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| | 3,4-Dimethoxyphenethylamine Basic information |
| | 3,4-Dimethoxyphenethylamine Chemical Properties |
| Melting point | 12-15 °C | | Boiling point | 188 °C15 mm Hg(lit.) | | density | 1.074 g/mL at 25 °C(lit.) | | vapor pressure | 0.348-0.348Pa at 25℃ | | refractive index | n20/D 1.546(lit.) | | Fp | >230 °F | | storage temp. | Refrigerator | | solubility | Chloroform (Slightly), Methanol (Slightly) | | form | Viscous Liquid | | pka | 9.74±0.10(Predicted) | | Specific Gravity | 1.10 | | color | Clear light yellow to orange or slightly brownish | | PH | 11.4 (100g/l, H2O, 20℃) | | explosive limit | 0.1-1.7%(V) | | Water Solubility | SOLUBLE | | Sensitive | Air Sensitive | | InChIKey | ANOUKFYBOAKOIR-UHFFFAOYSA-N | | LogP | 0.77 | | CAS DataBase Reference | 120-20-7(CAS DataBase Reference) | | NIST Chemistry Reference | Benzeneethanamine, 3,4-dimethoxy-(120-20-7) | | EPA Substance Registry System | Benzeneethanamine, 3,4-dimethoxy- (120-20-7) |
| Hazard Codes | Xn,Xi | | Risk Statements | 22-36/37/38 | | Safety Statements | 26-36-37/39 | | RIDADR | UN 2735 | | WGK Germany | 3 | | RTECS | SH2300000 | | F | 10 | | Hazard Note | Irritant | | TSCA | Yes | | HazardClass | 8 | | PackingGroup | III | | HS Code | 29222900 | | Toxicity | mouse,LD50,intraperitoneal,181mg/kg (181mg/kg),Yakugaku Zasshi. Journal of Pharmacy. Vol. 97, Pg. 1117, 1977. |
| | 3,4-Dimethoxyphenethylamine Usage And Synthesis |
| Description | 3,4-Dimethoxyphenylethylamine, also known as 3,4-DMPEA or DMPEA is an endogenous metabolite found in urine that belongs to both the phenethylamine and catecholamine families. DMPEA is an analogue of dopamine (3,4-dihydroxyphenethylamine), with a substitution of the hydroxy groups with methoxy groups. It is also structurally similar to mescaline (3,4,5-trimethoxyphenylethylamine) and occurs naturally alongside it in various species of cacti such as the San Pedro and Peruvian Torch. DMPEA received wide attention after it was proposed as a biomarker in schizophrenic patients urine, however later studies revealed that DMPEA is also excreted by non-schizophrenics. DMPEA has little known bioactivity, but it has some action as a monoamine oxidase inhibitor. It has also been shown to have neurotoxic effects, especially in the nigrostriatal system and among dopaminergic neurons. DMPEA appears to be an inhibitor of mitochondrial complex I. | | Chemical Properties | 3,4-Dimethoxyphenethylamine is clear yellowish oil | | Occurrence |
3,4-Dimethoxyphenethylamine is a natural product found in Pilosocereus leucocephalus, Vachellia rigidula, and Ototropis elegans with data available.
| | Uses | 3,4-Dimethoxyphenethylamine is a methylated metabolite of Dopamine (D533780); a potent inhibitor of brain mitochondrial respiration used in Parkinson’s disease studies. | | Uses | Precursor for the synthesis of isoquinolines. | | Definition | ChEBI: An aromatic ether that is the derivative of 2-phenylethylamine with methoxy substituents at the 3- and 4-positions. It is an alkaloid isolated from the Cactaceae family. | | Flammability and Explosibility | Not classified | | Safety Profile | Poison by intravenous
and intraperitoneal routes. When heated to
decomposition it emits toxic fumes of NOx. | | Purification Methods | Purify the amine by fractionation through an efficient column in an inert atmosphere as it is a relatively strong base. [Horner & Sturm Justus Liebigs Ann Chem 608 12819 1957, Jung et al. J Am Chem Soc 75 4664 1953.] The hydrochloride has m 152o, 154o, 156o (from EtOH, Me2CO or EtOH/Et2O), the picrate has m 165-167o(dec), and the 4-nitrobenzoyl derivative has m 147o [Buck J Am Chem Soc 55 2593 1933]. [Beilstein 13 H 800, 13 IV 2604.] |
| | 3,4-Dimethoxyphenethylamine Preparation Products And Raw materials |
| Raw materials | (3,4-Dimethoxyphenyl)acetonitrile | | Preparation Products | Verapamil-->Fenoldopam-->DOPEXAMINE-->DOBUTAMINE-->Desmethyl-5'-methoxylaudanosine-->Tetrahydropapaverine hydrochloride-->(R)-1-(3,4-dimethoxybenzyl)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline-->TETRABENAZINE-->6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride-->[2-(3,4-DIMETHOXY-PHENYL)-ETHYL]-(5-METHYL-FURAN-2-YLMETHYL)-AMINE-->N-(3,4-DIMETHOXYPHENETHYL)ACETAMIDE-->1-(3,4-DIMETHOXYPHENETHYL)-5-OXO-3-PYRROLIDINECARBOXYLIC ACID-->4-(6,7-DIMETHOXY-1,2,3,4-TETRAHYDRO-ISOQUINOLIN-1-YL)-PHENOL-->Benzamide, N-[2-(3,4-dimethoxyphenyl)ethyl]-2-hydroxy- |
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