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[ CAS No. 433267-55-1 ] {[proInfo.proName]}

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Chemical Structure| 433267-55-1
Chemical Structure| 433267-55-1
Structure of 433267-55-1 * Storage: {[proInfo.prStorage]}
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Product Details of [ 433267-55-1 ]

CAS No. :433267-55-1 MDL No. :MFCD06205071
Formula : C7H8BrNO2 Boiling Point : -
Linear Structure Formula :- InChI Key :ZNKYCJKUHXQUJQ-UHFFFAOYSA-N
M.W : 218.05 Pubchem ID :5324607
Synonyms :

Calculated chemistry of [ 433267-55-1 ]

Physicochemical Properties

Num. heavy atoms : 11
Num. arom. heavy atoms : 5
Fraction Csp3 : 0.29
Num. rotatable bonds : 3
Num. H-bond acceptors : 2.0
Num. H-bond donors : 1.0
Molar Refractivity : 44.58
TPSA : 42.09 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) : -6.25 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.11
Log Po/w (XLOGP3) : 1.95
Log Po/w (WLOGP) : 1.95
Log Po/w (MLOGP) : 1.13
Log Po/w (SILICOS-IT) : 2.24
Consensus Log Po/w : 1.88

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.56
Solubility : 0.602 mg/ml ; 0.00276 mol/l
Class : Soluble
Log S (Ali) : -2.46
Solubility : 0.758 mg/ml ; 0.00348 mol/l
Class : Soluble
Log S (SILICOS-IT) : -2.95
Solubility : 0.246 mg/ml ; 0.00113 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.99

Safety of [ 433267-55-1 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 433267-55-1 ]

* 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 [ 433267-55-1 ]
  • Downstream synthetic route of [ 433267-55-1 ]

[ 433267-55-1 ] Synthesis Path-Upstream   1~6

  • 1
  • [ 72652-32-5 ]
  • [ 141-52-6 ]
  • [ 433267-55-1 ]
YieldReaction ConditionsOperation in experiment
91.3% at 0 - 30℃; Large scale Example 2
While maintaining the temperature at 20-30 °C, anhydrous ethanol (950.0 kg) was charged into a 3000 L glass-lined reactor followed by Compound 8 (342.7 kg). The mixture was cooled to 0-5 °C over about 2 h. Sodium alcoholate solution in ethanol (21percent, 36.4 kg) was added dropwise over about 1-1.5 h at 0-5 °C. The reaction mixture was then heated to about 25-30 °C and tested until the content of Compounds 8/9 was < 1.0percent. The reaction mixture was concentrated at a temperature< 50 °C until about 1.3-1.4 volume of Compound 8 was left. The concentrated mixture was cooled at 25-30 °C. The mixture was quenched into cooled water (3427.0 kg) over about 2 h. After addition, the mixture was stirred at 0-5 °C over about 2 h for crystallization. The mixture was filtered and the filter cake was rinsed. The solid was dried at 30-40 °C over 40-45 h to afford 234.3 kg of Compound 9 , 99.9percent purity and 91.3percent yield.
Reference: [1] Journal of Organic Chemistry, 2015, vol. 80, # 12, p. 6001 - 6011
[2] Patent: WO2015/31562, 2015, A1, . Location in patent: Page/Page column 19; 25
  • 2
  • [ 2199-43-1 ]
  • [ 433267-55-1 ]
Reference: [1] Synthesis, 2002, # 2, p. 274 - 278
  • 3
  • [ 2199-43-1 ]
  • [ 433267-55-1 ]
  • [ 516465-86-4 ]
Reference: [1] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 3, p. 657 - 661
[2] Journal of Medicinal Chemistry, 2017, vol. 60, # 7, p. 3165 - 3186
  • 4
  • [ 516465-80-8 ]
  • [ 433267-55-1 ]
Reference: [1] Tetrahedron Letters, 2003, vol. 44, # 3, p. 427 - 430
  • 5
  • [ 35302-72-8 ]
  • [ 433267-55-1 ]
Reference: [1] Patent: WO2015/31562, 2015, A1,
[2] Journal of Organic Chemistry, 2015, vol. 80, # 12, p. 6001 - 6011
[3] Angewandte Chemie - International Edition, 2015, vol. 54, # 22, p. 6496 - 6500
  • 6
  • [ 72652-32-5 ]
  • [ 64-17-5 ]
  • [ 433267-55-1 ]
Reference: [1] Angewandte Chemie - International Edition, 2015, vol. 54, # 22, p. 6496 - 6500
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