Lobeline
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Hodoodo CAT#: H328032

CAS#: 90-69-7

Description: Lobeline, also known as C-07475, is a dopamine receptor modulator potentially for the treatment of Tourette's syndrome and attention. Lobeline improves acute lung injury via nuclear factor-κB-signaling pathway and oxidative stress. Lobeline shows protective effects against MPTP-induced dopaminergic neuron death and attenuates behavior deficits in animals.


Chemical Structure

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Lobeline
CAS# 90-69-7

Theoretical Analysis

Hodoodo Cat#: H328032
Name: Lobeline
CAS#: 90-69-7
Chemical Formula: C22H27NO2
Exact Mass: 337.20
Molecular Weight: 337.463
Elemental Analysis: C, 78.30; H, 8.06; N, 4.15; O, 9.48

Price and Availability

Size Price Availability Quantity
5mg USD 950 2 Weeks
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Synonym: Lobeline; C-07475; C 07475; C07475; 8,10-Diphenyllobelionol.

IUPAC/Chemical Name: 2-((2S,6R)-6-((S)-2-hydroxy-2-phenylethyl)-1-methylpiperidin-2-yl)-1-phenylethan-1-one

InChi Key: MXYUKLILVYORSK-HKBOAZHASA-N

InChi Code: InChI=1S/C22H27NO2/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/h2-7,9-12,19-21,24H,8,13-16H2,1H3/t19-,20+,21+/m1/s1

SMILES Code: CN1[C@H](CC(C2=CC=CC=C2)=O)CCC[C@@H]1C[C@H](O)C3=CC=CC=C3

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: >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

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 337.46 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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Zheng G, Crooks PA. Synthesis of Lobeline, Lobelane and their Analogues. A Review. Org Prep Proced Int. 2015;47(5):317-337. PubMed PMID: 26858465; PubMed Central PMCID: PMC4743053.

2: Li KC, Ho YL, Chen CY, Hsieh WT, Chang YS, Huang GJ. Lobeline improves acute lung injury via nuclear factor-κB-signaling pathway and oxidative stress. Respir Physiol Neurobiol. 2016 May;225:19-30. doi: 10.1016/j.resp.2015.12.003. PubMed PMID: 26702732.

3: Roni MA, Rahman S. Effects of lobeline and reboxetine, fluoxetine, or bupropion combination on depression-like behaviors in mice. Pharmacol Biochem Behav. 2015 Dec;139(Pt A):1-6. doi: 10.1016/j.pbb.2015.10.006. PubMed PMID: 26455278.

4: Kursinszki L, Szőke É. HPLC-ESI-MS/MS of brain neurotransmitter modulator lobeline and related piperidine alkaloids in Lobelia inflata L. J Mass Spectrom. 2015 May;50(5):727-33. doi: 10.1002/jms.3581. PubMed PMID: 26259655.

5: Arias HR, Feuerbach D, Ortells M. Functional and structural interaction of (-)-lobeline with human α4β2 and α4β4 nicotinic acetylcholine receptor subtypes. Int J Biochem Cell Biol. 2015 Jul;64:15-24. doi: 10.1016/j.biocel.2015.03.003. PubMed PMID: 25794424.

6: Roni MA, Rahman S. The effects of lobeline on depression-like behavior and hippocampal cell proliferation following chronic stress in mice. Neurosci Lett. 2015 Jan 1;584:7-11. doi: 10.1016/j.neulet.2014.10.009. PubMed PMID: 25451721.

7: Kaniakova M, Skrenkova K, Adamek S, Vyskocil F, Krusek J. Different effects of lobeline on neuronal and muscle nicotinic receptors. Eur J Pharmacol. 2014 Sep 5;738:352-9. doi: 10.1016/j.ejphar.2014.05.057. PubMed PMID: 24929055.

8: da Costa E Silva LD, Rodrigues LC, Dos Santos VR, da Costa Allgayer M, de Barros Falcão Ferraz A, Rolla HC, Pereira P, Picada JN. Evaluation of mutagenic and genotoxic activities of lobeline and its modulation on genomic instability induced by ethanol. Life Sci. 2014 May 17;103(2):73-8. doi: 10.1016/j.lfs.2014.03.034. PubMed PMID: 24727238.

