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Merck
CN

14520

Sigma-Aldrich

Bis(3-aminopropyl)amine

purum, ≥97.0% (GC)

Synonym(s):

3,3′-Diaminodipropylamine, 3,3′-Iminodipropylamine, N-(3-Aminopropyl)-1,3-propanediamine, Dipropylenetriamine, Norspermidine

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About This Item

Linear Formula:
(NH2CH2CH2CH2)2NH
CAS Number:
56-18-8
Molecular Weight:
131.22
Beilstein:
1071254
EC Number:
200-261-2
MDL number:
MFCD00008214
UNSPSC Code:
12352100
PubChem Substance ID:
329750517

Key Documents

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grade

purum

Assay

≥97.0% (GC)

refractive index

n20/D 1.481 (lit.)
n20/D 1.482

bp

151 °C/50 mmHg (lit.)

mp

−14 °C (lit.)

density

0.938 g/mL at 25 °C (lit.)

SMILES string

NCCCNCCCN

InChI

1S/C6H17N3/c7-3-1-5-9-6-2-4-8/h9H,1-8H2

InChI key

OTBHHUPVCYLGQO-UHFFFAOYSA-N

Gene Information

mouse ... Odc1(18263)

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Signal Word

Danger

Hazard Classifications

Acute Tox. 1 Inhalation - Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Muta. 2 - Skin Corr. 1A - Skin Sens. 1A - STOT RE 2

Target Organs

thymus

Storage Class Code

6.1B - Non-combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 2

Flash Point(F)

242.6 °F - closed cup

Flash Point(C)

117 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Johannes Ghatnekar et al.
Bioorganic & medicinal chemistry, 15(23), 7426-7433 (2007-09-18)
We here report the synthesis of the two polyamine-based nucleoside derivatives 5-{[bis-(3-aminopropyl)amino]acetamido-1-propynyl}uridine and 2-{[bis-(3-aminopropyl)amino]-acetamido-1-propynyl}adenosine. The various polyamine derivatives have been used in thermal melting analysis using DNA from herring testes, and in cellular studies using four different cell lines. The
T Komori et al.
International journal of immunopharmacology, 13(1), 67-73 (1991-01-01)
The immunosuppressive effects of several polyamines were compared. The triamines (norspermidine (NSPD) and spermidine (SPD] and the tetramines (norspermine (NSPM) and spermine (SPM] but not the diamines (1,3-diaminopropane and putrescine) inhibited IgM production from murine splenocytes stimulated with LPS. The
Alexander Heinick et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 24(1), 206-217 (2009-09-19)
Physiological polyamines are required in various biological processes. In the current study, we used norspermidine, a structural analog of the natural polyamine spermidine, to investigate polyamine uptake in the model organism Caenorhabditis elegans. Norspermidine was found to have two remarkable
H Nara et al.
Bioconjugate chemistry, 6(1), 54-61 (1995-01-01)
A novel 2'-deoxyuridine analogue with syn-norspermidine at the 5-position, 5-[4-[N,N-bis(3-amino-propyl)amino]butyl]-2'-deoxyuridine (1), has been synthesized from 5-iodo-2'-deoxyuridine. This nucleoside 1 was incorporated into heptadecadeoxynucleotides 5'-d[1(MT)8]-3' and 5'-[(TM)(4)1(MT)4]-3'(M = 5-methyl-2'-deoxycytidine). The triamine group stabilized duplex and triplex formation of the heptadecadeoxynucleotides with
H Nakao et al.
Journal of general microbiology, 137(7), 1737-1742 (1991-07-01)
Carboxynorspermidine synthase, mediates the nicotinamide-nucleotide-linked reduction of the Schiff base H2N(CH2)3N = CHCH2CH(NH2)COOH. This is formed from L-aspartic beta-semialdehyde (ASA) and 1,3-diaminopropane (DAP) and is reduced to carboxynorspermidine [H2N(CH2)3NH(CH2)2CH(NH2)COOH], an intermediate in the novel pathway for norspermidine (NSPD) biosynthesis. The
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