5-(2-Aminoethyl)-4-hydroxypyrocatechinhydrobromid

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

HCID 176170CAS 636-00-0

Grundinformationen

Standard-SMILES
Br.NCCc1cc(O)c(O)cc1O
InChIKey
MLACDGUOKDOLGC-UHFFFAOYSA-N
Summenformel
C8H12BrNO3
Durchschnittliche Molmasse
250,09 g/mol
Monoisotopische Masse
249,00005534

Überblick

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

Namen und Bezeichner

Bevorzugter Name
1,2,4-Benzenetriol, 5-(2-aminoethyl)-, hydrobromide (1:1)
IUPAC
5-(2-aminoethyl)benzene-1,2,4-triol;hydrobromide
Lokaler Name
5-(2-Aminoethyl)-4-hydroxypyrocatechinhydrobromid
Englischer Name
6-HYDROXYDOPAMINE HYDROBROMIDE
Summenformel
C8H12BrNO3
Molmasse
250.09

Namen und Synonyme

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
Weitere Namen anzeigen
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

Datenbank-Bezeichner

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

Eigenschaften

Berechnete Struktureigenschaften

Polarare Oberfläche (TPSA)
86,7 Ų
H-Brücken-Donoren
5
H-Brücken-Akzeptoren
4
Frei drehbare Bindungen
2
Schwere Atome
13

Physikochemische Eigenschaften

Schmelzpunkt
216 · 216-220 °C(lit.)
storage temp.
-20 °C · -20°C
Löslichkeit
DMSO (Slightly), Methanol (Slightly), Water (Slightly)
Aggregatzustand
solid
Farbe
tan to brown
BRN
3713280 · 3713280

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

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.

Gefahrenhinweise

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Sicherheitsdaten

F
3-10
wgk
3
RTECS-Nr.
DC4600000
risk_code
36/37/38
hazard_code
Xi
safety_code
26-36

Chemie und Industrie

Pharmakologische Informationen

MeSH Pharmacological Classification · 2 Einträge

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.

Anwendungen · 2 Einträge

Beschreibung6-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.

Verwenden6-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.

Anbieter50 Anbieter

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
湖南韵邦生物科技股份有限公司85561037 15386497078 · [email protected]
南通飞宇生物科技有限公司0513-68819626 15152877458 · [email protected]
武汉英诺医药科技有限公司+86-027-59232304 15387063101 · [email protected]

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