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

Product Name
N-[3-[[(2-Hydroxy-1-naphthalenyl)methylene]amino]phenyl]-α-methylbenzeneacetamide
CAS No.
1105698-15-4
Chemical Name
N-[3-[[(2-Hydroxy-1-naphthalenyl)methylene]amino]phenyl]-α-methylbenzeneacetamide
Synonyms
Salermide;CS-2458;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;Benzeneacetamide, N-[3-[[(2-hydroxy-1-naphthalenyl)methylene]amino]phenyl]-α-methyl-
CBNumber
CB92518784
Molecular Formula
C26H22N2O2
Formula Weight
394.47
MOL File
1105698-15-4.mol
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N-[3-[[(2-Hydroxy-1-naphthalenyl)methylene]amino]phenyl]-α-methylbenzeneacetamide Property

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.
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Safety

Hazard Codes 
Xi
Risk Statements 
43-52/53
Safety Statements 
36/37-61
WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H317May cause an allergic skin reaction

H412Harmful to aquatic life with long lasting effects

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P272Contaminated work clothing should not be allowed out of the workplace.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P321Specific treatment (see … on this label).

P333+P313IF SKIN irritation or rash occurs: Get medical advice/attention.

P363Wash contaminated clothing before reuse.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
S8825
Product name
Salermide
Purity
≥98% (HPLC)
Packaging
5mg
Price
$174
Updated
2024/03/01
Cayman Chemical
Product number
13178
Product name
Salermide
Purity
≥98%
Packaging
5mg
Price
$50
Updated
2024/03/01
Cayman Chemical
Product number
13178
Product name
Salermide
Purity
≥98%
Packaging
10mg
Price
$94
Updated
2024/03/01
Sigma-Aldrich
Product number
S8825
Product name
Salermide
Purity
≥98% (HPLC)
Packaging
25mg
Price
$704
Updated
2024/03/01
Cayman Chemical
Product number
13178
Product name
Salermide
Purity
≥98%
Packaging
50mg
Price
$389
Updated
2024/03/01
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N-[3-[[(2-Hydroxy-1-naphthalenyl)methylene]amino]phenyl]-α-methylbenzeneacetamide Chemical Properties,Usage,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).

References

1) Lara?et al. (2009), Salermide, a Sirtuin inhibitor with a strong cancer-specific proapoptotic effect; Oncogene,?28?781 2) Pasco?et al. (2010),?Characterization of sirtuin inhibitors in nematodes expressing a muscular dystrophy protein reveals muscle cell and behavioral protection by specific sirtinol analogues; J. Med. Chem.,?53?1407 3) Zhao?et al.?(2012),?Interactions between SIRT1 and MAPK/ERK regulate neuronal apoptosis induced by traumatic brain injury in vitro and in vivo; Exp. Neurol.,?237 489

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

Raw materials

Preparation Products

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

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

Career Henan Chemical Co
Product
N-[3-[[(2-Hydroxy-1-naphthalenyl)methylene]amino]phenyl]-α-methylbenzeneacetamide 1105698-15-4
Price
US $1.00/g
Min. Order
1g
Purity
99.99%
Supply Ability
2tons
Release date
2019-12-19

1105698-15-4, N-[3-[[(2-Hydroxy-1-naphthalenyl)methylene]amino]phenyl]-α-methylbenzeneacetamideRelated 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
  • 1105698-15-4