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C5749

Sigma-Aldrich

CGP 52608

≥98%, solid

Synonyme(s) :

1-[3-Allyl-4-oxo-thiazolidine-2-ylidene]-4-methyl-thiosemicarbazone, N-Methyl-2-[4-oxo-3-(2-propen-1-yl)-2-thiazolidinylidene]-hydrazinecarbothioamide

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About This Item

Formule empirique (notation de Hill):
C8H12N4OS2
Numéro CAS:
87958-67-6
Poids moléculaire :
244.34
Numéro MDL:
MFCD00942304
Code UNSPSC :
12352200
ID de substance PubChem :
329775098
Nomenclature NACRES :
NA.77

Niveau de qualité

100

Essai

≥98%

Forme

solid

Solubilité

DMSO: >30 mg/mL
H2O: insoluble

Température de stockage

−20°C

Chaîne SMILES 

CNC(=S)N\N=C1/SCC(=O)N1CC=C

InChI

1S/C8H12N4OS2/c1-3-4-12-6(13)5-15-8(12)11-10-7(14)9-2/h3H,1,4-5H2,2H3,(H2,9,10,14)/b11-8-

Clé InChI

DDYJDIHOSRTMSE-FLIBITNWSA-N

Application

CGP 52608 has been used as a RAR related orphan receptor α (RORα) synthetic agonist in THP-1 macrophages, in human monocyte cells THP1 and somatic testicular cells.

Actions biochimiques/physiologiques

CGP 52608 is a thiazolidine derivative and an antiarthritic compound. It possesses immunostimulatory functionality and elicits antiproliferative effect in colon tumors. It is cytotoxic towards neural cell lines. CGP 52608 induces apoptosis in tumor and also favors G0-G1 cell cycle phase accumulation in neural cell lines.
CGP 52608 is a specific activator of retinoic acid receptor-related orphan receptor α (RORA).

Caractéristiques et avantages

This compound is featured on the Nuclear Receptors (Non-Steroids) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

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Certificats d'analyse (COA)

Lot/Batch Number
0000310165
0000310165
0000180592
095M4618V
010M46171

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Katarzyna Winczyk et al.
Neuro endocrinology letters, 27(3), 351-354 (2006-07-04)
Melatonin may influence directly tumor cells through the specific binding sites. The best known melatonin binding sites are membrane receptors. Recently, the participation of nuclear signalling via estrogen as well as RZR/ROR receptors in oncostatic action of melatonin on the
J E Roberts et al.
Journal of pineal research, 29(2), 94-99 (2000-09-12)
Previous work has demonstrated that melatonin inhibits the growth of both dermal and uveal melanoma cells. Recent clinical trials have found that melatonin is an efficacious treatment for metastatic dermal melanoma. The goal of this study was to provide further
M Missbach et al.
The Journal of biological chemistry, 271(23), 13515-13522 (1996-06-07)
Rat adjuvant arthritis is a chronic T cell-dependent autoimmune disease with many similarities to rheumatoid arthritis. We have identified a class of thiazolidine diones with high potency in suppressing chronic inflammation and joint destruction in this experimental model. The lead
Cagri Gulec et al.
Experimental cell research, 353(1), 6-15 (2017-02-28)
ROR-alpha is a nuclear receptor, activity of which can be modulated by natural or synthetic ligands. Due to its possible involvement in, and potential therapeutic target for atherosclerosis, we aimed to identify ROR-alpha target genes in monocytic and endothelial cell
Mercedes M Leon-Blanco et al.
Cancer letters, 216(1), 73-80 (2004-10-27)
The RNA expression levels of human catalytic subunit (TERT) and the RNA subunit (TR) of telomerase were analysed after treatment with the agonists of the membrane receptor (S 20098) and the nuclear receptor (CGP 52608) for melatonin in the MCF-7
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Nuclear Receptors (Non-Steroids)

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Nuclear Receptors (Non-Steroids)

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Nuclear Receptors (Non-Steroids)

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