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[ CAS No. 82-05-3 ] {[proInfo.proName]}

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Cat. No.: {[proInfo.prAm]}
Chemical Structure| 82-05-3
Chemical Structure| 82-05-3
Structure of 82-05-3 * Storage: {[proInfo.prStorage]}
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Product Details of [ 82-05-3 ]

CAS No. :82-05-3 MDL No. :MFCD00003585
Formula : C17H10O Boiling Point : -
Linear Structure Formula :- InChI Key :HUKPVYBUJRAUAG-UHFFFAOYSA-N
M.W : 230.26 Pubchem ID :6697
Synonyms :

Calculated chemistry of [ 82-05-3 ]

Physicochemical Properties

Num. heavy atoms : 18
Num. arom. heavy atoms : 16
Fraction Csp3 : 0.0
Num. rotatable bonds : 0
Num. H-bond acceptors : 1.0
Num. H-bond donors : 0.0
Molar Refractivity : 72.82
TPSA : 17.07 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) : -4.29 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.41
Log Po/w (XLOGP3) : 4.81
Log Po/w (WLOGP) : 4.05
Log Po/w (MLOGP) : 3.43
Log Po/w (SILICOS-IT) : 4.68
Consensus Log Po/w : 3.88

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -4.96
Solubility : 0.00255 mg/ml ; 0.0000111 mol/l
Class : Moderately soluble
Log S (Ali) : -4.9
Solubility : 0.00289 mg/ml ; 0.0000126 mol/l
Class : Moderately soluble
Log S (SILICOS-IT) : -6.76
Solubility : 0.0000402 mg/ml ; 0.000000175 mol/l
Class : Poorly soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 2.0
Synthetic accessibility : 2.63

Safety of [ 82-05-3 ]

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

Application In Synthesis of [ 82-05-3 ]

* 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 [ 82-05-3 ]
  • Downstream synthetic route of [ 82-05-3 ]

