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ChemicalBook >> CAS DataBase List >>N-[3-[[(2-Hydroxy-1-naphthalenyl)methylene]amino]phenyl]-α-methylbenzeneacetamide

N-[3-[[(2-Hydroxy-1-naphthalenyl)methylene]amino]phenyl]-α-methylbenzeneacetamide

N-[3-[[(2-Hydroxy-1-naphthalenyl)methylene]amino]phenyl]-α-methylbenzeneacetamide Structure
N-[3-[[(2-Hydroxy-1-naphthalenyl)methylene]amino]phenyl]-α-methylbenzeneacetamide structure
CAS No.
1105698-15-4
Chemical Name:
N-[3-[[(2-Hydroxy-1-naphthalenyl)methylene]amino]phenyl]-α-methylbenzeneacetamide
Synonyms
Salermide;CS-2458;Salermide, 10 mM in DMSO;SIRT1/2 Inhibitor VIII, Salermide;Salermide,Inhibitor,Apoptosis,inhibit,Sirtuin;SIRT1/2 Inhibitor VIII, Salermide - CAS 1105698-15-4 - Calbiochem;N-(3-(((2-Hydroxynaphthalen-1-yl)methylene)amino)phenyl)-2-phenylpropanamide;N-{3-[(2-Hydroxy-naphthalen-1-ylmethylene)-amino]-phenyl}-2-phenyl-propionamide;N-[3-[[(2-Hydroxy-1-naphthalenyl)methylene]amino]phenyl]-α-methylbenzeneacetamide;N-[3-[[(2-HYDROXY-1-NAPHTHALENYL)METHYLENE]AMINO]PHENYL]-A-METHYL-BENZENEACETAMIDE
CBNumber:
CB92518784
Molecular Formula:
C26H22N2O2
Molecular Weight:
394.47
MDL Number:
MFCD12912446
MOL File:
1105698-15-4.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-07-28 20:33:29
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N-[3-[[(2-Hydroxy-1-naphthalenyl)methylene]amino]phenyl]-α-methylbenzeneacetamide Properties

Melting point >250 °C
Boiling point 666.7±50.0 °C(Predicted)
Density 1.16±0.1 g/cm3(Predicted)
storage temp. 2-8°C
solubility DMSO: >10mg/mL
form Yellow solid
pka 7.90±0.50(Predicted)
color Yellow
Stability Stable for 1 year from date of purchase as supplied. Solutions in DMSO, DMF, or ethanol may be stored at -20°C for up to 1 month.
InChI 1S/C26H22N2O2/c1-18(19-8-3-2-4-9-19)26(30)28-22-12-7-11-21(16-22)27-17-24-23-13-6-5-10-20(23)14-15-25(24)29/h2-18,29H,1H3,(H,28,30)/b27-17+
InChIKey HQSSEGBEYORUBY-WPWMEQJKSA-N
SMILES CC(C(=O)Nc1cccc(c1)\N=C\c2c(O)ccc3ccccc23)c4ccccc4
UNSPSC Code 12352200
NACRES NA.77

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H412-H317
Precautionary statements  P273-P501-P261-P272-P280-P302+P352-P333+P313-P321-P363-P501
Hazard Codes  Xi
Risk Statements  43-52/53
Safety Statements  36/37-61
WGK Germany  3
Storage Class 11 - Combustible Solids

N-[3-[[(2-Hydroxy-1-naphthalenyl)methylene]amino]phenyl]-α-methylbenzeneacetamide price More Price(48)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich S8825 Salermide ≥98% (HPLC) 1105698-15-4 5mg $163 2026-04-30 Buy
Cayman Chemical 13178 Salermide ≥98% 1105698-15-4 5mg $55 2026-04-30 Buy
Cayman Chemical 13178 Salermide ≥98% 1105698-15-4 10mg $104 2026-04-30 Buy
Cayman Chemical 13178 Salermide ≥98% 1105698-15-4 50mg $428 2026-04-30 Buy
Cayman Chemical 13178 Salermide ≥98% 1105698-15-4 100mg $748 2026-04-30 Buy
Product number Packaging Price Buy
S8825 5mg $163 Buy
13178 5mg $55 Buy
13178 10mg $104 Buy
13178 50mg $428 Buy
13178 100mg $748 Buy

