333-93-7

Basic information

• Product Name: 1,4-Diaminobutane dihydrochloride
• Synonyms: DIAMINOBUTANE DIHYDROCHLORIDE;1,4-BUTANEDIAMINE DIHYDROCHLORIDE;1,4-BUTANEDIAMMONIUM DICHLORIDE;1,4-DIAMINOBUTANE 2HCL;1,4-DIAMINOBUTANE DIHYDROCHLORIDE;1,4-DIAMINOBUTANE HYDROCHLORIDE;PUTRESCINE DIHYDROCHLORIDE;PUTRESCINE HYDROCHLORIDE
• CAS NO: 333-93-7
• Molecular Formula: C₄H₁₄N₂*2Cl
• Molecular Weight: 161.07
• EINECS: 206-375-9
• Product Categories: antibiotic;Heterocyclic Compounds
• Mol File: 333-93-7.mol

Chemical Properties

• Melting Point: 280 °C (dec.)(lit.)
• Boiling Point: 265.47°C (rough estimate)
• Flash Point: 51.7 °C
• Appearance: White/powder
• Density: 1.2524 (rough estimate)
• Vapor Pressure: 2.55mmHg at 25°C
• Refractive Index: 1.6300 (estimate)
• Storage Temp.: 2-8°C
• Solubility: H2O: 100 mg/mL
• Water Solubility: almost transparency
• Sensitive: Hygroscopic
• Stability: Stable, but hygroscopic. Substances to be avoided: strong oxidizing agents. Combustible.
• Merck: 14,7947
• BRN: 3906680
• CAS DataBase Reference: 1,4-Diaminobutane dihydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-Diaminobutane dihydrochloride(333-93-7)
• EPA Substance Registry System: 1,4-Diaminobutane dihydrochloride(333-93-7)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36-37/39
• WGK Germany: 3
• RTECS: EJ7280000
• TSCA: Yes
• Hazardous Substances Data: 333-93-7(Hazardous Substances Data)

Usage

Uses

1. Used in Cell Culture Applications:
1,4-Diaminobutane dihydrochloride is used as a medium component for various cell cultures, including mice ganglia culture, retinal ganglion cell culture, and HCT116 colon carcinoma cells. It serves as an essential nutrient for the growth and maintenance of these cells.
2. Used in Enzyme Assays:
In the field of biochemistry, 1,4-Diaminobutane dihydrochloride is used as a substrate in the ornithine decarboxylase (ODC) assay. This assay is crucial for studying the activity of the enzyme ornithine decarboxylase, which is involved in the synthesis of polyamines, including putrescine.
3. Used in Pharmaceutical Research:
Due to its interaction with trace amine-associated receptors (TAAR6 and TAAR8), 1,4-Diaminobutane dihydrochloride holds potential for pharmaceutical research, particularly in the development of drugs targeting these receptors for various therapeutic applications.
4. Used in Chemical Synthesis:
As a chemical compound, 1,4-Diaminobutane dihydrochloride can be utilized as a starting material or intermediate in the synthesis of various other chemicals and pharmaceuticals, particularly those involving the formation of amines or the modification of existing amine-containing compounds.

Biochem/physiol Actions

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

Purification Methods

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

InChI:InChI=1/C4H12N2.ClH/c5-3-1-2-4-6;/h1-6H2;1H

Upstream product

• 58551-03-4 1-bromo-3-phthalimidopropane-⁽¹⁵⁾N 
• 62146-62-7 (4-aminobutyl)carbamic acid benzyl ester 
• 2482-00-0 agmatine sulphate 
• 139662-50-3 1,6-Diazacyclononadecan-7,19-dion 
• 88192-20-5 4-azidobutan-1-amine 
• 2580-71-4 succinaldehyde dioxime 
• 110-61-2 butanedinitrile 
• 110-60-1 1,4-diaminobutane 
• 67-56-1 methanol 
• 709038-78-8 tetramethylene diammonium galactarate 

