3-(ピロリジン-2-イル)ピリジン
3-(ピロリジン-2-イル)ピリジン · 3-(2-ピロリジニル)ピリジン · 2-(3-ピリジル)ピロリジン · (±)-3-(2-ピロリジニル)ピリジン · (R,S)-ノルニコチン · ノルニコチン, DL- · DL-ノルニコチン · (±)-ノルニコチン 溶液
識別子と物理属性
| CAS No. | 494-97-3 |
|---|---|
| 分子式 | C9H12N2 |
| 平均分子量 | 148.2 g/mol |
| 単同位体質量 | 148.10004839 g/mol |
| SMILES | c1cncc(C2CCCN2)c1 |
| InChIKey | MYKUKUCHPMASKF-UHFFFAOYSA-N |
| PubChem CID | 412 |
| EC No. | 637-353-0 |
| DTXSID | DTXSID50862034 |
| 現地名 | 3-(ピロリジン-2-イル)ピリジン |
化学・物理的性質
| XLogP | 0.2 |
|---|---|
| 極性表面積 | 24.9 |
| 水素結合供与体数 | 1 |
| 水素結合受容体数 | 2 |
| 回転可能結合数 | 1 |
| 重原子数 | 11 |
| 形式電荷 | 0 |
| 複雑度 | 125 |
| LogP（分配係数） | 0.17 |
| 沸点 | 270 °C107-108°C 2mm |
| Physical Description | Liquid |
| Kovats Retention Index | 1435.4 |
| 融点 | 235-236 °C(Solv: ethanol (64-17-5)) |
| 密度 | 1,074 g/cm3 |
| 屈折率 | 1.54 |
| 引火点 | 101°C |
| 貯蔵条件 | 2-8°C |
| 溶解度 | H2O: 50 mg/mLアセトン、クロロホルム、水に可溶 (50mg/ml)。 |
| 外観・状態 | 液体 |
| pKa（酸解離定数） | 9.09±0.10(Predicted) |
| 色 | 黄色 |
| 比重 | 1.074 |
| Merck | 14,6712 |
| BRN | 81968 |
| 安定性 | 吸湿性、光に敏感、湿気に敏感 |
| 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 データベース | 5746-86-1(CAS DataBase Reference) |
化学的特性
Colourless Oil
安全性と法規制
| GHS 分類 | WarningH302 (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 exposureRespiratory 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. |
|---|---|
| Hazard Classes and Categories | Acute Tox. 4 (98%)Skin Irrit. 2 (98%)Eye Irrit. 2 (100%)STOT SE 3 (87.8%) |
| F | 3-10 |
| 水環境危害等級（WGK） | 3 |
| RTECS 番号 | QS6350000 |
| 輸送番号（UN） | 2810 |
| 毒性 | LDLo ipr-rat: 6 mg/kg AJEBAK 25,83,47 |
| 税関コード | 29399990 |
| 危険文句（R） | 20/21/22-36/37/38-39/23/24/25-23/24/25-11 |
| 危険表示 | Xn,Xi,T,F |
| 安全措置（S） | 26-36/37-45-16-7 |
| 危険等級 | 6.1Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3 |
| 包装等級 | III |
| 貯蔵分類 | 10 - Combustible liquids |
用途
説明
(±)-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.
使用
3-(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).