Gliquidone

CAT: 0804-HY-B1114-03Size: 100 mgDry Ice: NoHazardous: No

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CAT#:0804-HY-B1114-03Size:100 mg

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24/48H Stock Items & 2 to 6 Weeks non Stock Items.

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Description

Gliquidone can bind to the pancreatic β-cells and increases insulin release to regulate blood glucose levels. Gliquidone significantly decreases LPS -induced proinflammatory responses and inhibits ERK/STAT3/NF-κB phosphorylation in BV2 microglial cells. Gliquidone can suppress microgliosis, microglial hypertrophy mediated by LPS, and proinflammatory cytokine COX-2 and IL-6 levels in murine model. Gliquidone also exhibits good anticancer activity in lung carcinoma cells. Gliquidone has antioxidant property. Gliquidone can be studied in research for type 2 diabetes and cancers[1][2].

CAS Number

33342-05-1

Product Name Alternative

AR-DF 26

UNSPSC

12352005

Hazard Statement

H302, H315, H319, H335

Target

COX; ERK; Interleukin Related; NF-κB; Potassium Channel; Reactive Oxygen Species (ROS) ; STAT

Type

Reference compound

Related Pathways

Immunology/Inflammation; JAK/STAT Signaling; MAPK/ERK Pathway; Membrane Transporter/Ion Channel; Metabolic Enzyme/Protease; NF-κB; Stem Cell/Wnt

Applications

Metabolism-protein/nucleotide metabolism

Field of Research

Metabolic Disease

Assay Protocol

https://www.medchemexpress.com/Gliquidone.html

Purity

99.93

Solubility

DMSO : 50 mg/mL (ultrasonic) |H2O : < 0.1 mg/mL

Smiles

O=S(C1=CC=C(CCN(C(C(C)(C)C2=C3C=C(OC)C=C2)=O)C3=O)C=C1)(NC(NC4CCCCC4)=O)=O

Molecular Formula

C27H33N3O6S

Molecular Weight

527.63

Precautions

H302, H315, H319, H335

References & Citations

[1]Kim, J., et al., (2021) . The Anti-diabetic Drug Gliquidone Modulates Lipopolysaccharide-Mediated Microglial Neuroinflammatory Responses by Inhibiting the NLRP3 Inflammasome. Frontiers in aging neuroscience, 13, 754123. |[2]M. Shamona, et al., Vibrational spectra of second generation antidiabetic drug gliquidone exhibiting anticancer activity, antioxidant activity using both the experimental and theoretical approach, Journal of Molecular Liquids, Volume 411, 2024.

Shipping Conditions

Room Temperature

Storage Conditions

-20°C, 3 years; 4°C, 2 years (Powder)

Scientific Category

Reference compound1

Clinical Information

Launched

Chemical Information

Gliquidone

1-cyclohexyl-3-[4-[2-(7-methoxy-4,4-dimethyl-1,3-dioxo-2-isoquinolinyl)ethyl]phenyl]sulfonylurea is a member of isoquinolines.

CAS Number	33342-05-1
PubChem CID	91610
IUPAC Name	1-cyclohexyl-3-[4-[2-(7-methoxy-4,4-dimethyl-1,3-dioxoisoquinolin-2-yl)ethyl]phenyl]sulfonylurea
Molecular Formula	C27H33N3O6S
Molecular Weight	527.6
XLogP	4.6
Topological Polar Surface Area	130
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	7
Heavy Atom Count	37
Formal Charge	0
Complexity	948

SMILES

CC1(C2=C(C=C(C=C2)OC)C(=O)N(C1=O)CCC3=CC=C(C=C3)S(=O)(=O)NC(=O)NC4CCCCC4)C

InChI

InChI=1S/C27H33N3O6S/c1-27(2)23-14-11-20(36-3)17-22(23)24(31)30(25(27)32)16-15-18-9-12-21(13-10-18)37(34,35)29-26(33)28-19-7-5-4-6-8-19/h9-14,17,19H,4-8,15-16H2,1-3H3,(H2,28,29,33)

InChIKey

LLJFMFZYVVLQKT-UHFFFAOYSA-N

Chemical Structure

2D Structure

CAS: 33342-05-1

CID: 91610

Formula: C27H33N3O6S

MW: 527.6

Interactive 3D Structure

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View on PubChem Raw 3D data

Computed Properties

Property	Value
Molecular Weight	527.6
XLogP3	4.6
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	7
Exact Mass	527.20900695
Monoisotopic Mass	527.20900695
Topological Polar Surface Area	130 Å²
Heavy Atom Count	37
Formal Charge	0
Complexity	948
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	1
Compound Is Canonicalized	Yes

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