3-(1-Pyrrolin-2-yl)pyridin
Pyridine, 3-(3,4-dihydro-2H-pyrrol-5-yl)- · NICOTINE RELATED COMPOUND D · 3-(3,4-DIHYDRO-2H-PYRROL-5-YL)PYRIDINE · MYOSIME · yosmine · MYSOMINE · MYOSMINE · Myosming
Identifikatoren & physikalische Daten
| CAS No. | 532-12-7 |
|---|---|
| Summenformel | C9H10N2 |
| Durchschnittliche Molmasse | 146,19 g/mol |
| Monoisotopische Masse | 146,08439833 g/mol |
| SMILES | c1cncc(C2=NCCC2)c1 |
| InChIKey | DPNGWXJMIILTBS-UHFFFAOYSA-N |
| PubChem CID | 442649 |
| ChEMBL | CHEMBL423429 |
| ChEBI | CHEBI:7051 |
| EC No. | 637-297-7 |
| DTXSID | DTXSID70891866 |
| Lokaler Name | 3-(1-Pyrrolin-2-yl)pyridin |
Chemische & physikalische Eigenschaften
| XLogP | 0,6 |
|---|---|
| Polarare Oberfläche (TPSA) | 25,3 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 1 |
| Schwere Atome | 11 |
| Formalladung | 0 |
| Komplexität | 163 |
| Schmelzpunkt | 40.5 - 42 °C42-44°C |
| Physical Description | Solid |
| Kovats Retention Index | 1427.3 |
| Collision Cross Section | 128.2 Ų [M+H]+ [CCS Type: TWMethod: calibrated with polyalanine and drug standards]130.49 Ų [M+Na]+ [CCS Type: TW127.92 Ų [M+H]+ [CCS Type: TW |
| Siedepunkt | 82-83°C 0,5mm |
| Dichte | 1.12±0.1 g/cm3(Predicted) |
| Flammpunkt | 82-83°C/0.5mm |
| Lagerbedingungen | 2-8°C |
| Löslichkeit | Methanol (Slightly), Water (Sparingly) |
| pKa (Säurekonstante) | pK1:5.26 (25°C) |
| Aggregatzustand | Solid |
| Farbe | Light Beige to Dark Yellow |
| BRN | 119254 |
| Stabilität | Moisture, Temperature Sensitive |
| InChI | InChI=1S/C9H10N2/c1-3-8(7-10-5-1)9-4-2-6-11-9/h1,3,5,7H,2,4,6H2 |
| InChIKey | DPNGWXJMIILTBS-UHFFFAOYSA-N |
| SMILES | C1=NC=CC=C1C1=NCCC1 |
| LogP (Verteilungskoeffizient) | 0.730 (est) |
| CAS Datenbank | 532-12-7(CAS DataBase Reference) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]H335 (87.8%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposureRespiratory tract irritation]P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, 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 8 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. |
|---|---|
| Regulatorische Informationen | Status: Active Update: 24-10-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/34234 |
| Hazard Classes and Categories | Acute Tox. 4 (100%)Skin Irrit. 2 (100%)Eye Irrit. 2 (100%)STOT SE 3 (87.8%) |
| Wassergefährdungsklasse (WGK) | 3 |
| Zollcode | 29399990 |
| RTECS-Nr. | UT7660000 |
| R-Sätze (R) | 22-36/37/38 |
| Gefahrensymbole | Xn |
| Sicherheitshinweise (S) | 26-36 |
| Gefahrenklasse | IRRITANT, IRRITANT-HARMFULAcute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3 |
| Lagerklasse | 11 - Combustible Solids |
Anwendungen & Verwendung
Beschreibung
The alkaloids found in tobacco smoke may be separated into those which are volatile in steam and those which are non-volatile. Myosmine occurs in the former group and, although only present in small quantities, is the most fully investigated of these bases. The alkaloid is normally obtained as an oily liquid which may be crystallized. It is optically inactive and readily soluble in light petroleum or Et20. It forms a hydrochloride as a microcrystalline powder which, on sublimation yields colourless rods, m.p. ISS-8°C. The dihydrochloride, also a microcrystalline powder, yields colourless needles on sublimation, m.p. 1S0- 17 Soc. The base also furnishes a dipicrate, m.p. 182-3°C (dec.) and a dipi_x0002_crolonate, m.p. 204°C (dec.). On dehydrogenation it gives 2-(3'-pyridyl)-pyrrole (picrate, m.p. 200°C) identical with that obtained in a similar manner from nornicotine. According to Woodward and his colleagues, the alkaloid is one of several products formed when nicotine is dehydrogenated over prepared quartz at S70°C. It is readily hydrolyzed in H20 to yield 3-pyridyl-r-aminopropyl ketone, forming a crystalline phenylhydrazone, m.p. 20l-2°C.
Verwenden
Myosmine is an alkaloid found in tobacco. Myosmine has been suspected to be a tobacco-independent carcinogenic source.