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[ CAS No. 91591-63-8 ] {[proInfo.proName]}

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Chemical Structure| 91591-63-8
Chemical Structure| 91591-63-8
Structure of 91591-63-8 * Storage: {[proInfo.prStorage]}
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Product Details of [ 91591-63-8 ]

CAS No. :91591-63-8 MDL No. :MFCD00052631
Formula : C8H6Cl2N2 Boiling Point : -
Linear Structure Formula :- InChI Key :UCGWYTUBYASPFG-UHFFFAOYSA-N
M.W : 201.05 Pubchem ID :334852
Synonyms :

Calculated chemistry of [ 91591-63-8 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 12
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.25
Num. rotatable bonds : 0
Num. H-bond acceptors : 2.0
Num. H-bond donors : 0.0
Molar Refractivity : 48.9
TPSA : 36.68 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) : -5.45 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.12
Log Po/w (XLOGP3) : 2.92
Log Po/w (WLOGP) : 2.88
Log Po/w (MLOGP) : 1.62
Log Po/w (SILICOS-IT) : 3.5
Consensus Log Po/w : 2.61

Druglikeness

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

Water Solubility

Log S (ESOL) : -3.3
Solubility : 0.102 mg/ml ; 0.000506 mol/l
Class : Soluble
Log S (Ali) : -3.35
Solubility : 0.0895 mg/ml ; 0.000445 mol/l
Class : Soluble
Log S (SILICOS-IT) : -4.12
Solubility : 0.0151 mg/ml ; 0.0000753 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.02

Safety of [ 91591-63-8 ]

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 [ 91591-63-8 ]

* 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 [ 91591-63-8 ]
  • Downstream synthetic route of [ 91591-63-8 ]

[ 91591-63-8 ] Synthesis Path-Upstream   1~3

  • 1
  • [ 23819-92-3 ]
  • [ 91591-63-8 ]
YieldReaction ConditionsOperation in experiment
91% With tetramethlyammonium chloride; trichlorophosphate In dichloromethane at 85℃; for 5 h; Phosphoryl chloride (973.2g), tetramethylammonium chloride (67.3g) and compound of Preparation 2 (227.1g) were added to dichloromethane (500g). The suspension was heated to 85°C and stirred for 5 hours. Excess of phosphoryl chloride was removed by distillation in vacuo. The reaction mixture was cooled below 30 °C and diluted with dichloromethane. The resulting solution was added to water (1350g) at room temperature and stirred for 30 minutes. The lower organic phase was separate and the aqueous phase extracted with dichloromethane. The organic phases were combined, washed with water and then treated with charcoal. The charcoal was filtered and a solvent swap to heptane was performed by distillation at atmospheric pressure. The solution was filtered at 50 °C and then cooled to 30 °C. On further cooling to 0°C crystals were obtained. These were isolated by filtration, washed twice with heptane. After drying at 50°C the desired product was obtained typically at 88-91 percent . The above process was repeated with a reduction in dichloromethane during crystallisation and adding some methanol. The resulting plate-like crystals were more easily transferred for subsequent use.
Reference: [1] Patent: WO2013/89573, 2013, A1, . Location in patent: Page/Page column 15-16
[2] MedChemComm, 2015, vol. 6, # 11, p. 1998 - 2003
[3] Chemistry of Heterocyclic Compounds, 2004, vol. 40, # 3, p. 308 - 314
[4] Patent: EP1845097, 2007, A1, . Location in patent: Page/Page column 6-7
  • 2
  • [ 769-28-8 ]
  • [ 91591-63-8 ]
Reference: [1] Chemistry of Heterocyclic Compounds, 2004, vol. 40, # 3, p. 308 - 314
[2] Patent: WO2013/89573, 2013, A1,
[3] MedChemComm, 2015, vol. 6, # 11, p. 1998 - 2003
  • 3
  • [ 123-54-6 ]
  • [ 91591-63-8 ]
Reference: [1] Patent: WO2013/89573, 2013, A1,
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