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. : | 96605-66-2 | MDL No. : | MFCD04117958 |
Formula : | C15H20N2O2 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | UXWJJVRASIHSQS-MDZDMXLPSA-N |
M.W : | 260.33 | Pubchem ID : | 11149633 |
Synonyms : |
|
Num. heavy atoms : | 19 |
Num. arom. heavy atoms : | 6 |
Fraction Csp3 : | 0.33 |
Num. rotatable bonds : | 6 |
Num. H-bond acceptors : | 2.0 |
Num. H-bond donors : | 0.0 |
Molar Refractivity : | 77.5 |
TPSA : | 40.62 Ų |
GI absorption : | High |
BBB permeant : | Yes |
P-gp substrate : | No |
CYP1A2 inhibitor : | Yes |
CYP2C19 inhibitor : | Yes |
CYP2C9 inhibitor : | No |
CYP2D6 inhibitor : | No |
CYP3A4 inhibitor : | No |
Log Kp (skin permeation) : | -6.68 cm/s |
Log Po/w (iLOGP) : | 2.8 |
Log Po/w (XLOGP3) : | 1.7 |
Log Po/w (WLOGP) : | 2.32 |
Log Po/w (MLOGP) : | 1.61 |
Log Po/w (SILICOS-IT) : | 1.85 |
Consensus Log Po/w : | 2.06 |
Lipinski : | 0.0 |
Ghose : | None |
Veber : | 0.0 |
Egan : | 0.0 |
Muegge : | 0.0 |
Bioavailability Score : | 0.55 |
Log S (ESOL) : | -2.36 |
Solubility : | 1.13 mg/ml ; 0.00434 mol/l |
Class : | Soluble |
Log S (Ali) : | -2.17 |
Solubility : | 1.77 mg/ml ; 0.00679 mol/l |
Class : | Soluble |
Log S (SILICOS-IT) : | -3.01 |
Solubility : | 0.252 mg/ml ; 0.000968 mol/l |
Class : | Soluble |
PAINS : | 0.0 alert |
Brenk : | 1.0 alert |
Leadlikeness : | 0.0 |
Synthetic accessibility : | 2.42 |
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P280-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H302 | 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 |
---|---|---|
96% | With pyrographite; potassium hydroxide In N,N-dimethyl-formamide; acetone at 60℃; for 3 h; | (1)Synthesis of Supported KOH/Activated Carbon CatalystThe precursor KOH of the active ingredient is formulated with ultrapure water to a concentration of 0.1-2M.Then add the activated carbon carrier and stir it evenly.After drying in a vacuum dryer at 100°C for about 5 hours,It was then calcined at 150°C for 5 hours.The KOH loading of the catalyst was 15percent.(2)Synthesis of Compounds of Formula IIIn a 1.5-liter reactor, add 10 g of the catalyst of step 1.236 mL of diethyl carbonate was dissolved in 500 mL of a mixed solution of DMF and acetone.After adding 100 g of a compound of Formula III to the mixed solution,While stirring, raise the temperature to 60°C at a rate of 3°C/min.And continue to react under stirring for 3 hours,After the reaction, it is cooled to room temperature, and the catalyst is removed by centrifugal filtration.The residue is extracted two to three times with 500 mL of dichloromethane.The combined organic layers are washed with water,Drying and evaporation of the solvent under reduced pressure yields the compound of formula II as a solid (96percent yield).The purity by HPLC was 99.79percent. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
