alpha-Lobeline hydrochloride
- CAS No.
- 134-63-4
- Chemical Name:
- alpha-Lobeline hydrochloride
- Synonyms
- LOBELINE HYDROCHLORIDE;LOBELINE HCL, A-;Lobelin Hydrochlorde;2-[6-(2-HYDROXY-2-PHENETHYL)-1-METHYL-2-PIPERIDYL]ACETOPHENONE HCL;2-(6-(beta-hydroxyphenethyl)-1-methyl-2-piperidyl)-acetophenonhydrochlor;2-(6-(2-hydroxy-2-phenethyl)-1-methyl-2-piperidyl)acetophenone hydrochloride;2-((2R,6S)-6-((S)-2-hydroxy-2-phenylethyl)-1-methylpiperidin-2-yl)-1-phenylethanone;2-[6-(.beta.-hydroxyphenethyl)-1-methyl-2-piperidyl]-,hydrochloride,(-)-Acetophenone;Ethanone, 2-((2R,6S)-6-((2S)-2-hydroxy-2-phenylethyl)-1-methyl-2-piperidinyl)-1-phenyl-, hydrochloride;(-)-id
- CBNumber:
- CB9404885
- Molecular Formula:
- C22H28ClNO2
- Molecular Weight:
- 373.92
- MDL Number:
- MFCD00082455
- MOL File:
- 134-63-4.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Melting point | 183-185 °C (dec.)(lit.) |
|---|---|
| alpha | D20 -43° (c = 2) |
| refractive index | -57.5 ° (C=1, H2O) |
| storage temp. | Inert atmosphere,Room Temperature |
| solubility | H2O: 25 mg/mL |
| form | powder |
| color | white to off-white |
| optical activity | [α]20/D 56.8°, c = 2 in H2O |
| Merck | 14,5551 |
| BRN | 3920196 |
| InChI | InChI=1/C22H27NO2.ClH/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;1H/t19-,20+,21-;/s3 |
| InChIKey | MKMYPTLXLWOUSO-ABNYPVCBNA-N |
| SMILES | [C@H]1(CCC[C@H](CC(=O)C2C=CC=CC=2)N1C)C[C@H](O)C1C=CC=CC=1.Cl |&1:0,4,17,r| |
| LogP | 3.610 (est) |
| CAS DataBase Reference | 134-63-4(CAS DataBase Reference) |
| FDA UNII | 96J834CB88 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS06 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H301+H331 | |||||||||
| Precautionary statements | P301+P310+P330-P304+P340+P311 | |||||||||
| Hazard Codes | T | |||||||||
| Risk Statements | 23/25 | |||||||||
| Safety Statements | 36/37/39-45 | |||||||||
| RIDADR | UN 1544 6.1/PG 3 | |||||||||
| WGK Germany | 3 | |||||||||
| RTECS | OJ8490100 | |||||||||
| F | 8 | |||||||||
| HazardClass | 6.1(b) | |||||||||
| PackingGroup | III | |||||||||
| Limited Quantities | 5.0 kg (11 lbs) (solid) | |||||||||
| Excepted Quantities | Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L) | |||||||||
| NFPA 704 |
|
alpha-Lobeline hydrochloride price More Price(89)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | Y0000112 | Lobeline hydrochloride European Pharmacopoeia (EP) Reference Standard | 134-63-4 | 50 mg | $170 | 2026-04-30 | Buy |
| Sigma-Aldrich | 141879 | (?)-Lobeline hydrochloride 98% | 134-63-4 | 1g | $334 | 2026-04-30 | Buy |
| Sigma-Aldrich | Y0000112 | Lobeline hydrochloride European Pharmacopoeia (EP) Reference Standard | 134-63-4 | y0000112 | $150 | 2024-03-01 | Buy |
| Cayman Chemical | 29526 | (–)-Lobelin (hydrochloride) ≥95% | 134-63-4 | 250mg | $63 | 2026-04-30 | Buy |
| Cayman Chemical | 29526 | (–)-Lobelin (hydrochloride) ≥95% | 134-63-4 | 500mg | $94 | 2026-04-30 | Buy |
alpha-Lobeline hydrochloride Chemical Properties, Uses, Production
Description
(–)-Lobeline is an alkaloid that has been found in Lobelia and has diverse biological activities. It binds to nicotinic acetylcholine receptors (nAChRs) in rat brain homogenates (Ki = 4 nM) and has antinociceptive effects in the tail-flick assay in mice. (–)-Lobeline (0.3 and 0.9 mg/kg) reduces the number of errors in a repeated acquisition procedure in the radial arm maze in rats. It also decreases immobility time in the forced swim test and feeding latency in the novelty suppressed feeding test, indicating antidepressant-like activity, in mice when administered at doses of 1 and 4 mg/kg.
