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[ CAS No. 206559-43-5 ] {[proInfo.proName]}

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Chemical Structure| 206559-43-5
Chemical Structure| 206559-43-5
Structure of 206559-43-5 * Storage: {[proInfo.prStorage]}

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Product Details of [ 206559-43-5 ]

CAS No. :206559-43-5 MDL No. :MFCD03094656
Formula : C8H8BrI Boiling Point : No data available
Linear Structure Formula :- InChI Key :BSIRLLZFIVAHES-UHFFFAOYSA-N
M.W : 310.96 Pubchem ID :2735573
Synonyms :
Chemical Name :5-Bromo-2-iodo-m-xylene

Calculated chemistry of [ 206559-43-5 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 10
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.25
Num. rotatable bonds : 0
Num. H-bond acceptors : 0.0
Num. H-bond donors : 0.0
Molar Refractivity : 56.79
TPSA : 0.0 ?2

Pharmacokinetics

GI absorption : Low
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : Yes
CYP2D6 inhibitor : Yes
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -5.36 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.74
Log Po/w (XLOGP3) : 3.99
Log Po/w (WLOGP) : 3.67
Log Po/w (MLOGP) : 4.53
Log Po/w (SILICOS-IT) : 4.39
Consensus Log Po/w : 3.86

Druglikeness

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

Water Solubility

Log S (ESOL) : -4.73
Solubility : 0.00585 mg/ml ; 0.0000188 mol/l
Class : Moderately soluble
Log S (Ali) : -3.69
Solubility : 0.0633 mg/ml ; 0.000203 mol/l
Class : Soluble
Log S (SILICOS-IT) : -4.96
Solubility : 0.00343 mg/ml ; 0.000011 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.01

Safety of [ 206559-43-5 ]

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

Application In Synthesis of [ 206559-43-5 ]

* 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 [ 206559-43-5 ]

[ 206559-43-5 ] Synthesis Path-Upstream   1~2

  • 1
  • [ 124-38-9 ]
  • [ 206559-43-5 ]
  • [ 74346-19-3 ]
YieldReaction ConditionsOperation in experiment
85%
Stage #1: With isopropylmagnesium chloride In tert-butyl methyl ether at 0℃;
Example 2: Preparation of 4-bromo-2,6-dimethylbenzoic acid (B2)(B2)The title compound may be prepared according to Scheme B, as follows. A solution of 5- bromo-2-iodo-l,3-dimethyl-benzene (Bl) (1.0 mol eq) in methyl-tert-butyl ether (6.0 rel vols) may be added to iso-propylmagnesium chloride (2.0 mol eq) in methyl-tert-butyl ether (2.0 rel vols), maintaining < 0 °C. Carbon dioxide gas may be added until reaction is shown to be complete. 2N aqueous hydrochloric acid may be added (4 rel vols) to quench the reaction, the phases can be separated and the aqueous phase discarded. The product may be extracted into 1M aqueous sodium hydroxide solution (6.5 rel vols), then washed with methyl tert-butyl ether (4 rel vols). The title compound (B2) may be precipitated by the addition of 2N aq hydrochloric acid (4.5 rel vols) before being filtered, washed with water then heptane and dried to yield a white crystalline solid (85percent).1H NMR (400 MHz, CDC13) δΗ 2.28 (6 H, s), 7.35 (2 H, s), 13.30 (1H, s)
Reference: [1] Patent: WO2011/84098, 2011, A1, . Location in patent: Page/Page column 6-7
[2] Organic Process Research and Development, 2012, vol. 16, # 5, p. 741 - 747
  • 2
  • [ 920-39-8 ]
  • [ 206559-43-5 ]
  • [ 74346-19-3 ]
Reference: [1] Patent: WO2015/81891, 2015, A1, . Location in patent: Page/Page column 141
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