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. : | 38791-62-7 | MDL No. : | MFCD00187787 |
Formula : | C14H8N2O | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | CRZSSXUMRNESCC-UHFFFAOYSA-N |
M.W : | 220.23 | Pubchem ID : | 371800 |
Synonyms : |
|
Num. heavy atoms : | 17 |
Num. arom. heavy atoms : | 12 |
Fraction Csp3 : | 0.0 |
Num. rotatable bonds : | 2 |
Num. H-bond acceptors : | 3.0 |
Num. H-bond donors : | 0.0 |
Molar Refractivity : | 62.39 |
TPSA : | 56.81 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) : | -5.59 cm/s |
Log Po/w (iLOGP) : | 2.23 |
Log Po/w (XLOGP3) : | 2.89 |
Log Po/w (WLOGP) : | 3.22 |
Log Po/w (MLOGP) : | 1.91 |
Log Po/w (SILICOS-IT) : | 3.02 |
Consensus Log Po/w : | 2.65 |
Lipinski : | 0.0 |
Ghose : | None |
Veber : | 0.0 |
Egan : | 0.0 |
Muegge : | 0.0 |
Bioavailability Score : | 0.55 |
Log S (ESOL) : | -3.42 |
Solubility : | 0.0844 mg/ml ; 0.000383 mol/l |
Class : | Soluble |
Log S (Ali) : | -3.74 |
Solubility : | 0.0398 mg/ml ; 0.000181 mol/l |
Class : | Soluble |
Log S (SILICOS-IT) : | -4.83 |
Solubility : | 0.00323 mg/ml ; 0.0000147 mol/l |
Class : | Moderately soluble |
PAINS : | 0.0 alert |
Brenk : | 0.0 alert |
Leadlikeness : | 1.0 |
Synthetic accessibility : | 1.92 |
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P280-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H302+H312+H332-H315-H319-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 |
---|---|---|
86.4% | With sodium hydride In tetrahydrofuran for 8 h; Inert atmosphere; Reflux | To NaH (0.15 g) and phenol, (0.353 g,0.0375 mol) in THF (15 mL) was added and 4-nitrophthalonitrile(0.50 g, 0.0028 mol), in THF (15 mL) and refluxed for 8 h. The resulting 1,2-diisocyano-4-phenoxybenzene (8) was filtrated and the solid washed with ethyl acetate and both the filtrate and the washing were mixed and evaporated under reduced pressure (Scheme-II). The resulting white precipitate was purified by flash column chromatography using solvent system, ethyl acetate:hexane (1:4). Yield = 0.737 g, percent Yield =86.4, Rf = 0.36 (ethyl acetate:hexane, 1:4). 1H NMR (300 MHz, CDCl3) δ 0.90 (s, 2H), 3.46 (m, 5H,CH) 7.07 (m, 3H, ArH), 13C NMR (300 MHz, CDCl3) δ 71.01,117.45, 119.69, 119.92, 126.95, 127.34, 134.43, 135.20. |
32% | With potassium carbonate In dimethyl sulfoxide at 20℃; for 48 h; Inert atmosphere | General procedure: The C4-substituted phthalonitrile analogs (4a-i) investigated in this study were synthesized according to the literature description [32]. In an atmosphere of argon, a mixture of 4-nitrophthalonitrile (17.5 mmol), the appropriate alcohol (21 mmol) and potassium carbonate (35 mmol) in 15 mL dimethyl sulfoxide (DMSO) was stirred at room temperature for a period of 48 h. The reaction was poured into 100 mL ice cold water and the precipitate was isolated by filtration and washed with 100 mL water. The crude material was dissolved in ethanol, filtered through cotton wool and left to recrystallize at room temperature. Purification of the target phthalonitriles required at least two successive rounds of recrystallization from ethanol. |
11.6 g | With potassium carbonate In dimethyl sulfoxide at 20℃; for 48 h; Inert atmosphere | Under inert gas (N?), 4~Mtro~o~phth.ak>nitrile (9.2 g), phenol (5.0 g), .2CO3 (7.3 g) and DMSO (40 mL) were added into a flask, and were stirred and reacted at room temperature for 48 hrs., then heated to 60 °C and reacted for 2 hrs. After cooled down, the reaction mixture was filtered and the resulted yellow solid was dried to obtain 11.6 g of Compound 1. |
11.6 g | With potassium carbonate In dimethyl sulfoxide at 20 - 60℃; for 50 h; Inert atmosphere | Under inert gas (N2), 4-nitro-o-phthalonitrile (9.2 g), phenol (5.0 g), K2CO3 (7.3 g) and DMSO (40 mL) were added into a flask, and were stirred and reacted at room temperature for 48 hrs., then heated to 60° C. and reacted for 2 his. After cooled down, the reaction mixture was filtered and the resulted yellow solid was dried to obtain 11.6 g of Compound 1. |
11.6 g | With potassium carbonate In dimethyl sulfoxide at 20 - 60℃; for 50 h; Inert atmosphere | 9.2 g of 4-nitrophthalonitrile, 5.0 g of phenol, 7.3 g of potassium carbonate and 40 ml of DMSO were added under the protection of an inert gas such as nitrogen, and the mixture was stirred at room temperature for 48 hours,The mixture was then heated to 60 ° C for 2 hours and then heated. After cooling, the mixture was precipitated and filtered to give a yellow solid which was dried to give 11.6 g of compound 1. |
[ 1369807-40-8 ]
4-Isopropoxy-2-methylbenzonitrile
Similarity: 0.98
[ 21883-13-6 ]
4-Methoxy-2-methylbenzonitrile
Similarity: 0.93
[ 1095085-73-6 ]
3-(2-Ethoxyethoxy)benzonitrile
Similarity: 0.89
[ 1369807-40-8 ]
4-Isopropoxy-2-methylbenzonitrile
Similarity: 0.98
[ 21883-13-6 ]
4-Methoxy-2-methylbenzonitrile
Similarity: 0.93
[ 1095085-73-6 ]
3-(2-Ethoxyethoxy)benzonitrile
Similarity: 0.89
[ 1369807-40-8 ]
4-Isopropoxy-2-methylbenzonitrile
Similarity: 0.98
[ 21883-13-6 ]
4-Methoxy-2-methylbenzonitrile
Similarity: 0.93
[ 1095085-73-6 ]
3-(2-Ethoxyethoxy)benzonitrile
Similarity: 0.89