6-ヒドロキシドーパミン·臭化水素酸塩

1,2,4-Benzenetriol, 5-(2-aminoethyl)-, hydrobromide (1:1)

HCID 176170CAS 636-00-0

基本情報

標準SMILES
Br.NCCc1cc(O)c(O)cc1O
InChIKey
MLACDGUOKDOLGC-UHFFFAOYSA-N
分子式
C8H12BrNO3
平均分子量
250.09 g/mol
単同位体質量
249.00005534

概要

See also: 6-Hydroxydopamine (annotation moved to); Hydroxydopamine (annotation moved to).

名称と識別子

優先名称
1,2,4-Benzenetriol, 5-(2-aminoethyl)-, hydrobromide (1:1)
IUPAC
5-(2-aminoethyl)benzene-1,2,4-triol;hydrobromide
現地名
6-ヒドロキシドーパミン·臭化水素酸塩
英語名
6-HYDROXYDOPAMINE HYDROBROMIDE
分子式
C8H12BrNO3
分子量
250.09

名称と別名

6-Hydroxydopamine hydrobromide636-00-0Oxidopamine hydrobromideTWC1D4W0WB1,2,4-Benzenetriol, 5-(2-aminoethyl)-, hydrobromideHydrobromide, OxidopamineNSC-238469DTXSID302129721,2,4-BENZENETRIOL, 5-(2-AMINOETHYL)-, HYDROBROMIDE (1:1)RefChem:168921DTXCID60135463211-247-0
名称をさらに表示
5-(2-アミノエチル)ベンゼン-1,2,4-トリオール·臭化水素酸塩6-ヒドロキシドーパミン臭化水素酸塩6-ヒドロキシドーパミン·臭化水素6-ヒドロキシドーパミン·臭化水素酸塩6-ヒドロキシドーパミン 臭化水素酸塩5-(2-アミノエチル)ベンゼン-1,2,4-トリオール・臭化水素酸塩6-ヒドロキシドーパミン・臭化水素酸塩6-ヒドロキシドーパミン・臭化水素6-OHDA (Oxidopamine hydrobromide)Oxidopamine HBr6-OHDA (hydrobromide)6-Hydroxydopamine hydrbromide2,4,5-TrihydroxyphenethylamineKEMPTIDE, SYNTHETIC, >97% PURITYOxidopamine (6-OHDA) hydrobromide6-HYDROXYDOPAMINE HYDROBROMIDE 99%
6-hydroxydopamine hbrOxidopamine (hydrobromide)6-Hydroxydopamine hydrogen bromide6-OHDA HBr5-(2-aminoethyl)benzene-1,2,4-triol hydrobromide2,4,5-Trihydroxyphenethylamine hydrobromideMFCD000128946-OH-DA

データベース識別子

CAS
636-00-0
PubChem CID
176170
DTXSID
DTXSID30212972
ChEMBL
CHEMBL1718398
UNII
TWC1D4W0WB
EC Number
211-247-0

物性

構造計算による物性

極性表面積
86.7 Ų
水素結合供与体数
5
水素結合受容体数
4
回転可能結合数
2
重原子数
13

物理化学的性質

融点
216 · 216-220 °C(lit.)
貯蔵温度
-20 °C · -20°C
溶解性
DMSO(微量)、メタノール(微量)、水(微量)
外見
個体
色
黄褐色から茶色
BRN
3713280 · 3713280

化学的性質

化学的特性beige to brown crystalline powder

安全と法規制

GHS分類

GHS Classification · 4 件

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 40 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

安全データ

F
3-10
wgk
3
rtecs
DC4600000
risk_code
36/37/38
hazard_code
Xi
safety_code
26-36

化学と産業

薬理情報

MeSH Pharmacological Classification · 2 件

Drugs that inhibit the actions of the sympathetic nervous system by any mechanism. The most common of these are the ADRENERGIC ANTAGONISTS and drugs that deplete norepinephrine or reduce the release of transmitters from adrenergic postganglionic terminals (see ADRENERGIC AGENTS). Drugs that act in the central nervous system to reduce sympathetic activity (e.g., centrally acting alpha-2 adrenergic agonists, see ADRENERGIC ALPHA-AGONISTS) are included here.

Drugs that act on adrenergic receptors or affect the life cycle of adrenergic transmitters. Included here are adrenergic agonists and antagonists and agents that affect the synthesis, storage, uptake, metabolism, or release of adrenergic transmitters.

応用分野 · 3 件

説明6-OHDA is a catecholaminergic neurotoxin that has been used to induce dopaminergic lesions and parkinsonian symptoms as a model of Parkinson''s disease in rodents. It induces locomotor impairment in mice and loss of tyrosine hydroxylase-reactive neurons in mouse brain when administered into the substantia nigra, medial forebrain bundle (MFB), or striatum at doses of 9, 6, and 18 μg, respectively. Intracisternal administration of 6-OHDA (200 μg) decreases dopamine and norepinephrine levels in rat brain. It induces apoptosis in primary rat cortical cells and PC12 rat adrenal cells when used at a concentration of 50 μM. 6-OHDA (75 μM) activates caspase-3, -8, and -9 in a time-dependent manner and increases the level of intracellular reactive oxygen species (ROS) in PC12 cells and induces apoptosis in rat substantia nigra when stereotaxically injected into the right MFB.

使用6-Hydroxydopamine is a selective catecholaminergic neurotoxin. Studies show that 6-Hydroxydopamine can be used to create an animal model of Parkinson''s disease as it causes almost complete destruction of nigral dopaminergic neurons and their striatal terminals when injected into the substantia nigra of rats. 6-Hydroxydopamine induces apoptosis in PC12 cells.

一般的な説明Solutions should be freshly prepared and protected from exposure to light.

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