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Merck

333131

N,N′-Bis(2-aminoethyl)-1,3-propanediamine

97%

Synonym(s):

1,3-Bis(2-aminoethylamino)propane, 1,4,8,11-Tetraazaundecane, 1,9-Diamino-3,7-diazanonane, 3,7-Diaza-1,9-diaminononane, 3,7-Diazanonane-1,9-diamine, Ethylene(trimethylene)ethylenetetramine, N,N′-Bis(2-aminoethyl)propane-1,3-diamine, N1,N3-Bis(2-aminoethyl)-1,3-propanediamine, Triethylene 2,3,2 tetramine

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About This Item

Linear Formula:
H2NCH2CH2NH(CH2)3NHCH2CH2NH2
CAS Number:
4741-99-5
Molecular Weight:
160.26
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24860105
EC Number:
225-254-1
Beilstein/REAXYS Number:
1742732
MDL number:
MFCD00008174
Assay:
97%
Form:
liquid

Key Documents

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InChI key

UWMHHZFHBCYGCV-UHFFFAOYSA-N

InChI

1S/C7H20N4/c8-2-6-10-4-1-5-11-7-3-9/h10-11H,1-9H2

SMILES string

NCCNCCCNCCN

assay

97%

form

liquid

refractive index

n20/D 1.494 (lit.)

bp

142-145 °C/8 mmHg (lit.)

density

0.96 g/mL at 25 °C (lit.)

functional group

amine

Quality Level

100

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General description

N,N′-Bis(2-aminoethyl)-1,3-propanediamine is a high affinity Cu(II) chelator. It inhibits mitochondrial cytochrome c oxidase by causing cellular Cu deficiency in a human promyelocytic leukemia cell line (HL-60).

Application

N,N′-Bis(2-aminoethyl)-1,3-propanediamine was used to study the regulation of gene that encodes the periplasmic superoxide dismutase of Escherichia coli in response to copper.

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

230.0 °F - closed cup

flash_point_c

110 °C - closed cup

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCZ6878
MKCX5313
MKCW3114
MKCS9740
MKCR9230

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Zhouxi Wang et al.
BMC bioinformatics, 14 Suppl 3, S13-S13 (2013-03-27)
The prediction of biochemical function from the 3D structure of a protein has proved to be much more difficult than was originally foreseen. A reliable method to test the likelihood of putative annotations and to predict function from structure would
A S Gort et al.
Molecular microbiology, 32(1), 179-191 (1999-04-27)
The discovery of superoxide dismutase (CuZnSOD) within the periplasms of several Gram-negative pathogens suggested that this enzyme evolved to protect cells from exogenous sources of superoxide, such as the oxidative burst of phagocytes. However, its presence in some non-pathogenic bacteria
Laura J Raymond et al.
Experimental biology and medicine (Maywood, N.J.), 229(9), 885-894 (2004-09-25)
Cytochrome c oxidase (CCO) is the Cu-dependent, terminal respiratory complex of the mitochondrial electron transport chain. Inhibition of CCO can promote oxidative stress by increasing mitochondrial production of reactive oxygen species (ROS). Because mitochondria have an important role in apoptosis
Edward H Schuchman et al.
Handbook of experimental pharmacology, (215)(215), 3-32 (2013-04-13)
The relationship of sphingolipids with human disease first arose from the study of sphingolipid storage diseases over 50 years ago. Most of these disorders are due to inherited deficiencies of specific sphingolipid hydrolases, although a small number also result from
Yongxia Guo et al.
Proceedings of the National Academy of Sciences of the United States of America, 110(20), 8284-8289 (2013-04-25)
Genetic studies in Arabidopsis implicate an α/β-hydrolase, KARRIKIN-INSENSITIVE 2 (KAI2) as a receptor for karrikins, germination-promoting butenolide small molecules found in the smoke of burned plants. However, direct biochemical evidence for the interaction between KAI2 and karrikin and for the
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