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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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$135.00
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$248.00

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1 G
$62.60
5 G
$135.00
10 G
$248.00

About This Item

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

$62.60

Available to ship onApril 29, 2025Details

Request a Bulk Order

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)

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General description

Octopamine is a biogenic amine, which functions as a neurotransmitter, neuromodulator and neurohormone.[1] It is used to regulate various behaviors, such as learning, memory and aggression.[2] Octopamine is present in mammalian tissues, human urine and invertebrates.[3]

Application

(±)-Octopamine hydrochloride has been used:
  • for neurotransmitter assays[4]
  • to rupture the encased oocyte into the oviduct[5]
  • to specifically induce dramatic assembly of reflectin[6]
  • to identify central octopamine receptor-expressing neurons (OARNs) involved in aggression in Drosophila[7]

Biochem/physiol Actions

α-adrenoceptor agonist; invertebrate neurotransmitter.

Caution

hygroscopic - handle under Argon

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H319,H412

Hazard Classifications

Aquatic Chronic 3 - Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN1722
BCCL1279
WXBF1751V
BCCH0825
BCCF1039

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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)
J Degen et al.
British journal of pharmacology, 130(3), 587-594 (2000-05-24)
Honey bees are perhaps the most versatile models to study the cellular and pharmacological basis underlying behaviours ranging from learning and memory to sociobiology. For both aspects octopamine (OA) is known to play a vital role. The neuronal octopamine receptor
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.
Ex vivo follicle rupture and in situ zymography in Drosophila
Knapp EM, et al
Bio-protocol, 8(10) (2018)
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Chromatograms

application for HPLC

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