CAS Number410536-97-9
Synonyms2-{[(E)-(2-hydroxynaphthalen-1-yl)methylidene]amino}-N-(1-phenylethyl)benzamide; 2-{[(E)-(2-Hydroxy-1-naphthyl)methylene]amino}-N-(1-phenylethyl)benzamide; sirtinol; 2-{(E)-[(2-Hydroxy-1-naphthyl)methylene]amino}-N-(1-phenylethyl)benzamide
Molecular FormulaC26H22N2O2
Molecular Weight394.47
Purity≥97 (HPLC)%
Density1.2±0.1 g/cm3
Boiling Point659.2±50.0 °C at 760 mmHg
Melting Point119-120℃
Appearancesolid
EINECS0
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 410536-97-9 |
| Catalog No. | 2A-0164087 |
| Chinese Name | 2-[[(2-羟基-1-萘基)亚甲基]氨基]-N-(1-苯基乙基)苯甲酰胺 |
| Synonyms | 2-{[(E)-(2-hydroxynaphthalen-1-yl)methylidene]amino}-N-(1-phenylethyl)benzamide; 2-{[(E)-(2-Hydroxy-1-naphthyl)methylene]amino}-N-(1-phenylethyl)benzamide; sirtinol; 2-{(E)-[(2-Hydroxy-1-naphthyl)methylene]amino}-N-(1-phenylethyl)benzamide |
| Molecular Formula | C26H22N2O2 |
| Molecular Weight | 394.47 |
| Purity | ≥97 (HPLC) |
| Density | 1.2±0.1 g/cm3 |
| Boiling Point | 659.2±50.0 °C at 760 mmHg |
| Melting Point | 119-120℃ |
| Appearance | solid |
| Water Solubility | Soluble in water, DMSO and methanol |
| Storage Condition | −20°C |
| Application | Sirtinol is an inhibitor of sirtuin, with IC50 values of 48 μM, 57.7 μM and 131 μM for ySir2, hSIRT2 and hSIRT2 respectively. |
| EINECS | 0 |
| HTC | 2925290090 |
| UN(IATA) | 0 |
| PubChem ID | 3290612 |
| MDL Number | MFCD00810186 |
| SMILES | N([C@@H](C)c4ccccc4)C(=O)c1c(cccc1)N\C=C2\c3c(cccc3)C=CC\2=O |
| InChI | 1S/C26H22N2O2/c1-18(19-9-3-2-4-10-19)28-26(30)22-13-7-8-14-24(22)27-17-23-21-12-6-5-11-20(21)15-16-25(23)29/h2-18,27H,1H3,(H,28,30)/b23-17-/t18-/m0/s1 |
| InChI Key | YUGODMKHHCZZOI-ZVTCDHROSA-N |
| NACRES Code | NA.77 |
| UNSPSC | 12352200 |
| MSDS | msds/164087_1_410536_97_9.pdf |
| Use of | Sirtinol is a sirtuin inhibitor, with IC50s of 48 μM, 57.7 μM and 131 μM for ySir2, hSIRT2 and hSIRT2, respectively. Properties Name Sirtinol,2-[[(2-Hydroxy-1-naphthalenyl)methylene]amino]-N-(1-phenylethyl)benzamide Synonym More Synonyms Sirtinol Biological Activity Description Sirtinol is a sirtuin inhibitor, with IC50s of 48 μM, 57.7 μM and 131 μM for ySir2, hSIRT2 and hSIRT2, respectively. Related Catalog Signaling Pathways >> Autophagy >> Autophagy Signaling Pathways >> Cell Cycle/DNA Damage >> Sirtuin Signaling Pathways >> Epigenetics >> Sirtuin Research Areas >> Cancer ySir2:48 μM (IC50) hSIRT2:57.7 μM (IC50) hSIRT1:131 μM (IC50) In Vivo Sirtinol has anti-inflammatory effects through direct inhibition of HNE activity and attenuates HNE-induced and LPS-mediated tissue or organ injury[3]. References [1]. Wang J, et al. Sirtinol, a class III HDAC inhibitor, induces apoptotic and autophagic cell death in MCF-7 human breast cancer cells. Int J Oncol. 2012 Sep;41(3):1101-1109. [2]. Fong Y, et al. The antiproliferative and apoptotic effects of sirtinol, a sirtuin inhibitor on human lung cancer cells by modulating Akt/β-catenin-Foxo3a axis. ScientificWorldJournal. 2014;2014:937051. [3]. Tsai YF, et al. Sirtinol inhibits neutrophil elastase activity and attenuates lipopolysaccharide-mediated acute lung injury in mice. Sci Rep. 2015 Feb 10;5:8347. [4]. Mai A, et al. Design, synthesis, and biological evaluation of sirtinol analogues as class III histone/protein deacetylase (Sirtuin) inhibitors. J Med Chem. 2005 Dec 1;48(24):7789-95. Chemical & Physical Properties Molecular Formula C26H22N2O2 Exact Mass 394.168121 PSA 61.69000 Index of Refraction 1.623 InChIKey UXJFDYIHRJGPFS-UHFFFAOYSA-N Water Solubility Soluble in water, DMSO and methanol Safety Information WGK Germany 3 HS Code 2925290090 Synthetic Route Total: 1 Page 2-amino-N-(1-ph... CAS#:85592-80-9 2-Hydroxy-napht... CAS#:708-06-5 CAS#:410536-97-9 Precursor & DownStream Precursor 2 CAS#:85592-80-9 2-amino-N-(1-ph... CAS#:708-06-5 2-Hydroxy-napht... DownStream 0 |
| Tax Rebate | 9.0% |
| Supervision | none |
| Transport Info | Product name: Summary 2925290090 other imines and their derivatives; salts thereof. Supervision conditions:None. VAT: 17.0%. Tax rebate rate:9.0%. MFN tariff: 6.5%. General tariff:30.0% |
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