HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetophenone, 2-dimethylamino-3',4'-dihydroxy-, hydrochloride
u24274a · ski28467 · nsc62512 · alpha-Dimethylamino-3' · Adrenaline Impurity 48 · Epinephrine Impurity 21 · Epinephrine Impurity 48 · Carbazochrome Impurity 27
Identifiers & Physical Properties
| CAS No. | 16899-83-5 |
|---|---|
| Molecular formula | C10H14ClNO3 |
| Average molar mass | 231.67 g/mol |
| Monoisotopic mass | 231.066221 g/mol |
| SMILES | C[NH+](C)CC(=O)c1ccc(O)c(O)c1.[Cl-] |
| InChIKey | LVRPQCAWIVYJTP-UHFFFAOYSA-N |
| PubChem CID | 28131 |
Chemical & Physical Properties
| Topological polar surface area | 62 |
|---|---|
| Hydrogen bond donors | 3 |
| Hydrogen bond acceptors | 4 |
| Rotatable bonds | 3 |
| Heavy atoms | 15 |
| Formal charge | 0 |
| Complexity | 206 |
| Melting point | 236-237 °C |
| Storage conditions | 2-8°C, stored under nitrogen, away from moisture |
| Appearance | Light yellow to brown Solid |
| GHS pictogram | GHS07 |
| Signal word | Warning |
| GHS hazard statements | H332-H315-H302-H335-H319 |
| GHS precautionary statements | P264-P280-P302+P352-P321-P332+P313-P362-P264-P270-P301+P312-P330-P501-P261-P271-P304+P340-P312-P264-P280-P305+P351+P338-P337+P313P |
| Safety statements (S) | 24/25 |
| Customs code | 29225000 |
Safety & Regulations
| Customs code | 29225000 |
|---|---|
| Signal word | Warning |
| GHS pictogram | GHS07 |
| Safety statements (S) | 24/25 |
| GHS hazard statements | H332-H315-H302-H335-H319 |
| GHS precautionary statements | P264-P280-P302+P352-P321-P332+P313-P362-P264-P270-P301+P312-P330-P501-P261-P271-P304+P340-P312-P264-P280-P305+P351+P338-P337+P313P |
Applications & Uses
Uses
N-Methyladrenalone Hydrochloride-D3 is an intermediate in the synthesis of rac N-Methyl Epinephrine-d6 Hydrochloride (>90%) (M304302) which is the N-methylated analogue of the sympathomimetic hormone Epinephrine (E588585). Recent studies suggest that N-Methylepinephrine may be synthesized from Epinephrine by phenylethanolamine N-methyltransferase present in the brain.
Preparation & Synthesis
Preparation
Preparation by reaction of the corresponding base (SM) with hydrogen chloride in ethanol. SM was obtained by reaction of 3,4-dihydroxy-a-chloroacetophenone with concentrated aqueous dimethylamine.