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Key Documents

O0250

Sigma-Aldrich

(±)-Octopamine hydrochloride

≥95%, 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
Beilstein:
3915414
EC Number:
MDL number:
UNSPSC Code:
12352116
PubChem Substance ID:
NACRES:
NA.32

Quality Level

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

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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.

Caution

hygroscopic - handle under Argon

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

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’.

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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)
Ex vivo follicle rupture and in situ zymography in Drosophila
Knapp EM, et al
Bio-protocol, 8(10) (2018)

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