Ciglitazone
Also known as Ciglitizone, Ciglitazona, Ciglitazonum
Key facts
What buyers check first
- CAS number
- 74772-77-3
- Formula
- C18H23NO3S
- Molar mass
- 333.45 g/mol
- EC number
- 692-459-4
- HS code
- 293410
- Category
- Cardiovascular and metabolic drugs
What is Ciglitazone?
Plain description, key identifiers and synonyms
Ciglitazone is an aromatic ether that consists of 1,3-thiazolidine-2,4-dione with position 5 substituted by a 4-[(1-methylcyclohexyl)methoxy]benzyl group. A selective PPARgamma agonist. It has a role as an antineoplastic agent and an insulin-sensitizing drug. It is an aromatic ether and a thiazolidinone.
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- 5-[[4-[(1-methylcyclohexyl)methoxy]phenyl]methyl]-1,3-thiazolidine-2,4-dione
- CAS number
- 74772-77-3 CAS number cross-checked
- EC number
- 692-459-4
- Molecular formula
- C18H23NO3S
- UNII
- U8QXS1WU8G
- MDL number
- MFCD00865499
- InChIKey
- YZFWTZACSRHJQD-UHFFFAOYSA-N
- InChI
- InChI=1S/C18H23NO3S/c1-18(9-3-2-4-10-18)12-22-14-7-5-13(6-8-14)11-15-16(20)19-17(21)23-15/h5-8,15H,2-4,9-12H2,1H3,(H,19,20,21)
- SMILES (canonical and isomeric)
- CC1(CCCCC1)COC2=CC=C(C=C2)CC3C(=O)NC(=O)S3
Synonyms
- Ciglitizone
- Ciglitazona
- Ciglitazonum
- 5-[[4-[(1-methylcyclohexyl)methoxy]phenyl]methyl]-1,3-thiazolidine-2,4-dione
- 5-{4-[(1-methylcyclohexyl)methoxy]benzyl}-1,3-thiazolidine-2,4-dione
- 5-({4-[(1-methylcyclohexyl)methoxy]phenyl}methyl)-1,3-thiazolidine-2,4-dione
- 5-(4-((1-methylcyclohexyl)methoxy)benzyl)-1,3-thiazolidine-2,4-dione
- 5-((4-((1-methylcyclohexyl)methoxy)phenyl)methyl)-1,3-thiazolidine-2,4-dione
- 5-(4-(1-methylcyclohexylmethoxy)benzyl)thiazolidine-2,4-dione
- ADD 3878
- 5-(4-((1-methylcyclohexyl)methoxy)benzyl)thiazolidine-2,4-dione
- 5-[[4-[(1-Methylcyclohexyl)methoxy]phenyl]methyl]-2,4-thiazolidinedione
- (+-)-5-(p-((1-Methylcyclohexyl)methoxy)benzyl)-2,4-thiazolidinedione
- (+/-)-5-[4-(1-Methylcyclohexylmethoxy)benzyl]thiazolidine-2,4-dione
- Ciglitazone (USAN/INN)
- Ciglitizone, >=98% (HPLC)
- Bio1_000144
- Bio1_000633
- Bio1_001122
- Bio2_000295
- Bio2_000775
- 2,4-Thiazolidinedione, 5-[[4-[(1-methylcyclohexyl)methoxy]phenyl]methyl]-
- 2,4-Thiazolidinedione, 5-((4-((1-methylcyclohexyl)methoxy)phenyl)methyl)-, (+-)-
- 5-[4-(1-methylcyclohexylmethyloxy)benzyl]thiazolidine-2,4-dione
- (+/-)-5-[4-(1-Methylcyclohexylmethoxy)-benzyl]thiazolidine-2,4-dione
Show all 29 synonymsShow fewer synonyms
- 5-[[4-[(1-Methylcyclohexyl)methoxy] phenyl]methyl]-2,4-thiazolidinedione
- 5-[[4-[(1-methylcyclohexyl)methoxy]phenyl]methyl]thiazolidine-2,4-dione
- (+/-)-5-(P-((1-methylcyclohexyl)methoxy)benzyl)-2,4-thiazolidinedione
- 2,4-Thiazolidinedione, 5-((4-((1-methylcyclohexyl)methoxy)phenyl)methyl)-, (+/-)-
Physical and chemical properties
Measured values and descriptors computed from the structure
Physical and chemical properties
Measured values, check the supplier specification for your grade
No measured properties are recorded for this substance yet. Ask suppliers for a technical data sheet.
Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.
