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770-05-8

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770-05-8 Usage

Chemical Properties

DL-Octopamine hydrochloride is a light-yellow crystalline solid and derived from the dried young fruit of Citrus aurantium L., a plant of the Rutaceae family,It is soluble to 10 mg/ml in PBS, 10 mg/ml in EtOH, and 12 mg/ml in DMSO & DMF. Its use is similar to that of Synflorin HCL. It is an adrenergic alpha-receptor stimulant with vasoconstrictive and hypertensive effects.

Uses

Different sources of media describe the Uses of 770-05-8 differently. You can refer to the following data:
1. Octopamine HCL has the ability to halt catabolism of proteinaceous tissues. It is very important while losing weight to maximize adipose loss while minimizing the loss of muscle and other lean body tissue. Octopamine Hcl (norepinephrine) is best known as an effective ephedrine alternative, claiming to boost energy while reduce weight in bodybuilding industry for weight loss purpose. In addition, many users believe octopamine hcl is a good nootropic compound that makes our brain easy to focus, enhances motivation as a wakefulness promoter.
2. A biogenic amine that is the phenol analog of Noradrenaline. It is a neurosecretory product found in several vertebrates and invertebrates. Adrenergic.

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.

Flammability and Explosibility

Notclassified

Biological Activity

Invertebrate biogenic amine neurotransmitter, related to noradrenalin, that is an adrenoceptor agonist. Stimulates lipolysis in mammalian adipocytes via activation of β 3 receptors. Has dual effect on glucose transport in adipocytes: inhibits transport via β 3 receptor activation but stimulates transport when oxidised by MAO. Also activates human α 2A receptors, inhibiting subsequent cAMP production.

Mode of action

Octopamine hydrochloride is an invertebrate biogenic amine neurotransmitter, related to noradrenalin, that is an adrenoceptor (AR) agonist. Octopamine hydrochloride stimulates lipolysis in mammalian adipocytes via activation of β3-AR receptors. Has dual effect on glucose transport in adipocytes: inhibits transport via β3-AR receptor activation but stimulates transport when oxidised by MAO. Also activates human α2A-AR receptors, inhibiting subsequent cAMP production.

Check Digit Verification of cas no

The CAS Registry Mumber 770-05-8 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 7,7 and 0 respectively; the second part has 2 digits, 0 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 770-05:
(5*7)+(4*7)+(3*0)+(2*0)+(1*5)=68
68 % 10 = 8
So 770-05-8 is a valid CAS Registry Number.
InChI:InChI=1/C8H11NO2/c9-5-8(11)6-1-3-7(10)4-2-6/h1-4,8,10-11H,5,9H2/p+1/t8-/m0/s1

770-05-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name Octopamine hydrochloride

1.2 Other means of identification

Product number -
Other names -

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:770-05-8 SDS

770-05-8Synthetic route

C8H11NO2*C7H8N2O*2ClH

C8H11NO2*C7H8N2O*2ClH

A

octopamine hydrochloride
770-05-8

octopamine hydrochloride

B

N-methylnicotinamide hydrochloride
29711-57-7

N-methylnicotinamide hydrochloride

Conditions
ConditionsYield
at 28℃; Equilibrium constant; Thermodynamic data; association enthalpy: ΔH0 (kcal mol-1) = -2.6 (pH=1); -2.3 (pH=7);
octopamine hydrochloride
770-05-8

octopamine hydrochloride

tert-butyl N-({[(tert-butoxy)carbonyl]amino}methanethioyl)carbamate
145013-05-4

tert-butyl N-({[(tert-butoxy)carbonyl]amino}methanethioyl)carbamate

Conditions
ConditionsYield
With triethylamine; mercury dichloride In DMF (N,N-dimethyl-formamide)99%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

octopamine hydrochloride
770-05-8

octopamine hydrochloride

tert-butyl (2-hydroxy-2-(4-hydroxyphenyl)ethyl)carbamate
126395-31-1

tert-butyl (2-hydroxy-2-(4-hydroxyphenyl)ethyl)carbamate

Conditions
ConditionsYield
With sodium hydrogencarbonate In methanol; water85%
With triethylamine In methanol at 20℃;80%
With sodium hydroxide In water; tert-butyl alcohol at 20℃; for 16h;56%
octopamine hydrochloride
770-05-8

octopamine hydrochloride

N,N'-bis( tert-butoxycarbonyl)-1H-pyrazole-1-carboxamidine
152120-54-2, 862686-58-6, 1143572-00-2

