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Chemistry
Organic Building Blocks
Amides
Dibenzo[b,f][1,5]diazocine-6,12(5H,11H)-dione
Chemistry
Organic Building Blocks
Heterocyclic Building Blocks
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[ CAS No. 15351-42-5 ]

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Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 15351-42-5
Chemical Structure| 15351-42-5
Chemical Structure| 15351-42-5
Structure of 15351-42-5 * Storage: {[proInfo.prStorage]}
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Quality Control of [ 15351-42-5 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 15351-42-5 ]

SDS Specification
Alternatived Products of [ 15351-42-5 ]

Product Details of [ 15351-42-5 ]

CAS No. :15351-42-5 MDL No. :MFCD00655993
Formula : C14H10N2O2 Boiling Point : -
Linear Structure Formula :- InChI Key :YLPHHYHMUZCODZ-UHFFFAOYSA-N
M.W :238.24 g/mol Pubchem ID :289470
Synonyms :

Calculated chemistry of [ 15351-42-5 ]

Physicochemical Properties

Num. heavy atoms : 18
Num. arom. heavy atoms : 16
Fraction Csp3 : 0.0
Num. rotatable bonds : 0
Num. H-bond acceptors : 2.0
Num. H-bond donors : 2.0
Molar Refractivity : 71.51
TPSA : 65.72 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.57 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.64
Log Po/w (XLOGP3) : 1.67
Log Po/w (WLOGP) : 1.93
Log Po/w (MLOGP) : 2.61
Log Po/w (SILICOS-IT) : 3.48
Consensus Log Po/w : 2.26

Druglikeness

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

Water Solubility

Log S (ESOL) : -3.03
Solubility : 0.224 mg/ml ; 0.00094 mol/l
Class : Soluble
Log S (Ali) : -2.66
Solubility : 0.516 mg/ml ; 0.00217 mol/l
Class : Soluble
Log S (SILICOS-IT) : -5.67
Solubility : 0.000514 mg/ml ; 0.00000216 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.73

Safety of [ 15351-42-5 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 15351-42-5 ]

* 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.

  • Downstream synthetic route of [ 15351-42-5 ]

