| Identification | Back Directory | [Name]
3-O-Methyldopamine hydrochloride | [CAS]
1477-68-5 | [Synonyms]
AURORA KA-7740
3-METHOXYTYRAMINE
RARECHEM AL BW 0216
TIMTEC-BB SBB000426
TIMTEC-BB SBB003882
2-ethyl-d4-aMine HCl
3-METHOXYTYRAMINE HCL
3-O-Methyldopamine HCL
MethoxytyraMine solution
3-Methoxy-p-tyraMine HCl
2-Methoxytyramine hydrochloride
3-METHOXYTYRAMINE HYDROCHLORIDE
3-O-Methyldopanimehydrochloride
3-O-METHYLDOPAMINE HYDROCHLORIDE
3-Methoxy-p-tyraMine Hydrochloride
3-methoxytyramine Solution, 100ppm
3-METHOXY-4-HYDROXYPHENYLETHYLAMINE
4-HYDROXY-3-METHOXYPHENYLETHYLAMINE
3-MT · HCl, 3-O-MethyldopaMine · HCl
3-Methoxytyramine hydrochloride ,99%
3-Methoxy-4-Hydroxyphenethylamine HCl
3-O-Methyldopamine hydrochloride, 99+%
5-(2-aminoethyl)guaiacol hydrochloride
5-(2-AMINOETHYL)GUAJAKOL HYDROCHLORIDE
3-Methoxytyramine hydrochloride, >=95%
3-O-Methyldopamine hydrochloride, p.a.
3-METHOXY-4-HYDROXYPHENYLETHYLAMINE, HCL
3-O-MethyldopaMine hydrochloride, 99+% 100MG
3-MethoxytyraMine hydrochloride >=99.0% (AT)
4-(2-AMINOETHYL)-2-METHOXYPHENOL HYDROCHLORIDE
4-HYDROXY-3-METHOXYPHENETHYLAMINE HYDROCHLORIDE
3-METHOXY-4-HYDROXY-PHENETHYLAMINE HYDROCHLORIDE
3-O-Methyldopamine hydrochloridene hydrochloride
2-(4-HYDROXY-3-METHOXYPHENYL)ETHYLAMINE HYDROCHLORIDE
Phenol, 4-(2-aminoethyl)-2-methoxy-, hydrochloride (1:1)
4-Hydroxy-3-methoxyphenethylamine hydrochlorideCONTROLLED DRUG CLASS A SCHEDULE 1
3-Methoxy-4-hydroxyphenethylamine hydrochloride, 3-MT, 4-(2-Aminoethyl)-2-methoxyphenol hydrochloride
3-Methoxytyramine hydrochloride,3-MT, 3-Methoxy-4-hydroxyphenethylamine hydrochloride, 4-(2-Aminoethyl)-2-methoxyphenol hydrochloride | [EINECS(EC#)]
216-035-1 | [Molecular Formula]
C9H13NO2.ClH | [MDL Number]
MFCD00060621 | [MOL File]
1477-68-5.mol | [Molecular Weight]
203.67 |
| Chemical Properties | Back Directory | [Appearance]
light beige crystalline solid | [Melting point ]
213-215 °C(lit.)
| [Fp ]
9℃ | [storage temp. ]
−20°C
| [solubility ]
DMSO (Slightly), Methanol (Slightly, Sonicated), Water (Slightly) | [form ]
crystalline
| [color ]
white to light brown
| [Stability:]
Stable, but may be light sensitive. Combustible. Incompatible with strong oxidizing agents. | [BRN ]
3631283 | [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 |
| Hazard Information | Back Directory | [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]
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 |
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