94.5% | With pyrographite; potassium hydroxide In N,N-dimethyl-formamide; acetone at 60℃; for 3 h; | General procedure: (1)Synthesis of Supported KOH/Activated Carbon CatalystThe precursor KOH of the active ingredient is formulated with ultrapure water to a concentration of 0.1-2M.Then add the activated carbon carrier and stir it evenly.After drying in a vacuum dryer at 100°C for about 5 hours,It was then calcined at 150°C for 5 hours.The KOH loading of the catalyst was 15percent.(2)Synthesis of Compounds of Formula IIIn a 1.5-liter reactor, add 10 g of the catalyst of step 1.236 mL of diethyl carbonate was dissolved in 500 mL of a mixed solution of DMF and acetone.After adding 100 g of a compound of Formula III to the mixed solution,While stirring, raise the temperature to 60°C at a rate of 3°C/min.And continue to react under stirring for 3 hours,After the reaction, it is cooled to room temperature, and the catalyst is removed by centrifugal filtration.The residue is extracted two to three times with 500 mL of dichloromethane.The combined organic layers are washed with water,Drying and evaporation of the solvent under reduced pressure yields the compound of formula II as a solid (96percent yield).The purity by HPLC was 99.79percent |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
100% | at 180℃; for 0.166667 h; microwave irradiation | Acetamidoacetophenone (0. 2 g, 1. 13 mmol) in ME2CO (2 mL) was treated with KOH (63 mg, 1. 13 mmol) and then iodoethane (0. 45 mL, 5. 64 mmol). After stirring at room temperature overnight the reaction mixture was concentrated to dryness. The residue was redissolved in EtOAc and was washed with H20 and brine, and was dried on MGS04. The solvent was evaporated to yield N-(3-acetyl-phenyl)-N-ethyl-acetamide as an orange powder (0. 23 g, 100 percent) : mp 203-204 °C ; 1H-NMR (CD30D) : No. 1. 11 (t, 3H, J= 7. 0 Hz, CH3), 1. 82 (s, 3H, CH3), 3. 31 (s, 3H, CH3), 3. 77 (q, 2H, J = 7. 0, 14. 0 Hz, CH2) 7. 56 (d, 1H, J=8. 0 Hz, Ph-H), 7. 65 (t, 1H, J= 8 Hz, Ph-H), 7. 88 (s, 1H, Ph-H) and 8. 06 (d, 1H, J = 8 Hz, Ph-H) ; MS (ESF) m/z 205. 91 [M], C12H15NO2 requires 205. 25. This material (0. 23G, 1. 13 mmol), redissolved in MECN (2 mL), was treated with N,N- dimethylformamide dimethylacetal (150 UL, 1. 12 mmol) at 180 °C FOR 10 min in a microwave reactor (SmithCreator, Personal Chemistry Ltd.). The solvent was evaporated and the residue was filtered and washed with EtOAc/PE (1 : 3) to afford N [3- (3- DIMETHYLAMINO-ACRYLOYL)-PHENYL]-N-ETHYL-ACETAMIDE as an orange solid (0. 30 g, 100 percent). 1H-NMR (CD30D) : 61. 11 (t, 3H, J= 7. 0 Hz, CH3), 1. 82 (s, 3H, CH3), 2. 04 (s, 6H, CH3), 3. 76 (q, 2H, J= 7. 0, 14. 0 Hz, CH2), 5. 87 (d, 1H, J= 12. 0 Hz, CH), 7. 39 (d, 1H, J= 8. 0 Hz, Ph-H), 7. 55 (t, 1H, J= 8. 0 Hz, 5-H), 7. 76 (s, 1H, Ph-H), 7. 89 (d, 1H, J= 12. 0 Hz, CH), 7. 93 (d, 1H, J = 8. 0 Hz, Ph-H) ; MS (ESI+) m/z 261. 