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[ CAS No. 54231-32-2 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 54231-32-2
Chemical Structure| 54231-32-2
Chemical Structure| 54231-32-2
Structure of 54231-32-2 * Storage: {[proInfo.prStorage]}
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Product Details of [ 54231-32-2 ]

CAS No. :54231-32-2 MDL No. :MFCD00490110
Formula : C5H3ClN2O2 Boiling Point : -
Linear Structure Formula :- InChI Key :PSGASDJUCYTRAD-UHFFFAOYSA-N
M.W :158.54 Pubchem ID :554988
Synonyms :

Calculated chemistry of [ 54231-32-2 ]

Physicochemical Properties

Num. heavy atoms : 10
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.0
Num. rotatable bonds : 1
Num. H-bond acceptors : 3.0
Num. H-bond donors : 0.0
Molar Refractivity : 38.07
TPSA : 58.71 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) : -6.1 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.19
Log Po/w (XLOGP3) : 1.64
Log Po/w (WLOGP) : 1.64
Log Po/w (MLOGP) : 0.68
Log Po/w (SILICOS-IT) : -0.09
Consensus Log Po/w : 1.01

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.23
Solubility : 0.925 mg/ml ; 0.00583 mol/l
Class : Soluble
Log S (Ali) : -2.49
Solubility : 0.518 mg/ml ; 0.00327 mol/l
Class : Soluble
Log S (SILICOS-IT) : -2.01
Solubility : 1.55 mg/ml ; 0.00979 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 2.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.91

Safety of [ 54231-32-2 ]

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 [ 54231-32-2 ]

* 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 [ 54231-32-2 ]
  • Downstream synthetic route of [ 54231-32-2 ]

[ 54231-32-2 ] Synthesis Path-Upstream   1~6

  • 1
  • [ 54231-32-2 ]
  • [ 39620-04-7 ]
YieldReaction ConditionsOperation in experiment
63%
Stage #1: With hydrogenchloride; tin(ll) chloride In methanol; water at 20℃;
Stage #2: With sodium hydroxide In methanol; water; ethyl acetate
A sample of 3-chloro-2-nitropyridine (1.00 g, 6.31 mmol) was dissolved in methanol (10 mL), treated with Tin(II) chloride (5.98 g, 31.54 mmol) followed by concentrated HCl (2.63 mL, 31.54 mmol). The reaction mixture was allowed to stir overnight at rt. The solution was then diluted with ethyl acetate and washed with IN NaOH solution. The organic phase was then washed with concentrated NaHCO3 solution and dried over Na2SO4. Concentration in vacuo gave the title compound (510.0mg, 63percent). 1H NMR (400 MHz, CD3CN) δ 6.80 (m, 1 H), 7.60 (d, 1 H), 8.12 (d, 1 H).
41% With hydrogenchloride; iron In ethanol; water at 0 - 20℃; for 2.5 h; To a stirred solution of 3-chloro-2-nitropyridine (1.00 g, 6.31 mmol) in EtOH (13 ml) were added a 2 M HCl aqueous solution (1.30 ml, 2.60 mmol) and iron (2.37 g, 42.4 mmol) at 0° C. The resulting mixture was stirred for 2.5 h at room temperature. Celite (2.40 g) was added. The mixture was filtered over a celite pad and evaporated to give a dark oil that was purified by elution through a SCX cartridge. The title compound D54 (0.34 g, 2.59 mmol, 41percent yield) was obtained as a dark solid. UPLC: rt=0.27 min, peaks observed: 129 (M+1, 100percent) and 131 (M+1, 33percent). C5H5ClN2 requires 128.
Reference: [1] Patent: WO2006/44775, 2006, A2, . Location in patent: Page/Page column 64
[2] Patent: US2009/22670, 2009, A1, . Location in patent: Page/Page column 25
  • 2
  • [ 54231-32-2 ]
  • [ 42753-67-3 ]
Reference: [1] Patent: WO2013/117649, 2013, A1,
  • 3
  • [ 54231-32-2 ]
  • [ 22841-92-5 ]
Reference: [1] Journal of Heterocyclic Chemistry, 1989, vol. 26, p. 475 - 476
  • 4
  • [ 54231-32-2 ]
  • [ 39968-33-7 ]
Reference: [1] Journal of the Chemical Society of Pakistan, 2011, vol. 33, # 3, p. 324 - 332
  • 5
  • [ 54231-32-2 ]
  • [ 1480-64-4 ]
Reference: [1] Journal of Organic Chemistry, 2015, vol. 80, # 24, p. 12137 - 12145
  • 6
  • [ 13269-19-7 ]
  • [ 54231-32-2 ]
Reference: [1] Organic Process Research and Development, 2017, vol. 21, # 1, p. 44 - 51
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