3-O-Methyldopamine hydrochloride
- CAS No.
- 1477-68-5
- Chemical Name:
- 3-O-Methyldopamine hydrochloride
- Synonyms
- 3-METHOXYTYRAMINE;3-METHOXYTYRAMINE HYDROCHLORIDE;3-METHOXYTYRAMINE HCL;3-Methoxy-p-tyraMine Hydrochloride;4-(2-AMINOETHYL)-2-METHOXYPHENOL HYDROCHLORIDE;AURORA KA-7740;TIMTEC-BB SBB003882;TIMTEC-BB SBB000426;RARECHEM AL BW 0216;Dopamine Impurity 2
- CBNumber:
- CB9853117
- Molecular Formula:
- C9H13NO2.ClH
- Molecular Weight:
- 203.67
- MDL Number:
- MFCD00012902
- MOL File:
- 1477-68-5.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| 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 |
| FDA UNII | 95HIL684P5 |
| UNSPSC Code | 41116107 |
| NACRES | NA.77 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |    GHS02,GHS06,GHS08 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H225-H301+H311+H331-H370 | |||||||||
| Precautionary statements | P210-P280-P301+P310+P330-P302+P352+P312-P304+P340+P311 | |||||||||
| PPE | dust mask type N95 (US), Eyeshields, Gloves | |||||||||
| 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 | |||||||||
| Storage Class | 11 - Combustible Solids | |||||||||
| NFPA 704 |
|
3-O-Methyldopamine hydrochloride price More Price(69)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | M-171 | 3-Methoxytyramine hydrochloride 1.0?mg/mL in methanol (as free base), certified reference material, Cerilliant? | 1477-68-5 | 1mL | $88.2 | 2026-04-30 | Buy |
| Sigma-Aldrich | 65390 | 3-Methoxytyramine hydrochloride 99% (AT) | 1477-68-5 | 250mg | $186 | 2026-04-30 | Buy |
| Sigma-Aldrich | 65390 | 3-Methoxytyramine hydrochloride 99% (AT) | 1477-68-5 | 1g | $197 | 2026-04-30 | Buy |
| Sigma-Aldrich | 1225226 | Dopamine Related Compound B United States Pharmacopeia (USP) Reference Standard | 1477-68-5 | 30MG | $1380 | 2026-04-30 | Buy |
| Cayman Chemical | 20511 | 3-methoxy Tyramine (hydrochloride) ≥98% | 1477-68-5 | 50mg | $36 | 2026-04-30 | Buy |
3-O-Methyldopamine hydrochloride Chemical Properties, Uses, 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
1of4
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Chengdu AiQun Pharmaceutical Technology Co., Ltd. | 028-82393420 18108156287 | 2982653826@qq.com | China | 624 | 58 |
| LEADMEDPHARM CO.,LTD | 13674959855 13674959855 | sales@synthontech.com | China | 3025 | 58 |
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Meryer (Shanghai) Chemical Technology Co., Ltd. | 4006356688 18621169109 | market03@meryer.com | China | 40202 | 62 |
| Beijing HwrkChemical Technology Co., Ltd | 89508211 18501085097 | sales.bj@hwrkchemical.com | China | 9407 | 55 |
| Energy Chemical | 400-0056266 | sales8178@energy-chemical.com | China | 44850 | 61 |
| Wuhan Chemwish Technology Co., Ltd | 86-027-67849912 | sales@chemwish.com | China | 35884 | 56 |
| JinYan Chemicals(ShangHai) Co.,Ltd. | 13817811078 | sales@jingyan-chemical.com | China | 9963 | 60 |
| Shanghai Sinch Parmaceuticals Tech. Co. Ltd. | +86-21-54098501 | sales@sinch.com.cn | China | 11592 | 64 |
| Tetranov Biopharm | 13526569071 | sales@leadmedpharm.com | China | 7881 | 64 |
View Latest Price from 3-O-Methyldopamine hydrochloride manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2026-08-20 | 3-O-Methyldopamine hydrochloride
1477-68-5
|
$1.10 | 1g | 99.0% Min | 100 Tons | Dideu Industries Group Limited | |
 |
2026-03-12 | Dopamine Impurity 4
1477-68-5
|
10mg | 98% | 500mg | ShenZhen H&D Pharmaceutical Technology Co., LTD | ||
 |
2026-03-12 | Dopamine Impurity 4
1477-68-5
|
10mg | 0.98 | 10g | ShenZhen H&D Pharmaceutical Technology Co., LTD |
-
- 3-O-Methyldopamine hydrochloride
1477-68-5
- $1.10
- 99.0% Min
- Dideu Industries Group Limited
-
- Dopamine Impurity 4
1477-68-5
- 98%
- ShenZhen H&D Pharmaceutical Technology Co., LTD
-
- Dopamine Impurity 4
1477-68-5
- $0.00
- 0.98
- ShenZhen H&D Pharmaceutical Technology Co., LTD
1477-68-5 (3-O-Methyldopamine hydrochloride) Related Search:
1of4