N,N'-bis( tert-butoxycarbonyl)-1H-pyrazole-1-carboxamidine

tert-butyl [(Z)-[(tert-butoxycarbonyl)amino]{[2-hydroxy-2-(4-hydroxyphenyl)ethyl]amino}methylidene]carbamate
1037078-73-1

tert-butyl [(Z)-[(tert-butoxycarbonyl)amino]{[2-hydroxy-2-(4-hydroxyphenyl)ethyl]amino}methylidene]carbamate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 1h;81.4%
N-ethoxycarbonylphthalimide
22509-74-6

N-ethoxycarbonylphthalimide

octopamine hydrochloride
770-05-8

octopamine hydrochloride

4-(2-N-phthaloyl-1-hydroxyethyl)phenol

4-(2-N-phthaloyl-1-hydroxyethyl)phenol

Conditions
ConditionsYield
With sodium carbonate In water81%
octopamine hydrochloride
770-05-8

octopamine hydrochloride

4-O-(β-D-galactopyranosyl)-N-chloroacetyl-β-D-glucopyranosylamine
183583-61-1

4-O-(β-D-galactopyranosyl)-N-chloroacetyl-β-D-glucopyranosylamine

N-{N-[DL-2-hydroxy-2-(4-hydroxyphenyl)ethyl]glycyl}-4-O-(β-D-galactopyranosyl)-β-D-glucopyranosylamine

N-{N-[DL-2-hydroxy-2-(4-hydroxyphenyl)ethyl]glycyl}-4-O-(β-D-galactopyranosyl)-β-D-glucopyranosylamine

Conditions
ConditionsYield
With triethylamine In methanol; dimethyl sulfoxide at 70℃; for 22h; Alkylation;79%
octopamine hydrochloride
770-05-8

octopamine hydrochloride

(Z)-tert-butyl (((tert-butoxycarbonyl)imino)(1H-pyrazol-1-yl)methyl)carbamate
152120-54-2, 862686-58-6, 1143572-00-2

(Z)-tert-butyl (((tert-butoxycarbonyl)imino)(1H-pyrazol-1-yl)methyl)carbamate

tert-butyl [(Z)-[(tert-butoxycarbonyl)amino]{[2-hydroxy-2-(4-hydroxyphenyl)ethyl]amino}methylidene]carbamate
1037078-73-1

tert-butyl [(Z)-[(tert-butoxycarbonyl)amino]{[2-hydroxy-2-(4-hydroxyphenyl)ethyl]amino}methylidene]carbamate

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 20℃; for 1h;73%
2,3-dihydroxybenzaldehyde
24677-78-9

2,3-dihydroxybenzaldehyde

octopamine hydrochloride
770-05-8

octopamine hydrochloride

C15H15NO4

C15H15NO4

Conditions
ConditionsYield
With triethylamine In methanol at 20℃; for 3h;70.2%
N-butoxycarbonyl-(L)-valine

N-butoxycarbonyl-(L)-valine

octopamine hydrochloride
770-05-8

octopamine hydrochloride

E-L-Val-p-(2-aminoethenyl)phenol

E-L-Val-p-(2-aminoethenyl)phenol

Conditions
ConditionsYield
Stage #1: N-butoxycarbonyl-(L)-valine; octopamine hydrochloride With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 25℃;
Stage #2: With pyridine; acetic anhydride at 100℃; for 1h; Further stages;
69%
octopamine hydrochloride
770-05-8

octopamine hydrochloride

phenol
108-95-2

phenol

4,4'-(2-amino-ethylidene)-di-phenol; hydrochloride
3516-08-3

4,4'-(2-amino-ethylidene)-di-phenol; hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In Dimethyl ether at 100℃;68%
palmitic anhydride
623-65-4

palmitic anhydride

octopamine hydrochloride
770-05-8

octopamine hydrochloride

hexadecanoic acid 2-hexadecanoylamino-1-(4-hexadecanoyloxy-phenyl)-ethyl ester

hexadecanoic acid 2-hexadecanoylamino-1-(4-hexadecanoyloxy-phenyl)-ethyl ester

Conditions
ConditionsYield
With pyridine at 100℃; for 2.5h;66%
carbon disulfide
75-15-0

carbon disulfide

octopamine hydrochloride
770-05-8

octopamine hydrochloride

methyl iodide
74-88-4

methyl iodide

dihydrotridentatol C

dihydrotridentatol C

Conditions
ConditionsYield
With TEA In chloroform for 3h; Heating;52%
octopamine hydrochloride
770-05-8

octopamine hydrochloride

3-Formylchromone
17422-74-1

3-Formylchromone

C18H15NO4

C18H15NO4

Conditions
ConditionsYield
With triethylamine In methanol37.6%
4-[4-(3-Oxobutyl)phenoxy]butanoic acid, ethyl ester
174884-23-2

