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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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L Li et al.
Life sciences, 65(10), 1067-1076 (1999-09-28)
Stimulation of rat epididymal epithelial cell proliferation by melatonin was demonstrated by thymidine incorporation and flow cytometric analyses. The stimulatory effect of melatonin was dependent on the hormone concentration and the duration of cell exposure to the hormone. Maximal stimulation
S García-Mauriño et al.
Journal of pineal research, 29(3), 129-137 (2000-10-18)
The report shows that melatonin enhances IL-2 and IL-6 production by two human lymphocytic (Jurkat) and monocytic (U937) cell lines via a nuclear receptor-mediated mechanism. Jurkat cells express nuclear (RZRalpha, RORalpha1 and RORalpha2) and membrane (mt1) melatonin receptors, and melatonin
Neslihan Çoban et al.
Anatolian journal of cardiology, 17(5), 362-366 (2017-06-15)
Atherosclerosis is a chronic inflammatory condition and is one of the main causes of death worldwide. Macrophages play important roles in the formation of atherosclerotic plaques. Apoptosis is progressively observed while plaques develop, although the precise mechanisms and outcomes of
Roberta M Moretti et al.
International journal of cancer, 112(1), 87-93 (2004-08-12)
The incidence of prostate carcinoma is very low in Eastern countries, such as Japan, suggesting that life style conditions may play a crucial role in the development of this pathology. Dietary omega-6 polyunsaturated fatty acids, such as linoleic (LA) and
I Wiesenberg et al.
Molecular pharmacology, 53(6), 1131-1138 (1998-06-17)
The thiazolidinedione BRL 49653 and the thiazolidinedione derivative CGP 52608 are lead compounds of two pharmacologically different classes of compounds. BRL 49653 is a high affinity ligand of peroxisome proliferator-activated receptor gamma (PPARgamma) and a prototype of novel antidiabetic agents
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