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[ CAS No. 120077-69-2 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 120077-69-2
Chemical Structure| 120077-69-2
Chemical Structure| 120077-69-2
Structure of 120077-69-2 * Storage: {[proInfo.prStorage]}
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Product Details of [ 120077-69-2 ]

CAS No. :120077-69-2 MDL No. :MFCD08059110
Formula : C7H4BrClO Boiling Point : -
Linear Structure Formula :- InChI Key :LDYVDYZLCRUOTM-UHFFFAOYSA-N
M.W : 219.46 Pubchem ID :14049806
Synonyms :

Calculated chemistry of [ 120077-69-2 ]

Physicochemical Properties

Num. heavy atoms : 10
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.0
Num. rotatable bonds : 1
Num. H-bond acceptors : 1.0
Num. H-bond donors : 0.0
Molar Refractivity : 44.54
TPSA : 17.07 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) : -5.59 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.81
Log Po/w (XLOGP3) : 2.88
Log Po/w (WLOGP) : 2.92
Log Po/w (MLOGP) : 2.79
Log Po/w (SILICOS-IT) : 3.3
Consensus Log Po/w : 2.74

Druglikeness

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

Water Solubility

Log S (ESOL) : -3.39
Solubility : 0.0888 mg/ml ; 0.000405 mol/l
Class : Soluble
Log S (Ali) : -2.9
Solubility : 0.277 mg/ml ; 0.00126 mol/l
Class : Soluble
Log S (SILICOS-IT) : -3.82
Solubility : 0.0331 mg/ml ; 0.000151 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.23

Safety of [ 120077-69-2 ]

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 [ 120077-69-2 ]

* 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 [ 120077-69-2 ]
  • Downstream synthetic route of [ 120077-69-2 ]

[ 120077-69-2 ] Synthesis Path-Upstream   1~8

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  • [ 120077-69-2 ]
  • [ 25118-59-6 ]
Reference: [1] Journal of the Chemical Society, 1927, p. 25
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YieldReaction ConditionsOperation in experiment
84%
Stage #1: With diisobutylaluminium hydride In tetrahydrofuran at -78℃; Inert atmosphere
Stage #2: With water In tetrahydrofuran
PREPARATION C : 4-bromo-3-chlorobenzaldehyde; [Show Image] Under argon, at -78°C, a 10 mL one-necked round bottomed flask was charged with 4-bromo-3-chloro-N-methoxy-N-methyl-benzamide (preparation B) (1.80 g, 6.46 mmol) in dry tetrahydrofuran (32 mL). Then, a 1M solution of diisobutylaluminiumhydride (8.4 mL, 8.40 mmol) was then added dropwise. The reaction mixture was stirred at -78°C during 1 hour. The reaction mixture was quenched with water (50 mL) and the aqueous layer was extracted with ethyl acetate (3 x 50 mL). The organic layer was washed with a 1 N hydrochloric acid solution (30 mL), water (30 mL), brine (30 mL), dried over anhydrous magnesium sulfate and evaporated in vacuo. The product was dried under high vacuum yielding 4-bromo-3-chlorobenzaldehyde (1.18 g, 84percent) as a yellow solid. 1H NMR (300 MHz, DMSO-d6): δ 9.98 (s, 1H), 8.11 (d, 1H, J=1.9 Hz), 8.02 (AB system, 1H, J=8.2 Hz), 7.77 (dd, 1H, J=1.9 Hz, 8.2 Hz).
Reference: [1] Patent: EP2208725, 2010, A1, . Location in patent: Page/Page column 13
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  • [ 57418-97-0 ]
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Reference: [1] Journal of Medicinal Chemistry, 2011, vol. 54, # 11, p. 3793 - 3816
  • 4
  • [ 79-37-8 ]
  • [ 67-68-5 ]
  • [ 120077-69-2 ]
Reference: [1] Patent: US5502073, 1996, A,
  • 5
  • [ 25118-59-6 ]
  • [ 120077-69-2 ]
Reference: [1] Journal of Medicinal Chemistry, 2012, vol. 55, # 23, p. 10572 - 10583
[2] Patent: WO2013/75083, 2013, A1,
[3] Patent: WO2014/8223, 2014, A2,
[4] Patent: US9206128, 2015, B2,
[5] Patent: WO2017/84630, 2017, A1,
  • 6
  • [ 21803-75-8 ]
  • [ 120077-69-2 ]
Reference: [1] Journal of Medicinal Chemistry, 2011, vol. 54, # 11, p. 3793 - 3816
  • 7
  • [ 163596-75-6 ]
  • [ 120077-69-2 ]
Reference: [1] Journal of the Chemical Society, 1927, p. 25
  • 8
  • [ 1122-91-4 ]
  • [ 120077-69-2 ]
Reference: [1] Journal of the Chemical Society, 1927, p. 25
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