4-[4-(3-Oxobutyl)phenoxy]butanoic acid, ethyl ester

octopamine hydrochloride
770-05-8

octopamine hydrochloride

10-O-[3-(ethoxycarbonyl)propyl]ractopamine ether
911196-28-6

10-O-[3-(ethoxycarbonyl)propyl]ractopamine ether

Conditions
ConditionsYield
Stage #1: 4-[4-(3-Oxobutyl)phenoxy]butanoic acid, ethyl ester; octopamine hydrochloride With sodium cyanoborohydride; triethylamine In methanol at 50℃;
Stage #2: With hydrogenchloride In water
28%
(1S)-10-camphorsulfonic acid
3144-16-9

(1S)-10-camphorsulfonic acid

octopamine hydrochloride
770-05-8

octopamine hydrochloride

(-)-2-amino-1-(4-hydroxyphenyl)ethanol (1S)-(+)camphor-10-sulphonate
1830-39-3

(-)-2-amino-1-(4-hydroxyphenyl)ethanol (1S)-(+)camphor-10-sulphonate

Conditions
ConditionsYield
With Dowex 50W-X8 In ethanol at 4℃; for 12h;26.7%
(1S)-10-camphorsulfonic acid
3144-16-9

(1S)-10-camphorsulfonic acid

octopamine hydrochloride
770-05-8

octopamine hydrochloride

(+)-2-amino-1-(4-hydroxyphenyl)ethanol (1S)-(+)camphor-10-sulphonate
1693-64-7

(+)-2-amino-1-(4-hydroxyphenyl)ethanol (1S)-(+)camphor-10-sulphonate

Conditions
ConditionsYield
With Dowex 50W-X8 In ethanol at 4℃; for 12h;20%
3,3-diphenyl-2-propenal
1210-39-5

3,3-diphenyl-2-propenal

octopamine hydrochloride
770-05-8

octopamine hydrochloride

4-{2-[3,3-Diphenyl-prop-2-en-(E)-ylideneamino]-1-hydroxy-ethyl}-phenol

4-{2-[3,3-Diphenyl-prop-2-en-(E)-ylideneamino]-1-hydroxy-ethyl}-phenol

Conditions
ConditionsYield
With sodium hydrogencarbonate
octopamine hydrochloride
770-05-8

octopamine hydrochloride

4-amino-3,6-disulfo-1,8-naphthaldehyde anhydride dipotassium salt
79539-35-8

4-amino-3,6-disulfo-1,8-naphthaldehyde anhydride dipotassium salt

C20H14N2O10S2(2-)*2K(1+)

C20H14N2O10S2(2-)*2K(1+)

Conditions
ConditionsYield
In water Heating; pH 5, Li(1+)/H(1+) acetate buffer;
octopamine hydrochloride
770-05-8

octopamine hydrochloride

N-methylnicotinamide hydrochloride
29711-57-7

N-methylnicotinamide hydrochloride

C8H11NO2*C7H8N2O*2ClH

C8H11NO2*C7H8N2O*2ClH

Conditions
ConditionsYield
at 28℃; Equilibrium constant; Thermodynamic data; association enthalpy: ΔH0 (kcal mol-1) = -2.6 (pH=1); -2.3 (pH=7);
octopamine hydrochloride
770-05-8

octopamine hydrochloride

(+)p-octopamine hydrochloride
770-05-8, 4502-14-1, 19462-08-9

(+)p-octopamine hydrochloride

octopamine hydrochloride
770-05-8

octopamine hydrochloride

(-)p-octopamine hydrochloride
19462-08-9

(-)p-octopamine hydrochloride

octopamine hydrochloride
770-05-8

octopamine hydrochloride

benzoyl chloride
98-88-4

benzoyl chloride

N-benzoyloctopamine
115722-49-1

N-benzoyloctopamine

Conditions
ConditionsYield
With pyridine Yield given;
2-bromoisovanillin
2973-59-3

