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UTL-5g

Alias: UTL5g; UTL 5g; UTL-5g
Cat No.:V15441 Purity: ≥98%
UTL-5g (GBL-5g) is an anti~inflammatory TNF-α inhibitor (antagonist) with chemoprotective and hepatoradioprotective effects.
UTL-5g
UTL-5g Chemical Structure CAS No.: 646530-37-2
Product category: TNFa
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
UTL-5g (GBL-5g) is an anti~inflammatory TNF-α inhibitor (antagonist) with chemoprotective and hepatoradioprotective effects. UTL-5g reduces cisplatin-induced hepatotoxicity, nephrotoxicity and bone marrow toxicity by inhibiting TNF-α and other factors.
UTL-5g (CAS#: 646530-37-2), also known as GBL-5g, is a novel small-molecule tumor necrosis factor-alpha (TNF-α) inhibitor with chemoprotective and hepatoradioprotective effects. It reduces cisplatin-induced hepatotoxicity, nephrotoxicity, and bone marrow toxicity by inhibiting TNF-α and other factors. UTL-5g is a chemo- and radioprotective agent.
Biological Activity I Assay Protocols (From Reference)
Targets
TNF-α
UTL-5g targets TNF-α, a pro-inflammatory cytokine that plays a central role in inflammation and immune regulation. By inhibiting TNF-α, UTL-5g reduces the inflammatory response and protects tissues from damage. It also reduces LPS-induced transcriptional activity mediated by a variety of immune-related transcription factors, including STAT1, STAT2, STAT3, and SMAD2-4.
ln Vitro
RAW 264.7 macrophages are transfected with the appropriate reporter assay plasmids, pretreated with UTL-5g at 1, 10, or 50 µM for 60 min, and then challenged with 100 ng/ml LPS. Transcription factor activity is assessed after a 16-hour incubation. UTL-5g disrupts transcription factors when they exhibit a dose-dependent decline in activity in two experiments.
In vitro, UTL-5g is a TNF-α inhibitor. It reduces the production of TNF-α and other inflammatory cytokines. It has been shown to protect cells from cisplatin-induced toxicity.
ln Vivo
UTL-5g (GBL-5g) reduces TGF-β and TNF-α levels that have been raised by lung irradiation[1].
UTL-5g (60 mg/kg; p.o.; daily for 4 days) exhibits beneficial effects in boosting survival rates and lengthening survival times[3].
In vivo, UTL-5g has been shown to reduce cisplatin-induced hepatotoxicity, nephrotoxicity, and bone marrow toxicity in animal models. It also has hepatoradioprotective effects. It is being studied as a potential chemoprotective agent to reduce the side effects of cancer chemotherapy.
Enzyme Assay
In vitro enzyme/receptor binding assays for UTL-5g typically involve evaluating its inhibitory activity against TNF-α using ELISA or cell-based assays. The compound is incubated with TNF-α, and the inhibition of TNF-α binding to its receptor or the inhibition of TNF-α-induced signaling is measured.
Cell Assay
For in vitro cell-based assays, UTL-5g is dissolved in DMSO and applied to cultured cells such as macrophages or hepatocytes at concentrations ranging from 1-100 µM. The effects on TNF-α production, inflammatory cytokine expression, and cell viability are assessed after 1-24 hours of treatment.
Animal Protocol
In vivo animal studies for UTL-5g are typically conducted in rodent models of cisplatin-induced toxicity. UTL-5g is administered orally or intraperitoneally at doses ranging from 1-50 mg/kg. Efficacy is evaluated by measuring markers of hepatotoxicity (e.g., ALT, AST), nephrotoxicity (e.g., BUN, creatinine), and bone marrow toxicity (e.g., blood cell counts).
ADME/Pharmacokinetics
UTL-5g has a molecular formula of C₁₁H₈Cl₂N₂O₂ and a molecular weight of 271.1 g/mol. It is soluble in DMSO (54 mg/mL). It is typically stored as a powder at -20°C.
Toxicity/Toxicokinetics
UTL-5g is considered to have a manageable toxicity profile. As a research chemical, it is not intended for human therapeutic use. Appropriate safety precautions, including the use of personal protective equipment, should be followed when handling the compound.
References

[1]. UTL-5g Lowers Levels of TGF-β and TNF-α Elevated by Lung Irradiation

[2]. Phosphoproteome and transcription factor activity profiling identify actions of the anti-inflammatory agent UTL-5g in LPS stimulated RAW 264.7 cells including disrupting actin remodeling and STAT-3 activation. Eur J Pharmacol. 2017;8

[3]. The small-molecule TNF-α inhibitor, UTL-5g, delays deaths and increases survival rates for mice treated with high doses of cisplatin. Cancer Chemother Pharmacol. 2013;72(3):703-707.

Additional Infomation
UTL-5g is a novel small-molecule TNF-α inhibitor with chemoprotective and hepatoradioprotective effects. It is also known as GBL-5g. UTL-5g is not approved for clinical use and is intended for research purposes only. It is supplied by various research chemical suppliers for non-human use.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C11H8CL2N2O2
Molecular Weight
271.09
Exact Mass
269.996
Elemental Analysis
C, 48.74; H, 2.97; Cl, 26.15; N, 10.33; O, 11.80
CAS #
646530-37-2
Related CAS #
646530-37-2
PubChem CID
17173847
Appearance
White to off-white solid powder
LogP
3.615
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
2
Heavy Atom Count
17
Complexity
291
Defined Atom Stereocenter Count
0
SMILES
CC1=CC(=NO1)C(=O)NC2=C(C=C(C=C2)Cl)Cl
InChi Key
ULPKSWAQDCJLMN-UHFFFAOYSA-N
InChi Code
InChI=1S/C11H8Cl2N2O2/c1-6-4-10(15-17-6)11(16)14-9-3-2-7(12)5-8(9)13/h2-5H,1H3,(H,14,16)
Chemical Name
N-(2,4-dichlorophenyl)-5-methyl-1,2-oxazole-3-carboxamide
Synonyms
UTL5g; UTL 5g; UTL-5g
HS Tariff Code
2934.99.03.00
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO: 54~100 mg/mL(199.2~368.9 mM)
Ethanol~ ~4 mg/mL(14.8 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (9.22 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.6888 mL 18.4441 mL 36.8881 mL
5 mM 0.7378 mL 3.6888 mL 7.3776 mL
10 mM 0.3689 mL 1.8444 mL 3.6888 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

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What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

Biological Data
  • Chemical structure of UTL-5g. Eur J Pharmacol . 2017 Sep 15:811:66-73.
  • A panel of 10 luciferase-based transcription factor reporter assays were used to investigate signaling pathway inhibition by UTL-5g. Eur J Pharmacol . 2017 Sep 15:811:66-73.
  • Phosphopeptides in RAW 264.7 macrophages treated with LPS, UTL-5g or both, along with a vehicle treated control were quantified using TMT-labeling and LC-MS3. Eur J Pharmacol . 2017 Sep 15:811:66-73.
  • Identification of Reactome Pathways whose hyperphosphorylation by LPS is blocked by UTL-5g. Eur J Pharmacol . 2017 Sep 15:811:66-73.
  • Effect of UTL-5g on the survival rates for animals treated with cisplatin. Cancer Chemother Pharmacol . 2013 Sep;72(3):703-7.
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