Anabasine
Also known as (-)-Anabasine, (S)-anabasine, Neonicotine
Key facts
What buyers check first
- Appearance
- Colorless liquid, darkens on exposure to air
- Melting point
- 9 ยฐC
- Boiling point
- 270 to 272
- Density
- 1.0455 @ 20 ยฐC/4 ยฐC
- Solubility
- Miscible in water @ 25 ยฐC
- HS code
- 293979
- Category
- Insecticides and acaricides

What is Anabasine?
Plain description, key identifiers and synonyms
(S)-anabasine is the (S)-enantiomer of anabasine.
Anabasine is a chemical piperidine compound often used as a botanical insecticide.
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- 3-[(2S)-piperidin-2-yl]pyridine
- CAS number
- 494-52-0 CAS number cross-checked
- EC number
- 207-791-3
- Molecular formula
- C10H14N2
- UNII
- LMS11II2LO
- MDL number
- MFCD00871391
- InChIKey
- MTXSIJUGVMTTMU-JTQLQIEISA-N
- InChI
- InChI=1S/C10H14N2/c1-2-7-12-10(5-1)9-4-3-6-11-8-9/h3-4,6,8,10,12H,1-2,5,7H2/t10-/m0/s1
- Canonical SMILES
- c1cncc(C2CCCCN2)c1
- Isomeric SMILES
- C1CCN[C@@H](C1)C2=CN=CC=C2
Synonyms
- (-)-Anabasine
- (S)-anabasine
- Neonicotine
- Neonikotin
- Anabasin
- S-(-)-Anabasine
- 3-[(2S)-piperidin-2-yl]pyridine
- Anabazin
- L-3-(2'-Piperidyl)pyridine
- Piperidine, 2-(3-pyridyl)-
- (-)-2-(3'-Pyridyl)piperidine
- Pyridine, 3-(2-piperidinyl)-, (S)-
- Pyridine, 3-(2S)-2-piperidinyl-
- Pyridine, 3-(2-piperidyl)-
- 3-(2-Piperidinyl)pyridine
- 2-(3'-Pyridyl) piperidine
- Pyridine, 3-(2-pyridyl) piperidine
- (S)-3-(2-Piperidinyl)pyridine
- 3-((2S)-piperidin-2-yl)pyridine
- 3-(piperidin-2-yl)pyridine
- (S)-3-(Piperidin-2-yl)pyridine
- 3-(2S)-2-Piperidinylpyridine
- Nicotine EP Impurity G
- (S)-(-)-Anabasine
- 3-[(2S)-2-piperidyl]pyridine
Show all 33 synonymsShow fewer synonyms
- (S)-Anabasine, > 98% ee
- 2-(3-Pyridinyl)piperidine #
- 3-(2S)-2-Piperidinyl-pyridine
- (S)-Snabasine
- Anabasine (Standard)
- Tocris-1971
- (S)-Anabasine (>98%)
- 5-23-06-00096 (Beilstein Handbook Reference)
Physical and chemical properties
Measured values and descriptors computed from the structure
Physical and chemical properties
Measured values, check the supplier specification for your grade
| Appearance | Colorless liquid, darkens on exposure to airexp.Measured value |
|---|---|
| Melting point | 9 ยฐCexp.Measured value |
| Boiling point | 270 to 272exp.Measured value |
| Density | 1.0455 @ 20 ยฐC/4 ยฐCexp.Measured value |
| Solubility | Miscible in water @ 25 ยฐCexp.Measured value |
Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.
Computed descriptors
Calculated from the structure, useful for screening and formulation
| Molecular weight | 162.24 g/molcalc.Computed value |
|---|---|
| Exact mass | 162.1157 Dacalc.Computed value |
| LogP (octanol/water) | 1.9calc.Computed value |
| Topological polar surface area | 24.92 ร
ยฒcalc.Computed value |
| Hydrogen bond donors | 1calc.Computed value |
| Hydrogen bond acceptors | 2calc.Computed value |
| Rotatable bonds | 1calc.Computed value |
| Heavy atoms | 12calc.Computed value |
| Rings | 2calc.Computed value |
| Aromatic rings | 1calc.Computed value |
| Fraction sp3 carbons | 0.5calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 1calc.Computed value |
| Lipinski rule of five | Passes (0 violations)calc.Computed value |
Calculated for screening. Confirm critical figures with the supplier.
Murcko scaffold
The ring system that remains when every side chain is removed
c1cncc(C2CCCCN2)c1
2 rings, 12 atoms, the (ยฑ)-Anabasine ring system.
420 other chemicals share this scaffoldSafety and hazards
GHS classification summary, not a safety data sheet
Hazard statements
- H300Fatal if swallowed.
- H301Toxic if swallowed.
- H310Fatal in contact with skin.
- H315Causes skin irritation.
