コニイン
(+)-Coniine
基本情報
- CAS
458-88-8- 標準SMILES
CCC[C@H]1CCCCN1- InChIKey
NDNUANOUGZGEPO-QMMMGPOBSA-N- 分子式
- C8H17N
- 平均分子量
- 127.23 g/mol
- 単同位体質量
- 127.13609955
概要
(+)-coniine is a 2-propylpiperidine that has S-configuration. It is an enantiomer of a (-)-coniine.
名称と識別子
- 優先名称
- (+)-Coniine
- IUPAC
- (2S)-2-propylpiperidine
- 現地名
- コニイン
- 英語名
- CONIINE, D/L-(RG)
- 分子式
- C8H17N
- 分子量
- 127.23
名称と別名
(2S)-2-propylpiperidine458-88-8(+)-ConiineCONIINEConicineCicutine(S)-beta-PropylpiperidineCicutin(S)-(+)-ConiineConiinKoniinCONIINUM
名称をさらに表示
コニインシクチン(2S)-2-プロピルピペリジン(S)-(+)-コニイン(S)-2β-プロピルピペリジン(+)-コニイン(S)-2-プロピルピペリジン(2S)-2β-プロピルピペリジン(+)-コニンコニシンC06523CONIINE, D/L-(RG)
C479P32L2DCHEBI:28322Piperidine, 2-propyl-, (S)-D-2-(n-Propyl)piperidineRefChem:578643207-282-6D-Conicine(S)-2-Propylpiperidine
データベース識別子
- CAS
458-88-8- PubChem CID
- 441072
- DTXSID
DTXSID8041795- ChEMBL
CHEMBL2287063- ChEBI
CHEBI:28322- UNII
- C479P32L2D
- EC Number
- 207-282-6
- Nikkaji
- J5.763K
物性
構造計算による物性
- XLogP
- 2
- 極性表面積
- 12 Ų
- 水素結合供与体数
- 1
- 水素結合受容体数
- 1
- 回転可能結合数
- 2
- 重原子数
- 9
- 形式電荷
- 0
- 複雑度
- 71
実験および物理化学的性質
Chemical ClassesBiological Agents -> Plant Toxins
pHALKALINE
OdorMOUSY ODOR
Density0.844-0.848 @ 20 °C/4 °C
Color/FormCOLORLESS LIQUID
SolubilitySOLUBLE IN ALCOHOL, ETHER, ACETONE, BENZENE, AMYL ALCOHOL; SLIGHTLY SOL IN CHLOROFORM; ONE ML DISSOLVES IN 90 ML WATER, LESS SOL IN HOT WATER; THE BASE DISSOLVES ABOUT 25% WATER AT ROOM TEMPERATURE
Boiling Point133 °C
Melting PointSOLIDIFIES AROUND -2 °C
Vapor Pressure0.69 [mmHg]
Refractive IndexINDEX OF REFRACTION: 1.4505 @ 23 °C/D; SPECIFIC OPTICAL ROTATION: +16 DEG @ 19 °C/D
Physical DescriptionColorless liquid; Darkens and polymerizes upon exposure to light and air; [Merck Index]
Dissociation Constants
安全と法規制
安全情報は参考情報です。供給元の安全データシート（SDS）、適用法令、専門家による評価に代わるものではありません。
危険有害性情報
Hazards Summary
Coniine from the poison hemlock (Conium maculatum) is a nicotine-like alkaloid that causes vomiting, pallor, and diaphoresis that usually resolves within 1-2 hours. In severe cases, patients have seizures and respiratory arrest. [Olson, p. 383, 337-8] Oral LD50 (mouse) = 100 mg/kg; [RTECS]
毒性情報
Health EffectsDisruption of the peripheral nervous system; respiratory paralysis; death.
Adverse EffectsNeurotoxin - Other CNS neurotoxin
Toxicity Summary
(S)-2-Propylpiperidine is a neurotoxin which disrupts the peripheral nervous system. It is toxic to humans and all classes of livestock; less than 0.2g is fatal to humans, with death caused by respiratory paralysis. Propylpiperidine has a nicotine-like action in first stimulating and then depressing autonomic ganglia, and a curare-like effect in paralysing the motor nerve endings to the skeletal muscles.
Natural Pollution Sources/CONINE/ IS THE EXTREMELY POISONOUS ALKALOID...WHICH MAY BE PRESENT TO THE EXTENT OF 2% IN THE LEAVES AND UNRIPE FRUITS /OF CONIUM MACULATUM, POISON HEMLOCK/.
Human Toxicity Excerpts
DEATH OCCURS RAPIDLY (LESS THAN 3 HR) WITH THE MOST PROMINENT SIGNS AND SYMPTOMS REFERABLE TO PERIPHERAL PARALYSIS AND LOSS OF SENSATION. SYMPTOMS INCLUDE DROWSINESS, PARESTHESIAS, WEAKNESS, ATAXIA, NAUSEA, PROFUSE SALIVATION AND BRADYCARDIA FOLLOWED BY TACHYCARDIA. DEATH IS DUE TO RESPIRATORY ARREST FROM PARALYSIS OF RESPIRATORY MUSCLES, ALTHOUGH CENTRAL DEPRESSION MAY PLAY A ROLE AFTER VERY LARGE DOSES.
THE ALKALOIDS.../INCL/ CONIINE (FROM CONIUM MACULATUM, THE SPOTTED HEMLOCK) HAVE THE SAME ACTION AS NICOTINE.
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
化学と産業
薬理情報
Mechanism of ActionCONINE HAS A NICOTINE-LIKE ACTION IN FIRST STIMULATING AND THEN DEPRESSING AUTONOMIC GANGLIA, AND A CURARE-LIKE EFFECT IN PARALYSING THE MOTOR NERVE ENDINGS TO THE SKELETAL MUSCLES.
用途と製造
Uses
Principle toxin of poison hemlock; [Merck Index]
(S)-2-Propylpiperidine is found in black elderberry.
応用分野
解説(S)-2-propylpiperidine．C8H17N(127.23)．セリ科ドクニンジンConium maculatumに含有されるアルカロイド．おもにラセミ体で存在するが，残さから光学活性体も得られる．2-プロペニルピリジンを還元して合成する．"(S)-コニインは融点－2 ℃，沸点166 ℃．[α]25D＋15.7°(希釈しない)．n23D 1.454．塩酸塩は融点221 ℃．ピクリン酸塩は融点75 ℃．水に可溶，アルコール，エーテルに易溶．強い有毒物質でおう吐，呼吸困難，麻ひを引き起こし，仮死状態を経て死に至る．[CAS 5985-99-9:(R)-コニイン]森北出版「化学辞典（第2版）
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