1,5-diaminopentane

Structural formula
General
Surname	1,5-diaminopentane
other names	Cadaverine Pentamethylenediamine
Molecular formula	C 5 H 14 N 2
Brief description	colorless, foul-smelling liquid
External identifiers / databases
CAS number 462-94-2 EC number 207-329-0 ECHA InfoCard 100.006.664 PubChem 273 ChemSpider 13866593 DrugBank DB03854 Wikidata Q161555
properties
Molar mass	102.18 g mol −1
Physical state	liquid
density	0.87 g cm −3
Melting point	9 ° C
boiling point	178-180 ° C
solubility	miscible with water
Refractive index	1.458
safety instructions
GHS labeling of hazardous substances danger H and P phrases H: 314 P: 280-305 + 351 + 338-310
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

1,5-Diaminopentane is a diamine that is produced from the amino acid lysine by decarboxylation as a result of microbial decomposition of protein . Hence it is called a biogenic amine . As a putrefaction base, it is part of the ptomaine (also called corpse poison ) and also contributes to the odor of decay . In addition to diaminobutane ( putrescine ), it also occurs in human seminal fluid , where it serves non-specific defense mechanisms.

The diamine was first isolated by Ludwig Brieger in 1885 . A sample of Brieger's first cadaverine is kept in the collections of the Deutsches Museum .

1,5-diaminopentane is the biosynthetic precursor of some quinolizidine alkaloids , lycopodium alkaloids and piperidine alkaloids .

Individual evidence

1. ↑ ^{a b} data sheet 1,5-diaminopentane from AlfaAesar, accessed on February 14, 2009 ( PDF )(JavaScript required) .
2. ↑ ^{a b} data sheet 1,5-diaminopentane from Sigma-Aldrich , accessed on February 14, 2009 ( PDF ).
3. ↑ ^{a b c} Entry on cadaverine. In: Römpp Online . Georg Thieme Verlag, accessed on June 20, 2014.
4. ↑ ^{a b c} Entry on 1,5-diaminopentane in the GESTIS substance database of the IFA , accessed on February 8, 2017(JavaScript required) .
5. ↑ Wolfgang Legrum: Fragrances, between stink and fragrance , Vieweg + Teubner Verlag (2011) p. 65, ISBN 978-3-8348-1245-2 .