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MedKoo Cat#: 531664 | Name: CD2665

Description:

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

CD2665 is a selective retinoic acid receptor (RAR)β and RARγ antagonist (Kds = 110, 306, and > 2,250 nM for RARγ, RARβ, and RARα, respectively, with no binding at RXRα. This compound has been used in animal and in vitro cell models to explore the role of retinoid signaling in a number of biological processes including memory formation and tumor proliferation.

Chemical Structure

CD2665
CAS#170355-78-9

Theoretical Analysis

MedKoo Cat#: 531664

Name: CD2665

CAS#: 170355-78-9

Chemical Formula: C31H34O5

Exact Mass: 486.2406

Molecular Weight: 486.61

Elemental Analysis: C, 76.52; H, 7.04; O, 16.44

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.
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Related CAS #
No Data
Synonym
CD2665; CD 2665; CD-2665.
IUPAC/Chemical Name
4-[7-(1-adamantyl)-6-(2-methoxyethoxymethoxy)naphthalen-2-yl]benzoic acid
InChi Key
JBALRFFXKQPVLT-UHFFFAOYSA-N
InChi Code
InChI=1S/C31H34O5/c1-34-8-9-35-19-36-29-15-26-7-6-25(23-2-4-24(5-3-23)30(32)33)13-27(26)14-28(29)31-16-20-10-21(17-31)12-22(11-20)18-31/h2-7,13-15,20-22H,8-12,16-19H2,1H3,(H,32,33)
SMILES Code
O=C(O)C1=CC=C(C2=CC=C3C=C(OCOCCOC)C(C45CC6CC(C5)CC(C6)C4)=CC3=C2)C=C1
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
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

Preparing Stock Solutions

The following data is based on the product molecular weight 486.61 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.

Recalculate based on batch purity %
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: Tsukuda S, Watashi K, Iwamoto M, Suzuki R, Aizaki H, Okada M, Sugiyama M, Kojima S, Tanaka Y, Mizokami M, Li J, Tong S, Wakita T. Dysregulation of retinoic acid receptor diminishes hepatocyte permissiveness to hepatitis B virus infection through modulation of sodium taurocholate cotransporting polypeptide (NTCP) expression. J Biol Chem. 2015 Feb 27;290(9):5673-84. doi: 10.1074/jbc.M114.602540. PubMed PMID: 25550158; PubMed Central PMCID: PMC4342479. 2: Sato T, Akimoto N, Kitamura K, Kurihara H, Hayashi N, Ito A. Adapalene suppresses sebum accumulation via the inhibition of triacylglycerol biosynthesis and perilipin expression in differentiated hamster sebocytes in vitro. J Dermatol Sci. 2013 Jun;70(3):204-10. doi: 10.1016/j.jdermsci.2013.02.003. PubMed PMID: 23473858. 3: Xu Y, Wang T, Tang R, Tang S. All-trans retinoic acid is capable of inducing folate receptor β expression in KG-1 cells. Tumour Biol. 2010 Dec;31(6):589-95. doi: 10.1007/s13277-010-0074-0. PubMed PMID: 20632143. 4: Alfos S, Boucheron C, Pallet V, Higueret D, Enderlin V, Béracochéa D, Jaffard R, Higueret P. A retinoic acid receptor antagonist suppresses brain retinoic acid receptor overexpression and reverses a working memory deficit induced by chronic ethanol consumption in mice. Alcohol Clin Exp Res. 2001 Oct;25(10):1506-14. PubMed PMID: 11696672. 5: Chung JJ, Cho S, Kwon YK, Kim DH, Kim K. Activation of retinoic acid receptor gamma induces proliferation of immortalized hippocampal progenitor cells. Brain Res Mol Brain Res. 2000 Nov 10;83(1-2):52-62. PubMed PMID: 11072095. 6: Boisvieux-Ulrich E, Le Pechon-Vallée C, Million K, Baeza-Squiban A, Houcine O, Guennou C, Reichert U, Marano F. Differential effects of several retinoid receptor-selective ligands on squamous differentiation and apoptosis in airway epithelial cells. Cell Tissue Res. 2000 Apr;300(1):67-81. PubMed PMID: 10805076. 7: Kim MJ, Ciletti N, Michel S, Reichert U, Rosenfield RL. The role of specific retinoid receptors in sebocyte growth and differentiation in culture. J Invest Dermatol. 2000 Feb;114(2):349-53. PubMed PMID: 10651997. 8: Marikar Y, Wang Z, Duell EA, Petkovich M, Voorhees JJ, Fisher GJ. Retinoic acid receptors regulate expression of retinoic acid 4-hydroxylase that specifically inactivates all-trans retinoic acid in human keratinocyte HaCaT cells. J Invest Dermatol. 1998 Sep;111(3):434-9. PubMed PMID: 9740237. 9: Meister B, Fink FM, Hittmair A, Marth C, Widschwendter M. Antiproliferative activity and apoptosis induced by retinoic acid receptor-gamma selectively binding retinoids in neuroblastoma. Anticancer Res. 1998 May-Jun;18(3A):1777-86. PubMed PMID: 9673404. 10: Sun SY, Yue P, Shroot B, Hong WK, Lotan R. Induction of apoptosis in human non-small cell lung carcinoma cells by the novel synthetic retinoid CD437. J Cell Physiol. 1997 Nov;173(2):279-84. PubMed PMID: 9365537.