2-bromoisovanillin

octopamine hydrochloride
770-05-8

octopamine hydrochloride

p-hydroxy-α-(2-bromo-5-hydroxy-4-methoxybenzylaminomethyl)benzyl alcohol

p-hydroxy-α-(2-bromo-5-hydroxy-4-methoxybenzylaminomethyl)benzyl alcohol

Conditions
ConditionsYield
With sodium tetrahydroborate; sodium hydrogencarbonate 1.) MeOH, 50 deg C, 2 h, 2.) r.t., 1 h; Yield given. Multistep reaction;
octopamine hydrochloride
770-05-8

octopamine hydrochloride

serin
302-84-1

serin

Conditions
ConditionsYield
With dihydrogen peroxide; ozone 1.) H2O; Yield given. Multistep reaction;
potassium thioacyanate
333-20-0

potassium thioacyanate

octopamine hydrochloride
770-05-8

octopamine hydrochloride

DL-3-Thiocyanatooctopamin

DL-3-Thiocyanatooctopamin

Conditions
ConditionsYield
(i) Cl2, AcOH, (ii) /BRN= 3915414/; Multistep reaction;
BOC-glycine
4530-20-5

BOC-glycine

octopamine hydrochloride
770-05-8

octopamine hydrochloride

{[2-hydroxy-2-(4-hydroxy-phenyl)-ethylcarbamoyl]-methyl}-carbamic acid tert-butyl ester

{[2-hydroxy-2-(4-hydroxy-phenyl)-ethylcarbamoyl]-methyl}-carbamic acid tert-butyl ester

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide In dichloromethane; N,N-dimethyl-formamide at 25℃; for 17h; Acylation;
octopamine hydrochloride
770-05-8

octopamine hydrochloride

2-benzyl-3-chloro-3-phenyl-2,3-dihydroisoindol-1-one
237769-24-3

2-benzyl-3-chloro-3-phenyl-2,3-dihydroisoindol-1-one

2-benzyl-3-[2-hydroxy-2-(4-hydroxyphenyl)ethylamino]-3-phenyl-2,3-dihydroisoindol-1-one

2-benzyl-3-[2-hydroxy-2-(4-hydroxyphenyl)ethylamino]-3-phenyl-2,3-dihydroisoindol-1-one

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide at 20℃; for 20h;0.27 g
octopamine hydrochloride
770-05-8

octopamine hydrochloride

Mmt-chloride
383401-15-8

Mmt-chloride

C31H31NO4S
865871-05-2

C31H31NO4S

Conditions
ConditionsYield
With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 0.833333h;
octopamine hydrochloride
770-05-8

octopamine hydrochloride

tridentatol C

tridentatol C

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 52 percent / TEA / CHCl3 / 3 h / Heating
2: DDQ / CHCl3 / 3 h / Heating
View Scheme
octopamine hydrochloride
770-05-8

octopamine hydrochloride

Hexadecanoic acid [(E)-2-(4-hydroxy-phenyl)-vinyl]-amide

Hexadecanoic acid [(E)-2-(4-hydroxy-phenyl)-vinyl]-amide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 66 percent / pyridine / 2.5 h / 100 °C
2: 43 percent / potassium carbonate; dimethyl sulfoxide / dimethylformamide / 5 h / 100 °C
View Scheme

770-05-8Upstream product

770-05-8Relevant articles and documents

The Resolution and Absolute Configuration by X-Ray Crystallography of the Isomeric Octopamines and Synephrines

Midgley, John M.,Thonoor, Mohan C.,Drake, Alex F.,Williams, Clyde M.,Koziol, Anna E.,Palenik, Gus J.

, p. 963 - 970 (2007/10/02)

Racemates of the naturally occuring biogenic amines, o-, m-, and p-octopamine and p-synephrine, have been resolved by the preparation of suitable diastereomeric salts with antipodes of appropriate organic acids.The circular dichroism (c.d.) curves of (-)-m-octopamine hydrochloride and (-)-m-synephrine hydrochloride were superimposable and of opposite sign to those of the corresponding (-)-p-derivatives.X-ray crystallography of the (-)-3-bromocamphor-8-sulphonate salt of (-)-p-synephrine confirmed (for the first time by direct means in this series of compounds) that the absolute configuration of (-)-p-synephrine is R.It is concluded from the c.d. data that the absolute configuration of (-)-p-octopamine is also R.

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