3-O-Methyldopamine hydrochloride

Product Name: 3-O-Methyldopamine hydrochloride
CAS No.: 1477-68-5
Chemical Name: 3-O-Methyldopamine hydrochloride
Synonyms: 3-METHOXYTYRAMINE;3-METHOXYTYRAMINE HYDROCHLORIDE;3-Methoxy-p-tyraMine Hydrochloride;4-(2-AMINOETHYL)-2-METHOXYPHENOL HYDROCHLORIDE;3-METHOXYTYRAMINE HCL;AURORA KA-7740;TIMTEC-BB SBB003882;TIMTEC-BB SBB000426;RARECHEM AL BW 0216;Dopamine Impurity 2
CBNumber: CB9853117
Molecular Formula: C9H13NO2.ClH
Formula Weight: 203.67
MOL File: 1477-68-5.mol

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3-O-Methyldopamine hydrochloride Property

Melting point:: 213-215 °C(lit.)
Flash point:: 9℃
storage temp.: -20°C
solubility: DMSO (Slightly), Methanol (Slightly, Sonicated), Water (Slightly)
form: crystalline
color: white to light brown
BRN: 3631283
Stability:: Stable, but may be light sensitive. Combustible. Incompatible with strong oxidizing agents.
InChI: InChI=1S/C9H13NO2.ClH/c1-12-9-6-7(4-5-10)2-3-8(9)11;/h2-3,6,11H,4-5,10H2,1H3;1H
InChIKey: AWRIOTVUTPLWLF-UHFFFAOYSA-N
SMILES: C1(OC)C(O)=CC=C(CCN)C=1.Cl

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-36-37/39
RIDADR: UN1230 - class 3 - PG 2 - Methanol, solution
WGK Germany: 3
F: 3-10
HazardClass: IRRITANT
HS Code: 29222990

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H225Highly Flammable liquid and vapour

H370Causes damage to organs

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: M-171
Product name: 3-Methoxytyramine hydrochloride
Purity: 1.0?mg/mL in methanol (as free base), certified reference material, Cerilliant?
Packaging: 1mL
Price: $84.2
Updated: 2025/07/31

Sigma-Aldrich

Product number: 65390
Product name: 3-Methoxytyramine hydrochloride
Purity: 99% (AT)
Packaging: 250mg
Price: $174
Updated: 2025/07/31

Sigma-Aldrich

Product number: 65390
Product name: 3-Methoxytyramine hydrochloride
Purity: 99% (AT)
Packaging: 1g
Price: $185
Updated: 2025/07/31

Sigma-Aldrich

Product number: 1225226
Product name: Dopamine Related Compound B
Purity: United States Pharmacopeia (USP) Reference Standard
Packaging: 30MG
Price: $1290
Updated: 2025/07/31

Cayman Chemical

Product number: 20511
Product name: 3-methoxy Tyramine (hydrochloride)
Purity: ≥98%
Packaging: 50mg
Price: $32
Updated: 2024/03/01

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3-O-Methyldopamine hydrochloride Chemical Properties,Usage,Production

Chemical Properties

light beige crystalline solid

Uses

3-Methoxy-p-tyramine is a major metabolite of Dopamine (D533780); product of catechol O-methyltransferase.

General Description

3-Methoxytyramine is a metabolite of dopamine, a catecholamine which acts as a neurotransmitter for dopamine receptors and a neurohormone for regulation of numerous brain functions. 3-Methoxytyramine levels can serve as a biomarker for the diagnosis of neuroendocrine tumors such as pheochromocytoma or paraganglioma. This certified solution standard is suitable for LC/MS applications in diagnostic testing, endocrinology, and clinical chemistry.

Biochem/physiol Actions

Major metabolite of dopamine; product of catechol O-methyltransferase.

Synthesis

528594-30-1

1477-68-5

General procedure for the synthesis of 4-(2-aminoethyl)-2-methoxyphenol hydrochloride from 2-methoxy-4-(2-nitroethyl)phenol: 2-methoxy-4-(2-nitroethyl)phenol (8 g, 40.6 mmol), ethyl acetate, and concentrated hydrochloric acid were added to a reaction flask and heated to 70 °C. Activated zinc powder (35.0 g, 546.5 mmol) was slowly added under vigorous stirring, followed by slow cooling to 50 °C. After the addition of zinc powder, the reaction was continued for 3 h, during which vigorous stirring was maintained and the reaction progress was monitored by TLC. After completion of the reaction, it was cooled to room temperature and filtered to remove the excess zinc powder. The filtrate was dried with anhydrous sodium sulfate, and the filtrate was collected after filtration again and concentrated to give the oily product 4-(2-aminoethyl)-2-methoxyphenol (6.7 g, 40.0 mmol). To the oily product was added 4 M hydrochloric acid-methanol solution, shaken well and then frozen at -20 °C for 2 hours. Filtration gave the precipitated solid, 3-methoxy-4-hydroxyphenethylamine hydrochloride (6 g, yield about 72%).

in vivo

The extracellular DA metabolite 3-Methoxytyramine hydrochloride (3-MT) induces significant behavioral activation in DDD mice. This activity however, is mostly presented as a set of disorganized abnormal movements that includes tremor, head bobbing, straub tail, grooming and abnormal orofacial movements rather than normal forward activity. No effect is observed when 3-Methoxytyramine hydrochloride is infused at doses below 9 μg, at 9 μg and higher doses 3-Methoxytyramine hydrochloride dose-dependently causes transient behavioral activation with a complex set of behaviors. In particular, transient hyperactivity and stereotypy, sniffing, grooming, rearing and mild abnormal involuntary movements (AIMs) at the level of limbs is observed after infusion of 9 μg of 3-Methoxytyramine hydrochloride. Similar behaviors are also observed after 18 μg of 3-Methoxytyramine hydrochloride with the additional appearance of tremor as well as oral and whole body AIMs^[1].

