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[ CAS No. 28443-57-4 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 28443-57-4
Chemical Structure| 28443-57-4
Chemical Structure| 28443-57-4
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Product Details of [ 28443-57-4 ]

CAS No. :28443-57-4 MDL No. :MFCD12406838
Formula : C6H5Cl2NO Boiling Point : -
Linear Structure Formula :- InChI Key :UVIBWGFLURLRHR-UHFFFAOYSA-N
M.W : 178.02 Pubchem ID :3015415
Synonyms :

Calculated chemistry of [ 28443-57-4 ]

Physicochemical Properties

Num. heavy atoms : 10
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.0
Num. rotatable bonds : 0
Num. H-bond acceptors : 1.0
Num. H-bond donors : 2.0
Molar Refractivity : 42.89
TPSA : 46.25 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -5.46 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.35
Log Po/w (XLOGP3) : 2.71
Log Po/w (WLOGP) : 2.29
Log Po/w (MLOGP) : 2.02
Log Po/w (SILICOS-IT) : 1.94
Consensus Log Po/w : 2.06

Druglikeness

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

Water Solubility

Log S (ESOL) : -3.09
Solubility : 0.143 mg/ml ; 0.000804 mol/l
Class : Soluble
Log S (Ali) : -3.33
Solubility : 0.0824 mg/ml ; 0.000463 mol/l
Class : Soluble
Log S (SILICOS-IT) : -2.69
Solubility : 0.361 mg/ml ; 0.00203 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 2.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.35

Safety of [ 28443-57-4 ]

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 [ 28443-57-4 ]

* 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 [ 28443-57-4 ]
  • Downstream synthetic route of [ 28443-57-4 ]

[ 28443-57-4 ] Synthesis Path-Upstream   1~6

  • 1
  • [ 39224-65-2 ]
  • [ 28443-57-4 ]
YieldReaction ConditionsOperation in experiment
78% With iron; acetic acid In water at 50℃; for 2 h; 2-Amino-4,5-dichlorophenol
To a stirred solution of 4,5-dichloro-2-nitrophenol (15 g, 72 mmol) in acetic acid (150 mL) and water (450 mL), iron powder (16 g, 285 mmol) was added in portions.
The resulting mixture was stirred at 50° C. for 2 h.
The mixture was allowed to cool to room temperature, filtered, and the cake was rinsed with ethyl acetate.
The filtrate was extracted with ethyl acetate.
The organic layer was washed with water, NaHCO3 (aq.) and brine, dried over Na2SO4 and concentrated in vacuo to afford the desired product (10 g, 78percent).
54% With iron; ammonium chloride In ethanol; water at 90℃; for 2 h; To a solution of 4,5-dichloro-2-nitrophenol (1.5g, 7.2lmmol) in EtOH (2OmL) were added NH4CI (1.93g, 36.lmmol), Fe powder (2.Og, 36.lmmol) and H20 (5.OmL). The reaction mixture was stirred at 90 00 for 2h. The TLC showed reaction to be complete. Reaction mixture was cooled to room temperature and filtered through a celite bed. The filtrate was concentrated, diluted with H20 (25mL) and extracted with EtOAc (3x5OmL). The organics were dried (Na2504), filtered and concentrated under reduced pressure The residue was purified by column chromatography using silica gel (100-200 mesh), eluting with 25percent EtOAc in hexane to afford 2-amino-4,5- dichlorophenol as yellow solid. Yield: 700 mg (54percent); (MS (ESI-) for CHNOS m/z 176.13 [M-H].1H NMR (400 MHz, DMSO-d6): 9.73 (bs, 1H), 6.71-6.74 (m, 2H),4.95 (bs, 2H).
Reference: [1] Journal of Organic Chemistry, 1996, vol. 61, # 10, p. 3289 - 3297
[2] Patent: US2014/288045, 2014, A1, . Location in patent: Paragraph 0456
[3] European Journal of Medicinal Chemistry, 2012, vol. 56, p. 108 - 119
[4] Patent: WO2018/37223, 2018, A1, . Location in patent: Page/Page column 81
[5] Journal of the Chemical Society, 1956, p. 4727,4730
[6] Journal of Biological Chemistry, 1952, vol. 194, p. 729,734
[7] Patent: US4180572, 1979, A,
  • 2
  • [ 95-77-2 ]
  • [ 28443-57-4 ]
Reference: [1] European Journal of Medicinal Chemistry, 2012, vol. 56, p. 108 - 119
[2] Patent: US2014/288045, 2014, A1,
[3] Patent: WO2018/37223, 2018, A1,
  • 3
  • [ 116278-64-9 ]
  • [ 634-67-3 ]
  • [ 28443-57-4 ]
  • [ 116278-68-3 ]
  • [ 116278-67-2 ]
Reference: [1] Journal of Organic Chemistry, 1988, vol. 53, # 20, p. 4762 - 4769
  • 4
  • [ 6306-39-4 ]
  • [ 28443-57-4 ]
Reference: [1] Journal of the Chemical Society, 1956, p. 4727,4730
[2] Journal of Biological Chemistry, 1952, vol. 194, p. 729,734
  • 5
  • [ 116278-64-9 ]
  • [ 634-67-3 ]
  • [ 28443-57-4 ]
  • [ 116278-69-4 ]
  • [ 116278-68-3 ]
  • [ 116278-67-2 ]
  • [ 636-30-6 ]
Reference: [1] Journal of Organic Chemistry, 1988, vol. 53, # 20, p. 4762 - 4769
  • 6
  • [ 116278-64-9 ]
  • [ 634-67-3 ]
  • [ 28443-57-4 ]
  • [ 116278-69-4 ]
  • [ 116278-68-3 ]
  • [ 116278-67-2 ]
  • [ 636-30-6 ]
Reference: [1] Journal of Organic Chemistry, 1988, vol. 53, # 20, p. 4762 - 4769
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