3-(Pyrrolidin-2-yl)pyridine
Nornicotine · DL-NORNICOTINE · (R,S)-NORNICOTINE · 3-PYRROLIDIN-2-YLPYRIDINE · (±)-Nornicotine · NORNICOTINE, DL- · Nicotine USP RC F · (+/-)-nornicotine
식별자 및 물리적 특성
| CAS No. | 494-97-3 |
|---|---|
| 분자식 | C9H12N2 |
| 평균 분자량 | 148.2 g/mol |
| 단동위원소 질량 | 148.10004839 g/mol |
| SMILES | c1cncc(C2CCCN2)c1 |
| InChIKey | MYKUKUCHPMASKF-UHFFFAOYSA-N |
| PubChem CID | 412 |
| EC No. | 637-353-0 |
| DTXSID | DTXSID50862034 |
화학 및 물리적 성질
| XLogP | 0.2 |
|---|---|
| 극성 표면적 | 24.9 |
| 수소 결합 공여자 수 | 1 |
| 수소 결합 수용자 수 | 2 |
| 회전 가능 결합 수 | 1 |
| 무거운 원자 수 | 11 |
| 형식 전하 | 0 |
| 복잡도 | 125 |
| LogP(분배 계수) | 0.17 |
| 끓는 점 | 270 °C107-108°C 2mm |
| Physical Description | Liquid |
| Kovats Retention Index | 1435.4 |
| 녹는점 | 235-236 °C(Solv: ethanol (64-17-5)) |
| 밀도 | 1,074 g/cm3 |
| 굴절률 | 1.54 |
| 인화점 | 101°C |
| 저장 조건 | 2-8°C |
| 용해도 | H2O: 50 mg/mL |
| 물리적 상태 | 액체 |
| pKa(산도 계수) | 9.09±0.10(Predicted) |
| 색상 | 노란색 |
| 비중 | 1.074 |
| 용해도 | 아세톤, 클로로포름 및 물(50mg/ml)에 용해됩니다. |
| Merck | 14,6712 |
| BRN | 81968 |
| 안정성 | 흡습성, 감광성, 수분 민감성 |
| 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 |
화학적 성질
Colourless Oil
안전 및 규제
| GHS 분류 | 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%) |
| 수질 위해 등급(WGK) | 3 |
| RTECS 번호 | QS6350000 |
| 운송 번호(UN) | 2810 |
| 독성 | LDLo ipr-rat: 6 mg/kg AJEBAK 25,83,47 |
| 관세 코드 | 29399990 |
| 위험 문구(R) | 20/21/22-36/37/38-39/23/24/25-23/24/25-11 |
| 위험 표시 | Xn,Xi,T,F |
| 안전 문구(S) | 26-36/37-45-16-7 |
| 포장분류 | III |
| 위험 등급 | 6.1Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3 |
| F 고인화성물질 | 3-10 |
| 저장 분류 | 10 - Combustible liquids |
용도
개요
(±)-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.
용도
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).