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MedKoo Cat#: 317596 | Name: Dextromethorphan

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Dextromethorphan (DXM), is a cough suppressant used in many cough and cold medicines. It affects serotonin, norepinephrine, NMDA, and sigma-1 receptors in the brain, all of which have been implicated in the pathophysiology of depression. It is in the morphinan class of medications with sedative, dissociative, and stimulant properties (at lower doses). Dextromethorphan does not have a significant affinity for the mu-opioid receptor activity typical of morphinan compounds and exerts its therapeutic effects through several other receptors.

Chemical Structure

Dextromethorphan
Dextromethorphan
CAS#125-71-3 (free base)

Theoretical Analysis

MedKoo Cat#: 317596

Name: Dextromethorphan

CAS#: 125-71-3 (free base)

Chemical Formula: C18H25NO

Exact Mass: 271.1936

Molecular Weight: 271.40

Elemental Analysis: C, 79.66; H, 9.28; N, 5.16; O, 5.90

Price and Availability

Related CAS #
125-69-9 (HBr) 125-71-3 (free base) 18609-21-7 (HCl) 6700-34-1 (HBr hydrate)
Synonym
Levomethorphan; Dextromethorphan; RACEMETHORPHAN
IUPAC/Chemical Name
(4bS,8aR,9S)-3-Methoxy-11-methyl-6,7,8,8a,9,10-hexahydro-5H-9,4b-(epiminoethano)phenanthrene
InChi Key
MKXZASYAUGDDCJ-SZMVWBNQSA-N
InChi Code
InChI=1S/C18H25NO/c1-19-10-9-18-8-4-3-5-15(18)17(19)11-13-6-7-14(20-2)12-16(13)18/h6-7,12,15,17H,3-5,8-11H2,1-2H3/t15-,17-,18-/m0/s1
SMILES Code
CN1CCC23CCCCC2C1CC4=C3C=C(C=C4)OC
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO, not in water
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
The primary use of dextromethorphan is as a cough suppressant, for the temporary relief of cough caused by minor throat and bronchial irritation (such as commonly accompanies the flu and common cold), as well as those resulting from inhaled particle irritants. In 2010, the FDA approved the combination product dextromethorphan/quinidine for the treatment of pseudobulbar affect (PBA). (Source: https://en.wikipedia.org/wiki/Dextromethorphan).

Preparing Stock Solutions

The following data is based on the product molecular weight 271.40 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
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