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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 31719-77-4
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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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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'.
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Batch number can be found on the product's label following the word 'Batch'.
CAS No. : | 31719-77-4 |
Formula : | C8H7ClO2 |
M.W : | 170.59 |
SMILES Code : | C1=C(C(=O)O)C=CC=C1CCl |
MDL No. : | MFCD00191922 |
InChI Key : | PBSUMBYSVFTMNG-UHFFFAOYSA-N |
Pubchem ID : | 241752 |
GHS Pictogram: |
![]() ![]() |
Signal Word: | Danger |
Hazard Statements: | H302+H312+H332-H314 |
Precautionary Statements: | P280-P305+P351+P338-P310 |
Class: | 8 |
UN#: | 3261 |
Packing Group: | Ⅱ |
Num. heavy atoms | 11 |
Num. arom. heavy atoms | 6 |
Fraction Csp3 | 0.12 |
Num. rotatable bonds | 2 |
Num. H-bond acceptors | 2.0 |
Num. H-bond donors | 1.0 |
Molar Refractivity | 43.16 |
TPSA ? Topological Polar Surface Area: Calculated from |
37.3 Ų |
Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from |
1.46 |
Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by |
2.07 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
1.97 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
2.25 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
2.18 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
1.99 |
Log S (ESOL):? ESOL: Topological method implemented from |
-2.47 |
Solubility | 0.574 mg/ml ; 0.00336 mol/l |
Class? Solubility class: Log S scale |
Soluble |
Log S (Ali)? Ali: Topological method implemented from |
-2.48 |
Solubility | 0.562 mg/ml ; 0.00329 mol/l |
Class? Solubility class: Log S scale |
Soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
-2.79 |
Solubility | 0.279 mg/ml ; 0.00164 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) |
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 |
-5.87 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 |
0.56 |
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) |
1.29 |
* 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 |
---|---|---|
90% | With sulfuric acid; for 12h;Heating / reflux; | Example 17 Ethyl 3-(chloromethyl)benzoate 13a (Scheme 7) To a stirred solution of 3-(chloromethyl)benzoic acid 23 (0.01 mol, 1.70 g) in anhydrous ethanol (20 ml) was added few drops (approximately 0.2 ml) concentrated sulfuric acid was added and the resulting mixture was refluxed for 12 hours. The reaction mixture was concentrated on rotavapor and the residue was diluted with ethyl acetate (50 ml). The ethyl acetate solution was washed successively with water, saturated sodium bicarbonate (NaHCO3), water, and dried over anhydrous magnesium sulfate (MgSO4). Evaporation of the solvent gave the target ester 13a as colorless oil in 90% yield (1.78 g). The ester 13a was taken to next step without any further purification. 1H NMR (400 MHz, CDCl3): delta 1.30 (3H, t, J=7.2 Hz); 4.29 (2H, t, J=7.2 Hz); 4.83 (2H, s); 7.53 (1H, m); 7.69 (1H, broad d); 7.90 (1H, broad d); 8.01 (1H, s). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Step 1 3-chloromethylbenzoic acid (5. 9mmol) was dissolved in DMF and [CARBONYLDIIMIDAZOLE] (6. 2mmol) added. After 5 minutes the amine (5. 8mmol) was added and the reaction stirred at room temperature for 4h. The reaction mixture was diluted with water and extracted with [DICHLOROMETHANE.] The combined organics were dried over [MGS04,] filtered, and the solvent removed. The crude residue was purified by flash chromatography. Step 2 The product from step 1 (1. [6MMOL)] was dissolved in DMF along with the nitrothiopyridine (1. [6MMOL).] To this solution was added Hunig's base (3. 1 mmol) and the reaction stirred at room temperature overnight. The reaction mixture was treated with acetic acid solution and the product extracted with [DICHLOROMETHANE.] The combined organics were dried [OVER MGS04, FILTERED,] and the solvent removed. The crude residue was purified by flash chromatography. Step 3 The product from step 2 (0. [36MMOL)] was dissolved in ethanol and tin chloride dihydrate added. The reaction mixture was heated at [70C] for 2h. The residue was diluted with water and the product extracted with DCM. The combined organics were dried over MgS04, filtered, and the solvent removed. The crude product was used in the next reaction. Step 4 The product from step 3 (0. [07MMOL)] was dissolved in DCM and the acid chloride [(0.] [08MMOL)] added. To this was added [PS-DIEA] and PS-DMAP and the reaction stirred at RT overnight. The crude product was filtered and the solvent removed. The product was purified by flash chromatography. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
21% | With potassium carbonate; In acetonitrile; | To a stirred suspension of intermediate 12.2 (100 mg, 0.43 mmol) and K2C03 (178 mg, 1.29 mmol) in CH3CN (15 mL) was added 3-(chloromethyl)benzoic acid (74 mg, 0.43 mmol). Stirring was continued overnight at reflux. The volatiles were removed under vacuo. The crude was taken up with water, washed with EtOAc, acidified to pH 3 and extracted with EtOAc (3 x 50 mL). Titration with a mixture of Et20/Acetone afforded compound 14 (30 mg, 0.088 mmol) as white solid. Yield 21%. 1HNMR(400 MHz, DMSO) delta 4.59 (s, 2H), 6.69 (s, 1H), 7.41 (m, 1H), 7.46 (m, 3H), 7.71 (d, J= 7.5 Hz, 1H), 7.81 (d, J= 7.74 Hz, 1H),8.06 (m, 3H), 12.85 (s, 2H). 13C NMR (100 MHz, DMSO) delta 33.8, 127.3, 127.3, 128.5, 129.1,129.2, 130.1, 131.0, 131.3, 131.5, 133.6, 136.3, 138.8, 167.5. |
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