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Key Documents

858781

Sigma-Aldrich

3,4-Dihydroxybenzylamine hydrobromide

98%

Synonyme(s) :

4-(Aminomethyl)catechol hydrobromide, DHBA hydrobromide

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About This Item

Formule linéaire :
(HO)2C6H3CH2NH2 · HBr
Numéro CAS:
Poids moléculaire :
220.06
Numéro Beilstein :
4002646
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352100
ID de substance PubChem :
Nomenclature NACRES :
NA.22

Niveau de qualité

Pureté

98%

Forme

crystals

Pf

184-186 °C (lit.)

Groupe fonctionnel

amine

Chaîne SMILES 

Br.NCc1ccc(O)c(O)c1

InChI

1S/C7H9NO2.BrH/c8-4-5-1-2-6(9)7(10)3-5;/h1-3,9-10H,4,8H2;1H

Clé InChI

BVFZTXFCZAXSHN-UHFFFAOYSA-N

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Application

<ul>
<li><strong>Oxidative Polymerization of 3,4-Dihydroxybenzylamine:</strong> 3,4-Dihydroxybenzylamine is used in the synthesis of poly[3,4-dihydroxybenzylamine] (PDHBA) by oxidative polymerization, exploring its application as a lower homolog of dopamine for potential use in synthetic pathways and materials science (Petran et al., 2023).</li>
<li><strong>Detection of Urinary Free Metanephrines:</strong> Utilizing 3,4-Dihydroxybenzylamine hydrobromide as an internal standard, this research enhances the detection accuracy of urinary free metanephrines for diagnosing pheochromocytomas and paragangliomas, showcasing its importance in clinical diagnostic applications (Wang et al., 2020).</li>
<li><strong>Development of HPLC-ECD Method:</strong> A study developed an HPLC-ECD method using 3,4-Dihydroxybenzylamine as an internal standard for the analysis of vitamin C in plasma, demonstrating the chemical&rsquo;s utility in enhancing analytical methodologies in biochemical research (Clark and Frank, 2016).</li>
<li><strong>Fluorescence Analysis of Catecholamines:</strong> 3,4-Dihydroxybenzylamine is used as an internal standard to determine catecholamines and related compounds in rat brain tissue, underlining its application in neurochemical analysis and research (Fonseca et al., 2017).</li>
</ul>

Pictogrammes

Exclamation mark

Mention d'avertissement

Warning

Mentions de danger

Classification des risques

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves


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Consulter la Bibliothèque de documents

Sophie Bourcier et al.
European journal of mass spectrometry (Chichester, England), 9(4), 351-360 (2003-08-27)
Our research into neurotransmitters in a biological fluid presented an opportunity to investigate the fragmentations under low collision energy characterising benzyl-amines protonated under electrospray ionisation (ESI) conditions in a triple quadrupole mass spectrometer. In this work we present the breakdown
F Boomsma et al.
Journal of chromatography, 621(1), 82-88 (1993-11-17)
We report a rapid breakdown of dopamine and especially of 3,4-dihydroxybenzylamine, the frequently-used internal standard in catecholamine determinations, in plasma of many but not all animal species. Species investigated were cow, sheep, goat, pig, horse, rabbit, dog, guinea pig, mouse
G Santagostino et al.
Farmaco (Societa chimica italiana : 1989), 46(10), 1217-1223 (1991-10-01)
A simple routine method is described for simultaneous assay of total urinary norepinephrine, epinephrine, dopamine, normetanephrine and metanephrine. An internal standard of 3,4 dihydroxybenzylamine is added to the diluted urine and acidic hydrolysis of the conjugates is followed by reverse-phase
F Boomsma et al.
Journal of cardiovascular pharmacology, 22(2), 198-202 (1993-08-01)
We noted rapid breakdown at 4 degrees and 20 degrees C of dopamine (DA) (but not of (nor)epinephrine and epinine) in pig plasma, but not in human plasma. The enzyme responsible appears to be a semicarbazide-sensitive amine oxidase (SSAO) because
E C Chan et al.
Rapid communications in mass spectrometry : RCM, 14(21), 1959-1964 (2000-11-21)
An assay of norepinephrine (NE), epinephrine (E), dopamine (DA), normetanephrine (NE) and metanephrine (MN) based on high-performance liquid chromatography (HPLC) in combination with atmospheric pressure chemical ionization mass spectrometry (APcI-MS) is described. The catecholamines and metanephrines were extracted from urine

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