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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

Key Documents

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Product Name

N,N′-Bis(2-aminoethyl)-1,3-propanediamine, 97%

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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This Item
138428549983250929
N,N′-Bis(2-aminoethyl)-1,3-propanediamine 97%

Sigma-Aldrich

333131

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

N,N′-Diethyl-1,3-propanediamine 97%

Sigma-Aldrich

138428

N,N′-Diethyl-1,3-propanediamine

N,N,N′,N′-Tetramethyl-1,3-propanediamine ≥99%

Sigma-Aldrich

549983

N,N,N′,N′-Tetramethyl-1,3-propanediamine

N,N′-Bis(salicylidene)-1,3-propanediamine 99%

Sigma-Aldrich

250929

N,N′-Bis(salicylidene)-1,3-propanediamine

assay

97%

assay

97%

assay

≥99%

assay

99%

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

-

refractive index

n20/D 1.494 (lit.)

refractive index

n20/D 1.4374 (lit.)

refractive index

n20/D 1.4234 (lit.)

refractive index

-

form

liquid

form

liquid

form

-

form

solid

density

0.96 g/mL at 25 °C (lit.)

density

0.819 g/mL at 25 °C (lit.)

density

0.779 g/mL at 25 °C (lit.)

density

-

bp

142-145 °C/8 mmHg (lit.)

bp

-

bp

145-146 °C (lit.)

bp

-

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.[1]

General description

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

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
MKCX5313
MKCW3114
MKCS9740
MKCR9230
MKCD3902

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Changyong Cheng et al.
Journal of medical microbiology, 62(Pt 6), 813-821 (2013-03-23)
The foodborne pathogen Listeria monocytogenes is able to colonize the human and animal intestinal tracts and subsequently crosses the intestinal barrier, causing systemic infection. For successful establishment of infection, L. monocytogenes must survive and adapt to the low pH environment
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
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
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
Gottfried K Schroeder et al.
Biochemistry, 52(24), 4204-4216 (2013-05-23)
cis-3-Chloroacrylic acid dehalogenase (cis-CaaD) from Pseudomonas pavonaceae 170 and a homologue from Corynebacterium glutamicum designated Cg10062 are 34% identical in sequence (54% similar). The former catalyzes a key step in a bacterial catabolic pathway for the nematocide 1,3-dichloropropene, whereas the
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