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[ CAS No. 1333316-35-0 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 1333316-35-0
Chemical Structure| 1333316-35-0
Chemical Structure| 1333316-35-0
Structure of 1333316-35-0 * Storage: {[proInfo.prStorage]}
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Product Details of [ 1333316-35-0 ]

CAS No. :1333316-35-0 MDL No. :MFCD26402967
Formula : C15H13Br2N Boiling Point : -
Linear Structure Formula :- InChI Key :OJDIPHRGWNTBOO-UHFFFAOYSA-N
M.W : 367.08 Pubchem ID :67414167
Synonyms :

Calculated chemistry of [ 1333316-35-0 ]

Physicochemical Properties

Num. heavy atoms : 18
Num. arom. heavy atoms : 12
Fraction Csp3 : 0.2
Num. rotatable bonds : 0
Num. H-bond acceptors : 0.0
Num. H-bond donors : 1.0
Molar Refractivity : 86.83
TPSA : 12.03 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : Yes
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : Yes
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -4.48 cm/s

Lipophilicity

Log Po/w (iLOGP) : 3.23
Log Po/w (XLOGP3) : 5.72
Log Po/w (WLOGP) : 5.21
Log Po/w (MLOGP) : 5.01
Log Po/w (SILICOS-IT) : 5.11
Consensus Log Po/w : 4.86

Druglikeness

Lipinski : 1.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 2.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -6.21
Solubility : 0.000225 mg/ml ; 0.000000613 mol/l
Class : Poorly soluble
Log S (Ali) : -5.74
Solubility : 0.000669 mg/ml ; 0.00000182 mol/l
Class : Moderately soluble
Log S (SILICOS-IT) : -7.65
Solubility : 0.00000816 mg/ml ; 0.0000000222 mol/l
Class : Poorly soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 2.0
Synthetic accessibility : 2.68

Safety of [ 1333316-35-0 ]

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 [ 1333316-35-0 ]

* 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 [ 1333316-35-0 ]
  • Downstream synthetic route of [ 1333316-35-0 ]

[ 1333316-35-0 ] Synthesis Path-Upstream   1~5

  • 1
  • [ 6267-02-3 ]
  • [ 1333316-35-0 ]
YieldReaction ConditionsOperation in experiment
90% With bromine In chloroform for 8 h; Inert atmosphere Under a nitrogen atmosphere (N2 purging), Compound 1D(2.7 g, 12.93 mmol) was added to chloroform(200ml), followed by stirring. After stirring, 3 equivalents of bromine were slowly added dropwise. After 8 hours, the reaction was quenched by addition of an aqueous sodium thiosulfate solution. Then, extraction was performed. Thereafter, purification was performed using a column using a developing solvent of methylenechloride(MC):hexane (1:5) to obtain a white solid 1E(4.24 g, yield 90percent).
69% With phenyltrimethylammonium tribromide In tetrahydrofuran at 20℃; To a stirred solution of 9,9-dimethyl- 10H- acridine (4, 0.50 g, 2.4 mmol) in dry THF (10 mL), was added trimethylphenylammonium tribromide (PTT) (1.8 g, 4.8 mmol) in one portion. The reaction mixture was stirred overnight at room temperature. After the reaction was judged complete (TLC), the reaction mixture was poured in water (30 mL) and extracted with EtOAc (2 x 30 mL). The combined organic layers were dried over anhydrous MgS04, filtered and evaporated under reduced pressure. The crude product was purified by silica gel column chromatography with gradient elution (0 to 30percent EtOAc-hexane) to afford the title compound as a light brown oil (0.6 g, 69percent yield). 1H NMR (300 MHz, DMSO- 6) δ 1.47 (s, 6 H) 6.74 (d, J=8.48 Hz, 2 H) 7.22 (dd, J=8.48, 2.26 Hz, 2 H) 7.46 (d, J=2.07 Hz, 2 H) 9.18 (s, 1 H). LCMS (ESI) m/z 368 (MH+).
Reference: [1] Patent: US2018/166636, 2018, A1, . Location in patent: Paragraph 0115; 0116
[2] Patent: WO2014/165307, 2014, A2, . Location in patent: Paragraph 0321
  • 2
  • [ 128-08-5 ]
  • [ 6267-02-3 ]
  • [ 1333316-35-0 ]
Reference: [1] Patent: US2012/319052, 2012, A1,
  • 3
  • [ 91-40-7 ]
  • [ 1333316-35-0 ]
Reference: [1] Patent: WO2014/165307, 2014, A2,
[2] Patent: US2018/166636, 2018, A1,
  • 4
  • [ 35708-19-1 ]
  • [ 1333316-35-0 ]
Reference: [1] Patent: WO2014/165307, 2014, A2,
[2] Patent: US2018/166636, 2018, A1,
  • 5
  • [ 73183-55-8 ]
  • [ 1333316-35-0 ]
Reference: [1] Patent: WO2014/165307, 2014, A2,
[2] Patent: US2018/166636, 2018, A1,
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