Synonym
Codamine; EINECS 244-165-9; UNII-392KD8X3P8
IUPAC/Chemical Name
(S)-1-((3,4-Dimethoxyphenyl)methyl)-1,2,3,4-tetrahydro-6-methoxy-2-methylisoquinolin-7-ol
InChi Key
OKORHWXYDBSYNO-INIZCTEOSA-N
InChi Code
InChI=1S/C20H25NO4/c1-21-8-7-14-11-19(24-3)17(22)12-15(14)16(21)9-13-5-6-18(23-2)20(10-13)25-4/h5-6,10-12,16,22H,7-9H2,1-4H3/t16-/m0/s1
SMILES Code
OC1=CC2=C(C=C1OC)CCN(C)[C@H]2CC3=CC=C(OC)C(OC)=C3
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
343.42
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: Brochmann-Hanssen E, Nielsen B, Utzinger GE. Opium alkaloids. II. Isolation and characterization of codamine. J Pharm Sci. 1965 Oct;54(10):1531-2. doi: 10.1002/jps.2600541030. PMID: 5883234.
2: Toske SG, Cooper SD, Morello DR, Hays PA, Casale JF, Casale E. Neutral heroin impurities from tetrahydrobenzylisoquinoline alkaloids. J Forensic Sci. 2006 Mar;51(2):308-20. doi: 10.1111/j.1556-4029.2006.00057.x. PMID: 16566764.
3: Al-Amri AM, Smith RM, El-Haj BM, Juma'a MH. The GC-MS detection and characterization of reticuline as a marker of opium use. Forensic Sci Int. 2004 May 28;142(1):61-9. doi: 10.1016/j.forsciint.2004.02.006. Corrected and republished in: Forensic Sci Int. 2004 Mar 10;140(2-3):175-83. PMID: 15272474.
4: Kanokmedhakul S, Kanokmedhakul K, Lekphrom R. Bioactive constituents of the roots of Polyalthia cerasoides. J Nat Prod. 2007 Sep;70(9):1536-8. doi: 10.1021/np070293a. Epub 2007 Sep 11. PMID: 17845001.
5: Lurie IS, Toske SG. Applicability of ultra-performance liquid chromatography- tandem mass spectrometry for heroin profiling. J Chromatogr A. 2008 Apr 25;1188(2):322-6. doi: 10.1016/j.chroma.2008.03.011. Epub 2008 Mar 18. PMID: 18374345.
6: Lee SS, Doskotch RW. Four dimeric aporphine-containing alkaloids from Thalictrum fauriei. J Nat Prod. 1999 Jun;62(6):803-10. doi: 10.1021/np980311b. PMID: 10395492.
7: Al-Amri AM, Smith RM, El-Haj BM, Juma'a MH. The GC-MS detection and characterization of reticuline as a marker of opium use. Forensic Sci Int. 2004 Mar 10;140(2-3):175-83. doi: 10.1016/j.forsciint.2003.10.022. PMID: 15036439.
8: Canfell PC, Castagnoli N Jr, Fahey MR, Hennis PJ, Miller RD. The metabolic disposition of laudanosine in dog, rabbit, and man. Drug Metab Dispos. 1986 Nov- Dec;14(6):703-8. PMID: 2877830.
