ChemicalBook Product Catalog Organic Chemistry Amides Acyclic polyamines and their derivatives 1,4-Diaminobutane dihydrochloride

1,4-Diaminobutane dihydrochloride

Product Name1,4-Diaminobutane dihydrochloride
CAS333-93-7
MFC4H14Cl2N2
MW161.07
EINECS206-375-9
MOL File333-93-7.mol

Chemical Properties

Melting point	280 °C (dec.)(lit.)
Boiling point	265.47°C (rough estimate)
Density	1.2524 (rough estimate)
vapor pressure	436 Pa ( 25 °C)
refractive index	1.6300 (estimate)
storage temp.	Store below +30°C.
solubility	H₂O: 100 mg/mL
form	powder
color	White
biological source	synthetic (organic)
explosive limit	0.7-11.2% (v/v)
Water Solubility	almost transparency
Sensitive	Hygroscopic
Merck	14,7947
BRN	3906680
Stability	Stable, but hygroscopic. Substances to be avoided: strong oxidizing agents. Combustible.
InChI	1S/C4H12N2.2ClH/c5-3-1-2-4-6;;/h1-6H2;2*1H
InChIKey	XXWCODXIQWIHQN-UHFFFAOYSA-N
SMILES	Cl[H].Cl[H].NCCCCN
CAS DataBase Reference	333-93-7(CAS DataBase Reference)
EPA Substance Registry System	1,4-Diaminobutane dihydrochloride (333-93-7)

Safety Information

Hazard Codes	Xi,Xn
Risk Statements	36/37/38-20/21/22
Safety Statements	26-36-37/39
WGK Germany	3
RTECS	EJ7280000
TSCA	TSCA listed
HS Code	29212900
Storage Class	6.1A - Combustible acute toxic Cat. 1 and 2 very toxic hazardous materials
Hazard Classifications	Acute Tox. 2 Inhalation Acute Tox. 3 Dermal Acute Tox. 4 Oral Eye Dam. 1 Skin Corr. 1B

MSDS

Provider	Language
ACROS	English
SigmaAldrich	English
ALFA	English

Usage And Synthesis

Chemical Properties

white powder

Uses

Putrescine dihydrochloride has been used as medium component in F-12 + GlutaMax medium for mice ganglia culture, retinal ganglion cell culture and in HCT116 colon carcinoma cells for ornithine decarboxylase (ODC) assay.

General Description

Putrescine is an end product of fatty acid metabolism in dead tissues. It is a volatile diamine with pungent odour. It is synthesized by the decarboxylation of ornithine in the presence of enzyme, ornithine decarboxylase. Molecular docking studies reveal the binding of putrescine to human receptors called the trace amine-associated receptors (TAAR6 and TAAR8), present in olfactory epithelium.

Biochem/physiol Actions

Binds to the polyamine modulatory site of the NMDA receptor and potentiates NMDA-induced currents; precursor of spermidine.

Synthesis

A mixture of 880 kg of 1,4-butanediamine and 4990 kg of toluene was prepared in the salt-forming reactor and stirred well. Then, the temperature inside the reactor was controlled at 15C and the reaction pressure was 0.12 MPa, and the hydrogen chloride gas was started to be passed into the reactor through the hydrogen chloride gas blow-in tube at a rate of 370 Nm3/h, and the hydrogen chloride passage was stopped after 3 hours, and the diamine dihydrochloride solution was obtained, and the hydrochloride salt obtained was filtered and dried in a triplex machine to obtain the 1,4-butanediamine dihydrochloride solid.

Purification Methods

Crystallise the salt from EtOH/H2O. [Beilstein 4 IV 1284.]