Chemical Properties
White to Off-White Solid
Uses
A neuronal nicotinic acetylcholine receptor agonist. A respiratory stimulant
Uses
A neuronal nicotinic acetylcholine receptor agonist. A CNS stimulant.
Biological Activity
High affinity nicotinic receptor ligand, with a K i value of 4.4 nM in rat brain.
in vitro
clastogenicity of lobeline and possible interactions between lobeline and ethyl alcohol were investigated in a mutagen-sensitivity assay on cultures of human lymphoblastoid cell lines. lobeline alone was not clastogenic, but there was a marked increase in genetic damage resulting from a coclastogenic interaction between lobeline and ethyl alcohol. [5]
in vivo
male c57bl/6j mice were individually housed and acclimatized to 10% alcohol. lobeline is a partial nicotinic agonist that attenuates alcohol consumption and preference in male c57bl/6j mice. [3] cf-1 male mice received an intraperitoneal injection of lobeline (5 or 10mg/kg). lobeline did not show genotoxic or mutagenic effects and did not increase the ethanol-induced genotoxic effects in blood. lobeline also protected blood cells against oxidative damage induced by hydrogen peroxide. [4]
References
[1] DWIGHT FLAMMIA. Lobeline: StructureAffinity Investigation of Nicotinic Acetylcholinergic Receptor Binding[J]. Journal of Medicinal Chemistry, 1999, 42 18: 3726-3731. DOI: 10.1021/jm990286m
[2] EDWARD D. LEVIN Channelle N C. Lobeline-induced learning improvement of rats in the radial-arm maze[J]. Pharmacology Biochemistry and Behavior, 2003, 76 1: Pages 133-139. DOI: 10.1016/s0091-3057(03)00216-8
[3] MONZURUL AMIN RONI Shafiqur R. Antidepressant-like effects of lobeline in mice: Behavioral, neurochemical, and neuroendocrine evidence[J]. Progress in Neuro-Psychopharmacology & Biological Psychiatry, 2013, 41: Pages 44-51. DOI: 10.1016/j.pnpbp.2012.11.011
alpha-Lobeline hydrochloride Preparation Products And Raw materials
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Suzhou Zhongke New Drug Basket Biomedical Technology Co., Ltd. | 13616278204 | shenlei@supharm.cn | China | 87 | 58 |
| SuZhou Nahsor PharmTec Co.，Ltd | 13482028355 | 46630809@qq.com | China | 129 | 58 |
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Meryer (Shanghai) Chemical Technology Co., Ltd. | 4006356688 18621169109 | market03@meryer.com | China | 40202 | 62 |
| 3B Pharmachem (Wuhan) International Co.,Ltd. | 18930552037 | 3bsc@sina.com | China | 15813 | 69 |
| Energy Chemical | 400-0056266 | sales8178@energy-chemical.com | China | 44850 | 61 |
| Chemsky（shanghai）International Co.,Ltd. | 021-50135380 | shchemsky@sina.com | China | 32273 | 50 |
| Tianjin heowns Biochemical Technology Co., Ltd. | 400 638 7771 | sales@heowns.com | China | 14412 | 57 |
| Hunan Hui Bai Shi Biotechnology Co., Ltd. | 0731-85526065 13308475853 | ivy@hnhbsj.com | China | 7236 | 62 |
| Aemon Chemical | 0086-755-86198205 | acinfo@aemonchem.com | China | 1928 | 57 |
View Latest Price from alpha-Lobeline hydrochloride manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2026-08-20 | alpha-Lobeline hydrochloride USP/EP/BP
134-63-4
|
$1.10 | 1g | 99.9% | 100 Tons min | Dideu Industries Group Limited | |
 |
2026-08-07 | Lobeline hydrochloride
134-63-4
|
$44.00-80.00 | 99.95% | 10g | TargetMol Chemicals Inc. | ||
 |
2026-08-07 | Lobeline hydrochloride
134-63-4
|
$44.00-80.00 | 99.95% | 10g | TargetMol Chemicals Inc. |
-
- alpha-Lobeline hydrochloride USP/EP/BP
134-63-4
- $1.10
- 99.9%
- Dideu Industries Group Limited
-
- Lobeline hydrochloride
134-63-4
- $44.00-80.00
- 99.95%
- TargetMol Chemicals Inc.
-
- Lobeline hydrochloride
134-63-4
- $44.00-80.00
- 99.95%
- TargetMol Chemicals Inc.
