• Name

  alpha-Lobeline hydrochloride

• EINECS 205-150-2
• CAS No. 134-63-4
• Article Data3
• CAS DataBase
• Density
• Solubility
• Melting Point 183-185 °C (dec.)(lit.)
• Formula C₂₂H₂₈ClNO₂
• Boiling Point 485.6 °C at 760 mmHg
• Molecular Weight 373.923
• Flash Point 247.5 °C
• Transport Information UN 1544 6.1/PG 3
• Appearance White to off-white solid
• Safety 36/37/39-45
• Risk Codes 23/25
• Molecular Structure
• Hazard Symbols T
• Synonyms Ethanone,2-[(2R,6S)-6-[(2S)-2-hydroxy-2-phenylethyl]-1-methyl-2-piperidinyl]-1-phenyl-,hydrochloride (9CI);Ethanone,2-[6-(2-hydroxy-2-phenylethyl)-1-methyl-2-piperidinyl]-1-phenyl-,hydrochloride, [2R-[2a,6a(S*)]]-;Lobeline, hydrochloride(8CI);(-)-Lobeline hydrochloride;(-)-a-Lobeline hydrochloride;Lobelin hydrochloride;Lobron;Zoolobelin;
• PSA 40.54000
• LogP 4.97590

Synthetic route

950194-40-8

(S)-2-[(2R,6S)-6-(2-propionyloxy-2-phenylethyl)-1-methylpiperidin-2-yl]-1-phenylethanone

134-63-4

Lobeline hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride In methanol Heating;

950194-38-4

C25H33NO3

134-63-4

Lobeline hydrochloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: CrO3; H2SO4 / acetone / 1 h / 20 °C 2: aq. HCl / methanol / Heating View Scheme

6168-88-3

2,2′-((2,6)-1-methylpiperidine-2,6-diyl)bis(1-phenylethanone) hydrochloride

134-63-4

Lobeline hydrochloride

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 65 percent / NaBH4 / methanol / 20 °C 2: 92 percent / (S)-2-phenyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole; Na2SO4 / CDCl3 / 48 h / 20 °C 3: CrO3; H2SO4 / acetone / 1 h / 20 °C 4: aq. HCl / methanol / Heating View Scheme

552-72-7

NSC 95097

134-63-4

Lobeline hydrochloride

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 92 percent / (S)-2-phenyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole; Na2SO4 / CDCl3 / 48 h / 20 °C 2: CrO3; H2SO4 / acetone / 1 h / 20 °C 3: aq. HCl / methanol / Heating View Scheme

1070913-26-6

(cis:trans)-(-)-lobeline

134-63-4

Lobeline hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride In water; isopropyl alcohol at 60℃; for 8h; Inert atmosphere;

134-63-4

Lobeline hydrochloride

(-)cis-N-methyl-2-(2-chloro-2-phenylethyl)-6-(2-oxo-2-phenylethyl)piperidine hydrochloride

Conditions

Conditions	Yield
With thionyl chloride In chloroform at 20℃; for 24h; Chlorination;	80%

134-63-4

Lobeline hydrochloride

324078-36-6

cis-2S,6R-N-methyl-6-phenacyl-2-trans-styrylpiperidine

Conditions

Conditions	Yield
With phosphonic Acid at 45 - 50℃; for 22h; Dehydration;	75%

134-63-4

Lobeline hydrochloride

818377-08-1

(S)-2-[(2S,6R)-1-Methyl-6-((E)-styryl)-piperidin-2-yl]-1-phenyl-ethanol

Conditions

Conditions	Yield
With hydrogenchloride; mercury; zinc for 0.25h; Dehydration; reduction; Heating;	46%

134-63-4

Lobeline hydrochloride

A

(2S)-Lobeline

B

90-69-7

lobeline

Conditions

Conditions	Yield
With sodium hydrogencarbonate In water for 48h;

134-63-4

Lobeline hydrochloride

2-((2R,6S)-1-Methyl-6-phenethyl-piperidin-2-yl)-1-phenyl-ethanone

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 75 percent / 85 percent aq. H3PO3 / 22 h / 45 - 50 °C 2: H2 / 5 percent Pd/C / methanol / 1.5 h / 2585.74 Torr 3: pyridinium dichromate / CH2Cl2 / 3 h / 20 °C View Scheme

134-63-4

Lobeline hydrochloride

748756-00-5

(R)-2-((2R,6S)-1-Methyl-6-phenethyl-piperidin-2-yl)-1-phenyl-ethanol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 75 percent / 85 percent aq. H3PO3 / 22 h / 45 - 50 °C 2: H2 / 5 percent Pd/C / methanol / 1.5 h / 2585.74 Torr View Scheme

134-63-4

Lobeline hydrochloride

(S)-2-((2S,6R)-1-Methyl-6-phenethyl-piperidin-2-yl)-1-phenyl-ethanol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 46 percent / Zn/Hg; 5 percent aq. HCl / 0.25 h / Heating 2: H2 / PtO2 / methanol / 1 h / 760 Torr View Scheme

134-63-4

Lobeline hydrochloride

90-69-7

lobeline

Conditions

Conditions	Yield
With sodium hydrogencarbonate In water; benzene	40 mg

alpha-Lobeline hydrochloride Chemical Properties

alpha-Lobeline hydrochloride Uses

alpha-Lobeline hydrochloride Toxicity Data With Reference

alpha-Lobeline hydrochloride Safety Profile