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Description: Potent and selective CREB inhibitor
Chemical Name: 3-(3-Aminopropoxy)-N-[2-[[3-[[(4-chloro-2-hydroxyphenyl)amino]carbonyl]-2-naphthalenyl]oxy]ethyl]-2-naphthalenecarboxamide hydrochloride
Purity: ≥98% (HPLC)
Biological Activity for 666-15
666-15 is a potent and selective CREB inhibitor (IC50 = 81 nM). Inhibits cancer cell growth, without harming normal cells (up to 1 μM). Completely suppresses tumor growth in a breast cancer xenograft model.
Compound Libraries for 666-15
666-15 is also offered as part of the Tocriscreen 2.0 Max. Find out more about compound libraries available from Tocris.
Technical Data for 666-15
| M. Wt | 620.52 |
| Formula | C33H30ClN3O5.HCl |
| Storage | Desiccate at RT |
| Purity | ≥98% (HPLC) |
| CAS Number | 1433286-70-4 |
| PubChem ID | 71566396 |
| InChI Key | LELLCPHHYHLWBH-UHFFFAOYSA-N |
| Smiles | NCCCOC1=CC2=CC=CC=C2C=C1C(NCCOC3=C(C(NC4=CC=C(Cl)C=C4O)=O)C=C(C=CC=C5)C5=C3)=O.Cl |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Solubility Data for 666-15
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 62.05 | 100 |
Preparing Stock Solutions for 666-15
The following data is based on the product molecular weight 620.52. 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 | 1.61 mL | 8.06 mL | 16.12 mL |
| 5 mM | 0.32 mL | 1.61 mL | 3.22 mL |
| 10 mM | 0.16 mL | 0.81 mL | 1.61 mL |
| 50 mM | 0.03 mL | 0.16 mL | 0.32 mL |
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Product Datasheets for 666-15
References for 666-15
References are publications that support the biological activity of the product.
Xie et al (2015) Identification of a potent inhibitor of CREB-mediated gene transcription with efficacious in vivo anticancer activity J.Med.Chem. 58 5075 PMID: 26023867
Li et al (2016) Systemic inhibition of CREB is well-tolerated in vivo. Sci.Rep. 6 34513 PMID: 27694829
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Keywords: 666-15, 666-15 supplier, cyclic, adenosine, monophosphate, cAMP, response, element, binding, protein, CREB, inhibitors, inhibits, breast, cancer, potent, selective, Other, Transcription, Factors, 5661, Tocris Bioscience
21 Citations for 666-15
Citations are publications that use Tocris products. Selected citations for 666-15 include:
Phua (2017) Angiopoietin-like 4 mediates colonic inflammation by regulating chemokine transcript stability via tristetraprolin. Sci Rep 7 44351 PMID: 28287161
Israel et al (2021) Disruption of innate defense responses by endoglycosidase HPSE promotes cell survival. JCI Insight 6 PMID: 33621216
Asya et al (2021) Optogenetic activation of local colonic sympathetic innervations attenuates colitis by limiting immune cell extravasation. Immunity 54 1022-1036.e8 PMID: 33932356
Zhou et al (2019) Microglia Are Indispensable for Synaptic Plasticity in the Spinal Dorsal Horn and Chronic Pain. Cell Rep 27 3844 PMID: 31242418
Jiehan et al (2022) G protein-coupled receptor 151 regulates glucose metabolism and hepatic gluconeogenesis. Nat Commun 13 7408 PMID: 36456565
Ping et al (2022) Molecular and cellular mechanisms for differential effects of chronic social isolation stress in males and females. Mol Psychiatry 27 3056-3068 PMID: 35449296
Qinkun et al (2022) Cardiac natriuretic peptide deficiency sensitizes the heart to stress-induced ventricular arrhythmias via impaired CREB signalling. Cardiovasc Res 118 2124-2138 PMID: 34329394
Qing et al (2022) MTAP loss correlates with an immunosuppressive profile in GBM and its substrate MTA stimulates alternative macrophage polarization. Sci Rep 12 4183 PMID: 35264604
Konrad et al (2022) SS18-SSX drives CREB activation in synovial sarcoma. Cell Oncol (Dordr) 45 399-413 PMID: 35556229
Juan L et al (2019) PML hyposumoylation is responsible for the resistance of pancreatic cancer. FASEB J 33 12447-12463 PMID: 31557059
Reza et al (2019) Signal Transduction of Improving Effects of Ibudilast on Methamphetamine Induced Cell Death. Asian Pac J Cancer Prev 20 2763-2774 PMID: 31554375
Andreas et al (2020) Osmotic and hypoxic induction of osteopontin in retinal pigment epithelial cells: Involvement of purinergic receptor signaling. Mol Vis 26 188-203 PMID: 32214785
Hwa-Jung et al (2020) Mycobacterium avium subsp. paratuberculosis MAP1889c Protein Induces Maturation of Dendritic Cells and Drives Th2-biased Immune Responses. Cells 9 PMID: 32290379
Lara et al (2020) A dopamine-induced gene expression signature regulates neuronal function and cocaine response. Sci Adv 6 eaba4221 PMID: 32637607
Chris et al (2020) Neuronal hyperexcitability is a DLK-dependent trigger of herpes simplex virus reactivation that can be induced by IL-1. Elife 9 PMID: 33350386
Martin et al (2020) A high-throughput CRISPR interference screen for dissecting functional regulators of GPCR/cAMP signaling. PLoS Genet 16 e1009103 PMID: 33052901
Asma et al (2020) Resolvin E1 is a pro-repair molecule that promotes intestinal epithelial wound healing. Proc Natl Acad Sci U S A 117 9477-9482 PMID: 32300016
Cirle A et al (2023) Adenosine receptors differentially mediate enteric glial cell death induced by Clostridioides difficile Toxins A and B. Front Immunol 13 956326 PMID: 36726986
Hamnett et al (2019) Vasoactive intestinal peptide controls the suprachiasmatic circadian clock network via ERK1/2 and DUSP4 signalling. Nat Commun 10 542 PMID: 30710088
Kleiner et al (2018) Activator protein-1 contributes to the NaCl-induced expression of VEGF and PlGF in RPE cells. Mol Vis 24 647 PMID: 30310263
O'Reilly et al (2019) Nutritionally Derived Metabolic Cues Typical of the Obese Microenvironment Increase Cholesterol Efflux Capacity of Adipose Tissue Macrophages. Mol Nutr Food Res 63 e1800713 PMID: 30411491
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