25952-53-8 Usage
Chemical Properties
1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride is a white crystalline powder, easily deliquescent, soluble in water >20g/100ml, soluble in ethanol, used as an activating reagent for carboxyl groups in amide synthesis, also used for activating phosphate groups, cross-linking of proteins and nucleic acids, and the production of immunocouplers. EDC-HCl is used in the pH range of 4.0-6.0 and is often used in conjunction with N-Hydroxysuccinimide (NHS) or N-Hydroxysulfosuccinimide sodium salt to improve coupling efficiency.
Uses
Different sources of media describe the Uses of 25952-53-8 differently. You can refer to the following data:
1. 1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride is water-soluble carbodiimide, widely used for peptide coupling.
2. 1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride is used as a carboxyl activating agent. 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
Water-soluble derivative of carbodiimide useful for conjugating haptens to proteins and polypeptides. Used to modify NMDA receptors and as a condensing agent in peptide synthesis. The major advantage of EDAC coupling is the easy removal of excess reagent and the corresponding urea by washing with dilute acid or water. Carbodiimides catalyze the formation of amide bonds, carboxylic acids, and amines by activating the carboxylate to form an O-acylurea. This intermediate can be attacked by an amine directly to form an amide. EDAC is released as a soluble urea derivative.
Flammability and Explosibility
Flammable
Biochem/physiol Actions
1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride is a water soluble condensing reagent. EDAC is generally utilized as a carboxyl activating agent for amide bonding with primary amines. Additionally, it reacts with phosphate groups. It has been utilized in peptide synthesis, crosslinking proteins to nucleic acids as well as preparation of immunoconjugates.
Synthesis
1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride can be used for the synthesis of amides.?It is used as a coupling agent in the synthesis?of esters from carboxylic acids using dimethylaminopyridine as the catalyst.
Purification Methods
It is an excellent H2O-soluble peptide coupling reagent. It is purified by dissolving (ca 1g) in CH2Cl2 (10mL) at room temperature and then add dry Et2O (~110mL) dropwise and the crystals that separate are collected, washed with dry Et2O, recrystallised from CH2Cl2/Et2O and dried in a vacuum over P2O5. It is important to work in a dry atmosphere or work rapidly and then dry the solid as soon as possible. The material is moderately hygroscopic, but once it becomes wet it reacts slowly with H2O. Store it away from moisture at -20o to slow down the hydrolysis process. The free base has b 47-48o/0.27mm, 53-54o/0.6mm, n 1.4582. The methiodide is recrystallised from CHCl3/EtOAc, the crystals are filtered off, washed with dry Et2O, recrystallised from CHCl3/Et2O, and dried in vacuo over P2O5, m 93-95o, 94-95o. [Sheehan et al. J Am Chem Soc 87 2492 1965, Sheehan & Cruickshank Org Synth Coll Vol V 555 1973.] § A polymer bound version is commercially available.
Check Digit Verification of cas no
The CAS Registry Mumber 25952-53-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,5,9,5 and 2 respectively; the second part has 2 digits, 5 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 25952-53:
(7*2)+(6*5)+(5*9)+(4*5)+(3*2)+(2*5)+(1*3)=128
128 % 10 = 8
So 25952-53-8 is a valid CAS Registry Number.
InChI:InChI=1/C7H17N3.ClH/c1-4-8-9-6-5-7-10(2)3;/h4-7H2,1-3H3;1H/b9-8+;
25952-53-8Relevant articles and documents
1 - Ethyl - (3 - dimethyl aminopropyl) carbodiimide hydrochloride preparation method (by machine translation)
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Paragraph 0025; 0034; 0035; 0039; 0040; 0044, (2019/03/08)
The invention relates to a 1 - ethyl - (3 - dimethyl aminopropyl) carbodiimide hydrochloride preparation method, which belongs to the technical field of pharmaceutical intermediates. The preparation method comprises the reaction generating EDTC, prepared crude EITC, distillation fractionation, to produce an intermediate, make the EDC and to obtain the target product in seven steps. The present invention provides a preparation method, has a high product yield and purity, the operation step is simple, easy to implement, for industrial production. (by machine translation)
SUBSTITUTED DIHYDROCHINAZOLINES HAVING ANTIVIRAL PROPERTIES
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Page/Page column 92-93, (2008/06/13)
The invention relates to substituted dihydrochinazolines of formula (I), methods for the production thereof, and the use thereof for producing medicaments used for treating and/or preventing diseases, particularly as antiviral agents, especially against cytomegaloviruses.
