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Key Documents

858781

Sigma-Aldrich

3,4-Dihydroxybenzylamine hydrobromide

98%

Synonym(s):

4-(Aminomethyl)catechol hydrobromide, DHBA hydrobromide

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About This Item

Linear Formula:
(HO)2C6H3CH2NH2 · HBr
CAS Number:
Molecular Weight:
220.06
Beilstein:
4002646
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

form

crystals

mp

184-186 °C (lit.)

SMILES string

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

InChI key

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>

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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R Surtees et al.
Analytical biochemistry, 181(2), 331-335 (1989-09-01)
A method for the measurement of S-adenosylmethionine in cerebrospinal fluid and brain using high-performance liquid chromatography with electrochemical detection is described. The method is based upon the catechol O-methyltransferase-catalyzed methylation of dihydroxybenzylamine to its 3- and 4-methoxy derivatives and measurement
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
C Gerin et al.
Journal of neuroscience methods, 66(2), 81-92 (1996-06-01)
The aim of the microdialysis technique is to reflect as closely as possible the status and fluctuations of substances contained in the extracellular space. Most often, microdialysis is performed with repetitively implanted probes. We have recently devised an experimental set-up
M Sugumaran
Pigment cell research, 8(5), 250-254 (1995-10-01)
Dopamine and related compounds are known to be toxic to melanoma cells. Some of their toxicity may be related, in part, to the oxidation products generated from them upon their interaction with melanogenic enzymes. In this paper, we present our
Y Ikarashi et al.
Journal of chromatography. A, 718(2), 267-272 (1995-12-22)
A novel carbon material, plastic formed carbon (PFC), was prepared by mixing various amounts of pure graphite with an organic binder and pyrolysing the mixture to a "glassy carbon" at a modest final temperature of 1000-1400 degrees C. This preparation

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