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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:
34450-15-2
Molecular Weight:
260.20
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
329770841
MDL number:
MFCD00058263
Beilstein/REAXYS Number:
3698131

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

200

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pictograms

Exclamation mark
GHS07

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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Certificates of Analysis (COA)

Lot/Batch Number
0000506332
0000506332
0000484565
0000484565
0000236746

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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
M D Berry
Journal of neuroscience research, 55(3), 341-351 (1999-05-29)
The endogenous polyamines have been extensively studied with respect to their role in cellular death mechanisms, although the results are contradictory. In contrast, their primary metabolites, the N-acetyl polyamines, have not been much studied. It has been hypothesized that the
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
Sreenivasu Mudumba et al.
Biochemical pharmacology, 63(11), 2011-2018 (2002-07-03)
Spermidine is one of the simple polyamines found in cells of virtually all living organisms. It undergoes a metabolic conversion to N8-acetylspermidine catalyzed by an enzyme in cell nuclei and is converted back to spermidine by a deacetylase in the
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
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