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Merck
CN

14520

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
EC Number:
200-261-2
UNSPSC Code:
12352100
PubChem Substance ID:
329750517
Beilstein/REAXYS Number:
1071254
MDL number:
MFCD00008214

Key Documents

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InChI key

OTBHHUPVCYLGQO-UHFFFAOYSA-N

InChI

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

SMILES string

NCCCNCCCN

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.)

Gene Information

mouse ... Odc1(18263)

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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

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

ppe

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

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
H Nakao et al.
Journal of general microbiology, 135(Pt 2), 345-351 (1989-02-01)
Previous investigations have shown that members of the genus Vibrio possess a novel enzyme activity decarboxylating L-2,4-diaminobutyric acid (DABA) to 1,3-diaminopropane (DAP). In this paper we describe the purification, by about 3600-fold, of the enzyme from V. alginolyticus. The purified
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
T Yorifuji et al.
Journal of biochemistry, 122(3), 537-543 (1997-11-05)
Polyamine aminotransferase of Arthrobacter sp. TMP-1 was induced by 1,3-diaminopropane (DAP), N-3-aminopropyl-1,3-diaminopropane (norspermidine), spermidine, and spermine, but not by putrescine. The enzyme was purified to homogeneity. Its molecular weight and subunit size were 129,000 and 64,000, respectively. Its absorption spectrum
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