Octopamine hydrochloride

Names

[ CAS No. ]:
770-05-8

[ Name ]:
Octopamine hydrochloride

[Synonym ]:
Benzenemethanol, α-(aminomethyl)-4-hydroxy-, hydrochloride (1:1)
Octopamine hydrochloride
4-(2-amino-1-hydroxyethyl)phenol hydrochloride
Octopamine HCL
UNII:37YAS5L9HQ
(±)-Octopamine hydrochloride
DL-Octopamine hydrochloride
EINECS 212-216-4
MFCD00012881
4-(2-Amino-1-hydroxyethyl)phenol hydrochloride (1:1)
Octopamine (hydrochloride)

Biological Activity

[Description]:

Octopamine Hydrochloride is an endogenous biogenic amine that is closely related to norepinephrine, and has effects on the adrenergic and dopaminergic systems.Target: Dopamine Receptor; Adrenergic ReceptorOctopamine is present in relatively high concentrations in neuronal as well as in non-neuronal tissues of most invertebrate species studied, and modulates almost every physiological process. Octopamine acts as neurohormone including desensitization of sensory inputs, influence on learning and memory, or regulation of the mood of the animal in the central nervous system. Octopamine is the only neuroactive non-peptide transmitter whose physiological role is restricted to invertebrates, and all octopamine receptors belong to the family of G-protein coupled receptors [1].Octopamine (10 μM) injected into the mushroom body (MB) calyces or the antennal lobe but not the lateral protocerebral lobe produces a lasting, pairing-specific enhancement of extension of the proboscis. Octopamine (10 μM) injected into the MB calyces results in an additional pairing-specific effect, because it does not lead to an acquisition but a consolidation after conditioning [2]. Octopamine treatment significantly elevates levels of octopamine in the brain and caused a significant dose-dependent increase in the number of new foragers. Octopamine treatment is effective only when given to bees old enough to forage, i.e., older than 4 days of age. Octopamine influences division of labor in honey bee colonies [3].

[Related Catalog]:

Signaling Pathways >> GPCR/G Protein >> Adrenergic Receptor

Natural Products >> Others

Research Areas >> Neurological Disease

[References]

[1]. Roeder, T., Octopamine in invertebrates. Prog Neurobiol, 1999. 59(5): p. 533-61.

[2]. Hammer, M. and R. Menzel, Multiple sites of associative odor learning as revealed by local brain microinjections of octopamine in honeybees. Learn Mem, 1998. 5(1-2): p. 146-56.

[3]. Schulz, D.J. and G.E. Robinson, Octopamine influences division of labor in honey bee colonies. J Comp Physiol A, 2001. 187(1): p. 53-61.

[Related Small Molecules]

Chemical & Physical Properties

[ Boiling Point ]:
360.7ºC at 760 mmHg

[ Melting Point ]:
~170 °C (dec.)(lit.)

[ Molecular Formula ]:
C₈H₁₂ClNO₂

[ Molecular Weight ]:
189.639

[ Flash Point ]:
172ºC

[ Exact Mass ]:
189.055649

[ PSA ]:
66.48000

[ LogP ]:
1.88660

[ Storage condition ]:
Desiccate at RT

[ Stability ]:
Stable.

[ Water Solubility ]:
soluble

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302 + H312 + H332

[ Precautionary Statements ]:
P280

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xn:Harmful

[ Risk Phrases ]:
R20/21/22

[ Safety Phrases ]:
S36

[ RIDADR ]:
3249

[ WGK Germany ]:
3

[ Packaging Group ]:
III

[ Hazard Class ]:
6.1(b)

[ HS Code ]:
2922199090

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2922199090

[ Summary ]:
2922199090. other amino-alcohols, other than those containing more than one kind of oxygen function, their ethers and esters; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

Articles

Selective inhibition of adenylyl cyclase by octopamine via a human cloned alpha 2A-adrenoceptor.

Br. J. Pharmacol. 122 , 191-198, (1997)

1. In this study we have compared the abilities of the enantiomers of the structural isomers of the phenolamines, octopamine and synephrine, and the catecholamines, noradrenaline and adrenaline, to co...

Octopamine in invertebrates.

Prog. Neurobiol. 59 , 533, (1999)

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 concentr...

Octopamine receptors in the honey bee and locust nervous system: pharmacological similarities between homologous receptors of distantly related species.

Br. J. Pharmacol. 130 , 587-594, (2000)

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...