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Merck
CN

O0250

(±)-Octopamine hydrochloride

≥95%, α-adrenoceptor agonist, solid

Synonym(s):

α-(Aminomethyl)-4-hydroxybenzyl alcohol hydrochloride, (±)-1-(4-Hydroxyphenyl)-2-amino­ethanol hydrochloride

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About This Item

Linear Formula:
HOC6H4CH(CH2NH2)OH · HCl
CAS Number:
Molecular Weight:
189.64
NACRES:
NA.32
PubChem Substance ID:
UNSPSC Code:
12352116
EC Number:
212-216-4
MDL number:
Beilstein/REAXYS Number:
3915414
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Product Name

(±)-Octopamine hydrochloride, ≥95%, solid

InChI key

PUMZXCBVHLCWQG-UHFFFAOYSA-N

InChI

1S/C8H11NO2.ClH/c9-5-8(11)6-1-3-7(10)4-2-6;/h1-4,8,10-11H,5,9H2;1H

SMILES string

Cl[H].NCC(O)c1ccc(O)cc1

assay

≥95%

form

solid

color

white to off-white

mp

~170 °C (dec.) (lit.)

solubility

H2O: soluble

Quality Level

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General description

Octopamine is a biogenic amine, which functions as a neurotransmitter, neuromodulator and neurohormone. It is used to regulate various behaviors, such as learning, memory and aggression. Octopamine is present in mammalian tissues, human urine and invertebrates.

Application

(±)-Octopamine hydrochloride has been used:
  • for neurotransmitter assays
  • to rupture the encased oocyte into the oviduct
  • to specifically induce dramatic assembly of reflectin
  • to identify central octopamine receptor-expressing neurons (OARNs) involved in aggression in Drosophila

Biochem/physiol Actions

α-adrenoceptor agonist; invertebrate neurotransmitter.

Disclaimer

hygroscopic - handle under Argon

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Aquatic Chronic 3 - Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

监管及禁止进口产品
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T Roeder
Progress in neurobiology, 59(5), 533-561 (1999-10-09)
Octopamine (OA), a biogenic monoamine structurally related to noradrenaline, acts as a neurohormone, a neuromodulator and a neurotransmitter in invertebrates. It is present in relatively high concentrations in neuronal as well as in non-neuronal tissues of most invertebrate species studied.
Characterization of a beta-adrenergic-like octopamine receptor from the rice stem borer (Chilo suppressalis)
Wu SF, et al.
The Journal of Experimental Biology, 215(15), 2646-2652 (2012)
Origin of the reflectin gene and hierarchical assembly of its protein
Guan Z, et al.
Current Biology, 27(18), 2833-2842 (2017)
Past experience shapes sexually dimorphic neuronal wiring through monoaminergic signalling
Bayer EA and Hobert O
Nature, 561(7721), 117-117 (2018)
Advances in Cellular Neurobiology (2013)

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