3-(Pyrrolidin-2-yl)pyridine (HCID 412)

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:496138637-353-05746-86-13-pyrrolidin-2-yl-pyridine(+-)-NornicotineDL-NORNICOTINE(+/-)-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)pyrrolidineSMR000449277(R,S)-Nornicotine (1.0 mg/mL in Methanol)

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 Å²
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

Kovats Retention Index1435.4

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: Soluble in acetone, chloroform and water (50mg/ml).
Merck: 14 · 14,6712
BRN: 81968 · 81968
Stabilität: Hygroscopic, Light Sensitive, Moisture Sensitive
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
InChIKey: MYKUKUCHPMASKF-UHFFFAOYSA-N
SMILES: C1CNC(C1)c2cccnc2
CAS Datenbank: 5746 · 5746-86-1(CAS DataBase Reference)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

Warning

H302 (98%): Harmful if swallowed [Warning Acute toxicity, oral]；H312 (98%): Harmful in contact with skin [Warning Acute toxicity, dermal]；H315 (98%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H332 (98%): Harmful if inhaled [Warning Acute toxicity, inhalation]；H335 (87.8%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

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.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Gefahrenhinweise

Hazard Classes and CategoriesAcute Tox. 4 (98%)；Acute Tox. 4 (98%)；Skin Irrit. 2 (98%)；Eye Irrit. 2 (100%)；Acute Tox. 4 (98%)；STOT SE 3 (87.8%)

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；Liver

Cellular LocationsCytoplasm

Metabolite PathwaysNicotine Action Pathway；Nicotine Metabolism Pathway

Verwendung und Herstellung

Use ClassificationNatural products -> Stimulants -> Transformation products

Anwendungen · 2 Einträge

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).