Nornicotine
Also known as l-Nor-nicotine, 3-[(2S)-pyrrolidin-2-yl]pyridine, 1'-Demethyl nicotine
Key facts
What buyers check first
- Appearance
- Hygroscopic, somewhat viscous liquid
- Boiling point
- 260 °C
- Density
- 1.0737 at 20 °C/4 °C
- Solubility
- Miscible in water, Very soluble in alcohol, chloroform, ether, petr ether, kerosene, oils
- HS code
- 293979
- Category
- Insecticides and acaricides

What is Nornicotine?
Plain description, key identifiers and synonyms
(S)-nornicotine is a pyridine alkaloid that is nicotine lacking the methyl group on the pyrrolidine nitrogen. It has a role as a phytogenic insecticide, a metabolite and a nicotinic acetylcholine receptor agonist. It is a pyridine alkaloid and a pyrrolidine alkaloid. It is a conjugate base of a (S)-nornicotine(1+). It is an enantiomer of a (+)-Nornicotine. It derives from a hydride of a nicotine.
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- 3-[(2S)-pyrrolidin-2-yl]pyridine
- CAS number
- 494-97-3 CAS number cross-checked
- EC number
- 621-530-4
- Molecular formula
- C9H12N2
- UNII
- 83H6L5QD8Z
- MDL number
- MFCD03703484
- InChIKey
- MYKUKUCHPMASKF-VIFPVBQESA-N
- InChI
- InChI=1S/C9H12N2/c1-3-8(7-10-5-1)9-4-2-6-11-9/h1,3,5,7,9,11H,2,4,6H2/t9-/m0/s1
- Canonical SMILES
- c1cncc(C2CCCN2)c1
- Isomeric SMILES
- C1C[C@H](NC1)C2=CN=CC=C2
Synonyms
- l-Nor-nicotine
- 3-[(2S)-pyrrolidin-2-yl]pyridine
- 1'-Demethyl nicotine
- 1'-demethylnicotine
- 2-(3-Pyridyl)pyrrolidine
- Pyridine, 3-(2-pyrrolidinyl)-,(S)-
- 3-(2-pyrrolidinyl)-(s)-pyridine
- 3-((2S)-Pyrrolidin-2-yl)pyridine
- Demethylnicotine
- (R,S)-Nornicotine
- 3-((2S)-2-Pyrrolidinyl)Pyridine
- 3-(2-Pyrrolidinyl)pyridine
- 3-pyrrolidin-2-ylpyridine
- (S)-3-(Pyrrolidin-2-yl)pyridine
- (S)-Nornicotine
- Nornicotin
- Nicotine EP Impurity F
- S-(-)-Nornicotine
- Pyridine, 3-(2S)-2-pyrrolidinyl-
- Nornicotine, DL-(rg)
- Nicotine, 1'-demethyl-, (S)-
- (-)-nornicotine
- (-)-(S)-Nornicotine
- (S)-1'-demethylnicotine
- 3-(2S)-2-Pyrrolidinylpyridine
Show all 37 synonymsShow fewer synonyms
- Pyridine, 3-(2-pyrrolidinyl)-, (S)-
- (S)-2-(3-Pyridyl)pyrrolidine
- 1''-demethyl nicotine
- (S)-(-)-Nornicotine
- (S)-1''-demethylnicotine
- 5-23-06-00062 (Beilstein Handbook Reference)
- Nicotine, 1'-demethyl-
- US8609708, 90 Nornicotine
- Nicotine impurity f
- 3-[(2S)-Pyrrolidine-2| cent-yl]pyridine
- Nicotine resinate impurity f
- Nicotine ditartrate dihydrate impurity f
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 | Hygroscopic, somewhat viscous liquidexp.Measured value |
|---|---|
| Odour | Develops a slight amine odor, less pungent than that of nicotineexp.Measured value |
| Boiling point | 260 °Cexp.Measured value |
| Density | 1.0737 at 20 °C/4 °Cexp.Measured value |
| Solubility | Miscible in water, Very soluble in alcohol, chloroform, ether, petr ether, kerosene, oilsexp.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 | 148.21 g/molcalc.Computed value |
|---|---|
| Exact mass | 148.10 Dacalc.Computed value |
| LogP (octanol/water) | 1.51calc.Computed value |
| Topological polar surface area | 24.92 Ųcalc.Computed value |
| Hydrogen bond donors | 1calc.Computed value |
| Hydrogen bond acceptors | 2calc.Computed value |
| Rotatable bonds | 1calc.Computed value |
| Heavy atoms | 11calc.Computed value |
| Rings | 2calc.Computed value |
| Aromatic rings | 1calc.Computed value |
| Fraction sp3 carbons | 0.44calc.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(C2CCCN2)c1
2 rings, 11 atoms, the 3-(Pyrrolidin-2-yl)pyridine ring system.
