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[ CAS No. 58757-38-3 ] {[proInfo.proName]}

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Cat. No.: {[proInfo.prAm]}
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Limited Quantity USD 15-60
Inaccessible (Haz class 6.1), Domestic USD 80+
Inaccessible (Haz class 6.1), International USD 150+
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Chemical Structure| 58757-38-3
Chemical Structure| 58757-38-3
Structure of 58757-38-3 * Storage: {[proInfo.prStorage]}

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Product Citations

Product Citations

Faisal Aziz ; Kanamata Reddy ; Virneliz Fernandez Vega , et al. DOI:

Abstract: The suppressor of T cell receptor signaling (Sts) proteins are negative regulators of immune signaling. Genetic inactivation of these proteins leads to significant resistance to infection. From a 590,000 compound high-throughput screen, we identified the 2-(1H)-quinolinone derivative, , as a putative inhibitor of Sts activity. , and a small library of derivatives, are competitive, selective inhibitors of Sts-1 with IC50 values from low to submicromolar. SAR analysis indicates that the , the acid, and the moieties are all essential for activity. A crystal structure confirmed the SAR and reveals key interactions between this class of compound and the . Although has poor cell permeability, we demonstrated that a liposomal preparation can inactivate the activity of Sts-1 in cells. These studies demonstrate that Sts-1 enzyme activity can be pharmacologically inactivated and provide foundational tools and insights for the development of immune-enhancing therapies that target the Sts proteins.

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Product Details of [ 58757-38-3 ]

CAS No. :58757-38-3 MDL No. :MFCD00051775
Formula : C6H3Cl2NO Boiling Point : No data available
Linear Structure Formula :- InChI Key :FMEBIWNKYZUWFV-UHFFFAOYSA-N
M.W : 176.00 Pubchem ID :2782165
Synonyms :

Calculated chemistry of [ 58757-38-3 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 10
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.0
Num. rotatable bonds : 1
Num. H-bond acceptors : 2.0
Num. H-bond donors : 0.0
Molar Refractivity : 39.43
TPSA : 29.96 ?2

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) : -4.79 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.62
Log Po/w (XLOGP3) : 3.64
Log Po/w (WLOGP) : 2.11
Log Po/w (MLOGP) : 1.0
Log Po/w (SILICOS-IT) : 2.51
Consensus Log Po/w : 2.17

Druglikeness

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

Water Solubility

Log S (ESOL) : -3.6
Solubility : 0.044 mg/ml ; 0.00025 mol/l
Class : Soluble
Log S (Ali) : -3.96
Solubility : 0.0194 mg/ml ; 0.00011 mol/l
Class : Soluble
Log S (SILICOS-IT) : -3.2
Solubility : 0.111 mg/ml ; 0.000628 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 2.0 alert
Leadlikeness : 2.0
Synthetic accessibility : 1.48

Safety of [ 58757-38-3 ]

Signal Word:Danger Class:8
Precautionary Statements:P234-P260-P264-P280-P301+P330+P331+P310-P303+P361+P353+P310+P363-P304+P340+P310-P305+P351+P338+P310-P390-P405-P406-P501 UN#:3261
Hazard Statements:H290-H314 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 58757-38-3 ]

* 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 [ 58757-38-3 ]
  • Downstream synthetic route of [ 58757-38-3 ]

[ 58757-38-3 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 58757-38-3 ]
  • [ 342417-01-0 ]
Reference: [1] Journal of Organic Chemistry, 2006, vol. 71, # 5, p. 2000 - 2008
[2] Organic Process Research and Development, 2006, vol. 10, # 6, p. 1157 - 1166
[3] Patent: CN109384712, 2019, A,
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