 2,6-dimethylbenzyl chloride (91 mg), and then the reaction mixture was subj ected to microwave irradiation at 160C for 30 minutes. The reaction mixture was quenched with water, and extracted with ethyl acetate. The obtained organic layer was dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography to give the titled compound (21 mg) as a white solid. 1H-NMR (400 MHz, CDCl3) δ: 9.14 (1H, s), 8.45 (1H, s), 7.25 (1H, t, J = 7.3Hz), 7.15 (2H, d, J = 7.3 Hz), 7.02 (1H, d, J = 3.0 Hz), 6.67 (1H, d, J = 3.0 Hz), 5.33 (2H, s), 4.00 (3H, s), 2.26 (6H, s). ESI-MS found: 295 [M+H]+ |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
555 mg | With potassium carbonate; In N,N-dimethyl-formamide; at 20℃; for 20h; | To a solution of <strong>[7746-27-2]6-bromo-3-methyl-1H-indazole</strong>, (467 mg) obtained with the method described in the document (JP 2009-528363 W) in N,N-dimethylformamide (10 mL) were added potassium carbonate (618 mg) and 2,6-dimethylbenzyl chloride (518 mg) at room temperature, and then the reaction mixture was stirred at room temperature for 20 hours. The reaction mixture was quenched with water, and extracted with ethyl acetate. The obtained organic layer was dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography to give the titled compound (555 mg) as a white solid. 1H-NMR (400 MHz, CDCl3) delta:7.47 (1H, d, J = 8.8Hz), 7.22-7.14 (2H, m), 7.11-7.09 (3H, m), 5.45 (2H, s), 2.51 (3H, s), 2.33 (6H, s). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
67 mg | With potassium carbonate; In N,N-dimethyl-formamide; at 20℃; for 3h; | To a solution of the compound [96-2] obtained in the process (2) (40 mg) in N,N-dimethylformamide (2 mL) were added potassium carbonate (82 mg) and 2,6-dimethylbenzyl chloride (69 mg) at room temperature, and then the reaction mixture was stirred at room temperature for 3 hours. The reaction mixture was quenched with water, and extracted with chloroform. The obtained organic layer was dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography to give the titled compound (67 mg) as a white solid. 1H-NMR (400 MHz, CDCl3) delta: 7.98 (1H, d, J = 7.8 Hz), 7.49 (1H, d, J = 8.1 Hz), 7.22 (1H, dd, J = 8.2, 7.0 Hz), 7.12 (2H, d, J = 7.6 Hz), 6.96 (1H, d, J = 3.4 Hz), 6.46 (1H, d, J = 3.7 Hz), 5.49 (2H, s), 2.27 (6H, s). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With potassium carbonate; In N,N-dimethyl-formamide; at 20℃; for 16h;Inert atmosphere; | Step A: Preparation of 3-(2,6-Dimethylbenzyloxy)-2-methoxybenzaldehyde: The solution of <strong>[66495-88-3]3-hydroxy-2-methoxybenzaldehyde</strong> (5.06 g, 32.7 mmol), 2,6-Dimethylbenzyl chloride (5,04 g, 33.1 mmol) and K2CO3 (4.78 g, 34.6 mmol) in dry DMF (15 ml) was stirred at room temperature under argon for 16 hours, then diluted with EtOAc (40 ml), and washed with water (20 ml). The organic layer was concentrated, and purified by flash chromatography on a silica gel column (hex: ethyl acetate 4:1) to give the title compound as an off white solid. |
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