9: Roni MA, Rahman S. The effects of lobeline on nicotine withdrawal-induced depression-like behavior in mice. Psychopharmacology (Berl). 2014 Aug;231(15):2989-98. doi: 10.1007/s00213-014-3472-y. PubMed PMID: 24682499.

10: Li CY, Zhao LM, Shi XW, Zhang JD. Lobeline shows protective effects against MPTP-induced dopaminergic neuron death and attenuates behavior deficits in animals. Exp Ther Med. 2014 Feb;7(2):375-378. PubMed PMID: 24396408; PubMed Central PMCID: PMC3881066.

11: Verde Rodrigues LC, Decker N, Picada JN, Pereira P. Neurotoxicological profile assessment of lobeline after acute treatment in mice. Basic Clin Pharmacol Toxicol. 2014 Jun;114(6):485-9. doi: 10.1111/bcpt.12189. PubMed PMID: 24373424.

12: Martin CA, Nuzzo PA, Ranseen JD, Kleven MS, Guenthner G, Williams Y, Walsh SL, Dwoskin LP. Lobeline Effects on Cognitive Performance in Adult ADHD. J Atten Disord. 2013 Aug 21. PubMed PMID: 23966351; PubMed Central PMCID: PMC4062608.

13: Meyer AC, Neugebauer NM, Zheng G, Crooks PA, Dwoskin LP, Bardo MT. Effects of VMAT2 inhibitors lobeline and GZ-793A on methamphetamine-induced changes in dopamine release, metabolism and synthesis in vivo. J Neurochem. 2013 Oct;127(2):187-98. doi: 10.1111/jnc.12373. PubMed PMID: 23875705; PubMed Central PMCID: PMC3795981.

14: Tamboli AM, Rub RA, Ghosh P, Bodhankar SL. Antiepileptic activity of lobeline isolated from the leaf of Lobelia nicotianaefolia and its effect on brain GABA level in mice. Asian Pac J Trop Biomed. 2012 Jul;2(7):537-42. doi: 10.1016/S2221-1691(12)60092-6. PubMed PMID: 23569966; PubMed Central PMCID: PMC3609340.

15: Hillmer AT, Wooten DW, Farhoud M, Barnhart TE, Mukherjee J, Christian BT. The effects of lobeline on α4β2* nicotinic acetylcholine receptor binding and uptake of [(18)F]nifene in rats. J Neurosci Methods. 2013 Apr 15;214(2):163-9. doi: 10.1016/j.jneumeth.2013.01.018. PubMed PMID: 23370310; PubMed Central PMCID: PMC3644313.

16: Roni MA, Rahman S. Antidepressant-like effects of lobeline in mice: behavioral, neurochemical, and neuroendocrine evidence. Prog Neuropsychopharmacol Biol Psychiatry. 2013 Mar 5;41:44-51. doi: 10.1016/j.pnpbp.2012.11.011. PubMed PMID: 23200829.

17: Bleul U, Bylang T. Effects of doxapram, prethcamide and lobeline on spirometric, blood gas and acid-base variables in healthy new-born calves. Vet J. 2012 Nov;194(2):240-6. doi: 10.1016/j.tvjl.2012.04.007. PubMed PMID: 22609153.

18: Anand A, Srivastava N, Raj H. Effect of sublingual nitrate on respiratory reflexes arising from stimulation of juxta-pulmonary capillary (J) receptors by i.v. lobeline and short duration exercise. Respir Physiol Neurobiol. 2012 May 31;181(3):259-66. doi: 10.1016/j.resp.2012.03.020. PubMed PMID: 22525485.

19: Dimatelis JJ, Russell VA, Stein DJ, Daniels WM. The effects of lobeline and naltrexone on methamphetamine-induced place preference and striatal dopamine and serotonin levels in adolescent rats with a history of maternal separation. Metab Brain Dis. 2012 Sep;27(3):351-61. doi: 10.1007/s11011-012-9288-8. PubMed PMID: 22392627.

20: Stead LF, Hughes JR. Lobeline for smoking cessation. Cochrane Database Syst Rev. 2012 Feb 15;(2):CD000124. doi: 10.1002/14651858.CD000124.pub2. Review. PubMed PMID: 22336780.