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Sigma-Aldrich

1,12-Diaminododecane

purum, ≥97.0% (NT)

Synonym(s):

1,12-Dodecanediamine, Dodecamethylenediamine

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About This Item

Linear Formula:
NH2(CH2)12NH2
CAS Number:
Molecular Weight:
200.36
Beilstein:
1742765
EC Number:
MDL number:
UNSPSC Code:
12352100

grade

purum

Assay

≥97.0% (NT)

mp

67-69 °C (lit.)
68-70 °C

solubility

methanol: soluble 1 g/10 mL, clear, colorless

SMILES string

NCCCCCCCCCCCCN

InChI

1S/C12H28N2/c13-11-9-7-5-3-1-2-4-6-8-10-12-14/h1-14H2

InChI key

QFTYSVGGYOXFRQ-UHFFFAOYSA-N

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General description

1,12-Diaminododecane is a novel substrate for the human semicarbazide-sensitive amine oxidase/vascular adhesion protein-1. It induces a concentration-dependent block of NMDA-induced currents.

Application

1,12-Diaminododecane was employed as the central hydrophobic unit in synthesis of a cationic bolaamphiphile (a non-viral gene delivery agent).

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Emanuela Bonaiuto et al.
Biochimie, 92(7), 858-868 (2010-03-20)
Kinetic studies were performed with various alkanamines as "substrate probes" of the properties of the active site of the human semicarbazide-sensitive amine oxidase/vascular adhesion protein-1 (SSAO/VAP-1). We found that the enzyme-substrate recognition step is mainly controlled by apolar interactions and
S Subramaniam et al.
Neuroscience letters, 147(2), 213-216 (1992-12-07)
In whole-cell recordings from cultured rat hippocampal neurons (VH = -60 mV), 1,10-diaminodecane (DA10) and 1,12-diaminododecane (DA12) produced a concentration-dependent block of NMDA-induced current (IC50 = 30 and 7 microM, resp.). In contrast, the diamines failed to affect AMPA and
Majad Khan et al.
Biomaterials, 33(18), 4673-4680 (2012-03-24)
The advancement in gene therapy relies upon the discovery of safe and efficient delivery agents and methods. In this study, we report the design and synthesis of a cationic bolaamphiphile as a non-viral gene delivery agent. The bolaamphiphile is composed
Thomas Pöhler et al.
European journal of medicinal chemistry, 42(2), 175-197 (2006-11-23)
Derivatives of 5-(4-aminobutyl)-2-thiophene-octylamine, a potent polyamine-sensitive inhibitor of the NMDA receptor, were synthesized and evaluated as inhibitors of [(3)H]MK-801 binding to rat brain membranes. Alkylations of the terminal amino groups reduced inhibitory potency; only incorporation of the amino group of
Fátima M F Vergara et al.
Bioorganic & medicinal chemistry letters, 19(17), 4937-4938 (2009-08-04)
A series of 11 alpha,omega-diaminoalkanes, (H(2)N(CH(2))(n)NH(2), n=2-12) have been evaluated for their in vitro antibacterial activity against Mycobacterium tuberculosis H37Rv. Compounds, (H(2)N(CH(2))(n)NH(2), n=9-12), exhibited a very good activities in the range 2.50-3.12 microg/mL, which can be compared with that of

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