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[ CAS No. 25823-52-3 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 25823-52-3
Chemical Structure| 25823-52-3
Chemical Structure| 25823-52-3
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Product Details of [ 25823-52-3 ]

CAS No. :25823-52-3 MDL No. :MFCD16871353
Formula : C13H12N2O Boiling Point : -
Linear Structure Formula :- InChI Key :RGZUCGKBLUSWKJ-UHFFFAOYSA-N
M.W : 212.25 Pubchem ID :14126158
Synonyms :

Calculated chemistry of [ 25823-52-3 ]

Physicochemical Properties

Num. heavy atoms : 16
Num. arom. heavy atoms : 12
Fraction Csp3 : 0.23
Num. rotatable bonds : 0
Num. H-bond acceptors : 2.0
Num. H-bond donors : 1.0
Molar Refractivity : 62.92
TPSA : 45.75 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.1 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.99
Log Po/w (XLOGP3) : 2.1
Log Po/w (WLOGP) : 1.93
Log Po/w (MLOGP) : 2.42
Log Po/w (SILICOS-IT) : 3.48
Consensus Log Po/w : 2.38

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 : 0.196 mg/ml ; 0.000925 mol/l
Class : Soluble
Log S (Ali) : -2.69
Solubility : 0.432 mg/ml ; 0.00204 mol/l
Class : Soluble
Log S (SILICOS-IT) : -4.91
Solubility : 0.00259 mg/ml ; 0.0000122 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.69

Safety of [ 25823-52-3 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P280-P301+P312-P302+P352-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H320-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 25823-52-3 ]

* 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 [ 25823-52-3 ]
  • Downstream synthetic route of [ 25823-52-3 ]

[ 25823-52-3 ] Synthesis Path-Upstream   1~3

  • 1
  • [ 25742-87-4 ]
  • [ 25823-52-3 ]
YieldReaction ConditionsOperation in experiment
90% With copper dichloride In acetonitrile for 2 h; Heating / reflux SYNTHETIC PREPARATION 7; Synthesis of 3-oxo-6,7-dihydro-5/-/-benzo[6,7]cyclohepta[1 ,2-c]pyridazineCompound of formula (De)A. A mixture of the compound of formula (Dd), 4a,5,6,7-tetrahydro-2H- benzo[6,7]cyclohepta[c]pyridazin-3(4H)-one (4.7 g, 22 mmol) and anhydrous copper(ll) chloride (6 g, 44 mmol) was refluxed in acetonitrile (45 mL) for 2 hours. After cooling to ambient temperature, the mixture was poured into ice-water (200 g) and the solid obtained was washed with 10percent HCI solution twice (about 20 mLx2) and cold water twice (about 20 mLx2). After freeze-drying, the compound of formula (De), 3-oxo-6,7- dihydro-5H-benzo[6,7]cyclohepta[1 ,2-c]pyridazine (4.2 g, 90percent) was obtained as a white solid, 1H NMR (300 MHz, CDCI3) δ: 10.80 (bs, 1 H), 7.53-7.21 (m, 4H), 6.77 (s, 1 H), 2.66 (t, J = 6.9 Hz, 2H), 2.45 (t, J = 6.9 Hz, 2H), 2.14 (quant, J = 6.9 Hz, 2H); LC- MS: purity: 100percent; MS (m/e) : 213 (MH+).
90% With copper dichloride In acetonitrile for 2 h; Heating / reflux A. A mixture of the compound of formula (Dd), 4a,5,6,7-tetrahydro-2H- benzo[6,7]cyclohepta[c]pyridazin-3(4H)-one (4.7 g, 22 mmol) and anhydrous copper(ll) chloride (6 g, 44 mmol) was refluxed in acetonitrile (45 mL) for 2 hours. After cooling to ambient temperature, the mixture was poured into ice-water (200 g) and the solid obtained was washed with 10percent HCI solution twice (about 20 ml_x2) and cold water twice (about 20 ml_x2). After freeze-drying, the compound of formula (De), 3-oxo-6,7-dihydro- 5H-benzo[6,7]cyclohepta[1 ,2-c]pyridazine (4.2 g, 90percent) was obtained as a white solid, 1H NMR (300 MHz, CDCI3) δ: 10.80 (bs, 1 H), 7.53-7.21 (m, 4H), 6.77 (s, 1 H), 2.66 (t, J = 6.9 Hz, 2H), 2.45 (t, J = 6.9 Hz, 2H), 2.14 (quant, J = 6.9 Hz, 2H); LC-MS: purity: 100percent; MS (m/e) : 213 (MH+).
90% With copper dichloride In acetonitrile for 2 h; Reflux A. A mixture of the compound of formula (Dd), 4a,5,6,7-tetrahydro-2/-/- benzo[6,7]cyclohepta[c]pyridazin-3(4/-/)-one (4.7 g, 22 mmol) and anhydrous copper(ll) chloride (6 g, 44 mmol) was refluxed in acetonitrile (45 ml.) for 2 hours. After cooling to ambient temperature, the mixture was poured into ice-water (200 g) and the solid obtained was washed with 10percent HCI solution twice (about 20 ml_x2) and cold water twice (about 20 ml_x2). After freeze-drying, the compound of formula (De), 6,7-dihydro-2H- benzo[6,7]cyc.ohepta[1 ,2-c]pyridazin-3(5H)-one (4.2 g, 90percent) was obtained as a white solid, 1H NMR (300 MHz, CDCI3) δ: 10.80 (bs, 1 H), 7.53-7.21 (m, 4H), 6.77 (s, 1 H), 2.66 (t, J = 6.9 Hz, 2H), 2.45 (t, J = 6.9 Hz, 2H), 2.14 (quant, J = 6.9 Hz, 2H); LC-MS: purity: 100percent; MS (m/e) : 213 (MH+).
Reference: [1] Patent: WO2008/83353, 2008, A1, . Location in patent: Page/Page column 126
[2] Patent: WO2008/83367, 2008, A2, . Location in patent: Page/Page column 137
[3] Patent: WO2010/5876, 2010, A2, . Location in patent: Page/Page column 60-61
[4] Patent: WO2008/83353, 2008, A1, . Location in patent: Page/Page column 126-127
[5] Patent: WO2008/83367, 2008, A2, . Location in patent: Page/Page column 137-138
[6] Patent: US2009/111816, 2009, A1, . Location in patent: Page/Page column 48; 51
  • 2
  • [ 127-68-4 ]
  • [ 25742-87-4 ]
  • [ 25823-52-3 ]
Reference: [1] Patent: WO2010/5876, 2010, A2, . Location in patent: Page/Page column 61
  • 3
  • [ 826-73-3 ]
  • [ 298-12-4 ]
  • [ 25823-52-3 ]
Reference: [1] Journal of Medicinal Chemistry, 2001, vol. 44, # 17, p. 2707 - 2718
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