MedKoo Cat#: 599122 | Name: Lobelanidine

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Lobelanidine is a chemical analog of lobeline.

Chemical Structure

Lobelanidine
Lobelanidine
CAS#552-72-7

Theoretical Analysis

MedKoo Cat#: 599122

Name: Lobelanidine

CAS#: 552-72-7

Chemical Formula: C22H29NO2

Exact Mass: 339.2198

Molecular Weight: 339.47

Elemental Analysis: C, 77.84; H, 8.61; N, 4.13; O, 9.43

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
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Synonym
Lobelanidine; NSC 95097; NSC-95097; NSC95097;
IUPAC/Chemical Name
2,2'-(1-methylpiperidine-2,6-diyl)bis(1-phenylethan-1-ol)
InChi Key
OWGJQNXIWMMDTH-UHFFFAOYSA-N
InChi Code
InChI=1S/C22H29NO2/c1-23-19(15-21(24)17-9-4-2-5-10-17)13-8-14-20(23)16-22(25)18-11-6-3-7-12-18/h2-7,9-12,19-22,24-25H,8,13-16H2,1H3
SMILES Code
OC(C1=CC=CC=C1)CC2N(C)C(CC(C3=CC=CC=C3)O)CCC2
Appearance
Solid powder
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
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 339.47 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.

Recalculate based on batch purity %
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: Paz C, Becerra J, Silva M, Burgosa V, Heydenreich M, Schmidt B, Tran T, Vetter I. (-)-Pentylsedinine, a New Alkaloid from the Leaves of Lobelia tupa with Agonist Activity at Nicotinic Acetylcholine Receptor. Nat Prod Commun. 2015 Aug;10(8):1355-7. PubMed PMID: 26434115. 2: Chênevert R, Morin P. Synthesis of (-)-lobeline via enzymatic desymmetrization of lobelanidine. Bioorg Med Chem. 2009 Mar 1;17(5):1837-9. doi: 10.1016/j.bmc.2009.01.055. Epub 2009 Jan 31. PubMed PMID: 19217305. 3: Chen MW, Chen WR, Zhang JM, Long XY, Wang YT. Lobelia chinensis: chemical constituents and anticancer activity perspective. Chin J Nat Med. 2014 Feb;12(2):103-7. doi: 10.1016/S1875-5364(14)60016-9. PubMed PMID: 24636059. 4: Birman VB, Jiang H, Li X. Enantioselective synthesis of lobeline via nonenzymatic desymmetrization. Org Lett. 2007 Aug 16;9(17):3237-40. Epub 2007 Jul 20. PubMed PMID: 17658751. 5: Flammia D, Dukat M, Damaj MI, Martin B, Glennon RA. Lobeline: structure-affinity investigation of nicotinic acetylcholinergic receptor binding. J Med Chem. 1999 Sep 9;42(18):3726-31. PubMed PMID: 10479304. 6: Tang HC, Huang HJ, Lee CC, Chen CYC. Network pharmacology-based approach of novel traditional Chinese medicine formula for treatment of acute skin inflammation in silico. Comput Biol Chem. 2017 Dec;71:70-81. doi: 10.1016/j.compbiolchem.2017.08.013. Epub 2017 Sep 14. PubMed PMID: 28987294.