N-Carbethoxyphthalimide (HCID 31187)

名称と識別子

優先名称: N-Carbethoxyphthalimide
IUPAC: ethyl 1,3-dioxoisoindole-2-carboxylate
現地名: N-カルボエトキシフタルイミド
英語名: N-Carbethoxyphthalimide
分子式: C11H9NO4
分子量: 219.19

名称と別名

N-CARBETHOXYPHTHALIMIDE22509-74-6N-CarboethoxyphthalimideN-(Ethoxycarbonyl)phthalimideEthyl N-phthaloylcarbamatePhthalimide-N-carbethoxy2H-Isoindole-2-carboxylic acid, 1,3-dihydro-1,3-dioxo-, ethyl esterethyl 1,3-dioxoisoindoline-2-carboxylateN-Karbetoksi-ftalimidNSC 765762-Isoindolinecarboxylic acid, 1,3-dioxo-, ethyl esterDGO9NPX8LS

名称をさらに表示

N-カルボエトキシフタルイミドフタルイミジルぎ酸エチル2-(エトキシカルボニル)-2H-イソインドール-1,3-ジオン1,3-ジオキソイソインドリン-2-カルボン酸エチルN-(エトキシカルボニル)フタルイミド1,3-ジオキソ-1,3-ジヒドロ-2H-イソインドール-2-カルボン酸エチル1,3-ジオキソ-2-イソインドリンカルボン酸エチルNカルベトキシフタルイミドN-エトキシカルボニルフタルイミドN-カルベトキシフタルイミドＮカルボエトキシフタルイミドN‐カルベトキシフタルイミドCPIN-ETHOXYCARBONYLPHTHALIMIDEECPTADIN-010NEFKEN'S REAGENTN-CarbethoxyphthaL

N-Karbetoksi-ftalimid [Yugoslavian]EINECS 245-048-5BRN 0196340AI3-52139NEFKENS' REAGENTEthyl 1,3-dioxo-1,3-dihydro-2H-isoindole-2-carboxylateethyl 1,3-dioxo-2,3-dihydro-1H-isoindole-2-carboxylateNSC-76576

データベース識別子

CAS: 22509-74-6
PubChem CID: 31187
DTXSID: DTXSID7066805
UNII: DGO9NPX8LS
EC Number: 245-048-5
Nikkaji: J26.042H

物性

構造計算による物性

XLogP: 1.9
極性表面積: 63.7 Å²
水素結合供与体数: 0
水素結合受容体数: 4
回転可能結合数: 2
重原子数: 16
形式電荷: 0
複雑度: 315

実験および物理化学的性質

Vapor Pressure0.00000002 [mmHg]

Physical DescriptionLumps or powder; [Alfa Aesar MSDS]

物理化学的性質

融点: 90 · 90-92 °C(lit.)
沸点: 360 °C · 360°C (rough estimate)
比重(密度): 1.3219 · 1.3219 (rough estimate)
蒸気圧: 0.003 · 0.003-0.006Pa at 20-25℃
屈折率: 1.495 · 1.4950 (estimate)
貯蔵温度: 2 · Inert atmosphere,2-8°C
溶解性: DMSO（微量）、メタノール（微量）
外見: 結晶性粉末
酸解離定数(Pka): -3.02 · -3.02±0.20(Predicted)
色: 白い
水溶解度: 不溶性
BRN: 196340 · 196340
InChI: 1S/C11H9NO4/c1-2-16-11(15)12-9(13)7-5-3-4-6-8(7)10(12)14/h3-6H,2H2,1H3
InChIKey: VRHAQNTWKSVEEC-UHFFFAOYSA-N
SMILES: CCOC(=O)N1C(=O)c2ccccc2C1=O
LogP: 1.1 at · 1.1 at 20℃ and pH6.6-6.9
CAS データベース: 22509 · 22509-74-6(CAS DataBase Reference)
NISTの化学物質情報: 2 H-isoindole-2-carboxylic · 2H-isoindole-2-carboxylic acid, 1,3-dihydro-1,3-dioxo-, ethyl ester(22509-74-6)
EPAの化学物質情報: 2 H-Isoindole-2-carboxylic · 2H-Isoindole-2-carboxylic acid, 1,3-dihydro-1,3-dioxo-, ethyl ester (22509-74-6)

化学的性質

化学的特性White crystalline powder

安全と法規制

GHS分類

GHS Classification · 5 件

Danger

H315 (91.7%): Causes skin irritation [Warning Skin corrosion/irritation]；H317 (86.1%): May cause an allergic skin reaction [Warning Sensitization, Skin]；H318 (86.1%): Causes serious eye damage [Danger Serious eye damage/eye irritation]

P261, P264, P264+P265, P272, P280, P302+P352, P305+P354+P338, P317, P321, P332+P317, P333+P317, P362+P364, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 36 reports by companies from 5 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.

危険有害性情報

Regulatory Information · 2 件

Status: Active Update: 23-06-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/19227

2H-Isoindole-2-carboxylic acid, 1,3-dihydro-1,3-dioxo-, ethyl ester: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryMay cause irritation; [Alfa Aesar MSDS] See Phthalimide.

Hazard Classes and CategoriesSkin Irrit. 2 (91.7%)；Skin Sens. 1B (86.1%)；Eye Dam. 1 (86.1%)

法規制情報

Regulatory Information · 2 件

Status: Active Update: 23-06-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/19227

2H-Isoindole-2-carboxylic acid, 1,3-dihydro-1,3-dioxo-, ethyl ester: Does not have an individual approval but may be used under an appropriate group standard

安全データ

F: 10
wgk: 3
tsca: TSCA listed
rtecs: NR3459500
hs_code: 29251995
risk_code: 22-36/37/38-20/21/22
hazard_code: Xn
safety_code: 22-24/25-36/37/39-26-36
hazard_class: IRRITANT
Hazard Classifications: Eye Dam. 1Skin Irrit. 2Skin Sens. 1
ストレージクラス: 11 - Combustible Solids

化学と産業

用途と製造

General Manufacturing Information2H-Isoindole-2-carboxylic acid, 1,3-dihydro-1,3-dioxo-, ethyl ester: ACTIVE

応用分野

使用N-Carbethoxyphthalimide is used in the synthetic preparation of a novel dual binders as potent, selective, and orally bioavailable tankyrase inhibitors.

調製方法

製造方法N-Carbethoxyphthalimide is prepared for: addition of Ethyl Chloroformate to a cold solution of Phthalimide and Triethylamine in DMF; alkylation of potassium phthalimide with ethyl chloroformate.

純化方法Crystallise the imide from toluene/pet ether (or *benzene/pet ether). It is partly soluble in Et2O, *benzene and CHCl3. [Heller & Jacobsohn Chem Ber 54 1112 1921, Beilstein 21/10 V 428.]