725 other chemicals share this scaffoldSafety and hazards
GHS classification summary, not a safety data sheet
Hazard statements
- H301Toxic if swallowed.
- H311Toxic in contact with skin.
- H315Causes skin irritation.
- H319Causes serious eye irritation.
- H331Toxic if inhaled.
- H335May cause respiratory irritation.
Precautionary statements (22)
- P261Avoid breathing dust, fume, gas, mist, vapours or spray.
- 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.
- P271Use only outdoors or in a well-ventilated area.
- 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.
- P304 + P340If inhaled: Remove person to fresh air and keep comfortable for breathing.
- 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.
- P319Get medical help if you feel unwell.
- 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.
- P403 + P233Store in a well-ventilated place. Keep container tightly closed.
- 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 aidNornicotine suppliers
Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings
- India, Navi MumbaiUnclaimed profileNornicotineGrade, purity and minimum order on requestPrice on request
- India ManufacturerUnclaimed profileNornicotineGrade, purity and minimum order on requestPrice on request
- United States, CranburyUnclaimed profileNornicotineGrade, purity and minimum order on requestPrice on request
- United States, HaywardUnclaimed profileNornicotineGrade, purity and minimum order on requestPrice on request
- GermanyUnclaimed profileNornicotineGrade, purity and minimum order on requestPrice on request
- Price on request
- Price on request
- Price on request
- United States, LevittownUnclaimed profileNornicotineGrade, purity and minimum order on requestPrice on request
- Price on request
Suppliers marked Unclaimed profile have not claimed their profile yet. They are not verified by CompoundList, their offers are price on request and details may have changed, so please confirm them with the supplier. Company representatives can claim a profile with a business email on the company's own website domain. Our team verifies each claim and sends the result by email.
Where suppliers are based
13 suppliers in 6 countries
Send one request to many suppliers
Choose up to 10 suppliers or let us match your request. Compare quotes side by side, free.
Nornicotine price
Indicative price range per kg from live supplier offers
Suppliers quote this chemical on request. Send one free request and compare quotes side by side.
Uses and applications
What the substance is used for, by industry and function
Insecticide.
Agricultural or horticultural insecticide.
Industries and functions
Pharmacological actions
- Insecticides
Roles
- cholinergic agonist
- cholinergic drug
- insecticide
- metabolite
- neurotransmitter agent
- nicotinic acetylcholine receptor agonist
- pesticide
- pharmaceutical
- phytogenic insecticide
Pharmacology
Nornicotine is a demethylated form of the plant alkaloid nicotine. Nornicotine is found in tobacco and is also a nicotine metabolite which acts as a nicotinic acetylcholine receptor agonist. Nornicotine can be metabolized to form the carcinogen N-nitrosonornicotine (NNN).
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 Nornicotine is traded under.
Alkaloids of vegetal origin, other than cocaine, ecgonine, salts, esters and other derivatives, not elsewhere…
- 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 Nornicotine is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Nornicotine, based on the data on this page
What is Nornicotine?
What is the CAS number of Nornicotine?
What is the molecular formula and weight of Nornicotine?
What is Nornicotine used for?
Is Nornicotine hazardous?
What is the HS code of Nornicotine?
Where can I buy Nornicotine?
Where can I buy Nornicotine in India?
What is the price of Nornicotine?
Guides for buyers
Practical guides that help when you source, ship or handle Nornicotine
- 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
Get quotes for Nornicotine
Embed this structure on your websiteShow code
Paste this code into your page to show the 2D structure of Nornicotine with a 3D view, its CAS number where known and a link back to this page. Free to use with the link kept.
<iframe src="https://www.compoundlist.com/embed/structure/nornicotine-494-97-3" title="Nornicotine structure on CompoundList" width="360" height="420" style="border:1px solid #E7E2DA;border-radius:12px;max-width:100%" loading="lazy" referrerpolicy="strict-origin-when-cross-origin"></iframe>Explore more in Insecticides and acaricides or HS code 293979