Structure via PubChem · Public domain (PubChem)
ciglitazone
Sign in to saveAlso known as (+-)-5-{p-[(1-Methylcyclohexyl)methoxy]benzyl}-2,4-thiazolidinedione
Ciglitazone (INN) is a thiazolidinedione. Developed by Takeda Pharmaceuticals in the early 1980s, it is considered the prototypical compound for the thiazolidinedione class.
Chemical data
- Formula
- C18H23NO3S
- Molecular weight
- 333.4 g/mol
- IUPAC name
- 5-[[4-[(1-methylcyclohexyl)methoxy]phenyl]methyl]-1,3-thiazolidine-2,4-dione
- SMILES
- CC1(CCCCC1)COC2=CC=C(C=C2)CC3C(=O)NC(=O)S3
- InChIKey
- YZFWTZACSRHJQD-UHFFFAOYSA-N
- XLogP
- 4.8
- Polar surface area
- 80.7 Ų
- H-bond donors
- 1
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
627 papers- Anti-fibrotic effect of ciglitazone in HRV-induced airway remodelling cell model.Journal of cellular and molecular medicine · 2023
- Ciglitazone-a human PPARγ agonist-disrupts dorsoventral patterning in zebrafish.PeerJ · 2019
- Effect of ciglitazone on adipogenic transdifferentiation of bovine skeletal muscle satellite cells.Journal of animal science and technology · 2021
- Ciglitazone negatively regulates CXCL1 signaling through MITF to suppress melanoma growth.Cell death and differentiation · 2011
- Ciglitazone enhances ovarian cancer cell death via inhibition of glucose transporter-1.European journal of pharmacology · 2014
via PubMed
Wikidata facts
- Subclass of
- glitazone
- Mass
- 333.139865
Show 4 more facts
- World Health Organisation international non-proprietary name
- 环格列酮
- chemical formula
- C₁₈H₂₃NO₃S
- canonical SMILES
- CC1(CCCCC1)COC2=CC=C(C=C2)CC3C(=O)NC(=O)S3
- subject has role
- anti-diabetic medication
via Wikidata · CC0
~2 min read
Encyclopedic overview
1 sectionsContents
- References
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| tradename = | pregnancy_AU = | pregnancy_US = | pregnancy_category = | legal_AU = | legal_CA = | legal_UK = | legal_US = | legal_status = | routes_of_administration =
Excerpted from Wikipedia’s “ciglitazone” article, available under the CC BY-SA 4.0 licence.