1477-68-5
3-O-Methyldopamine hydrochloride
CAS: 1477-68-5
Molecular Formula: C9H13NO2.ClH
1477-68-5 - Names and Identifiers
1477-68-5 - Physico-chemical Properties
| Molecular Formula | C9H13NO2.ClH |
| Molar Mass | 203.67 |
| Melting Point | 213-215 °C(lit.) |
| Boling Point | 306.8℃ at 760 mmHg |
| Flash Point | 9℃ |
| Appearance | Form crystalline, color white to light brown |
| Storage Condition | -20°C |
| Stability | Stable, but may be light sensitive. Combustible. Incompatible with strong oxidizing agents. |
| Sensitive | Sensitive to light |
| MDL | MFCD00012902 |
| Physical and Chemical Properties | Bioactive 3-Methoxypyramine (3-O-methyl Dopamine, 3MT) hydrochloride, a major extracellular metabolite of dopamine, is a neuromodulator that may be involved in motor control in some cases. |
| Use | An intermediate of dopamine. Calibration of instruments and devices; Evaluation methods; Working standards; Quality assurance/quality control |
1477-68-5 - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S37/39 - Wear suitable gloves and eye/face protection |
| UN IDs | UN1230 - class 3 - PG 2 - Methanol, solution |
| WGK Germany | 3 |
| FLUKA BRAND F CODES | 3-10 |
| HS Code | 29222990 |
| Hazard Class | IRRITANT |
1477-68-5 - Upstream Downstream Industry
1477-68-5 - Nature
| BRN | 3631283 |
Last Update：2024-04-09 20:52:54
1477-68-5 - Uses and synthesis methods
target
Human Endogenous Metabolite
in vitro study
The intensity of the fluorescence developed is in a linear relation to the amount of 3-Methoxytyramine hydrochloride presented in the sample up to at least 1 μg. When a high concentration of dopamine is present in the reaction mixture, there is some reduction in the fluorescence derived from 3-Methoxytyramine hydrochloride.
in vivo studies
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.
production method
It is obtained by reduction of 2-methoxy-4-(2-nitrovinyl) phenol. The mixture of 2-methoxy-4-(2-nitrovinyl) phenol, ethanol, water, zinc powder and hydrochloric acid was heated and refluxed for 3h. Cool down and let stand overnight. Filtration, the filtrate is neutralized with sodium carbonate at about 10 ℃ until pH8-8.5. Filtration, the filtrate is extracted with n-butanol. The extract was distilled under reduced pressure to recover butanol, cooled, and refluxed with hydrogen chloride-methanol for half an hour. Cooling, crystallization, filtration, filter cake washing with methanol, drying at 80 ℃ to obtain 3-O-methyldopamine hydrochloride. Yield 65-70%.
Last Update：2024-04-09 21:01:54
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View History
1477-68-5
13031-41-9
112626-50-3
29206-05-1
10401-11-3
10400-19-8
1314 TN
Levalbuterol Impurity 4 (Levalbuterol Related Compound D)
TITANIUM T-BUTOXIDE
1114596-39-2
13031-41-9
112626-50-3
29206-05-1
10401-11-3
10400-19-8
1314 TN
Levalbuterol Impurity 4 (Levalbuterol Related Compound D)
TITANIUM T-BUTOXIDE
1114596-39-2
Raw Materials for 1477-68-5
Tetrahydrofuran
Dichloromethane
Acetic acid
Potassium carbonate
Triethylamine
Ammonium acetate
Vanillin
Nitromethane
Benzyl chloroformate
1-(4-HYDROXY-3-METHOXYPHENYL)-2-NITROETHENE
2-(4-Hydroxy-3-methoxyphenyl)acetamide
Dichloromethane
Acetic acid
Potassium carbonate
Triethylamine
Ammonium acetate
Vanillin
Nitromethane
Benzyl chloroformate
1-(4-HYDROXY-3-METHOXYPHENYL)-2-NITROETHENE
2-(4-Hydroxy-3-methoxyphenyl)acetamide
Downstream Products for 1477-68-5