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Merck
CN

52983

Spermine tetrahydrochloride

Synonym(s):

N,N′-Bis(3-aminopropyl)-1,4-butanediamine tetrahydrochloride

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About This Item

Empirical Formula (Hill Notation):
C10H26N4 · 4HCl
CAS Number:
306-67-2
Molecular Weight:
348.18
EC Number:
206-189-8
UNSPSC Code:
12352200
NACRES:
NA.21
Beilstein/REAXYS Number:
3911771
MDL number:
MFCD00012914

Key Documents

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InChI

1S/C10H26N4.4ClH/c11-5-3-9-13-7-1-2-8-14-10-4-6-12;;;;/h13-14H,1-12H2;4*1H

InChI key

XLDKUDAXZWHPFH-UHFFFAOYSA-N

SMILES string

Cl.Cl.Cl.Cl.NCCCNCCCCNCCCN

biological source

synthetic

assay

99.0-101.0% (wt., AT)

form

powder

composition

carbon content, 32.8-36.2% , nitrogen content, 15.3-16.9%

impurities

≤5000 mg/kg residual solvent (ethanol), ≤890 mg/kg residual solvent (toluene)

mp

310-311 °C (dec.) (lit.)

solubility

H2O: 1 g/10 mL, clear, colorless (< 3.5 NTU)

cation traces

Al: ≤25 mg/kg, Cr: ≤2.5 mg/L, Cu: ≤25 mg/kg, Fe: ≤130 mg/kg, Ni: ≤2.5 mg/kg, Zn: ≤130 mg/kg

suitability

suitable for manufacturing use

Quality Level

400

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Application

Used to precipitate DNA from low salt aqueous buffers.

Biochem/physiol Actions

Mixed NMDA agonist/antagonist at the polyamine site. Neuroprotective effects have been observed at high concentrations (1 mM), while neurotoxicity is observed at lower concentrations. It enhances agonist effectiveness at the strychnine-insensitive glycine site. Plays a role in cellular proliferation and differentiation; inhibits neuronal nitric oxide synthase (nNOS).
Mixed NMDA agonist/antagonist at the polyamine site. Plays a role in cellular proliferation and differentiation; inhibits neuronal nitric oxide synthase (nNOS).
Mixed NMDA agonist/antagonist at the polyamine site. Role in cellular proliferation and differentiation; inhibits neuronal nitric oxide synthase (nNOS).

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCD9115
BCCD9114
BCCD4497
BCCC7885
BCCC7884

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Desiree Bailey et al.
Pharmacology, biochemistry, and behavior, 133, 57-64 (2015-04-01)
The aim of this study was to examine the acute effect of a range of novel hydroxycinnamic acid derivatives of spermine on the development of spermine-induced CNS excitation and convulsions in female Laca mice, and to assess the chronic adverse
Enzo Agostinelli et al.
International journal of oncology, 45(3), 1109-1122 (2014-06-28)
It has been confirmed that multidrug resistant (MDR) melanoma cells (M14 ADR2) are more sensitive than their wild-type counterparts (M14 WT) to H2O2 and aldehydes, the products of bovine serum amine oxidase (BSAO)-catalyzed oxidation of spermine. The metabolites formed by
Alexis Goichon et al.
The American journal of clinical nutrition, 102(2), 359-367 (2015-06-26)
Amino acids are well known to be key effectors of gut protein turnover. We recently reported that enteral delivery of proteins markedly stimulated global duodenal protein synthesis in carbohydrate-fed healthy humans, but specifically affected proteins remain unknown. We aimed to
Julia Torres et al.
Organic & biomolecular chemistry, 13(27), 7500-7512 (2015-06-13)
Within all the eukaryotic cells myo-inositol phosphates (InsPs) are an important group of biomolecules that are potentially related to signaling functions. The most abundant member of this family in nature is InsP6 (phytate, L(12-) in its fully deprotonated form). The
Tsuyoshi Minami et al.
Analytical sciences : the international journal of the Japan Society for Analytical Chemistry, 31(7), 721-724 (2015-07-15)
This study is the first to report on the detection of biogenic amines in an aqueous solution using an organic field-effect transistor (OFET) device with an extended gate electrode modified with a layer of diamine oxidase and a horseradish peroxidase
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