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Merck
CN

S3828

Spermidine

99%

Synonym(s):

1,8-Diamino-4-azaoctane, N-(3-Aminopropyl)-1,4-diaminobutane

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About This Item

Linear Formula:
NH2(CH2)3NH(CH2)4NH2
CAS Number:
124-20-9
Molecular Weight:
145.25
EC Number:
204-689-0
UNSPSC Code:
12352103
MDL number:
MFCD00008229
Beilstein/REAXYS Number:
1698591

Key Documents

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assay

99%

refractive index

n20/D 1.479 (lit.)

density

0.925 g/mL at 25 °C (lit.)

SMILES string

NCCCCNCCCN

InChI

1S/C7H19N3/c8-4-1-2-6-10-7-3-5-9/h10H,1-9H2

InChI key

ATHGHQPFGPMSJY-UHFFFAOYSA-N

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Biochem/physiol Actions

Inhibits neuronal nitric oxide synthase (nNOS). Binds and precipitates DNA; Stimulates T4 polynucleotide kinase activity.
Inhibits neuronal nitric oxide synthase (nNOS). Binds and precipitates DNA; may be used for purification of DNA binding proteins. Stimulates T4 polynucleotide kinase activity.

Disclaimer

Solutions should be sterile-filtered, not autoclaved, if sterile solution is necessary. Spermidine deaminates with time; solutions should be stored frozen. Prepare new solutions frequently.

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

233.6 °F - closed cup

flash_point_c

112 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
00224BW
21524EO
14014DG
09820KF
09022HZ

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Chung Tsen et al.
Journal of medicinal chemistry, 51(2), 324-330 (2008-01-01)
Polyamine transport is elevated in many tumor types, suggesting that toxic polyamine-drug conjugates could be targeted to cancer cells via the polyamine transporter (PAT). We have previously reported the use of Chinese hamster ovary (CHO) cells and its PAT-deficient mutant
Navneet Kaur et al.
Journal of medicinal chemistry, 51(5), 1393-1401 (2008-02-20)
Several disubstituted arylene- and chloroambucil-polyamine conjugates were synthesized and evaluated for their ability to target cells via their polyamine transport system (PAT). As compared to the monosubstituted analogues, the disubstituted arylene systems were superior PAT targeting agents. Using a Chinese
Jean-Guy Delcros et al.
Journal of medicinal chemistry, 49(1), 232-245 (2006-01-06)
Five sets of heterocyclic derivatives of various sizes and complexities coupled by an amidine function to putrescine, spermidine, or spermine were prepared. They were essentially tested to determine the influence of the polyamine chain on their cellular transport. To comment
Marc-Antoine Bazin et al.
Bioorganic & medicinal chemistry, 16(14), 6860-6866 (2008-06-19)
Nine usnic acid-amine conjugates were evaluated on murine and human cancer cell lines. The polyamine derivatives showed significant cytotoxicity in L1210 cells. Their activities appeared to be independent of the polyamine transport system (PTS). Indeed, their activities were similar in
Philippe de Medina et al.
Journal of medicinal chemistry, 52(23), 7765-7777 (2009-10-14)
We describe here the syntheses and the biological properties of new alkylaminooxysterols. Compounds were synthesized through the trans-diaxial aminolysis of 5,6-alpha-epoxysterols with various natural amines including histamine, putrescine, spermidine, or spermine. The regioselective synthesis of these 16 new 5alpha-hydroxyl-6beta-aminoalkylsterols is
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