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Merck
CN

C5749

CGP 52608

≥98%, RORA activator, solid

Synonym(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

Empirical Formula (Hill Notation):
C8H12N4OS2
CAS Number:
87958-67-6
Molecular Weight:
244.34
UNSPSC Code:
12352200
PubChem Substance ID:
329775098
NACRES:
NA.77
MDL number:
MFCD00942304

Key Documents

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Product Name

CGP 52608, ≥98%, solid

SMILES string

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

InChI key

DDYJDIHOSRTMSE-FLIBITNWSA-N

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-

assay

≥98%

form

solid

solubility

DMSO: >30 mg/mL, H2O: insoluble

storage temp.

−20°C

Quality Level

100

Related Categories

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.

Biochem/physiol Actions

CGP 52608 is a specific activator of retinoic acid receptor-related orphan receptor α (RORA).
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.

Features and Benefits

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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000481949
0000481891
0000481891
0000481949
0000310165

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M Karasek et al.
Biological signals and receptors, 8(1-2), 75-78 (1999-03-23)
The antiproliferative effects of melatonin and CGP 52608, an exogenous ligand for RZR/ROR receptors, are compared in the present paper. Both compounds exerted similar inhibitory effects on the proliferation of neoplastic cells in mouse colonic adenocarcinoma, DU 145 human prostate
K Winczyk et al.
Journal of pineal research, 31(2), 179-182 (2001-09-14)
The effects of melatonin and the thiazolinidinedione derivative CGP 52608 on apoptosis of Colon 38 cancer cells were investigated. Male mice were implanted subcutaneously with a suspension of Colon 38 cells. Ten days after induction of tumors, the animals were
Michal Karasek et al.
Journal of pineal research, 34(4), 294-296 (2003-03-29)
Melatonin exerts a marked antiproliferative action in numerous experimentally-induced tumors in vivo as well as in both animal and human cell lines in vitro. However, the mechanisms of oncostatic action of melatonin is not clear, and the involvement of both
Shou-Long Deng et al.
Oncotarget, 8(66), 110592-110605 (2018-01-05)
Because androgen function is regulated by its receptors, androgen-androgen receptor signaling is crucial for regulating spermatogenesis. Androgen is mainly testosterone secreted by testis. Based on the results of early studies in goats, the administration of melatonin over an extended period
Antonio Carrillo-Vico et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 17(6), 755-757 (2003-02-21)
It is well known that melatonin plays a fundamental role in human neuro-immunomodulation. Thus, melatonin regulates the production of a large number of cytokines, including interleukin-2 (IL-2) in the human system. Both membrane and nuclear receptors for melatonin are present
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