CHEMICAL AND PHYSICAL PROPERTIES
| Color/Form | White to slightly yellow crystalline powder |
|---|---|
| Odor | Odorless |
| Melting Point | 122-124 |
| Solubility | 25g/100mL |
| Stability/Shelf Life | Stable under recommended storage conditions. /Dextromethorphan hydrobromide/ |
| Optical Rotation | Specific optical rotation: +39.6 deg at 20 °C/D (c = 1.5 in alcohol) |
| Decomposition | When heated to decomposition it emits toxic fumes of /nitrogen oxides/. |
| Collision Cross Section | 166.3 Ų [M+H]+ [CCS Type: TW, Method: Major Mix IMS/Tof Calibration Kit (Waters)] |
| Kovats Retention Index | 2131 2121 2116 2116 2125 2155.9 2143.2 2130.5 2128.5 2130.8 2097 2111 2115 2116 2116 2119 2121 2121 2131 2097 2140 2125 2125 |
| Other Experimental Properties | Occurs as monohydrate. Crystals. mp: 122-124 °C. Solubility in water approx: 1.5% at 25 °C; 25% in 95% ethanol at room temperature (wt/wt). Freely soluble in ethanol, chloroform; practically insoluble in ether. Specific optical rotation: +27.6 deg at 20 °C/D (c = 1.5 in water); pH of 1% aqueous solution: 5.2-6.5. Reacts with alkalies forming free base which is practically insoluble in water. /Dextromethorphan hydrobromide/ |
SAFETY INFORMATION
| Signal word | Danger |
|---|---|
| Pictogram(s) |
 Skull and Crossbones Acute Toxicity GHS06  Environment GHS09 |
| GHS Hazard Statements |
H301:Acute toxicity,oral H411:Hazardous to the aquatic environment, long-term hazard |
| Precautionary Statement Codes |
P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P270:Do not eat, drink or smoke when using this product. P273:Avoid release to the environment. P391:Collect spillage. Hazardous to the aquatic environment P301+P310:IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. P405:Store locked up. |
COMPUTED DESCRIPTORS
| Molecular Weight | 271.4 g/mol |
|---|---|
| XLogP3 | 3.4 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 2 |
| Rotatable Bond Count | 1 |
| Exact Mass | 271.193614421 g/mol |
| Monoisotopic Mass | 271.193614421 g/mol |
| Topological Polar Surface Area | 12.5 Ų |
| Heavy Atom Count | 20 |
| Formal Charge | 0 |
| Complexity | 370 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 3 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
PRODUCT INTRODUCTION
description
Dextromethorphan is a 6-methoxy-11-methyl-1,3,4,9,10,10a-hexahydro-2H-10,4a-(epiminoethano)phenanthrene in which the sterocenters at positions 4a, 10 and 10a have S-configuration. It is a prodrug of dextrorphan and used as an antitussive drug for suppressing cough. It has a role as a NMDA receptor antagonist, a neurotoxin, a xenobiotic, an environmental contaminant, an antitussive, a prodrug and a oneirogen. It is functionally related to a dextrorphan. It is an enantiomer of a levomethorphan.