[ 15351-42-5 ] Synthesis Path-Downstream   1~59

  • 1
  • [ 64-67-5 ]
  • [ 15351-42-5 ]
  • [ 31562-04-6 ]
Reference： [1]Journal of the Chemical Society,1954,p. 3429,3432
  • 2
  • [ 7461-27-0 ]
  • [ 15351-42-5 ]
Reference： [1]Journal of the Chemical Society,1957,p. 1900,1904
  • 3
  • [ 100-47-0 ]
  • [ 134-20-3 ]
  • [ 15351-42-5 ]
Reference： [1]Journal of the Chemical Society,1954,p. 3429,3432
  • 4
  • [ 4641-57-0 ]
  • [ 134-20-3 ]
  • [ 15351-42-5 ]
Reference： [1]Archiv der Pharmazie,1983,vol. 316,p. 897 - 907
  • 5
  • [ 109-65-9 ]
  • [ 15351-42-5 ]
  • [ 92537-85-4 ]
Reference： [1]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,1984,vol. 23,p. 136 - 139
  • 6
  • [ 74-96-4 ]
  • [ 15351-42-5 ]
  • [ 31562-04-6 ]
Reference： [1]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,1984,vol. 23,p. 136 - 139
  • 7
  • [ 15351-42-5 ]
  • [ 34897-85-3 ]
  • [ 144386-08-3 ]
Reference： [1]Journal of Organic Chemistry,1992,vol. 57,p. 6975 - 6979
  • 8
  • [ 15351-42-5 ]
  • [ 74873-84-0 ]
  • [ 144386-10-7 ]
Reference： [1]Journal of Organic Chemistry,1992,vol. 57,p. 6975 - 6979
  • 9
  • [ 15351-42-5 ]
  • [ 187275-91-8 ]
  • [ 144386-09-4 ]
Reference： [1]Journal of Organic Chemistry,1992,vol. 57,p. 6975 - 6979
  • 10
  • [ 15351-42-5 ]
  • [ 97-00-7 ]
  • [ 92560-71-9 ]
Reference： [1]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,1984,vol. 23,p. 136 - 139
  • 11
  • [ 15351-42-5 ]
  • [ 74-88-4 ]
  • [ 22292-42-8 ]
Reference： [1]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,1984,vol. 23,p. 136 - 139
[2]Journal of Organic Chemistry,2008,vol. 73,p. 4859 - 4864
  • 12
  • [ 15351-42-5 ]
  • [ 36934-27-7 ]
Reference： [1]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,1984,vol. 23,p. 136 - 139
  • 13
  • [ 15351-42-5 ]
  • [ 100-39-0 ]
  • [ 1722-06-1 ]
Reference： [1]Journal of the Chemical Society. Perkin transactions I,1982,p. 1649 - 1700
  • 14
  • [ 612-34-0 ]
  • [ 15351-42-5 ]
Reference： [1]Journal of the Chemical Society. Perkin transactions I,1982,p. 1649 - 1700
  • 15
  • [ 134-20-3 ]
  • [ 15351-42-5 ]
YieldReaction ConditionsOperation in experiment
81% With sodium hydride; In tetrahydrofuran; mineral oil; at 25 - 30℃; for 76.5h;Inert atmosphere; Methyl anthranilate (45.3 g, 0.30 mol) was dissolved in THF (450 mL) under an atmosphere of dry nitrogen. Sodium hydride (19.3 g, 60% in oil) was then intermittently added over 0.5 h to the stirred mixture at 30 C. This mixture was worked-up after 76 h at 25-30 C by addition of water (1.5 L), filtration and acidification with acetic acid gave a precipitate of the title compound (28.9 g, 81%), which was collected after 1 h at room temperature, mp 344 C (lit.31 mp 333 C); IR numax: 3035, 1654, 1640, 1603, 1378, 1262, 783, 752, 609, 535 cm-1; 1H NMR (DMSO-d6): 7.1-7.4 (m, 8H), 10.2 (s, 2H, NH); 13C NMR (DMSO-d6): 125.7 (d), 127.3 (d), 128.2 (d), 130.5 (d), 133.6 (s), 134.8 (s), 169.3 (s).
75% With sodium hydride; In tetrahydrofuran; at 50℃; for 48.0h; After 20 g (0.13 mol) of methyl 2-aminobenzoate was put into a 500 mL of flask and then dissolved with THF, 6 g (0.26 mol) of sodium hydride was added thereto. The resulting mixture was stirred at about 50 C. for about 48 hours, 0.1M HC1 was added thereto to terminate the reaction, followed by extraction with dichlorimethane. The resulting organic layer was separated, and dried under reduced pressure to remove the solvent. The residue was washed with water and methanol, and dried for about 24 hours to obtain 23 g of Intermediate 18-(1) (Yield: 75%).
68.6% With sodium hydride; In tetrahydrofuran; mineral oil; for 72.0h;Inert atmosphere; Reflux; under an inert atmosphere, neck round bottom flask (14.0g, 0.4mol, 68%) NaH, 180mL anhydrous THF.At room temperature, was slowly added dropwise a solution of 30.2g (0.2mol) 2- aminobenzoate of 150mLTHF, under magnetic stirring at reflux temperature for 3 days and cooled to room temperature.The mixture was then slowly poured into 500mL0.1mol / L hydrochloric acid solution in ice water.A large number of precipitate was filtered, washed, and dried to give the crude product (Compound M-1-i).Purified by recrystallization pale yellow crystalline product 10.4g, a yield of 68.6%.