N-[3-[[(2-Hydroxy-1-naphthalenyl)methylene]amino]phenyl]-α-methylbenzeneacetamide Chemical Properties,Uses,Production

Description

The sirtuins (SIRTs) are a family of NAD+-dependent histone deacetylases involved in gene regulation that is relevant to, e.g., longevity, cancer, gene regulation, energy homeostasis, and apoptosis. Salermide is an inhibitor of SIRT1 and SIRT2, causing tumor-specific apoptotic cell death. In MOLT4 leukemia cells, salermide causes 90% apoptosis within 72 hours (IC50 ~20 μM) by reactivating proapototic genes that are repressed by SIRT1.

Uses

Salermide is an inhibitor of SIRT1, SIRT2, and HDAC.

Definition

ChEBI: N-[3-[(2-oxo-1-naphthalenylidene)methylamino]phenyl]-2-phenylpropanamide is a member of naphthalenes.

General Description

A cell-permeable 2-hydroxy-naphthaldehyde that acts as an inhibitor against sirtuins SirT1 and SirT2, members of class III HDACs. Salermide effectively inhibits the activity of both SirT1 and SirT2 (by 80% at 100 and 25 μM, respectively), while its structural analogue Sirtinol (Cat. Nos. 566320 and 566321), at 100 μM concentration, inhibits SirT2 only by up to 60% and is of no effect against SirT1. Salermide is also shown to be at least 2-fold more potent than Sirtinol (both at 100 μM) in killing leukemia KG1A and lymphoma Raji cultures.

Biochem/physiol Actions

Salermide is a novel Sirtuin 1 (Sirt1) and Sirtuin 2 (Sirt2) inhibitor (III histone deacetylases inhibitor). In vitro Salermide has a stronger inhibitory effect on Sirt2 than on Sirt1. Salermide induces massive apoptosis in tumor cells. The activity was ascribed to effect of Salermide to the reactivation of proapoptotic genes epigenetically repressed exclusively in cancer cells by Sirt1. Salermide is a stronger Sirtuin inhibitor than sirtinol (Cat. No.S7942).

Background

The reverse amide Salermide is a strong inhibitor of the sirtuin proteins SirT1 and SirT2. Sirtuins are nicotinamide adenine dinucleotide-dependent protein deacetylases involved in cell aging and lifespan regulation. Nuclear SirT1 is implicated in regulating apoptosis, cellular senescence, aging, and longevity; SirT2 is involved in cytoskeletal regulation and progression through mitosis. Exposure of human cancer cell lines to Salermide results in the reactivation of proapoptotic genes repressed by SirT1 and tumor-specific cell death. Salermide treatment of human breast cancer cells leads to decreased SirT1 expression and increased acetylation and activation of p53. Inhibition of both SirT1 and SirT2 by Salermide is required to induce p53 acetylation and cell death. Salermide treatment of human pancreatic cancer cells potentiates the anticancer effects of a cytotoxin, reducing pancreatic cancer cell progression and stopping the cell cycle at G1.

References

[1] E LARA. Salermide, a Sirtuin inhibitor with a strong cancer-specific proapoptotic effect[J]. Oncogene, 2008, 28 6: 781-791. DOI:10.1038/onc.2008.436
[2] MATTHIEU Y. PASCO. Characterization of Sirtuin Inhibitors in Nematodes Expressing a Muscular Dystrophy Protein Reveals Muscle Cell and Behavioral Protection by Specific Sirtinol Analogues[J]. Journal of Medicinal Chemistry, 2009, 53 3: 1407-1411. DOI:10.1021/jm9013345
[3] YONGBO ZHAO . Interactions between SIRT1 and MAPK/ERK regulate neuronal apoptosis induced by traumatic brain injury in vitro and in vivo[J]. Experimental Neurology, 2012, 237 2: Pages 489-498. DOI:10.1016/j.expneurol.2012.07.004

N-[3-[[(2-Hydroxy-1-naphthalenyl)methylene]amino]phenyl]-α-methylbenzeneacetamide Preparation Products And Raw materials

Raw materials

Preparation Products

N-[3-[[(2-Hydroxy-1-naphthalenyl)methylene]amino]phenyl]-α-methylbenzeneacetamide Suppliers

