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. : | 17057-04-4 | MDL No. : | MFCD00458571 |
Formula : | C11H7NO4 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | LKUOJDGRNKVVFF-UHFFFAOYSA-N |
M.W : | 217.17 | Pubchem ID : | 86925 |
Synonyms : |
|
Num. heavy atoms : | 16 |
Num. arom. heavy atoms : | 6 |
Fraction Csp3 : | 0.0 |
Num. rotatable bonds : | 2 |
Num. H-bond acceptors : | 4.0 |
Num. H-bond donors : | 1.0 |
Molar Refractivity : | 57.97 |
TPSA : | 74.68 Ų |
GI absorption : | High |
BBB permeant : | No |
P-gp substrate : | No |
CYP1A2 inhibitor : | No |
CYP2C19 inhibitor : | No |
CYP2C9 inhibitor : | No |
CYP2D6 inhibitor : | No |
CYP3A4 inhibitor : | No |
Log Kp (skin permeation) : | -7.18 cm/s |
Log Po/w (iLOGP) : | 1.3 |
Log Po/w (XLOGP3) : | 0.62 |
Log Po/w (WLOGP) : | 0.43 |
Log Po/w (MLOGP) : | 0.72 |
Log Po/w (SILICOS-IT) : | 0.63 |
Consensus Log Po/w : | 0.74 |
Lipinski : | 0.0 |
Ghose : | None |
Veber : | 0.0 |
Egan : | 0.0 |
Muegge : | 0.0 |
Bioavailability Score : | 0.56 |
Log S (ESOL) : | -1.72 |
Solubility : | 4.11 mg/ml ; 0.0189 mol/l |
Class : | Very soluble |
Log S (Ali) : | -1.76 |
Solubility : | 3.75 mg/ml ; 0.0173 mol/l |
Class : | Very soluble |
Log S (SILICOS-IT) : | -1.53 |
Solubility : | 6.37 mg/ml ; 0.0293 mol/l |
Class : | Soluble |
PAINS : | 0.0 alert |
Brenk : | 1.0 alert |
Leadlikeness : | 1.0 |
Synthetic accessibility : | 1.8 |
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H302-H319 | 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 |
---|---|---|
92% | at 20℃; for 1 h; | (1) equipped with a mechanical stirrer, thermometer,Constant pressure injector 500mL three-necked flask followed by 35g of maleic anhydride (0.357mol)And 100mL acetone, stirring at 20 until dissolved, at the same time,49 g (0.357 mol) p-aminobenzoic acid was dissolved in 250 mL acetone,Forming a transparent solution to be used; then,The preparation of p-aminobenzoic acid acetone solution was added dropwise to 500mL three-necked flask,After the dropwise addition, continue the reaction 1h, suction filtration (solvent recovery), washing,Recrystallization, dried to give yellow crystalsN- (4-carboxyphenyl) maleimide acid77.28g,Yield 92percent, purity 99.3percent (HPLC) |
37% | Stage #1: at 20℃; for 4 h; Stage #2: With sodium acetate In acetic anhydride at 80℃; for 6 h; |
A solution of p-aminobenzoic acid (128 mg, 0.94 mmol) and excess maleic anhydride (137 mg, 1.40 mmol) was added to ethyl acetate (20 mL), the reaction was stirred at room temperature for 4 h. After the reaction was completed, the precipitate was filtered, washed with a small amount of ethyl acetate (8 mL), dried, finally, a white powder was obtained. The crude white powder (220 mg, 0.94 mmol) was added to acetic anhydride (10 mL). A catalytic amount of sodium acetate (25 mg, 0.30 mmol) was added, the reaction temperature was controlled at 80 ° C, reaction time was 6 h, after completion of the reaction, the reaction mixture was poured into 40 mL of ice water, stirring for 30min, precipitation of white solid, filtered, the precipitate was washed with deionized water until neutral, vacuum drying, column chromatography on silica gel yielded a light yellow solid (75 mg, 37percent). Compound 31H NMR and 13C NMR are shown in Fig. 1 and Fig. 2, respectively. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
