Synonym
Esmethadone; Dextromethadone; 6S-Methadone; l-Methadone; S-(+)-Methadone; d-Methadone; BRN 3213667; BRN-3213667; BRN3213667;
IUPAC/Chemical Name
(S)-6-(dimethylamino)-4,4-diphenylheptan-3-one
InChi Key
USSIQXCVUWKGNF-KRWDZBQOSA-N
InChi Code
InChI=1S/C21H27NO/c1-5-20(23)21(16-17(2)22(3)4,18-12-8-6-9-13-18)19-14-10-7-11-15-19/h6-15,17H,5,16H2,1-4H3/t17-/m0/s1
SMILES Code
CCC(C(C1=CC=CC=C1)(C2=CC=CC=C2)C[C@@H](N(C)C)C)=O
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
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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
309.45
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.
| 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 |
1: Breivik H. Pain management discussion forum: prevention of chronic postoperative pain. J Pain Palliat Care Pharmacother. 2014 Sep;28(3):314-5. doi: 10.3109/15360288.2014.941137. PubMed PMID: 25166777.
2: Stoetzer C, Kistner K, Stüber T, Wirths M, Schulze V, Doll T, Foadi N, Wegner F, Ahrens J, Leffler A. Methadone is a local anaesthetic-like inhibitor of neuronal Na+ channels and blocks excitability of mouse peripheral nerves. Br J Anaesth. 2015 Jan;114(1):110-20. doi: 10.1093/bja/aeu206. Epub 2014 Jul 10. PubMed PMID: 25012584.
3: Schulze V, Stoetzer C, O'Reilly AO, Eberhardt E, Foadi N, Ahrens J, Wegner F, Lampert A, de la Roche J, Leffler A. The opioid methadone induces a local anaesthetic-like inhibition of the cardiac Na⁺ channel, Na(v)1.5. Br J Pharmacol. 2014 Jan;171(2):427-37. doi: 10.1111/bph.12465. PubMed PMID: 24117196; PubMed Central PMCID: PMC3904262.
4: Judson BA, Horns WH, Goldstein A. Side effects of levomethadone and racemic methadone in a maintenance program. Clin Pharmacol Ther. 1976 Oct;20(4):445-9. PubMed PMID: 788990.
5: RASCH M. [Dextromethadone and its antitussive effect]. Nord Med. 1957 Apr 25;57(17):629-31. Swedish. PubMed PMID: 13441112.
