Purity | Size | Price | VIP Price | USA Stock *0-1 Day | Global Stock *5-7 Days | Quantity | |||||
{[ item.p_purity ]} | {[ item.pr_size ]} |
{[ getRatePrice(item.pr_usd, 1,1) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} |
{[ getRatePrice(item.pr_usd, 1,1) ]} | Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate) ]} | {[ item.pr_usastock ]} | Inquiry - | {[ item.pr_chinastock ]} | Inquiry - |
* Storage: {[proInfo.prStorage]}
CAS No. : | 43229-01-2 | MDL No. : | MFCD06797599 |
Formula : | C15H12BrNO4 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | PBAAKBQGBSUCTG-UHFFFAOYSA-N |
M.W : | 350.16 | Pubchem ID : | 11089410 |
Synonyms : |
|
Num. heavy atoms : | 21 |
Num. arom. heavy atoms : | 12 |
Fraction Csp3 : | 0.13 |
Num. rotatable bonds : | 6 |
Num. H-bond acceptors : | 4.0 |
Num. H-bond donors : | 0.0 |
Molar Refractivity : | 84.31 |
TPSA : | 72.12 Ų |
GI absorption : | High |
BBB permeant : | Yes |
P-gp substrate : | No |
CYP1A2 inhibitor : | Yes |
CYP2C19 inhibitor : | Yes |
CYP2C9 inhibitor : | Yes |
CYP2D6 inhibitor : | Yes |
CYP3A4 inhibitor : | No |
Log Kp (skin permeation) : | -5.82 cm/s |
Log Po/w (iLOGP) : | 2.14 |
Log Po/w (XLOGP3) : | 3.69 |
Log Po/w (WLOGP) : | 3.6 |
Log Po/w (MLOGP) : | 2.14 |
Log Po/w (SILICOS-IT) : | 2.15 |
Consensus Log Po/w : | 2.74 |
Lipinski : | 0.0 |
Ghose : | None |
Veber : | 0.0 |
Egan : | 0.0 |
Muegge : | 0.0 |
Bioavailability Score : | 0.55 |
Log S (ESOL) : | -4.36 |
Solubility : | 0.0152 mg/ml ; 0.0000434 mol/l |
Class : | Moderately soluble |
Log S (Ali) : | -4.89 |
Solubility : | 0.00446 mg/ml ; 0.0000127 mol/l |
Class : | Moderately soluble |
Log S (SILICOS-IT) : | -5.61 |
Solubility : | 0.00087 mg/ml ; 0.00000248 mol/l |
Class : | Moderately soluble |
PAINS : | 0.0 alert |
Brenk : | 3.0 alert |
Leadlikeness : | 2.0 |
Synthetic accessibility : | 2.63 |
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P280-P305+P351+P338-P310 | UN#: | N/A |
Hazard Statements: | H302-H315-H319-H332-H335 | Packing Group: | N/A |
GHS Pictogram: |
* 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 |
---|---|---|
98% | With N,N,N-trimethylanilinium bromide In dichloromethane at 300℃; for 4 h; | Step 2: 200 g of Intermediate 1 was added to 1000 ml of dichloromethane, 277 g of trimethylphenylammonium tribromide was added, the temperature was raised to 300 °C, and the reaction was carried out for 4 hours;The residual liquid is added to water, filtered, washed with water, and dried to obtain 253 g of 3-nitrate.Base 4-benzyloxy-2-bromoacetophenone, yield 98percent; |
81% | Stage #1: With phenyltrimethylammonium tribromide In tetrahydrofuran at 20℃; for 12 h; Stage #2: With sodium hydrogencarbonate; sodium thiosulfate In tetrahydrofuran; water |