IC 50

Human Endogenous Metabolite

References

[1] Patent: CN105481849, 2016, A. Location in patent: Paragraph 0251; 0252; 0253; 0254; 0257
[2] Organic Letters, 2016, vol. 18, # 15, p. 3542 - 3545

3-O-Methyldopamine hydrochloride Preparation Products And Raw materials

Raw materials

ZINC Benzyl chloride Nitromethane N,N-Dimethylformamide Potassium carbonate Triethylamine Palladium 1-(4-HYDROXY-3-METHOXYPHENYL)-2-NITROETHENE Tetrahydrofuran Lithium Aluminum Hydride Dichloromethane Benzyl chloroformate Acetic acid Methanol Vanillin Ammonium acetate

Preparation Products

Dopamine

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3-O-Methyldopamine hydrochloride Suppliers

Austria 1 Belgium 1 Canada 2 China 175 Europe 3 France 1 Germany 2 India 5 Japan 2 South Korea 1 Switzerland 2 Ukraine 1 United Kingdom 7 United States 28 Global 231

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View Lastest Price from 3-O-Methyldopamine hydrochloride manufacturers

ShenZhen H&D Pharmaceutical Technology Co., LTD

Product: Dopamine Impurity 4 1477-68-5
Price: US $0.00/mg
Min. Order: 10mg
Purity: 0.98
Supply Ability: 10g
Release date: 2024-04-03

ShenZhen H&D Pharmaceutical Technology Co., LTD

Product: Dopamine Impurity 4 1477-68-5
Price: US $0.00-0.00/mg
Min. Order: 10mg
Purity: 98%
Supply Ability: 500mg
Release date: 2024-07-11

Career Henan Chemical Co

Product: 3-O-Methyldopamine hydrochloride 1477-68-5
Price: US $3.00/KG
Min. Order: 3KG
Purity: 98%
Supply Ability: 1kg,5kg,100kg
Release date: 2019-08-26

1477-68-5, 3-O-Methyldopamine hydrochlorideRelated Search:

4-O-METHYLDOPAMINE HYDROCHLORIDE 98%,4-Methoxytyramine hydrochloride, 4-O-Methyldopamine hydrochloride,4-O-METHYLDOPAMINE HYDROCHLORIDE Protopine HYDRASTININE HCL(RG) BRUCINE SULFATE BERBERINE CHLORIDE Coptisine chloride 3,4-Dibenzyloxyphenethylamine hydrochloride Palmatine chloride 3,4-METHYLENEDIOXYPHENETHYLAMINE HYDROCHLORIDE (+)-Bicuculline NALORPHINE HYDROCHLORIDE 6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride D-TUBOCURARINE CHLORIDE (+/-)-Verapamil hydrochloride 10,11-Dimethoxystrychnine Tetrahydropapaverine hydrochloride DL-LAUDANOSINE 3,4-Dimethoxyphenethylamine

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RARECHEM AL BW 0216

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5-(2-AMINOETHYL)GUAJAKOL HYDROCHLORIDE

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5-(2-aminoethyl)guaiacol hydrochloride

3-Methoxy-4-Hydroxyphenethylamine HCl

3-O-Methyldopamine hydrochloride, 99+%

2-(4-HYDROXY-3-METHOXYPHENYL)ETHYLAMINE HYDROCHLORIDE

AURORA KA-7740

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MethoxytyraMine solution

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3-MethoxytyraMine hydrochloride >=99.0% (AT)

3-methoxytyramine Solution, 100ppm

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4-HYDROXY-3-METHOXYPHENYLETHYLAMINE

2-Methoxytyramine hydrochloride

3-O-MethyldopaMine hydrochloride, 99+% 100MG

3-Methoxy-p-tyraMine Hydrochloride

3-MT · HCl, 3-O-MethyldopaMine · HCl

Phenol, 4-(2-aminoethyl)-2-methoxy-, hydrochloride (1:1)

3-Methoxytyramine hydrochloride ,99%

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Dopamine Impurity 2

3-Methoxytyramine hydrochloride salt

Methoxytyramine in Methanol

3-O-Methyldopamine hydrochloride ISO 9001：2015 REACH

5-(2-Aminoethyl)guajakolhydrochlorid

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3-O Methyl dopamine HydrochlorideQ: What is 3-O Methyl dopamine Hydrochloride Q: What is the CAS Number of 3-O Methyl dopamine Hydrochloride Q: What is the storage condition of 3-O Methyl dopamine Hydrochloride Q: What are the applications of 3-O Methyl dopamine Hydrochloride

3-O-Methyldopamine hydrochloride 1477-68-5

Phenol, 4-(2-aminoethyl)-2-methoxy-, HCl

Dopamine Impurity 2(Dopamine EP Impurity B HCl)

Reference material for methoxymethyl amine solution in methanol

3-Methoxy-p-tyramine Hydrochloride/3-O-Methyldopamine hydrochloride

3-Methoxy-p-tyramine Hydrochloride in Methanol(as free base)

3-Methoxytyramine hydrochloride, 10 mM in DMSO

Dopamine Related Compound B

3-Methoxytyramine hydrochloride - [M72210]

4-(2-(amino-d2)ethyl-2,2-d2)-2-methoxyphenol

2-methoxy-4- (2-aminoethyl) phenol