6-HydroxyDopamineHydrochloride - Moligand™,≥95% , CAS No.28094-15-7

CAS: 28094-15-7 Cat. No.: H754215 Molecular Weight: 205.64 Beilstein Registry Number: 4274007 EC Number: 248-837-2

GRADE & PURITY Moligand™, ≥95%

Synonyms

2,4,5-Trihydroxyphenethylamine hydrochloride | 2,5-Dihydroxytyramine hydrochloride | 2-(2,4,5-Trihydroxyphenyl)ethylamine hydrochloride | 6-OHDA

Storage

Store at 2-8°C,Protected from light,Argon charged

Shipped In

Wet ice

Overview

6-Hydroxydopamine hydrochloride is a selective catecholaminergic neurotoxin. 6-Hydroxydopamine hydrochloride depletes brain catecholamine levels via uptake and accumulation by a transport mechanism specific to these neurons. Causes almost complete destruction of nigral dopaminergic neurons and their striatal terminals when injected into the substantia nigra of rats, producing an animal model of Parkinson's disease.
A selective catecholaminergic neurotoxin.

Specifications

Synonyms

2, 4, 5-Trihydroxyphenethylamine hydrochloride | 2, 5-Dihydroxytyramine hydrochloride | 2-(2, 4, 5-Trihydroxyphenyl)ethylamine hydrochloride | 6-OHDA

Specifications & Purity

Moligand™, ≥95%

Biochemical and Physiological Mechanisms

Neurotoxin that destroys catecholaminergic terminals.

Storage

Store at 2-8°C, Protected from light, Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Action Type

ACTIVATOR

Purity

≥95%

Names and Identifiers

• Canonical Smiles: C1=C(C(=CC(=C1O)O)O)CCN.Cl
• IUPAC Name: 5-(2-aminoethyl)benzene-1,2,4-triol;hydrochloride
• InChIKey: QLMRJHFAGVFUAC-UHFFFAOYSA-N
• INCHI: 1S/C8H11NO3.ClH/c9-2-1-5-3-7(11)8(12)4-6(5)10;/h3-4,10-12H,1-2,9H2;1H
• Isomeric SMILES: C1=C(C(=CC(=C1O)O)O)CCN.Cl
• WGK Germany: 3
• RTECS: DC4650000
• Molecular Weight: 205.64
• Beilstein: 4274007
• Reaxy-Rn: 4274007
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=4274007&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Phenols
      • Subclass Benzenediols
        • Level5 Catechols
          • Level6 Catecholamines and derivatives

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Phenols
• Subclass: Benzenediols
• Intermediate Tree Nodes: Catechols
• Direct Parent: Catecholamines and derivatives
• Alternative Parents: Phenethylamines Hydroxyquinols and derivatives 2-arylethylamines Aralkylamines 1-hydroxy-2-unsubstituted benzenoids Polyols Organopnictogen compounds Monoalkylamines Hydrochlorides Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Catecholamine - Hydroxyquinol derivative - Phenethylamine - 2-arylethylamine - 1-hydroxy-2-unsubstituted benzenoid - Aralkylamine - Monocyclic benzene moiety - Polyol - Primary amine - Amine - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Primary aliphatic amine - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Hydrochloride - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as catecholamines and derivatives. These are compounds containing 4-(2-Aminoethyl)pyrocatechol [4-(2-aminoethyl)benzene-1,2-diol] or a derivative thereof formed by substitution.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Soluble in water (>50 mg/ml).
• Sensitivity: Hygroscopic；Light sensitive
• Melt Point(°C): 232-233 °C
• Molecular Weight: 205.640 g/mol
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 205.051 Da
• Monoisotopic Mass: 205.051 Da
• Topological Polar Surface Area: 86.700 Ų
• Heavy Atom Count: 13
• Formal Charge: 0
• Complexity: 142.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

XLogP3

References

1. Jiezhou Pan, Haotian Liao, Guidong Gong, Yunxiang He, Qin Wang, Lang Qin, Yaoyao Zhang, Hirotaka Ejima, Blaise L. Tardy, Joseph J. Richardson, Jiaojiao Shang, Orlando J. Rojas, Yong Zeng, Junling Guo.  (2023)  Supramolecular nanoarchitectonics of phenolic-based nanofiller for controlled diffusion of versatile drugs in hydrogels.  JOURNAL OF CONTROLLED RELEASE,      [PMID:37422124] [10.1016/j.jconrel.2023.07.003]

2. Yanlin Chen, Gang Zheng, Yujie Bian, Haiwei Ma, Chenqiang Jin, Zhichao Hu, Haohan Su, Xinli Hu, Zhiyong Qian, Liyan Shen, Wenfei Ni.  (2022)  Hybrid multilayer coating as the psoralen delivery vehicle promoting bone regeneration on titanium mesh scaffolds in a Posterolateral Spinal Fusion model.  Applied Materials Today,      [PMID:] [10.1016/j.apmt.2022.101530]