Computed descriptors
Calculated from the structure, useful for screening and formulation
| Molecular weight | 333.45 g/molcalc.Computed value |
|---|---|
| Exact mass | 333.1399 Dacalc.Computed value |
| LogP (octanol/water) | 3.93calc.Computed value |
| Topological polar surface area | 55.4 ร
ยฒcalc.Computed value |
| Hydrogen bond donors | 1calc.Computed value |
| Hydrogen bond acceptors | 4calc.Computed value |
| Rotatable bonds | 5calc.Computed value |
| Heavy atoms | 23calc.Computed value |
| Rings | 3calc.Computed value |
| Aromatic rings | 1calc.Computed value |
| Fraction sp3 carbons | 0.56calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 1calc.Computed value |
| Lipinski rule of five | Passes (0 violations)calc.Computed value |
Calculated for screening. Confirm critical figures with the supplier.
Murcko scaffold
The ring system that remains when every side chain is removed
Safety and hazards
GHS classification summary, not a safety data sheet
Hazard statements
- H361Suspected of damaging fertility or the unborn child.
Precautionary statements (5)
- P203Obtain, read and follow all safety instructions before use.
- P280Wear protective gloves, protective clothing, eye protection and face protection.
- P318If exposed or concerned, get medical advice.
- P405Store locked up.
- P501Dispose of contents and container in accordance with local regulations.
GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.
Full safety data and first aidCiglitazone suppliers
Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings
- United States, San DiegoUnclaimed profileCiglitazoneGrade, purity and minimum order on requestPrice on request
- China, WuhanUnclaimed profileCiglitazoneGrade, purity and minimum order on requestPrice on request
- United States, Saint Louis ManufacturerUnclaimed profileCiglitazoneGrade, purity and minimum order on requestPrice on request
- Price on request
- United States, HoustonUnclaimed profileCiglitazoneGrade, purity and minimum order on requestPrice on request
- United States, HaywardUnclaimed profileCiglitazoneGrade, purity and minimum order on requestPrice on request
- United States, WoburnUnclaimed profileCiglitazoneGrade, purity and minimum order on requestPrice on request
- China, ShanghaiUnclaimed profileCiglitazoneGrade, purity and minimum order on requestPrice on request
- China, ChangzhouUnclaimed profileCiglitazoneGrade, purity and minimum order on requestPrice on request
- United StatesUnclaimed profileCiglitazoneGrade, purity and minimum order on requestPrice on request
Suppliers marked Unclaimed profile have not claimed their profile yet. They are not verified by CompoundList, their offers are price on request and details may have changed, so please confirm them with the supplier. Company representatives can claim a profile with a business email on the company's own website domain. Our team verifies each claim and sends the result by email.
Where suppliers are based
30 suppliers in 5 countries
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Ciglitazone price
Indicative price range per kg from live supplier offers
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Uses and applications
What the substance is used for, by industry and function
Industries and functions
Pharmacological actions
- Hypoglycemic Agents
Roles
- PPAR modulator
- agonist
- antineoplastic agent
- hypoglycemic agent
- insulin-sensitizing drug
- pharmaceutical
Pharmacology
Ciglitazone is an agent belonging to the glitazone (thiazolidinedione) class of antidiabetic agents with antihyperglycemic activity. Ciglitazone also exerts anti-inflammatory activity through the modulation of nuclear factor-kappaB-mediated pathways. In addition, this agent inhibits angiogenesis by reducing vascular endothelial growth factor (VEGF) production and inhibits growth of melanoma cells by inhibiting the expression of (C-X-C motif) ligand 1 (CXCL1). This agent is the prototypical compound for the thiazolidinedione class, and has never been marketed.
Regulatory status
Inventories, regulations and trade controls that list this substance
No regulatory list memberships are recorded for this substance yet. Always check the rules of the importing and exporting country before trade.
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code Ciglitazone is traded under.
Compounds containing an unfused thiazole ring (whether or not hydrogenated) in theโฆ
- Switzerland * partner reported36.4%
- Ireland28.8%
- China10.0%
- Canada33.4%
- United States14.4%
- Ireland13.1%
* Partner reported figures, a lower bound.
The HS code shown for Ciglitazone is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Ciglitazone, based on the data on this page
What is Ciglitazone?
What is the CAS number of Ciglitazone?
What is the molecular formula and weight of Ciglitazone?
What is Ciglitazone used for?
Is Ciglitazone hazardous?
What is the HS code of Ciglitazone?
Where can I buy Ciglitazone?
What is the price of Ciglitazone?
Guides for buyers
Practical guides that help when you source, ship or handle Ciglitazone
- Article, QualityPharma grades explained: IP vs BP vs USP vs EPWhat the Indian, British, US and European pharmacopoeias are, how their monographs differ, what multi grade claims mean and why a grade alone does not make a product fit for medicines.Read
- Guide, SafetyHow to read a safety data sheet in 10 minutesA section by section method to pull the essentials out of any 16 section SDS: identity, hazards, composition, storage, PPE, properties, transport and emergency measures.Read
- Guide, SafetyGHS pictograms, signal words and hazard statements explainedA practical guide to the nine GHS pictograms, the signal words Danger and Warning, H and P statements, and how to read a chemical label in seconds.Read
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