Synonym
Caulophylline; BRN-0012448; BRN0012448; BRN 0012448; N-Me-cy; N-Methylcytisine
IUPAC/Chemical Name
(1R,5S)-3-methyl-1,2,3,4,5,6-hexahydro-8H-1,5-methanopyrido[1,2-a][1,5]diazocin-8-one
InChi Key
CULUKMPMGVXCEI-VHSXEESVSA-N
InChi Code
InChI=1S/C12H16N2O/c1-13-6-9-5-10(8-13)11-3-2-4-12(15)14(11)7-9/h2-4,9-10H,5-8H2,1H3/t9-,10+/m0/s1
SMILES Code
O=C1C=CC=C2N1C[C@]3([H])CN(C)C[C@@]2([H])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
>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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
204.27
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: Barlow RB, McLeod LJ. Some studies on cytisine and its methylated derivatives. Br J Pharmacol. 1969 Jan;35(1):161-74. doi: 10.1111/j.1476-5381.1969.tb07977.x. PMID: 4387392; PMCID: PMC1703083.
2: Wang XL, Liu BR, Chen CK, Wang JR, Lee SS. Four new fluorenone alkaloids and one new dihydroazafluoranthene alkaloid from Caulophyllum robustum Maxim. Fitoterapia. 2011 Sep;82(6):793-7. doi: 10.1016/j.fitote.2011.04.010. Epub 2011 May 9. PMID: 21596111.
3: Ma J, Wang S, Huang X, Geng P, Wen C, Zhou Y, Yu L, Wang X. Validated UPLC- MS/MS method for determination of hordenine in rat plasma and its application to pharmacokinetic study. J Pharm Biomed Anal. 2015;111:131-7. doi: 10.1016/j.jpba.2015.03.032. Epub 2015 Apr 3. PMID: 25880244.
4: Fitch RW, Kaneko Y, Klaperski P, Daly JW, Seitz G, Gündisch D. Halogenated and isosteric cytisine derivatives with increased affinity and functional activity at nicotinic acetylcholine receptors. Bioorg Med Chem Lett. 2005 Feb 15;15(4):1221-4. doi: 10.1016/j.bmcl.2004.11.073. PMID: 15686946.
5: Wang SC, Chen QH, Wei YY, Li HW, He LC. [Analysis of supercritical fluid extracts of Radix caulophylli with gas chromatography-mass spectrometry]. Yao Xue Xue Bao. 2007 May;42(5):525-8. Chinese. PMID: 17703777.
