3-(Pyrrolidin-2-yl)pyridine
Grundinformationen
- CAS
494-97-3- Standard-SMILES
c1cncc(C2CCCN2)c1- InChIKey
MYKUKUCHPMASKF-UHFFFAOYSA-N- Summenformel
- C9H12N2
- Durchschnittliche Molmasse
- 148,2 g/mol
- Monoisotopische Masse
- 148,10004839
Überblick
(RS)-nornicotine has been reported in Senegalia berlandieri, Nicotiana suaveolens, and other organisms with data available.
Namen und Bezeichner
- Bevorzugter Name
- 3-(Pyrrolidin-2-yl)pyridine
- IUPAC
- 3-pyrrolidin-2-ylpyridine
- Englischer Name
- 3-(2-Pyrrolidinyl)pyridine
- Summenformel
- C9H12N2
- Molmasse
- 148.21
Namen und Synonyme
3-(pyrrolidin-2-yl)pyridineRefChem:496138637-353-05746-86-1(+/-)-Nornicotine3-pyrrolidin-2-yl-pyridine(+-)-NornicotineDL-NORNICOTINEMFCD00016913(+-)-1'-Demethylnicotinedl-Norcitine( inverted exclamation markA)-Nornicotine
Weitere Namen anzeigen
Nornicotine(R,S)-NORNICOTINE3-PYRROLIDIN-2-YLPYRIDINE(±)-NornicotineNORNICOTINE, DL-Nicotine USP RC FDL-Nornicotine,96%beta-dl-nornicotine
3-(2-Pyrrolidyl)pyridine(+-)-3-(2-Pyrrolidinyl)pyridine(S)-3-Pyrrolidin-2-yl-pyridine2-(3-PYRIDINYL)PYRROLIDINE13450-58-3(S)-2-(3-Pyridyl)pyrrolidineNicotine Impurity 13SMR000449277
Datenbank-Bezeichner
- CAS
494-97-3、5746-86-1- PubChem CID
- 412
- DTXSID
DTXSID50862034- EC Number
- 637-353-0
- Nikkaji
- J391.269H
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 0,2
- Polarare Oberfläche (TPSA)
- 24,9 Ų
- H-Brücken-Donoren
- 1
- H-Brücken-Akzeptoren
- 2
- Frei drehbare Bindungen
- 1
- Schwere Atome
- 11
- Formalladung
- 0
- Komplexität
- 125
Experimentelle und physikochemische Eigenschaften
LogP0.17
Boiling Point270 °C
Physical DescriptionLiquid
Physikochemische Eigenschaften
- Schmelzpunkt
- 235 · 235-236 °C(Solv: ethanol (64-17-5))
- Siedepunkt
- 107 · 107-108°C 2mm
- Dichte
- 1 · 1,074 g/cm3
- Brechungsindex
- 1.54 · 1.54
- Flammpunkt
- 101 °C · 101°C
- storage temp.
- 2 · 2-8°C
- Löslichkeit
- 2 O: · H2O: 50 mg/mL
- Aggregatzustand
- liquid
- pka
- 9.09 · 9.09±0.10(Predicted)
- Farbe
- yellow
- Wichte
- 1.074 · 1.074
- Wasserlöslichkeit
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
GHS-Klassifizierung
GHS Classification
Warning
H302 (98%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 49 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Hazard Classes and CategoriesAcute Tox. 4 (98%)
Sicherheitsdaten
- F
- 3-10
- wgk
- 3
- ridadr
- 2810
- hs_code
- 29399990
- RTECS-Nr.
- QS6350000
- risk_code
- 20/21/22-36/37/38-39/23/24/25-23/24/25-11
- Toxizität
- LDLo ipr-rat: 6 mg/kg AJEBAK 25,83,47
- hazard_code
- Xn,Xi,T,F
- safety_code
- 26-36/37-45-16-7
- hazard_class
- 6.1
- packing_group
- III
- Speicherklasse
- 10 - Combustible liquids
- Hazard Classifications
- Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3
Chemie und Industrie
Pharmakologische Informationen
Metabolism/MetabolitesNornicotine is a known thirdhand smoke metabolite of Nicotine.
Tissue LocationsKidney
Cellular LocationsCytoplasm
Metabolite PathwaysNicotine Action Pathway
Verwendung und Herstellung
Use ClassificationNatural products -> Stimulants -> Transformation products
Anwendungen
Beschreibung(±)-Nornicotine is a metabolite of nicotine that acts as a neuronal nicotinic acetylcholine receptor (nAChR) agonist. The α6 and α7 subunit-containing neuronal nAChRs are particularly responsive to nornicotine with EC50 values of approximately 4 and 17 μM, respectively, when expressed in Xenopus oocytes. Nornicotine promotes cell migration and destabilizes cell-cell junctions in an endothelial cell line. It is generally thought to be free from abuse potential, but it has been self-administered by rats. It can be detected in urine.
Verwenden3-(2-Pyrrolidinyl)pyridine is a tobacco alkaloid and the major Nicotine (N412420) metabolite in brain. Nornicotine appears to activate different nAChR subtypes, has a better pharmacokinetic profile, and produces less toxicity than Nicotine. Nornicotine shows a significant analgesic activity. Nicotine USP Related Compound F (3-(pyrrolidine-2-yl)pyridine).
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