Structure of 123858-51-5
*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. : | 123858-51-5 |
Formula : | C8H8BrNO |
M.W : | 214.06 |
SMILES Code : | CC(C1=CC=C(Br)C=C1N)=O |
MDL No. : | MFCD16659002 |
Boiling Point : | No data available |
InChI Key : | RCGAXUAOILUCAA-UHFFFAOYSA-N |
Pubchem ID : | 14503614 |
GHS Pictogram: |
![]() |
Signal Word: | Warning |
Hazard Statements: | H302-H315-H319-H335 |
Precautionary Statements: | P261-P305+P351+P338 |
Num. heavy atoms | 11 |
Num. arom. heavy atoms | 6 |
Fraction Csp3 | 0.12 |
Num. rotatable bonds | 1 |
Num. H-bond acceptors | 1.0 |
Num. H-bond donors | 1.0 |
Molar Refractivity | 48.74 |
TPSA ? Topological Polar Surface Area: Calculated from |
43.09 Ų |
Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from |
1.7 |
Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by |
2.48 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
2.24 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
1.86 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
2.11 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
2.08 |
Log S (ESOL):? ESOL: Topological method implemented from |
-3.07 |
Solubility | 0.183 mg/ml ; 0.000857 mol/l |
Class? Solubility class: Log S scale |
Soluble |
Log S (Ali)? Ali: Topological method implemented from |
-3.03 |
Solubility | 0.2 mg/ml ; 0.000934 mol/l |
Class? Solubility class: Log S scale |
Soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
-3.23 |
Solubility | 0.125 mg/ml ; 0.000585 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 |
-5.84 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) |
1.29 |
* 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 |
---|---|---|
25% | With hydrogenchloride; boron trichloride In toluene; acetonitrile | Step A Preparation of 1-(2-amino-4-bromophenyl)ethanone (162a) Under an argon atmosphere a solution of 3-bromoaniline (31.3 g, 181.8 mmol) and acetonitrile (75 g, 1.818 mol) in anhydrous toluene (120 ml) was added dropwise to boron trichloride (23.4 g, 200 mmol) in (200 ml) hexanes under cooling in an ice bath and stirring over 2.5 hours. After the addition was completed, aluminum chloride (26.6 g, 200 mmol) was added portion wise over 30 minutes. The mixture was allowed to warm to ambient temperature and then heated at reflux for 16 hours with stirring. A 3N HCl solution (100 ml) was added dropwise to the reaction mixture under stirring at 10° C. After the addition was complete, the mixture was heated at reflux for 3.5 hours. The reaction mixture was then cooled to room temperature, and the layers separated. The aqueous layer was extracted with chloroform (3*250 ml). Organic layers were combined, dried over magnesium sulfate, filtered, and the filtrate concentrated to give the title compound 162a (9.58 g, 25percent). 1H NMR (CDCl3, 300 MHz): δ 7.54 (d, 1H, J=8.8 Hz), 6.83 (d, 1H, J=1.9 Hz), 6.75 (dd, 1H, J=8.4, 1.8 Hz), 2.54 (s, 3H) ppm. |
25% | With hydrogenchloride; boron trichloride In toluene; acetonitrile | Step A Preparation of 1-(2-amino-4-bromophenyl)ethanone (162a) Under an argon atmosphere a solution of 3-bromoaniline (31.3 g, 181.8 mmol) and acetonitrile (75 g, 1.818 mol) in anhydrous toluene (120 ml) was added dropwise to boron trichloride (23.4 g, 200 mmol) in (200 ml) hexanes under cooling in an ice bath and stirring over 2.5 hours. After the addition was completed, aluminum chloride (26.6 g, 200 mmol) was added portion wise over 30 minutes. The mixture was allowed