Synonym
Galanthaminone; (-)-Narwedine; Narwedine; Galanthaminonel
IUPAC/Chemical Name
(4aS,8aS)-4a,5,9,10,11,12-Hexahydro-3-methoxy-11-methyl-6H-benzofuro[3a,3,2-ef][2]benzazepin-6-one
InChi Key
QENVUHCAYXAROT-YOEHRIQHSA-N
InChi Code
InChI=1S/C17H19NO3/c1-18-8-7-17-6-5-12(19)9-14(17)21-16-13(20-2)4-3-11(10-18)15(16)17/h3-6,14H,7-10H2,1-2H3/t14-,17-/m0/s1
SMILES Code
O=C1C=C[C@@]23CCN(C)CC4=CC=C(OC)C(O[C@@]3([H])C1)=C24
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
285.34
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: Bickel U, Thomsen T, Weber W, Fischer JP, Bachus R, Nitz M, Kewitz H.
Pharmacokinetics of galanthamine in humans and corresponding cholinesterase
inhibition. Clin Pharmacol Ther. 1991 Oct;50(4):420-8. PubMed PMID: 1914378.
2: Thomsen T, Bickel U, Fischer JP, Kewitz H. Stereoselectivity of cholinesterase
inhibition by galanthamine and tolerance in humans. Eur J Clin Pharmacol.
1990;39(6):603-5. PubMed PMID: 2095347.
3: Mihailova D, Yamboliev I, Zhivkova Z, Tencheva J, Jovovich V. Pharmacokinetics
of galanthamine hydrobromide after single subcutaneous and oral dosage in humans.
Pharmacology. 1989;39(1):50-8. PubMed PMID: 2587617.
4: Mihailova D, Velkov M, Zhivkova Z. In vitro metabolism of galanthamine
hydrobromide (Nivalin) by rat and rabbit liver homogenate. Eur J Drug Metab
Pharmacokinet. 1987 Jan-Mar;12(1):25-30. PubMed PMID: 3609070.
5: KOIZUMI J, KOBAYASHI S, UYEO S. GALANTHAMINE CHEMISTRY. V. FORMATION OF
HYDROXYAPOGALANTHAMINE FROM GALANTHAMINONE AND THE SYNTHESIS OF ITS TRIMETHYL
ETHER. Chem Pharm Bull (Tokyo). 1964 Jun;12:696-705. PubMed PMID: 14199166.