N-Carbethoxyphthalimide
- CAS No.
- 22509-74-6
- Chemical Name:
- N-Carbethoxyphthalimide
- Synonyms
- CPI;N-ETHOXYCARBONYLPHTHALIMIDE;ETHYL 1,3-DIOXOISOINDOLINE-2-CARBOXYLATE;N-CARBOETHOXYPHTHALIMIDE;ECPT;2H-Isoindole-2-carboxylic acid, 1,3-dihydro-1,3-dioxo-, ethyl ester;ADIN-010;NEFKEN'S REAGENT;NEFKENS' REAGENT;N-CarbethoxyphthaL
- CBNumber:
- CB5382202
- Molecular Formula:
- C11H9NO4
- Molecular Weight:
- 219.19
- MDL Number:
- MFCD00005893
- MOL File:
- 22509-74-6.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Melting point | 90-92 °C(lit.) |
|---|---|
| Boiling point | 360°C (rough estimate) |
| Density | 1.3219 (rough estimate) |
| vapor pressure | 0.003-0.006Pa at 20-25℃ |
| refractive index | 1.4950 (estimate) |
| storage temp. | Inert atmosphere,2-8°C |
| solubility | DMSO (Slightly), Methanol (Slightly) |
| form | Crystalline Powder |
| pka | -3.02±0.20(Predicted) |
| color | White |
| Water Solubility | insoluble |
| BRN | 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 20℃ and pH6.6-6.9 |
| CAS DataBase Reference | 22509-74-6(CAS DataBase Reference) |
| EWG's Food Scores | 1 |
| FDA UNII | DGO9NPX8LS |
| NIST Chemistry Reference | 2H-isoindole-2-carboxylic acid, 1,3-dihydro-1,3-dioxo-, ethyl ester(22509-74-6) |
| EPA Substance Registry System | 2H-Isoindole-2-carboxylic acid, 1,3-dihydro-1,3-dioxo-, ethyl ester (22509-74-6) |
| UNSPSC Code | 12352100 |
| NACRES | NA.22 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
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|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H302 | |||||||||
| Precautionary statements | P264b-P270-P301+P312-P330-P403+P233-P501c | |||||||||
| PPE | Eyeshields, Gloves, type N95 (US) | |||||||||
| Hazard Codes | Xn | |||||||||
| Risk Statements | 22-36/37/38-20/21/22 | |||||||||
| Safety Statements | 22-24/25-36/37/39-26-36 | |||||||||
| WGK Germany | 3 | |||||||||
| RTECS | NR3459500 | |||||||||
| F | 10 | |||||||||
| TSCA | TSCA listed | |||||||||
| HazardClass | IRRITANT | |||||||||
| HS Code | 29251995 | |||||||||
| Storage Class | 11 - Combustible Solids | |||||||||
| Hazard Classifications | Eye Dam. 1 Skin Irrit. 2 Skin Sens. 1 |
|||||||||
| REACH Registrations | Active | |||||||||
| NFPA 704 |
|
N-Carbethoxyphthalimide price More Price(83)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | C5459 | N-Carbethoxyphthalimide 96% | 22509-74-6 | 25g | $67.9 | 2026-04-30 | Buy |
| Sigma-Aldrich | C5459 | N-Carbethoxyphthalimide 96% | 22509-74-6 | 100g | $174 | 2026-04-30 | Buy |
| TCI Chemical | C0683 | N-Ethoxycarbonylphthalimide [for Peptide Synthesis] >98.0%(N) | 22509-74-6 | 25g | $39 | 2026-04-30 | Buy |
| TCI Chemical | C0683 | N-Ethoxycarbonylphthalimide [for Peptide Synthesis] >98.0%(N) | 22509-74-6 | 100g | $104 | 2026-04-30 | Buy |
| Usbiological | 269211 | N-Carbethoxyphthalimide Asreported | 22509-74-6 | 50g | $440 | 2026-06-03 | Buy |
N-Carbethoxyphthalimide Chemical Properties,Uses,Production
Chemical Properties
White crystalline powder
Uses
N-Carbethoxyphthalimide is used in the synthetic preparation of a novel dual binders as potent, selective, and orally bioavailable tankyrase inhibitors.
