(+-)-1,2,3,6-Tetrahydro-2,3'-bipyridine
Grundinformationen
- CAS
2743-90-0- Standard-SMILES
C1=CCC(c2cccnc2)NC1- InChIKey
SOPPBXUYQGUQHE-UHFFFAOYSA-N- Summenformel
- C10H12N2
- Durchschnittliche Molmasse
- 160,22 g/mol
- Monoisotopische Masse
- 160,10004838
Überblick
D,L-Anatabine has been reported in Nicotiana tabacum and Nicotiana with data available.
Namen und Bezeichner
- Bevorzugter Name
- (+-)-1,2,3,6-Tetrahydro-2,3'-bipyridine
- IUPAC
- 3-(1,2,3,6-tetrahydropyridin-2-yl)pyridine
- Englischer Name
- (R,S)-ANATABINE
- Summenformel
- C10H12N2
- Molmasse
- 160.22
Namen und Synonyme
(+-)-1,2,3,6-tetrahydro-2,3'-bipyridineRefChem:390806682-533-42743-90-0(R,S)-ANATABINE1,2,3,6-Tetrahydro-2,3'-bipyridineD,L-Anatabine3-(1,2,3,6-tetrahydropyridin-2-yl)pyridineMFCD00078278(D,L)-AnatabineNicotine Impurity 22(+/-)-1,2,3,6-Tetrahydro-2,3'-bipyridine
Weitere Namen anzeigen
rac-Anatabine(±)-AnatabineNicotine USP RC AANATABINE, (+/-)-(RG)(R,S)-Anatabine, 10 mM in DMSONicotine Impurity A as Racemate
(R,S)-Anatabine (Standard)SCHEMBL229516orb1218240orb1308771CHEMBL5185560SCHEMBL18284951SCHEMBL26383447DTXSID30294036
Datenbank-Bezeichner
- CAS
2743-90-0- PubChem CID
- 261474
- DTXSID
DTXSID30294036- ChEMBL
CHEMBL5185560- EC Number
- 682-533-4
- Nikkaji
- J2.366.444E
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 0,9
- Polarare Oberfläche (TPSA)
- 24,9 Ų
- H-Brücken-Donoren
- 1
- H-Brücken-Akzeptoren
- 2
- Frei drehbare Bindungen
- 1
- Schwere Atome
- 12
- Formalladung
- 0
- Komplexität
- 165
Physikochemische Eigenschaften
- Siedepunkt
- 136 · 136
- Dichte
- 1.045 · 1.045±0.06 g/cm3(Predicted)
- storage temp.
- Amber Vial, Refrigerator, Under Inert Atmosphere
- Löslichkeit
- 15 mg/ml · ≤15mg/ml in DMSO;15mg/ml in dimethyl formamide
- Aggregatzustand
- solution in ethanol.
- pka
- 8.84 · 8.84±0.40(Predicted)
- Farbe
- Light yellow to yellow
- Stabilität
- Hygroscopic, Light Sensitive
- Major Application
- pharmaceutical (small molecule)
- InChI
- InChI=1S/C10H12N2/c1-2-7-12-10(5-1)9-4-3-6-11-8-9/h1-4,6,8,10,12H,5,7H2
- InChIKey
- SOPPBXUYQGUQHE-UHFFFAOYSA-N
- SMILES
- C1(C2=CC=CN=C2)NCC=CC1
- CAS Datenbank
- 2743 · 2743-90-0
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
This chemical does not meet GHS hazard criteria for 2.3% (1 of 43) of reports.
Danger
H301 (93%): Toxic if swallowed [Danger Acute toxicity, oral]
P264, P264+P265, P270, P280, P301+P316, P305+P351+P338, P321, P330, P337+P317, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 43 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Hazard Classes and CategoriesAcute Tox. 3 (93%)
Sicherheitsdaten
- wgk
- WGK 3
- ridadr
- 2810
- hs_code
- 29399990
- risk_code
- 25-36
- safety_code
- 24/25
- hazard_class
- IRRITANT
- Speicherklasse
- 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
- Hazard Classifications
- Acute Tox. 3 OralEye Irrit. 2
Chemie und Industrie
Anwendungen
Beschreibung(R,S)-Anatabine is a minor alkaloid produced in plants of the Solanaceae family, including tobacco. The detection of (R,S)-anatabine in urine is used as an indicator of tobacco use, particularly when nicotine-containing products (gum, patches, inhalers, and medications) are also being used. (R,S)-Anatabine increases nicotine self-administration and locomotor activity in rats. Of note, (R,S)-anatabine diminishes amyloid-β production in vitro and in vivo. (R,S)-Anatabine reduces (600 μg/ml) the transcription and protein levels of β-secretase, lowering the amount of Aβ (1-40) and Aβ (1-42) in a dose dependent manner in SHSY-5Y cells. (R,S)-Anatabine also dose dependently inhibits NF-κB activation.
Verwenden(R,S)-Anatabine is a metabolite of Nicotine (N412420).
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