32 [M+H]+, C15H20N2O2 requires 260. 33. A solution of this material (0. 228 g, 0. 88 mmol), 4-hydroxy-phenyl guanidine nitrate (0. 188 g, 0. 88 mmol) and NAOH (35 mg, 0. 88 mmol) in MeCN (2 mL) was heated at 190 °C for 15 min in the microwave reactor. The solvent was evaporated and the residue was purified by Si02 gel chromatography (EtOAc/PE, 1 : 1) to afford the title compound as a yellow solid (117 mg, 38 percent). IH-NMR (CD30D) : No.1. 16 (t, 3H, J= 7 Hz, CH3), 3. 35 (s, 3H, CH3), 3. 38 (q, 2H, J= 7. 0, 14. 0 Hz, CH2), 6. 77 (d, 2H, J= 9. 0 Hz, Ph-H), 7. 27 (d, 1H, J= 5. 0 Hz, pyrimidine-H), 7. 42 (d, 1H, J= 8. 0 Hz, Ph-H), 7. 48 (d, 2H, J= 9. 0 Hz, Ph-H), 7. 62 (t, 1H, J= 8. 0 Hz, Ph-H), 8. 6 (s, 1H, Ph-H), 8. 14 (d, 1H, J=8. 0 Hz, Ph-H), 8. 41 (d, 1H, J= 5. 0 Hz, pyrimidine-H). |
91% | for 5 h; Reflux | The N, N- dimethylformamide dimethyl acetal (39ml, 0.293mol) and N- ethyl -N- [3- (3- acetylphenyl)] acetamide (V) (20g, 0.0974mol ) the reaction was stirred at reflux for 5h, atmospheric distillation to recover the unreacted N, N- dimethylformamide dimethyl acetal.The residue after rotary evaporation, the residue was recrystallized from n-hexane to give the crude product N- ethyl -N- [3- (3- dimethylamino-1-oxo-2-propenyl) phenyl] ethanone amide (VI) (23.1g, 91percent yield). |
[ 58161-35-6 ]
N-(1-Oxo-2,3-dihydro-1H-inden-5-yl)acetamide
Similarity: 0.86
[ 88611-67-0 ]
N-(5-Oxo-5,6,7,8-tetrahydronaphthalen-2-yl)acetamide
Similarity: 0.86
[ 2540-30-9 ]
4-Methyl-1-phenylquinolin-2(1H)-one
Similarity: 0.82
[ 70504-01-7 ]
1-(6-(Dimethylamino)naphthalen-2-yl)propan-1-one
Similarity: 0.82
[ 2124-31-4 ]
1-(4-(Dimethylamino)phenyl)ethanone
Similarity: 0.81
[ 5432-53-1 ]
4-(4-(Dimethylamino)phenyl)but-3-en-2-one
Similarity: 0.72
[ 125971-57-5 ]
2-Benzylidene-4-methyl-3-oxo-N-phenylpentanamide
Similarity: 0.72
[ 1201-93-0 ]
3-(Dimethylamino)-1-phenyl-2-propen-1-one
Similarity: 0.70
[ 6203-18-5 ]
4-(Dimethylamino)cinnamaldehyde
Similarity: 0.69
[ 58161-35-6 ]
N-(1-Oxo-2,3-dihydro-1H-inden-5-yl)acetamide
Similarity: 0.86
[ 88611-67-0 ]
N-(5-Oxo-5,6,7,8-tetrahydronaphthalen-2-yl)acetamide
Similarity: 0.86
[ 2540-30-9 ]
4-Methyl-1-phenylquinolin-2(1H)-one
Similarity: 0.82
[ 58161-35-6 ]
N-(1-Oxo-2,3-dihydro-1H-inden-5-yl)acetamide
Similarity: 0.86
[ 88611-67-0 ]
N-(5-Oxo-5,6,7,8-tetrahydronaphthalen-2-yl)acetamide
Similarity: 0.86
[ 1484-04-4 ]
1-(9-Ethyl-9H-carbazol-3-yl)ethanone
Similarity: 0.86
[ 70504-01-7 ]
1-(6-(Dimethylamino)naphthalen-2-yl)propan-1-one
Similarity: 0.82
[ 58161-35-6 ]
N-(1-Oxo-2,3-dihydro-1H-inden-5-yl)acetamide
Similarity: 0.86
[ 88611-67-0 ]
N-(5-Oxo-5,6,7,8-tetrahydronaphthalen-2-yl)acetamide
Similarity: 0.86
[ 70504-01-7 ]
1-(6-(Dimethylamino)naphthalen-2-yl)propan-1-one
Similarity: 0.82
[ 23699-65-2 ]
1-(3-(Phenylamino)phenyl)ethanone
Similarity: 0.81
[ 2124-31-4 ]
1-(4-(Dimethylamino)phenyl)ethanone
Similarity: 0.81