CC-3052 | CAS#216884-02-5 | Inhibitor of HIV-1 Expression

MedKoo Cat#: 524575 | Name: CC-3052

Description:

WARNING: This product is for research use only, not for human or veterinary use.

CC-3052 is a water-soluble, highly stable thalidomide analogue that is a potent inhibitor of HIV-1 expression and activation-Induced TNF-α production. CC-3052 is ∼200-fold more potent in inhibiting production of LPS-induced TNF-α than thalidomide. CC-3052 is also able to inhibit PHA-induced and rTNF-α-induced TNF-α transcription in PBMC as well as TNF-α transcription due to adhesion of purified monocytes to tissue culture flasks.

Chemical Structure

CC-3052

CAS#216884-02-5

Theoretical Analysis

MedKoo Cat#: 524575

Name: CC-3052

CAS#: 216884-02-5

Chemical Formula: C20H21NO5

Exact Mass: 355.1420

Molecular Weight: 355.38

Elemental Analysis: C, 67.59; H, 5.96; N, 3.94; O, 22.51

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

Bulk Inquiry

Related CAS #

No Data

Synonym

CC-3052; CC 3052; CC3052.

IUPAC/Chemical Name

Methyl beta-(3,4-dimethoxyphenyl)-1,3-dihydro-1-oxo-2H-isoindole-2-propanoate

InChi Key

XUDYTJVYZTVYGI-INIZCTEOSA-N

InChi Code

InChI=1S/C20H21NO5/c1-24-17-9-8-13(10-18(17)25-2)16(20(23)26-3)12-21-11-14-6-4-5-7-15(14)19(21)22/h4-10,16H,11-12H2,1-3H3/t16-/m0/s1

SMILES Code

COC(=O)[C@@H](CN1Cc2ccccc2C1=O)c3ccc(OC)c(OC)c3

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO, not in water

Shelf Life

>2 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 355.38 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

1: Lee YK, Chung SK. The inhibitory effect of thalidomide analogue on corneal neovascularization in rabbits. Cornea. 2013 Aug;32(8):1142-8. doi: 10.1097/ICO.0b013e318292a79d. PubMed PMID: 23739149. 2: Subbian S, Tsenova L, O'Brien P, Yang G, Koo MS, Peixoto B, Fallows D, Dartois V, Muller G, Kaplan G. Phosphodiesterase-4 inhibition alters gene expression and improves isoniazid-mediated clearance of Mycobacterium tuberculosis in rabbit lungs. PLoS Pathog. 2011 Sep;7(9):e1002262. doi: 10.1371/journal.ppat.1002262. Epub 2011 Sep 15. PubMed PMID: 21949656; PubMed Central PMCID: PMC3174258. 3: Subbian S, Tsenova L, O'Brien P, Yang G, Koo MS, Peixoto B, Fallows D, Zeldis JB, Muller G, Kaplan G. Phosphodiesterase-4 inhibition combined with isoniazid treatment of rabbits with pulmonary tuberculosis reduces macrophage activation and lung pathology. Am J Pathol. 2011 Jul;179(1):289-301. doi: 10.1016/j.ajpath.2011.03.039. Epub 2011 May 7. PubMed PMID: 21703411; PubMed Central PMCID: PMC3123788. 4: Koo MS, Manca C, Yang G, O'Brien P, Sung N, Tsenova L, Subbian S, Fallows D, Muller G, Ehrt S, Kaplan G. Phosphodiesterase 4 inhibition reduces innate immunity and improves isoniazid clearance of Mycobacterium tuberculosis in the lungs of infected mice. PLoS One. 2011 Feb 25;6(2):e17091. doi: 10.1371/journal.pone.0017091. PubMed PMID: 21364878; PubMed Central PMCID: PMC3045423. 5: Marriott JB, Clarke IA, Dredge K, Muller G, Stirling D, Dalgleish AG. Thalidomide and its analogues have distinct and opposing effects on TNF-alpha and TNFR2 during co-stimulation of both CD4(+) and CD8(+) T cells. Clin Exp Immunol. 2002 Oct;130(1):75-84. PubMed PMID: 12296856; PubMed Central PMCID: PMC1906488. 6: Guckian M, Dransfield I, Hay P, Dalgleish AG. Thalidomide analogue CC-3052 reduces HIV+ neutrophil apoptosis in vitro. Clin Exp Immunol. 2000 Sep;121(3):472-9. PubMed PMID: 10971513; PubMed Central PMCID: PMC1905737. 7: La Maestra L, Zaninoni A, Marriott JB, Lazzarin A, Dalgleish AG, Barcellini W. The thalidomide analogue CC-3052 inhibits HIV-1 and tumour necrosis factor-alpha (TNF-alpha) expression in acutely and chronically infected cells in vitro. Clin Exp Immunol. 2000 Jan;119(1):123-9. PubMed PMID: 10606973; PubMed Central PMCID: PMC1905522. 8: Marriott JB, Westby M, Cookson S, Guckian M, Goodbourn S, Muller G, Shire MG, Stirling D, Dalgleish AG. CC-3052: a water-soluble analog of thalidomide and potent inhibitor of activation-induced TNF-alpha production. J Immunol. 1998 Oct 15;161(8):4236-43. PubMed PMID: 9780198.