- 7-Ethylcamptothecin
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2026-08-25
- CAS:78287-27-1
- Min. Order: 1kg
- Purity: 0.99
- Supply Ability: 1000kg
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| | 7-Ethylcamptothecin Basic information |
| Product Name: | 7-Ethylcamptothecin | | Synonyms: | IRINOTECAN EP IMPURITY F (7-ETHYL CAMPTOTHECIN);(S)-4,11-diethyl-4-hydroxy-1H;7-Ethylcamptothecin 78287-27-1;Irinotecan EP Impurity F;(S)-4,11-Diethyl-4-hydroxy-1H-pyrano(3',4':6,7)indolizino(1,2-b)quinoline-3,14(4H,12H)-dione;(4S)-4,11-Diethyl-4-hydroxy-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione;SN 22;7-Ethylcamptotrecin | | CAS: | 78287-27-1 | | MF: | C22H20N2O4 | | MW: | 376.41 | | EINECS: | | | Product Categories: | Chiral Reagents;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals | | Mol File: | 78287-27-1.mol |  |
| | 7-Ethylcamptothecin Chemical Properties |
| Melting point | 236-241°C | | Boiling point | 752.9±60.0 °C(Predicted) | | density | 1.43 | | storage temp. | Sealed in dry,2-8°C | | solubility | Chloroform and Methanol Mixture (Slightly, Heated, Sonicated), DMSO (Slightly, Heated) | | pka | 11.24±0.20(Predicted) | | form | Solid | | color | Pale Yellow to Light Orange | | InChI | InChI=1S/C22H20N2O4/c1-3-12-13-7-5-6-8-17(13)23-19-14(12)10-24-18(19)9-16-15(20(24)25)11-28-21(26)22(16,27)4-2/h5-9,27H,3-4,10-11H2,1-2H3/t22-/m0/s1 | | InChIKey | MYQKIWCVEPUPIL-JOCHJYFZSA-N | | SMILES | N1C2C(=CC=CC=2)C(CC)=C2CN3C(C=12)=CC1[C@](CC)(O)C(=O)OCC=1C3=O | | CAS DataBase Reference | 78287-27-1(CAS DataBase Reference) |
| Risk Statements | 23/34/35 | | Safety Statements | 3/14-6-36/37/39 | | RIDADR | 1544 | | WGK Germany | WGK 3 | | HazardClass | 6.1 | | PackingGroup | III | | HS Code | 29349990 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Acute Tox. 4 Oral |
| | 7-Ethylcamptothecin Usage And Synthesis |
| Chemical Properties | Light Pink Solid | | Uses |
7-Ethylcamptothecin is used as an anticancer drug, showed strong activity against various murine tumors. A Camptothecin (CPT) derivative as antineoplastic agent against drug-resistant tumors. Irinotecan USP Related Compound E.
| | Definition | ChEBI: 7-ethylcamptothecin is a pyranoindolizinoquinoline. | | Biological Activity | 7-Ethylcamptothecin is one of the camptothecin analogs. Camptothecin (CPT), a cytotoxic alkaloid isolated from camptothecin analogues, has strong antitumor activity against L1210 leukemia and Walker 256 carcinosarcoma models. | | Cytotoxicity | 7-ethyl Camptothecin is cytotoxic to ADJ/PC6 SN-38-sensitive and PC6/SN2-5H2 SN-38-resistant cells (IC50s = 0.85 and 2.98 nM, respectively).
| | Synthesis | To a 5L reactor were added 80 g of (S)-4-ethyl-4-hydroxy-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione (camptothecin), 840 g of glacial acetic acid, and 368 g of concentrated sulfuric acid, and mechanical stirring was initiated until complete dissolution. Subsequently, 80 g of propionaldehyde was slowly added and 102 g of hydrogen peroxide was added dropwise. The reaction temperature was controlled in the range of -5 to 5°C for 10 minutes. After completion of the reaction, 10 kg of pure water was added to the system and stirring was continued for 2 hours. The precipitate was collected by filtration to give 72.5 g of (S)-4,11-diethyl-4-hydroxy-1H-pyrano[3',4':6,7]indolo[1,2-b]quinoline-3,14(4H,12H)-dione (7-ethylcamptothecin) in 95.4% yield. | | References | [1] Patent: CN108484624, 2018, A. Location in patent: Paragraph 0031; 0039; 0043; 0044
[2] Chemical and Pharmaceutical Bulletin, 1991, vol. 39, # 6, p. 1446 - 1454
[3] Chemical and Pharmaceutical Bulletin, 1991, vol. 39, # 10, p. 2574 - 2580
[4] Patent: WO2006/16203, 2006, A1. Location in patent: Page/Page column 9-10
[5] European Journal of Pharmaceutical Sciences, 2018, vol. 123, p. 546 - 559 |
| | 7-Ethylcamptothecin Preparation Products And Raw materials |
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