Structure of 884497-46-5
*Storage: {[sel_prStorage]}
*Shipping: {[sel_prShipping]}
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 !
Change View
Size | Price | VIP Price | US Stock |
Global Stock |
In Stock | ||
{[ item.pr_size ]} |
Inquiry
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,1,item.pr_is_large_size_no_price, item.discount_usd) ]} {[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]} |
Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]} | Inquiry {[ item.pr_usastock ]} In Stock Inquiry - | {[ item.pr_chinastock ]} {[ item.pr_remark ]} In Stock 1-2 weeks - Inquiry - | Login | - + | Inquiry |
Please Login or Create an Account to: See VIP prices and availability
US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days
1-2weeks
Inquiry
{[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]}
{[ getRatePrice(item.pr_usd,1,item.mem_rate,item.pr_is_large_size_no_price, item.pr_usd) ]}
Inquiry
{[ getRatePrice(item.pr_usd,item.pr_rate,1,item.pr_is_large_size_no_price, item.vip_usd) ]}
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]}
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]}
In Stock
- +
Please Login or Create an Account to: See VIP prices and availability
US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks
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'.
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. : | 884497-46-5 |
Formula : | C8H8FNO2 |
M.W : | 169.15 |
SMILES Code : | O=C(OC)C1=CC(F)=CC(N)=C1 |
MDL No. : | MFCD05863683 |
Boiling Point : | No data available |
InChI Key : | YKEJVXMOMKWEPV-UHFFFAOYSA-N |
Pubchem ID : | 3807862 |
GHS Pictogram: |
![]() |
Signal Word: | Warning |
Hazard Statements: | H302 |
Precautionary Statements: | P280-P305+P351+P338 |
Num. heavy atoms | 12 |
Num. arom. heavy atoms | 6 |
Fraction Csp3 | 0.12 |
Num. rotatable bonds | 2 |
Num. H-bond acceptors | 3.0 |
Num. H-bond donors | 1.0 |
Molar Refractivity | 42.08 |
TPSA ? Topological Polar Surface Area: Calculated from |
52.32 Ų |
Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from |
1.65 |
Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by |
1.6 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
1.62 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
1.75 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
1.4 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
1.6 |
Log S (ESOL):? ESOL: Topological method implemented from |
-2.13 |
Solubility | 1.24 mg/ml ; 0.00733 mol/l |
Class? Solubility class: Log S scale |
Soluble |
Log S (Ali)? Ali: Topological method implemented from |
-2.31 |
Solubility | 0.828 mg/ml ; 0.0049 mol/l |
Class? Solubility class: Log S scale |
Soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
-2.39 |
Solubility | 0.692 mg/ml ; 0.00409 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 |
-6.2 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 |
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) |
1.45 |
* 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 |
---|---|---|
88% | With 5%-palladium/activated carbon; hydrogen In methanol; water for 6 h; Inert atmosphere | To a 3 liter round bottom flask was charged with 500 ml H2SO4. Fuming nitric acid was added (40 mL) and the mixture gently stirred. 2-Bromo-5-fluorobenzoic acid (60 g, 219 mmol) was added in 5 g portions over 90 minutes at 5-10°C. The mixture was stirred for 60 minutes at which time the reaction was completed. The mixture was poured into 1 liter of an ice/water mixture and extracted with EtOAc (3x600 mL). The combined organic extracts are dried (MgSO4) and concentrated under reduced pressure to give a yellow solid. The solid was suspended in hexanes and stirred for 30 minutes. The soild was collected on filter to provide 2-bromo-5-fluoro-3-nitrobenzoic acid as yellow solid (35 g, 49percent). To the solution of 2-bromo-5-fluoro-3-nitrobenzoic acid (35 g) in MeOH (400 mL) was added SOCl2 (40 mL) drop-wise at 10-15 °C. The reaction was then stirred at 65°C for 1 h. After cooling to room temperature, the solvent was evaporated in vacuum to afford a residue, which was chromatographed on silica gel using gradient eluant of 0-100percent EtOAc in hexane to provide methyl 2-bromo-5-fluoro-3-nitrobenzoate (20g, 84percent). To a solution of 2-bromo-5-fluoro-3-nitrobenzoate (20 g, 278 mmol) in EtOH/CH3COOH (200 mL/ 200 mL) was added iron powder (25 g, 55mmol). The mixture was vigorously stirred and heated to 85 °C for 1h. After cooling, the mixture was diluted with water and basified with NaHCO3 (PH=8), extracted with ethyl acetate (450mlx3). The combined organic layer was washed with brine (500ml), dried over MgSO4, filtered, and evaporated in vacuum. The residue was applied to flash column chromatography (silica gel) to give methyl 3-amino-2-bromo-5- fluorobenzoate (15.6 g,87percent) as red oil. To a solution of 3-amino-2-bromo-5-fluorobenzoate (2.48 g, 10 mmol) in MeOH (80 mL) was added Pd/C (0.5 g, 5percent, 50percent water), the mixture was stirred at atmosphere of hydrogen for about 6.0 h. Then the mixture was filtered, washed with MeOH (10 mL). The filtrate was concentrated and recrystallized with MeOH (2.5 mL) to afford methyl 3-amino-5-fluorobenzoate (1.48 g, 88percent) as a brown solid. 1H NMR (DMSO-d6) δ 7.04 (t, 1H, J=l .8 Hz), 6.74-6.76 (m, 1H), 6.55-6.80 (m, 1H),6.58 (m, 1H), 3.82 (s, 3H). |
