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[ CAS No. 1426138-42-2 ] {[proInfo.proName]}

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Chemical Structure| 1426138-42-2
Chemical Structure| 1426138-42-2
Structure of 1426138-42-2 * Storage: {[proInfo.prStorage]}
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Product Details of [ 1426138-42-2 ]

CAS No. :1426138-42-2 MDL No. :MFCD31560474
Formula : C14H9ClN2O4S2 Boiling Point : -
Linear Structure Formula :- InChI Key :JYBGCTWNOMSQJY-UHFFFAOYSA-N
M.W : 368.82 Pubchem ID :135886621
Synonyms :
Chemical Name :(Z)-3-(5-(5-Chloro-2-oxoindolin-3-ylidene)-4-oxo-2-thioxothiazolidin-3-yl)propanoic acid

Calculated chemistry of [ 1426138-42-2 ]

Physicochemical Properties

Num. heavy atoms : 23
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.14
Num. rotatable bonds : 3
Num. H-bond acceptors : 4.0
Num. H-bond donors : 2.0
Molar Refractivity : 97.96
TPSA : 144.1 Ų

Pharmacokinetics

GI absorption : Low
BBB permeant : No
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : Yes
CYP2C9 inhibitor : Yes
CYP2D6 inhibitor : No
CYP3A4 inhibitor : Yes
Log Kp (skin permeation) : -7.26 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.71
Log Po/w (XLOGP3) : 1.81
Log Po/w (WLOGP) : 1.39
Log Po/w (MLOGP) : 0.91
Log Po/w (SILICOS-IT) : 3.27
Consensus Log Po/w : 1.82

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 1.0
Egan : 1.0
Muegge : 0.0
Bioavailability Score : 0.56

Water Solubility

Log S (ESOL) : -3.26
Solubility : 0.202 mg/ml ; 0.000547 mol/l
Class : Soluble
Log S (Ali) : -4.46
Solubility : 0.0129 mg/ml ; 0.000035 mol/l
Class : Moderately soluble
Log S (SILICOS-IT) : -3.86
Solubility : 0.0504 mg/ml ; 0.000137 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 1.0 alert
Brenk : 2.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 3.1

Safety of [ 1426138-42-2 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P280-P305+P351+P338 UN#:N/A
Hazard Statements:H302 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 1426138-42-2 ]

* 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 [ 1426138-42-2 ]
  • Downstream synthetic route of [ 1426138-42-2 ]

[ 1426138-42-2 ] Synthesis Path-Upstream   1~2

  • 1
  • [ 7025-19-6 ]
  • [ 17630-76-1 ]
  • [ 1426138-42-2 ]
YieldReaction ConditionsOperation in experiment
89% at 105℃; General procedure: To a mixture of chloroisatin (1.0 mmol), 3-(4-oxo-2-thioxothiazolidin-3-yl)propanoic acid (205 mg, 1.0 mmol) and NaOAc (820 mg, 10.0 mmol) was added acetic acid (5.0 mL). The reaction was allowed to stir at 105 °C for 30 min - 12 h, then cooled to room temperature. To the reaction was added water (15 mL). The resulting mixture was sonicated to give an orange -red slurry. After filtration, the solid was washed with water (75 mL) and dried under high vacuum to yield the corresponding product as a red fine powder (71-92percent):
Reference: [1] Patent: WO2014/204859, 2014, A2, . Location in patent: Page/Page column 34
[2] Tetrahedron Letters, 2013, vol. 54, # 13, p. 1700 - 1703
  • 2
  • [ 7025-19-6 ]
  • [ 91-56-5 ]
  • [ 1426138-42-2 ]
  • [ 1430195-08-6 ]
Reference: [1] Tetrahedron Letters, 2013, vol. 54, # 13, p. 1700 - 1703
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