Synonym
Pseudopelletierine; Granatan-3-one; Granatonine; NSC 116056;
IUPAC/Chemical Name
9-Methyl-9-azabicyclo[3.3.1]nonan-3-one
InChi Key
RHWSKVCZXBAWLZ-OCAPTIKFSA-N
InChi Code
InChI=1S/C9H15NO/c1-10-7-3-2-4-8(10)6-9(11)5-7/h7-8H,2-6H2,1H3/t7-,8+
SMILES Code
O=C1C[C@H](N2C)CCC[C@H]2C1
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
To be determined
Shelf Life
>3 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
Pelletierine sulphate is used medicinally in Iraq as an anthelmintic and anti-amoeboid. It triggers, like strychnine, a stimulant reflex, which is effective against tapeworms, ring worms and nematodes. Simple bark-extracts have recently been shown to be effective in vitro against the intestinal bacteria salmonella typhi, vibrio cholera, herpes simplex, HIV, and tumors.
Biological target:
Pseudopelletierine is used as an enzyme substrate.
In vitro activity:
To be determined
In vivo activity:
To be determined
Preparing Stock Solutions
The following data is based on the
product
molecular weight
153.23
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 |
Formulation protocol:
To be determined
In vitro protocol:
To be determined
In vivo protocol:
To be determined
1: Vallejo-López M, Écija P, Vogt N, Demaison J, Lesarri A, Basterretxea FJ, Cocinero EJ. N-Methyl Inversion and Accurate Equilibrium Structures in Alkaloids: Pseudopelletierine. Chemistry. 2017 Nov 21;23(65):16491-16496. doi: 10.1002/chem.201702232. Epub 2017 Oct 9. PubMed PMID: 28759141.
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6: Grabowska I, Radecka H, Burza A, Radecki J, Kaliszan M, Kaliszan R. Association constants of pyridine and piperidine alkaloids to amyloid beta peptide determined by electrochemical impedance spectroscopy. Curr Alzheimer Res. 2010 Mar;7(2):165-72. PubMed PMID: 19715547.
7: Rochford M, Kiernan TJ, Aziz A. Dolasetron overdose resulting in prolonged QTc interval and severe hypotension: a case report and literature review. Emerg Med J. 2007 Jul;24(7):515-7. Review. PubMed PMID: 17582056; PubMed Central PMCID: PMC2658414.
8: Balfour JA, Goa KL. Dolasetron. A review of its pharmacology and therapeutic potential in the management of nausea and vomiting induced by chemotherapy, radiotherapy or surgery. Drugs. 1997 Aug;54(2):273-98. Review. PubMed PMID: 9257083.
9: Roberts PB, Fielden EM. Pulse radiolysis studies of the radiosensitizer Nor-pseudopelletierine-N-oxyl (NPPN). II. Reactions involving biological radicals. Int J Radiat Biol Relat Stud Phys Chem Med. 1971;20(4):363-71. PubMed PMID: 5316052.
10: Fielden EM, Roberts PB. Pulse radiolysis studies of the radiosensitizer Nor-pseudopelletierine-N-oxyl (NPPN). I. Radiation chemistry. Int J Radiat Biol Relat Stud Phys Chem Med. 1971;20(4):355-62. PubMed PMID: 4942659.
11: PUTNEY BF, SOINE TO. A synthesis of pseudopelletierine. J Am Pharm Assoc Am Pharm Assoc. 1955 Jan;44(1):17-22. PubMed PMID: 13233087.
12: COPE AC, OVERBERGER CG. Cyclic polyolefins; synthesis of cyclooctatetraene from pseudopelletierine. J Am Chem Soc. 1948 Apr;70(4):1433-7. PubMed PMID: 18915758.
13: COPE AC, OVERBERGER CG. The synthesis of cycloöctatetraene from pseudopelletierine. J Am Chem Soc. 1947 Apr;69(4):976. PubMed PMID: 20292490.