to warm to ambient temperature and then heated at reflux for 16 hours with stirring. A 3N HCl solution (100 ml) was added dropwise to the reaction mixture under stirring at 10° C. After the addition was complete, the mixture was heated at reflux for 3.5 hours. The reaction mixture was then cooled to room temperature, and the layers separated. The aqueous layer was extracted with chloroform (3*250 ml). Organic layers were combined, dried over magnesium sulfate, filtered, and the filtrate concentrated to give the title compound 162a (9.58 g, 25 percent). 1H NMR (CDCl3, 300 MHz): δ7.54 (d, 1H, J=8.8 Hz), 6.83 (d, 1H, J=1.9 Hz), 6.75 (dd, 1H, J=8.4, 1.8 Hz), 2.54 (s, 3H) ppm. |
25% | With hydrogenchloride; boron trichloride In toluene; acetonitrile | Step 1 Preparation of 1-(2-amino-4-bromophenyl)ethanone Under an argon atmosphere a solution of 3-bromoaniline (31.3 g, 181.8 mmol) and acetonitrile (75 g, 1.818 mol) in anhydrous toluene (120 ml) was added dropwise over 2.5 hours to a stirred solution of boron trichloride (23.4 g, 200 mmol) in (200 ml) hexanes cooled in an ice bath. After the addition was completed, aluminum chloride (26.6 g, 200 mmol) was added portion wise over 30 minutes. The mixture was allowed to warm to ambient temperature and then heated at reflux for 16 hours with stirring. The reaction mixture was then cooled to 10° C. and 100 ml of a 3N HCl solution was added dropwise with continued stirring. After the addition was complete, the mixture was heated at reflux for 3.5 hours, then cooled to room temperature, and the layers separated. The aqueous layer was extracted with chloroform (3*250 ml). Organic layers were combined, dried over magnesium sulfate, filtered, and concentrated to give the title compound (9.58 g, 25percent). 1H NMR (CDCl3, 300 MHz): δ 7.54 (d, 1H, J=8.8 Hz), 6.83 (d, 1H, J=1.9 Hz), 6.75 (dd, 1H, J=8.4, 1.8 Hz), 2.54 (s, 3H) ppm. |
25% | With hydrogenchloride; boron trichloride In toluene; acetonitrile | Step A Preparation of 1-(2-Amino-4-bromophenyl)ethanone (162a) Under an argon atmosphere a solution of 3-bromoaniline (31.3 g, 181.8 mmol) and acetonitrile (75 g, 1.818 mol) in anhydrous toluene (120 ml) was added dropwise to boron trichloride (23.4 g, 200 mmol) in (200 ml) hexanes under cooling in an ice bath and stirring over 2.5 hours. After the addition was completed, aluminum chloride (26.6g, 200 mmol) was added portion wise over 30 minutes. The mixture was allowed to warm to ambient temperature and then heated at reflux for 16 hours with stirring. A 3N HCl solution (100 ml) was added dropwise to the reaction mixture under stirring at 10 ° C. After the addition was complete, the mixture was heated at reflux for 3.5 hours. The reaction mixture was then cooled to room temperature, and the layers separated. The aqueous layer was extracted with chloroform (3*250 ml). Organic layers were combined, dried over magnesium sulfate, filtered, and the filtrate concentrated to give the title compound 162a (9.58 g, 25percent). 1H NMR (CDCl3, 300 MHz): δ 7.54 (d, 1H, J=8.8 Hz), 6.83 (d, 1H, J=1.9 Hz), 6.75 (dd, 1H, J=8.4, 1.8 Hz), 2.54 (s, 3H) ppm. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
