2-ピペリドン

2-Piperidone

HCID 12665CAS 27154-43-4

基本情報

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 Å²
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

Solubility291 mg/mL at 25 °C

Melting Point39.5 °C

Physical Description · 2 件

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
PH: 4.8 · 4.8 (200g/l, H2O, 20℃)
爆発限界(explosive limit): 1.5 · 1.5-8.7%(V)
水溶解度: 291 g/L · 291g/L（25℃）
BRN: 106434 · 106434
安定性: Stable under recommended storage conditions., Stable Under Recommended Storage C
InChI: 1S/C5H9NO/c7-5-3-1-2-4-6-5/h1-4H2,(H,6,7)
InChIKey: XUWHAWMETYGRKB-UHFFFAOYSA-N
SMILES: O=C1CCCCN1
CAS データベース: 675 · 675-20-7(CAS DataBase Reference)
NISTの化学物質情報: 2 · 2-Piperidinone(675-20-7)
EPAの化学物質情報: 2 · 2-Piperidone (675-20-7)

化学的性質

化学的特性white to yellowish low melting crystalline mass

安全と法規制

GHS分類

GHS Classification · 5 件

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 · 2 件

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
Hazard Classifications: Eye Irrit. 2
ストレージクラス: 11 - Combustible Solids

化学と産業

用途と製造

General Manufacturing Information2-Piperidinone: ACTIVE

応用分野 · 2 件

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 · 2 件

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

4-オキソピペリジン-1-カルボン酸ベンジルクロロぎ酸ベンジル 4-ピペリジノン·塩酸塩

下流製品

3-モルホリノ-1-(4-(2-オキソピペリジン-1-イル)フェニル)-5,6-ジヒドロピリジン-2(1H)-オン 1-(2-アミノエチル)ピペリジン-2-オン 1-N-BOC-3,4-ジヒドロ-2H-ピリジン 3-クロロ-2-ヒドロキシピリジン 1-トリメチルシリルピペリジン-2-オン 6-エトキシ-2,3,4,5-テトラヒドロピリジン 2-オキソピペリジン-1-酢酸エチル 3-Isoquinolinecarboxamide, 2-[2-(4-chlorophenyl)acetyl]-1,2,3,4-tetrahydro-6,7-dimethoxy-N-methyl-N-[4-(2-oxo-1-piperidinyl)phenyl]-, (3S)-

サプライヤー1 社

Shaanxi Didu New Materials Co. Ltd+86-86-17392712779 +86-13289823923 · [email protected]

補足説明 · 1 件

定義ChEBI: 2-Piperidone 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.