(-)-Lobeline

Modify Date: 2025-08-23 19:09:53

(-)-Lobeline structure	Common Name	(-)-Lobeline
	CAS Number	90-69-7	Molecular Weight	337.455
	Density	1.1±0.1 g/cm3	Boiling Point	485.6±15.0 °C at 760 mmHg
	Molecular Formula	C₂₂H₂₇NO₂	Melting Point	130-131°
	MSDS	N/A	Flash Point	247.5±20.4 °C

Use of (-)-Lobeline

Lobeline (α-Lobeline; L-Lobeline), a lipophilic alkaloidal, is a nicotinic receptor agonist. Lobeline inhibits d-methamphetamine self-administration with no dopaminergic toxicity. Lobeline rescues d-amphetamine abuse induced addictive effect. Lobeline increases dopamine (DA) release by inhibiting DA uptake into synaptic vesicles, and altering presynaptic DA storage[1][2][3].

Name	(-)-lobeline
Synonym	More Synonyms

Description	Lobeline (α-Lobeline; L-Lobeline), a lipophilic alkaloidal, is a nicotinic receptor agonist. Lobeline inhibits d-methamphetamine self-administration with no dopaminergic toxicity. Lobeline rescues d-amphetamine abuse induced addictive effect. Lobeline increases dopamine (DA) release by inhibiting DA uptake into synaptic vesicles, and altering presynaptic DA storage[1][2][3].
Related Catalog	Signaling Pathways >> Membrane Transporter/Ion Channel >> nAChR Signaling Pathways >> Neuronal Signaling >> nAChR Signaling Pathways >> Neuronal Signaling >> Dopamine Transporter Research Areas >> Neurological Disease
In Vitro	Lobeline (0.1-100 μM) 诱导 [3H]DA 溢出呈非钙依赖性[1]。 Lobeline 抑制 [3H]DA 被突触小体 (IC50=80 μM) 和囊泡 (IC50=0.88 μM) 摄取[1]。 Lobeline (0.1-1μM; 1 h) 抑制 1 μM d-methamphetamine 诱导的纹状体切片释放多巴胺[2]。
In Vivo	Lobeline (0.3-3.0 mg/kg; 皮下注射; 单剂量) 降低模型大鼠 d-methamphetamine 的自我给药能力[3]。 Lobeline (3 mg/kg; 皮下注射; 7 个周期，共 7 次) 以非竞争性的方式特别降低大鼠对 d-methamphetamine 的反应，并增加耐受性发展[3]。 Animal Model: Sprague-Dawley rats (200-250 g)[3] Dosage: 0.3 mg/kg, 1.0 mg/kg, and 3.0 mg/kg for acute administration; 3 mg/kg for chronic administration Administration: Subcutaneous injection; 15 min prior to measurement, or every 15 min for 7 sessions; separated by 2 intervening maintenance days of d-methamphetamine (0.05 mg/kg/infusion) self-administration Result: Decreased d-methamphetamine Self-Administration.
References	[1]. Teng L, et al. Lobeline and nicotine evoke [3H]overflow from rat striatal slices preloaded with [3H]dopamine: differential inhibition of synaptosomal and vesicular [3H]dopamine uptake. J Pharmacol Exp Ther. 1997 Mar;280(3):1432-44. [2]. Miller DK, et al. Lobeline inhibits the neurochemical and behavioral effects of amphetamine. J Pharmacol Exp Ther. 2001 Mar;296(3):1023-34. [3]. Harrod SB, et al. Lobeline attenuates d-methamphetamine self-administration in rats. J Pharmacol Exp Ther. 2001 Jul;298(1):172-9.

Density	1.1±0.1 g/cm3
Boiling Point	485.6±15.0 °C at 760 mmHg
Melting Point	130-131°
Molecular Formula	C₂₂H₂₇NO₂
Molecular Weight	337.455
Flash Point	247.5±20.4 °C
Exact Mass	337.204193
PSA	40.54000
LogP	3.61
Vapour Pressure	0.0±1.3 mmHg at 25°C
Index of Refraction	1.563

(-)-Lobeline MSDS(Chinese)

CHEMICAL IDENTIFICATION

RTECS NUMBER :: OJ8480000

CHEMICAL NAME :: Lobeline

CAS REGISTRY NUMBER :: 90-69-7

BEILSTEIN REFERENCE NO. :: 0091533

LAST UPDATED :: 199612

DATA ITEMS CITED :: 6

MOLECULAR FORMULA :: C22-H27-N-O2

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 80 mg/kg

TOXIC EFFECTS :: Behavioral - altered sleep time (including change in righting reflex) Behavioral - convulsions or effect on seizure threshold

REFERENCE :: AEPPAE Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. (Berlin, Ger.) V.110-253, 1925-66. For publisher information, see NSAPCC. Volume(issue)/page/year: 132,63,1928

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 43500 ug/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: STRAAA Strahlentherapie. (Urban & Schwarzenberg, Postfach 202440, D-8000 Munich 2, Fed. Rep. Ger.) V.1- 1912- Volume(issue)/page/year: 127,245,1965

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 100 mg/kg

TOXIC EFFECTS :: Behavioral - altered sleep time (including change in righting reflex) Behavioral - convulsions or effect on seizure threshold

REFERENCE :: AEPPAE Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. (Berlin, Ger.) V.110-253, 1925-66. For publisher information, see NSAPCC. Volume(issue)/page/year: 132,63,1928

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 6300 ug/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium) V.4- 1898- Volume(issue)/page/year: 103,146,1955

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: 35 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: FATOAO Farmakologiya i Toksikologiya (Moscow). For English translation, see PHTXA6 and RPTOAN. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.2- 1939- Volume(issue)/page/year: 4(1),34,1941

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: 10 mg/kg

TOXIC EFFECTS :: Peripheral Nerve and Sensation - flaccid paralysis without anesthesia (usually neuromuscular blockage) Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - dyspnea

REFERENCE :: JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 31,43,1927

Hazard Codes	T
Risk Phrases	23/24/25
Safety Phrases	36/37/39-45
RIDADR	UN 1544
Packaging Group	III
Hazard Class	6.1(b)

Precursor 8
CAS#:134-63-4 α-Lobeline Hydr... CAS#:6919-61-5 N-Methoxy-N-met... CAS#:6249-80-5 4-Phenyl-1-bute... CAS#:80735-94-0 1-phenyl-3-bute...
CAS#:85551-57-1 (αR)-α-(2-prope... CAS#:423763-79-5 (1R,3S)-2-oxira... CAS#:423763-78-4 (4S,6R)-4-iodom... CAS#:423763-77-3 tert-butyl [(1R...
DownStream 0