Preparation
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.
Synthesis
136918-14-4
541-41-3
22509-74-6
GENERAL METHOD: 3-Hydroxy-1H-isoindol-1-one (7.36 g, 50.00 mmol) was dissolved in anhydrous N,N-dimethylformamide (DMF, 25 mL) and triethylamine (TEA, 9 mL, 65.00 mmol) was added. The reaction system was cooled to 0 °C, followed by slow dropwise addition of ethyl chloroformate (5.7 mL, 60.00 mmol). The reaction mixture was stirred at room temperature for 2 h and then poured into ice water. The precipitate was collected by filtration and the solid product was washed with cold water and dried to give N-ethoxycarbonylphthalimide (8.67 g, 79.1% yield) as a white solid. The melting point was 81.4-83.6 ℃. Nuclear magnetic resonance hydrogen spectrum (1H NMR, CDCl3, 400 MHz) δ: 1.44 (s, 3H, CH3), 4.48 (q, J = 7.1 Hz, 2H, CH2), 7.80-7.85 (m, 2H, Ar-H), 7.93-7.99 (m, 2H, Ar-H). Mass spectrum (ESI): m/z 220.1 [M + H]+.
storage
No special handling conditions or precautions are required.
Purification Methods
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.]
References
[1] Journal of Organic Chemistry, 1980, vol. 45, # 1, p. 174 - 175
[2] Organic Letters, 2015, vol. 17, # 23, p. 5846 - 5849
[3] Synthetic Communications, 1980, vol. 10, # 8, p. 611 - 614
[4] Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 11, p. 2576 - 2588
[5] Patent: CN105732683, 2016, A. Location in patent: Paragraph 0090; 0091; 0092; 0093
N-Carbethoxyphthalimide Preparation Products And Raw materials
Raw materials
Preparation Products
1of2
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Suzhou Highfine Biotech Co., Ltd | 0512-69209928 18796809688 | zhouyingxiang@highfine.com | China | 472 | 75 |
| Beijing Taiya Jie Technology Development Co., Ltd. | 021-33690831-8001 13552411790;18616022633 | postmaster@tyjchem.cn | China | 1541 | 55 |
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Meryer (Shanghai) Chemical Technology Co., Ltd. | 4006356688 18621169109 | market03@meryer.com | China | 40202 | 62 |
| Alfa Aesar | 400-6106006 | saleschina@alfa-asia.com | China | 30103 | 84 |
| TCI (Shanghai) Development Co., Ltd. | 021-67121386 | Sales-CN@TCIchemicals.com | China | 24512 | 81 |
| Beijing HwrkChemical Technology Co., Ltd | 89508211 18501085097 | sales.bj@hwrkchemical.com | China | 9407 | 55 |
| Energy Chemical | 400-0056266 | sales8178@energy-chemical.com | China | 44850 | 61 |
| Shijiazhuang Sdyano Fine Chemical Co., Ltd. | 0311-89250318 13582355795 | master@sjzsdyn.com | China | 2776 | 65 |
| Jia Xing Isenchem Co.,Ltd | 0573-85285100 18627885956 | isenchem@163.com | China | 9389 | 66 |
View Lastest Price from N-Carbethoxyphthalimide manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2025-04-04 | N-Carbethoxyphthalimide
22509-74-6
|
1KG | 98% | 1ton | Henan Aochuang Chemical Co.,Ltd. | ||
 |
2019-07-06 | N-Carbethoxyphthalimide
22509-74-6
|
$1.00 | 1kg | 98% | 100KG | Career Henan Chemical Co |
-
- N-Carbethoxyphthalimide
22509-74-6
- 98%
- Henan Aochuang Chemical Co.,Ltd.
-
- N-Carbethoxyphthalimide
22509-74-6
- $1.00
- 98%
- Career Henan Chemical Co
