2-ピペリドン
2-Piperidone
基本情報
- CAS
27154-43-4- 標準SMILES
O=C1CCCCN1- InChIKey
XUWHAWMETYGRKB-UHFFFAOYSA-N- 分子式
- C5H9NO
- 平均分子量
- 99.13 g/mol
- 単同位体質量
- 99.06841391
概要
Piperidin-2-one is a delta-lactam that is piperidine which is substituted by an oxo group at position 2. It has a role as an EC 1.2.1.88 (L-glutamate gamma-semialdehyde dehydrogenase) inhibitor. It is a member of piperidones and a delta-lactam.
名称と識別子
- 優先名称
- 2-Piperidone
- IUPAC
- piperidin-2-one
- 現地名
- 2-ピペリドン
- 英語名
- 2-Piperidone
- 分子式
- C5H9NO
- 分子量
- 99.13
名称と別名
2-Piperidonepiperidin-2-one675-20-7DELTA-VALEROLACTAM2-Piperidinone5-PentanolactamValerolactimPiperidonalpha-PiperidonePiperidone-22-oxopiperidineWLN0GQQ6EK
名称をさらに表示
2-ピペリドン5-アミノ吉草酸ラクタム2-ピペリジノン3,4,5,6-テトラヒドロピリジン-2-オール1-アザ-2-シクロヘキサノンピペリジン-2-オンδ-バレロラクタムバレロラクタム5-アミノペンタン酸ラクタム2-アザシクロヘキサノンΔ‐バレロラクタム5-ペンタンラクタムVALEROLACTAM5-Aminovaleric acid lactamD-VALEROLACTAM6-VALEROLACTAM
NSC-2305DTXSID1060976NSC-18894CHEBI:77761RefChem:910229DTXCID7044897211-622-9Piperidinone
データベース識別子
- CAS
27154-43-4、675-20-7- PubChem CID
- 12665
- DTXSID
DTXSID1060976- ChEMBL
CHEMBL12193- ChEBI
CHEBI:77761- UNII
- WLN0GQQ6EK
- EC Number
- 211-622-9
- Nikkaji
- J7.090D
物性
構造計算による物性
- XLogP
- -0.5
- 極性表面積
- 29.1 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
- 0
- 重原子数
- 7
- 形式電荷
- 0
- 複雑度
- 80.1
実験および物理化学的性質
PolymersPlastics & Rubber -> Other Monomers
SpringerMaterials Properties15N nuclear magnetic resonance spectrum
LogP
-0.46
-0.47
Solubility291 mg/mL at 25 °C
Melting Point39.5 °C
Physical Description
White or off-white crystalline solid; [Alfa Aesar MSDS]
Solid
物理化学的性質
- 融点
- 38 · 38-40 °C (lit.)
- 沸点
- 256 °C · 256 °C (lit.) 81-82 °C/0.1 mmHg (lit.)
- 比重(密度)
- 1.073 · 1.073
- 屈折率
- 1.4431 · 1.4431 (estimate)
- 闪点
- 230 °F · >230 °F
- 貯蔵温度
- Sealed in dry,Room Temperature
- 溶解性
- クロロホルム（微量）、メタノール（微量）
- 外見
- 低融点結晶質量
- 色
- 白→黄→茶色
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。
GHS分類
GHS Classification
This chemical does not meet GHS hazard criteria for 20% (2 of 10) of reports.
Warning
H315 (50%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 10 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
危険有害性情報
Regulatory Information
Chemical: 2-Piperidinone
2-Piperidinone: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationEvaluation - Chemicals that are unlikely to require further regulation to manage risks to environment
Hazards SummaryCauses convulsions and cyanosis in acute oral studies of rats; [RTECS] May cause irritation; [Alfa Aesar MSDS] See Caprolactam, 2-Pyrrolidone, and Cyclododecalactam.
Hazard Classes and CategoriesSkin Irrit. 2 (50%)
安全データ
- F
- 3-10
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- TO0110000
- hs_code
- 29337900
- risk_code
- 36/37-36/37/38
- hazard_code
- Xi
- safety_code
- 22-24/25-37/39-26-36
化学と産業
用途と製造
General Manufacturing Information2-Piperidinone: ACTIVE
応用分野
用途有機合成用原料。
使用δ-Valerolactam is a useful synthetic intermediate. It is an intermediate used to synthesize Cenicriviroc (C256550), an experimental drug candidate for the treatment of HIV infection. It is also a starting material for a new route to hexahydrojulolidines, using intramolecular 1,4-cycloaddition.
調製方法
製造方法2-Piperidone can be obtained from cyclopentanone as raw material by a two-step reaction.
純化方法Purify it by repeated fractional distillation.[Cowley J Org Chem 23 1330 1958, Reppe et al. Justus Liebigs Ann Chem 596 198 1955, IR: Huisgen et al. Chem Ber 90 1437 1957.] The hydrochloride has m 183-184o (from isoPrOH or EtOH/Et2O) [Hurd et al. J Org Chem 17 865 1952], and the oxime has m 122.5o (from pet ether) [Behringer & Meier Justus Liebigs Ann Chem 607 67 1957]. The picrate has m 92-93o. [Beilstein 21 H 239, 21 III/IV 3170, 21/6 V 396.]
上流・下流製品情報
上流原料
下流製品
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