- H319Causes serious eye irritation.
- H361Suspected of damaging fertility or the unborn child.
- H361fdSuspected of damaging fertility. Suspected of damaging the unborn child.
- H411Toxic to aquatic life with long lasting effects.
Precautionary statements (21)
- P203Obtain, read and follow all safety instructions before use.
- P262Do not get in eyes, on skin, or on clothing.
- P264Wash skin thoroughly after handling.
- P264 + P265Wash skin thoroughly after handling. Do not touch eyes.
- P270Do not eat, drink or smoke when using this product.
- P273Avoid release to the environment.
- P280Wear protective gloves, protective clothing, eye protection and face protection.
- P301 + P316If swallowed: Get emergency medical help immediately.
- P302 + P352If on skin: Wash with plenty of water.
- P305 + P351 + P338If in eyes: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
- P316Get emergency medical help immediately.
- P318If exposed or concerned, get medical advice.
- P321Specific treatment (see supplemental first aid instructions on the label).
- P330Rinse mouth.
- P332 + P317If skin irritation occurs: Get medical help.
- P337 + P317If eye irritation persists: Get medical help.
- P361 + P364Take off immediately all contaminated clothing. And wash it before reuse.
- P362 + P364Take off contaminated clothing. And wash it before reuse.
- P391Collect spillage.
- P405Store locked up.
- P501Dispose of contents and container in accordance with local regulations.
GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.
Full safety data and first aidAnabasine suppliers
Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings
- India, Navi MumbaiUnclaimed profileAnabasineGrade, purity and minimum order on requestPrice on request
- India ManufacturerUnclaimed profileAnabasineGrade, purity and minimum order on requestPrice on request
- China, NanjingUnclaimed profileAnabasineGrade, purity and minimum order on requestPrice on request
- United States, HaywardUnclaimed profileAnabasineGrade, purity and minimum order on requestPrice on request
- United States, Redwood CityUnclaimed profileAnabasineGrade, purity and minimum order on requestPrice on request
- GermanyUnclaimed profileAnabasineGrade, purity and minimum order on requestPrice on request
- China, ShanghaiUnclaimed profileAnabasineGrade, purity and minimum order on requestPrice on request
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- United States, BurlingameUnclaimed profileAnabasineGrade, purity and minimum order on requestPrice on request
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Where suppliers are based
18 suppliers in 6 countries
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Anabasine price
Indicative price range per kg from live supplier offers
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Uses and applications
What the substance is used for, by industry and function
Anabasine is no longer used as an insecticide in the United States or the United Kingdom.
Industries and functions
Pharmacological actions
- Insecticides
Pharmacology
Anabasine is a nicotine analog that is an alkaloid found in tree tobacco (Nicotiana glauca) and is comprised of a pyridine substituted by a piperidin-2-yl group at position 3. Anabasine has been used as an industrial insecticide and, since it is present in trace amounts in tobacco smoke, its detection in urine can be used as an indicator of exposure to tobacco smoke.
How it is made
Extracted on a large scale in Russia. Industrial extraction processes: Sadykov, Timbekov, J Appl Chem USSR 29: 148 (1956).
Derivation: (1) Extraction from Anabasis aphylla and Nicotiana glauca, (2) synthetic
Regulatory status
Inventories, regulations and trade controls that list this substance
No regulatory list memberships are recorded for this substance yet. Always check the rules of the importing and exporting country before trade.
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code Anabasine is traded under.
Alkaloids of vegetal origin, other than cocaine, ecgonine, salts, esters and other derivatives, not elsewhereโฆ
- Switzerland * partner reported25.3%
- Germany21.4%
- India * partner reported14.9%
- United States20.9%
- Germany14.7%
- Italy14.6%
* Partner reported figures, a lower bound.
The HS code shown for Anabasine is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Anabasine, based on the data on this page
What is Anabasine?
What is the CAS number of Anabasine?
What is the molecular formula and weight of Anabasine?
What is Anabasine used for?
Is Anabasine hazardous?
What is the HS code of Anabasine?
Where can I buy Anabasine?
Where can I buy Anabasine in India?
What is the price of Anabasine?
Guides for buyers
Practical guides that help when you source, ship or handle Anabasine
- Guide, SafetyHow to read a safety data sheet in 10 minutesA section by section method to pull the essentials out of any 16 section SDS: identity, hazards, composition, storage, PPE, properties, transport and emergency measures.Read
- Guide, SafetyGHS pictograms, signal words and hazard statements explainedA practical guide to the nine GHS pictograms, the signal words Danger and Warning, H and P statements, and how to read a chemical label in seconds.Read
- Article, SourcingHow to write an RFQ that gets fast and accurate quotesWhat suppliers need to quote quickly and comparably: exact product identity, quantity and packing, delivery terms, documents, samples and payment, with a ready to use template.Read
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