Downstream Products

• 5724-81-2 1-pyrroline 
• 505-19-1 piperidazine 
• 31991-78-3 uvariadiamide 
• 5692-23-9 N-(4-aminobutyl)benzamide 
• 110-60-1 1,4-diaminobutane 
• 60890-27-9 1-(3,4-dimethoxyphenyl)-2-(pyrrolidin-2-yl)ethan-1-one 
• 84382-45-6 1-(4-methoxyphenyl)-2-(pyrrolidin-2-yl)ethan-1-one 
• 71294-64-9 norhygrine 
• 62024-31-1 1-phenyl-2-(pyrrolidin-2-yl)ethan-1-one 
• 64929-35-7 3-(4-bromophenyl)-3-oxopropanoic acid 
• 2142-63-4 1-(3-Bromophenyl)ethanone 
• 99-91-2 para-chloroacetophenone 
• 99-02-5 3'-Chloroacetophenone 
• 13422-78-1 3-oxo-3-p-toluoylpropanoic acid 

Relevant articles and documents

Hydrosilane Reduction of Nitriles to Primary Amines by Cobalt-Isocyanide Catalysts

Reduction of nitriles to silylated primary amines was achieved by combination of 1,1,3,3-tetramethyldisiloxane (TMDS) as the hydrosilane and a catalytic amount of Co(OPIV)2 (PIV = COtBu) associated with isocyanide ligands. The resulting silylated amines were subjected to acid hydrolysis or treatment with acid chlorides to give the corresponding primary amines or imides in good yields. One-pot synthesis of primary amides to primary amines with hydrosilanes was also achieved by iron-cobalt dual catalyst systems.

Preparation method and application of functionalized column [5] arene trimer

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Synthesis of poly(galactaramides) from alkylene- and substituted alkylenediammonium galactarates

Polyhydroxypolyamides (PHPAs) represent a class of synthetic polyamides derived from aldaric acid and diamine monomer units. This paper describes the synthesis of some poly(galactaramides), a class of polyhydroxypolyamides, that employs alkylene and subst

Tricyclic nitrogen ring compounds, their production and use

Tricyclic compound of the formula: STR1 wherein ring A is a nitrogen-containing heterocyclic ring, having two nitrogen atoms as the hetero-atoms, which is optionally substituted with oxo or thioxo; ring Q may optionally be substituted; Y is an optionally substituted hydrocarbon group, an optionally substituted hydroxyl group or an optionally substituted mecapto group, excluding for methyl group as Y; R1 is a hydrogen atom, a halogen atom, an optionally substituted hydrocarbon group or an acyl group, or a salt thereof, having excellent PDGF-inhibiting activities, antihypertensive activities, activities of ameliorating renal diseases and activities of lowering lipid level.

1,4-Diaminobutanes from furans: A new synthetic approach to substituted putrescines

A novel approach for the synthesis of (hydroxymethyl)- and (aminomethyl)-putrescines starting with furanmethanols and aminomethyl- furanmethanols is reported. The furans were converted to their 2,5-dimethoxy- tetrahydrofuran derivatives and the latter were ring-opened in acid media. The resulting carbonyl derivatives were isolated as their dioximes and the latter were then reduced to the corresponding amino alcohols.

Curtius rearrangement of ω-azido acid chlorides: Access to the corresponding ω-azido substituted amines and carbamates, useful building blocks for polyamine syntheses

Treatment of ω-azido acid chlorides with trimethylsilyl azide affords ω-azido isocyanates which can be easily converted in good yields to the corresponding ω-azidoamines or ω-azidocarbamates. 1,3- and 1,4-diamine dihydrochlorides can then be prepared by catalytic hydrogenation or reductive alkylation with an organodichloroborane.

The stereochemistry of the enzymic decarboxylation of L-arginine and L-ornithine

The decarboxylation of L-ornithine to yield putrescine, catalyzed by the L-ornithine decarboxylase (EC 4.1.1.17) of E. coli, and the decarboxylation of L-arginine to yield agmatine, catalyzed by the L-arginine decarboxylase (EC 4.1.1.19) of E. coli, take place with retention of configuration.