51% | With 1-methyl-3-(4-sulfobutyl)-1H-imidazol-3-ium hydrogensulfate In 1-Propyl acetate for 3 h; Reflux | General synthetic procedure: To a stirring solution of maleic anhydride (29.42 g, 30 mmol) in dry toluene (300 mL) was added dropwise a solution of aniline (27.4 mL, 30 mmol) in dry toluene (10 mL) at room temperature. The mixture was vigorously stirred for 3 h, and the formed precipitate was separated by filtration. The cake was washed with toluene and dried under reduced pressure to give N-phenylmaleamic acid, as a yellow solid, 95percent yield. N-phenylmaleamic acid (4.176 g, 21.8 mmol) thus obtained was added to a flask charged with ionic liquid I (2.302 g, 7.28 mmol) and propyl acetate (66 mL), and the mixture was heated to reflux, and the formed water during the reaction was removed by using a Dean-Stark trap. After maintaining the refluxing for 3 h under intensive stirring, the mixture was cooled to room temperature. The upper layer containing propyl acetate and product were separated by decanting, and the lower layer was extracted by propyl acetate (50 mL .x. 3). The organic layers were combined, followed by evaporation under vacuum to give N-phenylmaleimide as a pale-yellow crystal solid. Yield, 83percent. 1H NMR (300 MHz, CDCl3) δ 7.47 (t,2H), 7.33-7.39 (t, 3H), 6.85 (s, 2H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
70% | for 1.5 h; Reflux | Equimolar quantities of p-aminobenzoic acid and maleic anhydride were stirred in tetrahydrofuran (THF) at room temperature for one and half hours to yield maleanilic acid (1) in the form of yellow solid with yield 80percent, mp 210 °C.3 Equimolar quantities of maleanilic acid (1) and sodium acetate were refluxed for one and half hours in the presence of acetic anhydride followed by cooling at room temperature. Thereafter, the contents were poured in crushed ice containing beaker and kept overnight to afford light yellow precipitate, which were filtered and washed with water to get light yellow solid N-arylmaleimide (2) (Fig. 1). Yield 70percent, mp 155-157 °C, 1H NMR (400 MHz, DMSO-d6).3 |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1.65 g | Stage #1: at 50℃; for 2 h; Inert atmosphere Stage #2: at 70℃; for 2 h; Inert atmosphere |
The diacid 3 (2.01 g, 8.54 mmol) was treated with acetic anhydride (4.0 mL, 36.28 mmol) and anhydrous sodium acetate (350 mg, 4.27 mmol) and the mixture heated at 50 °C for 2 h. Afterwards, the solution was evaporated to dryness and stirred with water at 70 °C for a period of 2 h. The resulting precipitate was filtered and dried in a desiccator overnight to yield 1.65 g (89 percent) of maleimide 4. The spectral data of this derivative correspond to those reported in the literature [30]. IR (ν, cm−1): 3475–2600 (CO2H), 1715 (C=O), 1704 (C=O); 1H NMR (acetone-d6, δ ppm): 8.14 and 7.57 (2 × d, J=8.6Hz, 4H, aromatic), 7.08 (s, 2H, maleimide); 13C MNR (acetone-d6, δ ppm) 169.3 (2), 166.2, 136.2, 134.7 (2), 130.1 (2), 129.3, 125.8 (2); ESI+HRMS: (M+H)+ calculated for C11H8NO4 = 218.0448; found =218.0447. |
[ 77837-08-2 ]
6-Oxo-1-phenyl-1,6-dihydropyridine-3-carboxylic acid
Similarity: 0.87
[ 1123169-39-0 ]
1-Ethyl-2-oxo-1,2-dihydropyridine-4-carboxylic acid
Similarity: 0.87
[ 118996-38-6 ]
4,4',4''-Nitrilotribenzoic acid
Similarity: 0.86
[ 13676-54-5 ]
1,1'-(Methylenebis(4,1-phenylene))bis(1H-pyrrole-2,5-dione)
Similarity: 0.73
[ 133052-90-1 ]
3-(1-(3-(Dimethylamino)propyl)-1H-indol-3-yl)-4-(1H-indol-3-yl)-1H-pyrrole-2,5-dione
Similarity: 0.65
[ 137350-66-4 ]
Methyl 10-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)-9-methoxy-3-oxo-3H-benzo[f]chromene-2-carboxylate
Similarity: 0.63
[ 16707-41-8 ]
1-(4-(Benzo[d]oxazol-2-yl)phenyl)-1H-pyrrole-2,5-dione
Similarity: 0.58
[ 7423-55-4 ]
3-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)propanoic acid
Similarity: 0.57