[ 82-05-3 ] Synthesis Path-Upstream   1~8

  • 1
  • [ 82-05-3 ]
  • [ 81-96-9 ]
YieldReaction ConditionsOperation in experiment
91% With hydrogen bromide; dihydrogen peroxide In methanol at 30 - 32℃; for 8 h; General procedure: In 2 neck round bottom flask (10 mL) equipped with mercury sealed stirrer, 2 mL of methanol, 1-aminoanthracene-9,10-dione 1a (1 equiv.) and HBr (2 equiv.) were added at room temperature. To this, H2O2 (2 equiv.) was added over 5 min. The reaction mass was stirred for 8 h. The progress of the reaction was monitored on TLC. The reaction was quenched by adding 2 mL saturated sodium thiosulphate (Na2S2O3) solution and then 2 mL of 5percent sodium bicarbonate (NaHCO3) solution. 10 mL of water was added to the reaction mass and the solid obtained was filtered and washed with water. The crude product thus obtained was further purified using column chromatography with pet ether: ethyl acetate as an eluent to give purified 1-amino-2,4-dibromoaminoanthracene-9,10-dione 2a.
88% at 50 - 55℃; for 3 h; General procedure: In a 100 mL round bottomed flask equipped with a mercury sealed stirrer, 5 mL acetic acid was placed to which aminoanthracene-9,10-dione (1, 1 equiv), and KBr (0.5 to 2 equiv) were added under stirring. To this slurry, nonanebis(peroxoic acid) (1 to 2 equiv) was added cautiously over a period of 10 min at room temperature. The reaction mass was stirred at room temperature/50–55 °C and was monitored by TLC. After completion, the reaction mass was poured into 10percent sodium bicarbonate solution to neutralize the acids. The solid obtained was filtered and washed with water till neutral pH was obtained. The crude product was purified by column chromatography on a silica gel with hexane/ethyl acetate (95:5) as an eluent to give purified product 2.
Reference: [1] Tetrahedron Letters, 2017, vol. 58, # 26, p. 2608 - 2613
[2] Beilstein Journal of Organic Chemistry, 2014, vol. 10, p. 921 - 928
[3] J. Soc. chem. Ind. Japan Spl., 1939, vol. 42, p. 316
[4] Patent: US2180835, 1938, ,
[5] Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 20, p. 1370
[6] Patent: DE193959, , ,
[7] Patent: DE193959, , ,
[8] Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 16, p. 3026
[9] Patent: DE193959, , ,
[10] Patent: DE193959, , ,
[11] Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 20, p. 1370,1376
  • 2
  • [ 82-05-3 ]
  • [ 7726-95-6 ]
  • [ 7553-56-2 ]
  • [ 64-19-7 ]
  • [ 81-96-9 ]
Reference: [1] J. Soc. chem. Ind. Japan Spl., 1939, vol. 42, p. 316
  • 3
  • [ 7791-25-5 ]
  • [ 82-05-3 ]
  • [ 7726-95-6 ]
  • [ 7553-56-2 ]
  • [ 98-95-3 ]
  • [ 81-96-9 ]
Reference: [1] Patent: US2180835, 1938, ,
  • 4
  • [ 81-96-9 ]
  • [ 82-05-3 ]
  • [ 116-71-2 ]
  • [ 116-96-1 ]
Reference: [1] Journal of Organic Chemistry USSR (English Translation), 1987, vol. 23, # 7, p. 1413 - 1414[2] Zhurnal Organicheskoi Khimii, 1987, vol. 23, # 7, p. 1572 - 1573
[3] Russian Journal of Organic Chemistry, 2000, vol. 36, # 6, p. 861 - 865
  • 5
  • [ 82-05-3 ]
  • [ 116-71-2 ]
Reference: [1] Patent: US2293783, 1941, ,
[2] Patent: US1908712, 1928, ,
[3] Patent: US1845246, 1929, ,
[4] Patent: US1849826, 1931, ,
[5] Patent: US1844381, 1931, ,
[6] Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 17, p. 1331
[7] Aromatische Kohlenwasserstoffe <Berlin 1941>, S. 256,
[8] Kuenstliche organische Farbstoffe, Ergaenzungsband <Berlin 1935>, S. 90,
[9] Journal of the Chemical Society, 1922, vol. 121, p. 474,479
[10] Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 16, p. 1467
[11] Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 12, p. 481
[12] Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 12, p. 481
[13] Chemische Berichte, 1905, vol. 38, p. 195
[14] Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 9, p. 824
[15] Bulletin of the Chemical Society of Japan, 1961, vol. 34, # 12, p. 1817 - 1819
[16] Justus Liebigs Annalen der Chemie, 1929, vol. 473, p. 278
[17] Justus Liebigs Annalen der Chemie, 1929, vol. 473, p. 278
[18] Justus Liebigs Annalen der Chemie, 1929, vol. 473, p. 278
[19] Justus Liebigs Annalen der Chemie, 1929, vol. 473, p. 278
[20] Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 16, p. 1508
[21] Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 21, p. 1125
[22] Patent: US1993667, 1932, ,
[23] Patent: US1993668, 1933, ,
  • 6
  • [ 82-05-3 ]
  • [ 116-71-2 ]
  • [ 128-64-3 ]
Reference: [1] Justus Liebigs Annalen der Chemie, 1929, vol. 473, p. 278
[2] Justus Liebigs Annalen der Chemie, 1929, vol. 473, p. 278
[3] Chemiker-Zeitung, Chemische Apparatur, 1928, vol. 52, p. 62
[4] Justus Liebigs Annalen der Chemie, 1929, vol. 473, p. 278
[5] Chemiker-Zeitung, Chemische Apparatur, 1928, vol. 52, p. 62
[6] Justus Liebigs Annalen der Chemie, 1929, vol. 473, p. 278
[7] Chemiker-Zeitung, Chemische Apparatur, 1928, vol. 52, p. 62
[8] Justus Liebigs Annalen der Chemie, 1929, vol. 473, p. 278
[9] Justus Liebigs Annalen der Chemie, 1929, vol. 473, p. 278
[10] Chemiker-Zeitung, Chemische Apparatur, 1928, vol. 52, p. 62
[11] Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 15, p. 746
[12] Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 15, p. 746
[13] Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 15, p. 746
[14] Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 15, p. 746
[15] Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 15, p. 746
  • 7
  • [ 81-96-9 ]
  • [ 82-05-3 ]
  • [ 116-71-2 ]
Reference: [1] Russian Journal of Organic Chemistry, 2000, vol. 36, # 6, p. 861 - 865
  • 8
  • [ 82-05-3 ]
  • [ 128-59-6 ]
Reference: [1] Patent: US1967617, 1932, ,
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