85% | at 90℃; for 1 h; | Iron powder (5.69 g, 102.0 mmol) was added to a solution of l-(4-bromo-2- nitropheny ethanone (62, 4.16 g, 17.0 mmol) in 30 mL of acetic acid and the resulting suspension was heated to 90 °C for 1 hour. After cooling to room temperature the reaction mixture was diluted with brine and EtOAc and adjusted to pH 10 by the addition of 3N aqueous NaOH. The mixture was filtered and the filtrate was extracted 3x with EtOAc. The combined organic phases were dried with Na2S04, filtered and the filtrate concentrated under vacuum to give of 1 -(2-amino-4- bromophenyl)ethanone (63, 3.1 g, 14.4 mmol, 85percent). MS: 214.0 m/z (M+H)+. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
56% | With ammonia In N,N-dimethyl-formamide at 60℃; for 9 h; Inert atmosphere | 2-Acetyl-5-bromophenol (322 mg, 1.5 mmol) was dissolved in N, N-dimethylformamide (3 mL)Ammonia (1.7 mL, 45 mmol) was added dropwise thereto, reacted at 60 ° C under nitrogen for 9 hours, and allowed to cool to room temperature. The reaction solution was poured into 16 mL of water and extracted with dichloromethane (3 x 5 mL). The organic phase was washed with saturated brine (2 x 5 mL), dried over anhydrous sodium sulfate, filtered, sonicated and purified by flash column chromatography The product was dichloromethane: methanol = 50: 1 V / V)2-acetyl-5-bromoaniline as a yellow oil in a yield of 56percent. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
4 g | Stage #1: With aluminum (III) chloride; boron trichloride In dichloromethane; toluene at 0 - 90℃; for 5 h; Stage #2: With hydrogenchloride; water In dichloromethane; toluene at 50℃; for 1 h; |
Acetonitrile (23.7 g, 580 mmol) was added to 3-Bromoaniline (10 g, 58 mmol) in toluene (70 mL). The mixture was cooled to 0°C and BC13 (1 M in CH2C12, 64 mL, 64 mmol) was added drop wise, while keeping the temperature below 10°C. Next, A1C13 (11.6 g, 87 mmol) was added in small portions at 0°C. The reaction mixture was heated to 90°C for 5 hours. The reaction mixture was cooled to room temperature and quenched with aqueous HCl (2N, 100 mL). The mixture was heated to 50°C for 1 hour, cooled to room temperature and separated. The organic layer was separated and washed with water and brine. The organic layer was collected, dried and concentrated, resulting in l-(2-amino-4-bromophenyl)ethanone (4 g). Method A2; Rt: 0.98 min. m/z=: 215.7 (M+H)+ Exact mass: 215.0 |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
33% | at -78℃; for 1 h; | To a -78 °C solution of 2-amino-4-bromobenzoic acid (2.16 g, 10 mmol) in THF (20 mL) was added MeLi (13.3 mL, 3M, 0.04 mmol). The resulting reaction was allowed to stir at -78 °C for 1 hour, then was quenched with water and extracted with EtOAc. The organic extract was dried over anhydrous Na2S04, filtered and concentrated in vacuo and the resulting residue was purified using flash chromatography on silica gel to provide Int-21 (700 mg, 33 percent). 1H NM (CDC13): δ 7.51 - 7.58 (m, 1 H), 6.72 - 6.84 (m, 2 H), 6.37 (s, 2 H), 7.73 (s, 2 H). MS (ESI) m/e (M+H*): 214. |
A147507 [29124-56-9]
1-(2-Amino-5-bromophenyl)ethanone
Similarity: 1.00
A259558 [1140-17-6]
(2-Aminophenyl)(4-bromophenyl)methanone
Similarity: 0.96
A147507 [29124-56-9]
1-(2-Amino-5-bromophenyl)ethanone
Similarity: 1.00
A259558 [1140-17-6]
(2-Aminophenyl)(4-bromophenyl)methanone
Similarity: 0.96
A147507 [29124-56-9]
1-(2-Amino-5-bromophenyl)ethanone
Similarity: 1.00
A259558 [1140-17-6]
(2-Aminophenyl)(4-bromophenyl)methanone
Similarity: 0.96
A349800 [76228-06-3]
6-Bromo-2,3-dihydroquinolin-4(1H)-one
Similarity: 0.85
A147507 [29124-56-9]
1-(2-Amino-5-bromophenyl)ethanone
Similarity: 1.00
A259558 [1140-17-6]
(2-Aminophenyl)(4-bromophenyl)methanone
Similarity: 0.96