Global( 103)Suppliers
Supplier Tel Email Country ProdList Advantage
3B Pharmachem (Wuhan) International Co.,Ltd. 18930552037 3bsc@sina.com China 15813 69
Spectrum Chemical Manufacturing Corp. 021-021-021-67601398-809-809-809 15221380277 marketing_china@spectrumchemical.com China 9643 60
Bide Pharmatech Ltd. 400-164-7117 18317119277 product02@bidepharm.com China 40000 60
Sigma-Aldrich 021-61415566 800-8193336 orderCN@merckgroup.com China 51389 80
Shanghai Lollane Biological Technology Co.,Ltd. 021-52996696，15000506266 15000506266 China 4861 55
Shanghaizehan biopharma technology co., Ltd. 021-61350663 13052117465 sales@zehanbiopharma.com China 989 55
EMMX Biotechnology LLC 888-539-0666 info@emmx.com United States 8435 60
Shanghai EFE Biological Technology Co., Ltd. 021-65675885 18964387627 info@efebio.com China 9799 58
Shanghai YuanYe Biotechnology Co., Ltd. 15026964105 2881489226@qq.com China 89667 60
ShangHai Biochempartner Co.,Ltd 177-54423994 17754423994 2853530910@QQ.com China 8000 62
Supplier Advantage
3B Pharmachem (Wuhan) International Co.,Ltd. 69
Spectrum Chemical Manufacturing Corp. 60
Bide Pharmatech Ltd. 60
Sigma-Aldrich 80
Shanghai Lollane Biological Technology Co.,Ltd. 55
Shanghaizehan biopharma technology co., Ltd. 55
EMMX Biotechnology LLC 60
Shanghai EFE Biological Technology Co., Ltd. 58
Shanghai YuanYe Biotechnology Co., Ltd. 60
ShangHai Biochempartner Co.,Ltd 62

View Lastest Price from N-[3-[[(2-Hydroxy-1-naphthalenyl)methylene]amino]phenyl]-α-methylbenzeneacetamide manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Salermide pictures 2026-05-11 Salermide
1105698-15-4
 $40.00-106.00 97.62% 10g TargetMol Chemicals Inc.
N-[3-[[(2-Hydroxy-1-naphthalenyl)methylene]amino]phenyl]-α-methylbenzeneacetamide pictures 2019-12-20 N-[3-[[(2-Hydroxy-1-naphthalenyl)methylene]amino]phenyl]-α-methylbenzeneacetamide
1105698-15-4
 $1.00 1g 99.99% 2tons Career Henan Chemical Co
  • Salermide pictures
  • Salermide
    1105698-15-4
  • $40.00-106.00
  • 97.62%
  • TargetMol Chemicals Inc.

N-[3-[[(2-Hydroxy-1-naphthalenyl)methylene]amino]phenyl]-α-methylbenzeneacetamide Spectrum

N-[3-[[(2-Hydroxy-1-naphthalenyl)methylene]amino]phenyl]-α-methylbenzeneacetamide(1105698-15-4)1HNMR

1105698-15-4(N-[3-[[(2-Hydroxy-1-naphthalenyl)methylene]amino]phenyl]-α-methylbenzeneacetamide)Related Search:

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N-[3-[[(2-Hydroxy-1-naphthalenyl)methylene]amino]phenyl]-α-methylbenzeneacetamide Salermide N-{3-[(2-Hydroxy-naphthalen-1-ylmethylene)-amino]-phenyl}-2-phenyl-propionamide SIRT1/2 Inhibitor VIII, Salermide CS-2458 SIRT1/2 Inhibitor VIII, Salermide - CAS 1105698-15-4 - Calbiochem N-[3-[[(2-HYDROXY-1-NAPHTHALENYL)METHYLENE]AMINO]PHENYL]-A-METHYL-BENZENEACETAMIDE Benzeneacetamide, N-[3-[[(2-hydroxy-1-naphthalenyl)methylene]amino]phenyl]-α-methyl- N-(3-(((2-Hydroxynaphthalen-1-yl)methylene)amino)phenyl)-2-phenylpropanamide Salermide,Inhibitor,Apoptosis,inhibit,Sirtuin Salermide, 10 mM in DMSO 1105698-15-4