Reference： [1]Helvetica Chimica Acta,2018,vol. 101
[2]Journal of the Chemical Society. Perkin transactions I,1982,p. 1649 - 1700
[3]Tetrahedron,2013,vol. 69,p. 2647 - 2654
[4]Chemical Communications,2012,vol. 48,p. 12225 - 12227
[5]Patent: KR2015/142709,2015,A .Location in patent: Paragraph 0452-0453
[6]Patent: CN105777809,2016,A .Location in patent: Paragraph 0051; 0052
[7]Journal of Organic Chemistry,2014,vol. 79,p. 11339 - 11348
  • 16
  • [ 192513-05-6 ]
  • [ 15351-42-5 ]
Reference： [1]Russian Chemical Bulletin,1999,vol. 48,p. 1335 - 1338
[2]Russian Chemical Bulletin,1998,vol. 47,p. 2441 - 2444
  • 17
  • [ 51759-65-0 ]
  • [ 15351-42-5 ]
Reference： [1]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,1999,vol. 38,p. 905 - 908
  • 18
  • [ 252267-66-6 ]
  • [ 15351-42-5 ]
Reference： [1]Russian Chemical Bulletin,1999,vol. 48,p. 1335 - 1338
  • 21
  • N.N'-di-p-toluenesulfonyl-dianthranilide [ No CAS ]
  • [ 15351-42-5 ]
Reference： [1]Chemische Berichte,1919,vol. 52,p. 2226
  • 22
  • O-acetyl-dianthranilide [ No CAS ]
  • [ 15351-42-5 ]
Reference： [1]Justus Liebigs Annalen der Chemie,1909,vol. 367,p. 158
  • 23
  • [ 15351-42-5 ]
  • KOH-solution [ No CAS ]
  • [ 118-92-3 ]
Reference： [1]Justus Liebigs Annalen der Chemie,1909,vol. 367,p. 158
  • 24
  • [ 15351-42-5 ]
  • Benzyl halide [ No CAS ]
  • [ 1722-06-1 ]
Reference： [1]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,1984,vol. 23,p. 136 - 139
  • 25
  • [ 15351-42-5 ]
  • 2-Phenylethyl halide [ No CAS ]
  • [ 92560-70-8 ]
Reference： [1]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,1984,vol. 23,p. 136 - 139
  • 26
  • [ 15351-42-5 ]
  • 4-Fluorobenzyl halide [ No CAS ]
  • [ 92560-68-4 ]
Reference： [1]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,1984,vol. 23,p. 136 - 139
  • 27
  • [ 15351-42-5 ]
  • 3-Fluorobenzyl halide [ No CAS ]
  • [ 92560-67-3 ]
Reference： [1]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,1984,vol. 23,p. 136 - 139
  • 28
  • [ 15351-42-5 ]
  • 3-Chlorobenzyl halide [ No CAS ]
  • [ 92537-86-5 ]
Reference： [1]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,1984,vol. 23,p. 136 - 139
  • 29
  • [ 15351-42-5 ]
  • 2-Fluorobenzyl halide [ No CAS ]
  • [ 92560-66-2 ]
Reference： [1]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,1984,vol. 23,p. 136 - 139
  • 30
  • [ 15351-42-5 ]
  • 3,4-Dichlorobenzyl halide [ No CAS ]
  • [ 92560-62-8 ]
Reference： [1]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,1984,vol. 23,p. 136 - 139
  • 31
  • [ 15351-42-5 ]
  • 2,4-Dichlorobenzyl halide [ No CAS ]
  • [ 92560-63-9 ]
Reference： [1]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,1984,vol. 23,p. 136 - 139
  • 32
  • [ 15351-42-5 ]
  • 2,6-Dichlorobenzyl halide [ No CAS ]
  • [ 92560-64-0 ]
Reference： [1]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,1984,vol. 23,p. 136 - 139
  • 33
  • [ 15351-42-5 ]
  • 4-Nitrobenzyl halide [ No CAS ]
  • [ 92560-69-5 ]
Reference： [1]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,1984,vol. 23,p. 136 - 139
  • 34
  • [ 15351-42-5 ]
  • 3-Trifluoromethylbenzyl halide [ No CAS ]
  • [ 92560-65-1 ]
Reference： [1]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,1984,vol. 23,p. 136 - 139
  • 35
  • [ 31162-13-7 ]
  • [ 15351-42-5 ]
Reference： [1]Tetrahedron Letters,2002,vol. 43,p. 6861 - 6863
  • 36
  • [ 15351-42-5 ]
  • [ 39637-74-6 ]
  • N,N'-bis(1S,4R)-camphanoyl-(S)-dibenzo[b,f][1,5]diazocine-6,12(5H,11H)-dione [ No CAS ]
Reference： [1]Journal of Organic Chemistry,2004,vol. 69,p. 1248 - 1255
  • 37
  • [ 15351-42-5 ]
  • dibenzo[b,f][1,5]diazocine-6,12(5H,11H)-dithione [ No CAS ]
Reference： [1]Journal of Organic Chemistry,2011,vol. 76,p. 1546 - 1553
[2]Journal of Organic Chemistry,2004,vol. 69,p. 1248 - 1255