88% | With 5%-palladium/activated carbon; hydrogen In methanol for 6 h; | To a solution of 3-amino-2-bromo-5-fluorobenzoate (2.48 g, 10 mmol) in MeOH (80 mL) was added Pd/C (0.5 g, 5percent, 50percent water), the mixture was stirred at atmosphere of hydrogen for about 6.0 h. Then the mixture was filtered, washed with MeOH (10 mL). The filtrate was concentrated and recrystallized with MeOH (2.5 mL) to afford methyl 3-amino-5-fluorobenzoate (1.48 g, 88percent) as a brown solid. 1H NMR (DMSO-d6) δ 7.04 (t, 1H, J=1.8 Hz), 6.74-6.76 (m, 1H), 6.55-6.80 (m, 1H), 6.58 (m, 1H), 3.82 (s, 3H). |
88% | With 5%-palladium/activated carbon; hydrogen In water at 20℃; for 6 h; | Methyl 3-amino-2-bromo-5-fluorobenzoate (2.48 g, 10 mmol) was dissolved in methanol (80 mL) and palladium on carbon (0.5 g, 5percent, 50percent water) added. The mixture was stirred for 6 hours at room temperature under a standard atmosphere of hydrogen. The reaction mixture was filtered through celite, washed with methanol (10ml) and the filtrate was concentrated. Recrystallization from methanol (2.5mL) gave methyl 3-amino-5-fluorobenzoate (1.48g, 88percent) as a brown solid. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
100% | at 0℃; for 12 h; Reflux | Example 1347-Fluoro-3 ,3 -dimethyl-2- (3 -morpholin-4-yl-phenyl) - 1 ,2,3 ,4-tetrahydro-quinoline-5- carboxylic acid To a stirred solution of 3-amino-5-fiuoro-benzoic acid (25 g, 161 mmol) in methanol (300 mL) was added thionyl chloride (30 mL, 403 mmol) dropewise at 0 °C . Then the mixture solution was refluxed for 12 hours before cooling to room temperature. Then the reaction mixture was concentrated in vacuo and the residue was dissolved in ethyl acetate (500 mL), washed with saturated aqueous sodium bicarbonate solution (3 x 100 mL), dried over anhydrous sodium sulfate and concentrated in vacuo to afford 3-amino-5-fiuoro- benzoic acid methyl ester (27.5 g, quant.) as a pale-white solid: LC/MS m/e calcd for C8H8FN02 (M+H)+: 170.16, observed: 169.9. |
100% | at 0℃; for 12 h; Reflux | To a stirred solution of 3-amino-5-fluoro-benzoic acid (25 g, 161 mmol) in methanol (300 mL) was added thionyl chloride (30 mL, 403 mmol) dropewise at 0° C. Then the mixture solution was refluxed for 12 hours before cooling to room temperature. Then the reaction mixture was concentrated in vacuo and the residue was dissolved in ethyl acetate (500 mL), washed with saturated aqueous sodium bicarbonate solution (3.x.100 mL), dried over anhydrous sodium sulfate and concentrated in vacuo to afford 3-amino-5-fluoro-benzoic acid methyl ester (27.5 g, quant.) as a pale-white solid: LC/MS m/e calcd for C8H8FNO2 (M+H)+: 170.16, observed: 169.9. |
A173129 [2475-81-2]
Methyl 2-amino-4-fluorobenzoate
Similarity: 0.95
A238386 [369-26-6]
Methyl 3-amino-4-fluorobenzoate
Similarity: 0.93
A197000 [153774-39-1]
Allyl 3-amino-4-fluorobenzoate
Similarity: 0.92
A130738 [319-24-4]
Methyl 2-amino-5-fluorobenzoate
Similarity: 0.92
A142432 [185629-32-7]
Methyl 4-amino-3-fluorobenzoate
Similarity: 0.92
A173129 [2475-81-2]
Methyl 2-amino-4-fluorobenzoate
Similarity: 0.95
A238386 [369-26-6]
Methyl 3-amino-4-fluorobenzoate
Similarity: 0.93
A197000 [153774-39-1]
Allyl 3-amino-4-fluorobenzoate
Similarity: 0.92
A130738 [319-24-4]
Methyl 2-amino-5-fluorobenzoate
Similarity: 0.92
A142432 [185629-32-7]
Methyl 4-amino-3-fluorobenzoate
Similarity: 0.92
A173129 [2475-81-2]
Methyl 2-amino-4-fluorobenzoate
Similarity: 0.95
A238386 [369-26-6]
Methyl 3-amino-4-fluorobenzoate
Similarity: 0.93
A197000 [153774-39-1]
Allyl 3-amino-4-fluorobenzoate
Similarity: 0.92
A130738 [319-24-4]
Methyl 2-amino-5-fluorobenzoate
Similarity: 0.92
A142432 [185629-32-7]
Methyl 4-amino-3-fluorobenzoate
Similarity: 0.92
A173129 [2475-81-2]
Methyl 2-amino-4-fluorobenzoate
Similarity: 0.95
A238386 [369-26-6]
Methyl 3-amino-4-fluorobenzoate
Similarity: 0.93
A197000 [153774-39-1]
Allyl 3-amino-4-fluorobenzoate
Similarity: 0.92
A130738 [319-24-4]
Methyl 2-amino-5-fluorobenzoate
Similarity: 0.92
A142432 [185629-32-7]
Methyl 4-amino-3-fluorobenzoate
Similarity: 0.92