1-(4-Benzyloxy-3-nitrophenyl)-2-bromoethanone (3): Phenyltrimethylammonium trlbromide (1.46g, 3.90 mmol) was added to a solution of l-(4- benzyloxy-3-nitrophenyl)ethanone (2) (1.04 g. 3.82 mmol) in anhydrous THF (15 niL) in three portions. The reaction mixture was stirred at rt for 12 h. Then an aqueous sodium bicarbonate solution (5percent, 10 mL) and an aqueous sodium thiosulfate solution (10percent, 5 niL) were added. The mixture was extracted with dichloromethane, and combined organics were concentrated by rotary evaporation. The resulting residue was purified by Biotage silica gel column chromatography elutiiig with dichloromethane to give bromo ketone 3 as a white solid (1 ,08 g, 81percent yield): 1H NMR (500 MHz, CDCl3) δ 4.49 (s, 3H), 5.35 (s, 2H), 7.21 (d, I H), 7.40 (m, 5H), 8.15 (dd, IH), 8.49 (d, IH), |
75% | With N,N,N-trimethylanilinium bromide In tetrahydrofuran at 20℃; for 12 h; | Phenyltπmethylammonium tribromide (109.00 g, 290.00 mmol) was added to a solution of 1-(4-benzyloxy-3-nitrophenyl)ethanone (2) (65.60 g, 242,00 mmol) in anhydrous THF (600 mL) in three portions, and the reaction mixture was stirred at rt for 12 h. The solids were then collected by filtration and the filtrate concentrated. The product w as precipitated from chloroform upon the addition of hexanes, then collected by filtration and dried under vacuum to give bromo ketone 3 as a light yellow solid (63.33 g. 75percent yield): 1H NMR (500 MHz, CDCl3) δ 4.37 (s, 3H), 5,35 (s. 2H), 7,21 (d, IH), 7,40 (m, 5H), 8.15 (dd, IH), 8,49 (d, I H), |
75% | With bromine In acetic acid at 20℃; | To a suspension of 1-(4-(benzyloxy)-3-nitrophenyl)ethanone (9) (13.56 g, 50 mmol) in acetic acid (140 ml) was slowly added bromine (2.8 mL, 55 mmol) in acetic acid (60 ml) at room temperature. The mixture was stirred until the color faded out. Ice water (200 ml) was added to the mixture; the precipitate was ltered and washed with water. Crystallization of the crude solid in ethyl acetate gave the pale yellow crystals (13.1 g, 75percent yield). Mp. 137-138; 1H NMR (400 MHz, CDCl3) δ 8.41 (d, J = 2.3 Hz, 1H), 8.08 (dd, J = 8.8, 2.3 Hz, 1H), 7.42 - 7.25 (m, 5H), 7.15 (d, J = 8.9 Hz, 1H), 5.27 (s, 2H), 4.30 (s, 2H). 13C NMR (101 MHz, CDCl3) δ 188.47, 155.71, 139.86, 134.57, 128.90, 128.65, 126.91, 126.44, 114.90 (s), 71.58 (s), 29.78. |
[ 1035229-31-2 ]
1-(4-(Benzyloxy)-2-hydroxy-3-nitrophenyl)ethanone
Similarity: 0.85
[ 6322-56-1 ]
4'-Hydroxy-3'-nitroacetophenone
Similarity: 0.81
[ 40757-20-8 ]
Methyl 4-methoxy-3-nitrobenzoate
Similarity: 0.80
[ 53967-72-9 ]
1-(3-Hydroxy-2-nitrophenyl)ethanone
Similarity: 0.80
[ 16634-88-1 ]
5-Bromo-2-hydroxy-3-nitrobenzaldehyde
Similarity: 0.70
[ 70978-54-0 ]
1-(5-Bromo-2-hydroxy-3-nitrophenyl)ethanone
Similarity: 0.69
[ 1035229-31-2 ]
1-(4-(Benzyloxy)-2-hydroxy-3-nitrophenyl)ethanone
Similarity: 0.85
[ 40757-20-8 ]
Methyl 4-methoxy-3-nitrobenzoate
Similarity: 0.80
[ 34837-88-2 ]
Methyl 2-(4-methoxy-3-nitrophenyl)acetate
Similarity: 0.77
[ 1035229-31-2 ]
1-(4-(Benzyloxy)-2-hydroxy-3-nitrophenyl)ethanone
Similarity: 0.85
[ 6322-56-1 ]
4'-Hydroxy-3'-nitroacetophenone
Similarity: 0.81
[ 53967-72-9 ]
1-(3-Hydroxy-2-nitrophenyl)ethanone
Similarity: 0.80
[ 1450-76-6 ]
1-(2-Hydroxy-5-nitrophenyl)ethanone
Similarity: 0.73
[ 1035229-31-2 ]
1-(4-(Benzyloxy)-2-hydroxy-3-nitrophenyl)ethanone
Similarity: 0.85
[ 6322-56-1 ]
4'-Hydroxy-3'-nitroacetophenone
Similarity: 0.81
[ 40757-20-8 ]
Methyl 4-methoxy-3-nitrobenzoate
Similarity: 0.80
[ 53967-72-9 ]
1-(3-Hydroxy-2-nitrophenyl)ethanone
Similarity: 0.80