Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

O0250

Sigma-Aldrich

(±)-Octopamine hydrochloride

≥95%, solid

Synonym(s):

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

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
HOC6H4CH(CH2NH2)OH · HCl
CAS Number:
770-05-8
Molecular Weight:
189.64
Beilstein:
3915414
EC Number:
212-216-4
MDL number:
MFCD00012881
UNSPSC Code:
12352116
PubChem Substance ID:
24277791
NACRES:
NA.32

Quality Level

200

Assay

≥95%

form

solid

color

white to off-white

mp

~170 °C (dec.) (lit.)

solubility

H2O: soluble

SMILES string

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

InChI

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

InChI key

PUMZXCBVHLCWQG-UHFFFAOYSA-N

Gene Information

human ... ADRA1A(148) , ADRA1B(147) , ADRA1D(146) , ADRA2A(150) , ADRA2B(151) , ADRA2C(152)

Looking for similar products? Visit Product Comparison Guide

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.

Caution

hygroscopic - handle under Argon

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H319,H412

Hazard Classifications

Aquatic Chronic 3 - Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
Octopamine controls starvation resistance, life span and metabolic traits in Drosophila
Li Y, et al.
Scientific reports, 6, 35359-35359 (2016)
A circuit node that integrates convergent input from neuromodulatory and social behavior-promoting neurons to control aggression in Drosophila
Watanabe K, et al.
Neuron, 95(5), 1112-1128 (2017)
View All Related Papers

Chromatograms

application for HPLC

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service