Home Cart 0 Sign in  

[ CAS No. 38791-62-7 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 38791-62-7
Chemical Structure| 38791-62-7
Structure of 38791-62-7 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 38791-62-7 ]

Related Doc. of [ 38791-62-7 ]

Alternatived Products of [ 38791-62-7 ]

Product Details of [ 38791-62-7 ]

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 :

Calculated chemistry of [ 38791-62-7 ]

Physicochemical Properties

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

Pharmacokinetics

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

Lipophilicity

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

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 0.0
Bioavailability Score : 0.55

Water Solubility

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

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.92

Safety of [ 38791-62-7 ]

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:

Application In Synthesis of [ 38791-62-7 ]

* 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.

  • Upstream synthesis route of [ 38791-62-7 ]
  • Downstream synthetic route of [ 38791-62-7 ]

[ 38791-62-7 ] Synthesis Path-Upstream   1~2

  • 1
  • [ 31643-49-9 ]
  • [ 108-95-2 ]
  • [ 38791-62-7 ]
YieldReaction ConditionsOperation 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.

Reference: [1] Asian Journal of Chemistry, 2017, vol. 29, # 3, p. 489 - 495
[2] Russian Journal of Organic Chemistry, 2006, vol. 42, # 4, p. 603 - 606
[3] Journal of Photochemistry and Photobiology A: Chemistry, 2010, vol. 209, # 2-3, p. 232 - 237
[4] Bioorganic Chemistry, 2012, vol. 40, # 1, p. 114 - 124
[5] Journal of Organic Chemistry USSR (English Translation), 1992, vol. 28, # 6.2, p. 964 - 967[6] Zhurnal Organicheskoi Khimii, 1992, vol. 28, # 6, p. 1232 - 1235
[7] Tetrahedron, 2007, vol. 63, # 6, p. 1385 - 1394
[8] Patent: US5149800, 1992, A,
[9] Bioorganic and Medicinal Chemistry, 2011, vol. 19, # 16, p. 4829 - 4840
[10] Journal of Molecular Catalysis A: Chemical, 2012, vol. 358, p. 49 - 57
[11] Patent: WO2013/13609, 2013, A1, . Location in patent: Page/Page column 16
[12] Dyes and Pigments, 2014, vol. 109, p. 214 - 222
[13] Patent: US2015/31721, 2015, A1, . Location in patent: Paragraph 0144
[14] Chemistry - A European Journal, 2017, vol. 23, # 44, p. 10616 - 10625
[15] Patent: TWI582078, 2017, B, . Location in patent: Paragraph 0145; 0147; 0148
  • 2
  • [ 31643-49-9 ]
  • [ 139-02-6 ]
  • [ 38791-62-7 ]
Reference: [1] J. Gen. Chem. USSR (Engl. Transl.), 1980, vol. 50, p. 1874 - 1878[2] Zhurnal Obshchei Khimii, 1980, vol. 50, # 10, p. 2313 - 2318
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 38791-62-7 ]

Aryls

Chemical Structure| 1369807-40-8

[ 1369807-40-8 ]

4-Isopropoxy-2-methylbenzonitrile

Similarity: 0.98

Chemical Structure| 21883-13-6

[ 21883-13-6 ]

4-Methoxy-2-methylbenzonitrile

Similarity: 0.93

Chemical Structure| 1095085-73-6

[ 1095085-73-6 ]

3-(2-Ethoxyethoxy)benzonitrile

Similarity: 0.89

Chemical Structure| 874-90-8

[ 874-90-8 ]

4-Methoxybenzonitrile

Similarity: 0.88

Chemical Structure| 6476-32-0

[ 6476-32-0 ]

2-Phenoxybenzonitrile

Similarity: 0.87

Ethers

Chemical Structure| 1369807-40-8

[ 1369807-40-8 ]

4-Isopropoxy-2-methylbenzonitrile

Similarity: 0.98

Chemical Structure| 21883-13-6

[ 21883-13-6 ]

4-Methoxy-2-methylbenzonitrile

Similarity: 0.93

Chemical Structure| 1095085-73-6

[ 1095085-73-6 ]

3-(2-Ethoxyethoxy)benzonitrile

Similarity: 0.89

Chemical Structure| 874-90-8

[ 874-90-8 ]

4-Methoxybenzonitrile

Similarity: 0.88

Chemical Structure| 6476-32-0

[ 6476-32-0 ]

2-Phenoxybenzonitrile

Similarity: 0.87

Nitriles

Chemical Structure| 1369807-40-8

[ 1369807-40-8 ]

4-Isopropoxy-2-methylbenzonitrile

Similarity: 0.98

Chemical Structure| 21883-13-6

[ 21883-13-6 ]

4-Methoxy-2-methylbenzonitrile

Similarity: 0.93

Chemical Structure| 1095085-73-6

[ 1095085-73-6 ]

3-(2-Ethoxyethoxy)benzonitrile

Similarity: 0.89

Chemical Structure| 874-90-8

[ 874-90-8 ]

4-Methoxybenzonitrile

Similarity: 0.88

Chemical Structure| 6476-32-0

[ 6476-32-0 ]

2-Phenoxybenzonitrile

Similarity: 0.87