  • 38
  • [ 61601-54-5 ]
  • [ 118-92-3 ]
  • [ 15351-42-5 ]
  • 12,13-dihydro-indolo[3,2-<i>c</i>]acridin-7-one [ No CAS ]
Reference： [1]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,2006,vol. 45,p. 1487 - 1491
  • 39
  • [ 73910-76-6 ]
  • [ 118-92-3 ]
  • [ 15351-42-5 ]
  • 12,13-dihydro-5-oxo-9-methylquinolino[2,3-a]carbazole [ No CAS ]
Reference： [1]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,2006,vol. 45,p. 1487 - 1491
  • 40
  • [ 73910-77-7 ]
  • [ 118-92-3 ]
  • [ 15351-42-5 ]
  • 2-methyl-12,13-dihydro-indolo[3,2-<i>c</i>]acridin-7-one [ No CAS ]
Reference： [1]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,2006,vol. 45,p. 1487 - 1491
  • 41
  • [ 73910-78-8 ]
  • [ 118-92-3 ]
  • [ 15351-42-5 ]
  • 1-methyl-12,13-dihydro-indolo[3,2-<i>c</i>]acridin-7-one [ No CAS ]
Reference： [1]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,2006,vol. 45,p. 1487 - 1491
  • 42
  • [ 15351-42-5 ]
  • 5<i>H</i>,11<i>H</i>-dibenzo[<i>b</i>,<i>f</i>][1,5]diazocine-6,12-dithione; compound with cyclohexane-1,2-diamine [ No CAS ]
Reference： [1]Journal of Organic Chemistry,2004,vol. 69,p. 1248 - 1255
  • 43
  • [ 15351-42-5 ]
  • 2,14-Dichloro-5,6,11,12,17,18,23,24-octahydrotetrabenzo<b,f,j,n><1,5,9,13>tetraazacyclohexadecine [ No CAS ]
Reference： [1]Journal of Organic Chemistry,1992,vol. 57,p. 6975 - 6979
  • 44
  • [ 15351-42-5 ]
  • [ 144386-15-2 ]
Reference： [1]Journal of Organic Chemistry,1992,vol. 57,p. 6975 - 6979
  • 45
  • [ 15351-42-5 ]
  • 5,6,11,12,17,18,23,24-Octahydro-2,3,14,15-tetramethoxytetrabenzo<b,f,j,n><1,5,9,13>tetraazacyclohexadecine [ No CAS ]
Reference： [1]Journal of Organic Chemistry,1992,vol. 57,p. 6975 - 6979
  • 46
  • [ 15351-42-5 ]
  • [ 144386-14-1 ]
Reference： [1]Journal of Organic Chemistry,1992,vol. 57,p. 6975 - 6979
  • 47
  • [ 15351-42-5 ]
  • [ 92560-72-0 ]
Reference： [1]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,1984,vol. 23,p. 136 - 139
  • 48
  • [ 15351-42-5 ]
  • [ 92560-74-2 ]
Reference： [1]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,1984,vol. 23,p. 136 - 139
  • 49
  • [ 15351-42-5 ]
  • [ 92560-73-1 ]
Reference： [1]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,1984,vol. 23,p. 136 - 139
  • 50
  • [ 15351-42-5 ]
  • [ 92560-75-3 ]
Reference： [1]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,1984,vol. 23,p. 136 - 139
  • 51
  • [ 15351-42-5 ]
  • [ 2196-36-3 ]
Reference： [1]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,1984,vol. 23,p. 136 - 139
  • 52
  • [ 15351-42-5 ]
  • [ 62675-33-6 ]
Reference： [1]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,1984,vol. 23,p. 136 - 139
  • 53
  • [ 84-65-1 ]
  • [ 15351-42-5 ]
Reference： [1]Journal of the Chemical Society,1957,p. 1900,1904
  • 54
  • [ 1613-92-9 ]
  • [ 64001-48-5 ]
  • [ 331758-78-2 ]
  • [ 15351-42-5 ]
Reference： [1]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,2007,vol. 46,p. 664 - 668
  • 55
  • [ 64001-48-5 ]
  • [ 15351-42-5 ]
Reference： [1]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,2007,vol. 46,p. 664 - 668
  • 56
  • [ 64001-48-5 ]
  • [ 5877-56-5 ]
  • [ 1009318-28-8 ]
  • [ 15351-42-5 ]
Reference： [1]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,2007,vol. 46,p. 664 - 668
  • 57
  • [ 64001-48-5 ]
  • [ 1750-36-3 ]
  • [ 15351-42-5 ]
  • [ 21132-01-4 ]
Reference： [1]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,2007,vol. 46,p. 664 - 668
  • 58
  • [ 64001-48-5 ]
  • [ 1613-89-4 ]
  • [ 15351-42-5 ]
  • [ 63384-39-4 ]
Reference： [1]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,2007,vol. 46,p. 664 - 668
  • 59
  • [ 201230-82-2 ]
  • [ 615-36-1 ]
  • [ 15351-42-5 ]
Reference： [1]Chemistry - A European Journal,2011,vol. 17,p. 12246 - 12249

Tags: 15351-42-5 synthesis path| 15351-42-5 SDS| 15351-42-5 COA| 15351-42-5 purity| 15351-42-5 application| 15351-42-5 NMR| 15351-42-5 COA| 15351-42-5 structure

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