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Merck

A3658

N8-Acetylspermidine dihydrochloride

analytical standard

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About This Item

Empirical Formula (Hill Notation):
C9H21N3O · 2HCl
CAS Number:
Molecular Weight:
260.20
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
3698131
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Product Name

N8-Acetylspermidine dihydrochloride, analytical standard

InChI

1S/C9H21N3O.2ClH/c1-9(13)12-8-3-2-6-11-7-4-5-10;;/h11H,2-8,10H2,1H3,(H,12,13);2*1H

SMILES string

Cl.Cl.CC(=O)NCCCCNCCCN

InChI key

BWGUIRARVGYOIR-UHFFFAOYSA-N

grade

analytical standard

technique(s)

mass spectrometry (MS): suitable

format

neat

storage temp.

2-8°C

Quality Level

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pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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M Lurdes et al.
Acta chemica Scandinavica (Copenhagen, Denmark : 1989), 43(10), 990-994 (1989-11-01)
The synthesis of all three monoacetylated spermidines is reported. N4-Acetylspermidine was obtained in four steps from spermidine via the triacetylated intermediate by selective deacetylation after exhaustive t-butoxycarbonylation as well as directly from a previously described protected precursor. N1-Acetylspermidine and N8-acetylspermidine
Similarity of effects of N8-acetylspermidine and its deacetylase inhibitor on stimulating the growth of L1210 cells.
Z Wang et al.
Proceedings of the Western Pharmacology Society, 38, 41-43 (1995-01-01)
S W Snyder et al.
Biochemical and biophysical research communications, 180(2), 591-596 (1991-10-31)
The activity of two naturally occurring monoacetylated polyamines, N8-acetylspermidine and N1-acetylspermidine, as inducers of differentiation of HL60 human leukemia cells was assessed. Differentiation was quantified by morphological changes and the ability to reduce nitroblue tetrazolium. N8-Acetylspermidine produced 25-35 percent differentiation
A Sessa et al.
Cancer letters, 76(2-3), 121-125 (1994-01-30)
N-ethyl-N-nitrosourea-induced rat gliomas showed a stimulation of cytosolic spermidine N-acetyltransferase activity compared with normal brain, with an increased formation of N1 and N8-acetylspermidine, suggesting the activation of two enzymes acetylating the polyamine in N1 and N8 position, respectively. The enhancement
T S Weiss et al.
Cell proliferation, 35(5), 257-267 (2002-09-25)
Extracellular matrices, like collagen layers, play an important role in preventing dedifferentiation of hepatocytes in long-term culture experiments. It has also been shown that polyamines are crucial for cell growth and liver differentiation - regeneration. Primary cultured hepatocytes with their

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