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[ CAS No. 1445781-45-2 ] {[proInfo.proName]}

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Chemical Structure| 1445781-45-2
Chemical Structure| 1445781-45-2
Structure of 1445781-45-2 * Storage: {[proInfo.prStorage]}
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Product Details of [ 1445781-45-2 ]

CAS No. :1445781-45-2 MDL No. :MFCD19703294
Formula : C11H8BrNO2 Boiling Point : -
Linear Structure Formula :- InChI Key :IHRLTIQTMTVDGZ-UHFFFAOYSA-N
M.W : 266.09 Pubchem ID :71607288
Synonyms :

Calculated chemistry of [ 1445781-45-2 ]

Physicochemical Properties

Num. heavy atoms : 15
Num. arom. heavy atoms : 10
Fraction Csp3 : 0.09
Num. rotatable bonds : 2
Num. H-bond acceptors : 3.0
Num. H-bond donors : 0.0
Molar Refractivity : 60.72
TPSA : 39.19 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) : -5.98 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.38
Log Po/w (XLOGP3) : 2.73
Log Po/w (WLOGP) : 2.78
Log Po/w (MLOGP) : 2.32
Log Po/w (SILICOS-IT) : 2.96
Consensus Log Po/w : 2.64

Druglikeness

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

Water Solubility

Log S (ESOL) : -3.57
Solubility : 0.0715 mg/ml ; 0.000269 mol/l
Class : Soluble
Log S (Ali) : -3.21
Solubility : 0.165 mg/ml ; 0.000621 mol/l
Class : Soluble
Log S (SILICOS-IT) : -4.63
Solubility : 0.00622 mg/ml ; 0.0000234 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 0.0
Synthetic accessibility : 1.59

Safety of [ 1445781-45-2 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P280-P305+P351+P338-P310 UN#:N/A
Hazard Statements:H302-H315-H319-H332-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 1445781-45-2 ]

* 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 [ 1445781-45-2 ]
  • Downstream synthetic route of [ 1445781-45-2 ]

[ 1445781-45-2 ] Synthesis Path-Upstream   1~5

  • 1
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YieldReaction ConditionsOperation in experiment
20.5 g With potassium carbonate In N,N-dimethyl-formamide at 45℃; for 36 h; [0090] (b) K2C03 (61.3 g, 444.0 mmol) and methyl iodide (63.1 g, 444.0 mmol) were added to a stirred suspension of 5-bromoquinoline-8-carboxylic acid (28.0 g, 111.0 mmol) in DMF (250 mL) at r.t. The reaction mixture was heated at 45 0 C for 36 h, cooled to r.t, filtered the solids, washed with ethyl acetate (100 mL). The filtrate was diluted with water, extracted with ethyl acetate (3 x 300 mL) and washed with water (3 x 100 mL). The ethyl acetate layer was dried (Na2S04), filtered and concentrated under reduced pressure. The residue was purified by flash column chromatography on silica gel, eluting with ethyl acetate in hexanes (0-20percent) to afford methyl-5-bromoquinoline-8-carboxylate as a cream color solid (20.5 g, 70 percent for 2 steps). 1H NMR (400 MHz, CDC13) δ 9.07 (dd, J = 4.3, 1.5 Hz, 1 H), 8.60 (dd, J = 8.7, 1.6 Hz, 1 H), 7.88 (s, 2 H), 7.58 (dd, J = 8.6, 4.0 Hz, 1 H), 4.05 (s, 3 H)
Reference: [1] Patent: WO2013/96194, 2013, A1, . Location in patent: Page/Page column 33
[2] Patent: WO2015/84842, 2015, A1, . Location in patent: Paragraph 0090
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Reference: [1] Patent: WO2013/96194, 2013, A1,
[2] Patent: WO2015/84842, 2015, A1,
  • 3
  • [ 611-32-5 ]
  • [ 1445781-45-2 ]
Reference: [1] Patent: WO2013/96194, 2013, A1,
  • 4
  • [ 1309959-33-8 ]
  • [ 1445781-45-2 ]
Reference: [1] Patent: WO2013/96194, 2013, A1,
  • 5
  • [ 885267-41-4 ]
  • [ 1445781-45-2 ]
Reference: [1] Patent: WO2013/96194, 2013, A1,
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