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| | 1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide Basic information |
| Product Name: | 1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide | | Synonyms: | N'-(ethylcarbonimidoyl)-N,N-dimethylpropane-1,3-diamine;EDC polymer-bound, N-Ethyl-Nμ-(3-dimethylaminopropyl)carbodiimide polymer-bound, N-(3-Dimethylaminopropyl)-Nμ-ethylcarbodiimide polymer-bound;EDC, WSC, N-Ethyl-Nμ-(3-dimethylaminopropyl)carbodiimide;1-ehyl-3-(dimethylaminopropyl)carbodiimide;3-[(Ethylcarbonimidoyl)amino]-N,N-dimethyl-1-propanamine;WSC【Dotite】;3-(ethyliminomethyleneamino)propyl-dimethyl-amine;3-(ethyliminomethylideneamino)-N,N-dimethyl-propan-1-amine | | CAS: | 1892-57-5 | | MF: | C8H17N3 | | MW: | 155.24 | | EINECS: | 217-579-2 | | Product Categories: | straight chain compounds | | Mol File: | 1892-57-5.mol |  |
| | 1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide Chemical Properties |
| Hazard Codes | C | | Risk Statements | 34 | | Safety Statements | 26-36/37/39-45 | | RIDADR | UN 2735 8/PG 3 | | WGK Germany | 3 | | F | 1-3-10 | | TSCA | Yes | | HazardClass | 8 | | PackingGroup | III | | HS Code | 29252900 |
| | 1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide Usage And Synthesis |
| Description |
1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide is a water-soluble carbodiimide available as hydrochloride salt. This compound is a carboxyl- and amine-reactive crosslinker that is water soluble and can activate carboxyl residues for their reaction with primary amines to form O-acylisourea as a reaction intermediate, which reacts with amide bonds to release isourea as a by-product. It can crosslink the carboxy-group of glutamate and aspartate to the side-chain primary amine of lysine and the amino group at the N-terminus. The crosslinker readily reacts at a pH range of 4.5–7.2 and only crosslinks the residues within their van der Waals distance. 1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide is also widely used in fabricating different nanosystems implemented in drug/protein delivery systems. It is mainly used for surface crosslinking/immobilization of drugs to increase stability against environmental changes, such as pH or temperature[1-2].
| | Chemical Properties | Clear light yellow liquid | | Uses | 1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide is used as a carboxyl activating agent and activate phosphate groups in phospho mono and di esters. It is used in peptide synthesis, 3'-amino-3'-deoxyadenosine-5'-di- and triphosphates and in the preparation of antibodies like immunoconjugates. It plays a vital role for immobilization of large biomolecules in association with N-hydroxysuccinimide. It is also used in the acylation of phosphoranes. | | General Description | N-(3-Dimethylaminopropyl)-N′-ethylcarbodiimide is commonly used in combination with N-hydroxysuccinimide (NHS) in carbodiimide coupling reaction to activate carboxyl group for coupling with amines to form amides. | | Synthesis |
The production method of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide is to react with N, N'-dimethylpropanediamine and carbon disulfide as raw materials to prepare N, N'- Dimethylpropylthiourea. Then it is oxidized with ethyl chloroformate to obtain N, N'-dimethylpropyl isothiocyanate, which is then reacted with ethylamine and oxidized with sodium hypochlorite to obtain the product 1-(3-dimethylaminopropyl)-3- Ethylcarbodiimide.
| | References |
[1] Manjula ;Mummadisetti et al.“Chapter Five-An approach to nearest neighbor analysis of pigment-protein complexes using chemical cross-linking in combination with mass spectrometry.” Methods in enzymology" Methods in Enzymology, 680 (2023) 139-162.
[2] Dmour, Isra and M. Taha. “Natural and semisynthetic polymers in pharmaceutical nanotechnology.”Organic Materials as Smart Nanocarriers for Drug Delivery (2018) 35-100.
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| | 1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide Preparation Products And Raw materials |
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