N'-(Ethylkohlenstoffimidoyl)-N,N-dimethylpropan-1,3-diamin

Bezeichnung:N'-(Ethylkohlenstoffimidoyl)-N,N-dimethylpropan-1,3-diamin

CAS-Nr1892-57-5

Englisch Name:1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide

CBNumberCB4403030

SummenformelC8H17N3

Molgewicht155.24

MOL-Datei1892-57-5.mol

Synonyma

N'-(Ethylkohlenstoffimidoyl)-N,N-dimethylpropan-1,3-diamin

N'-(Ethylkohlenstoffimidoyl)-N,N-dimethylpropan-1,3-diamin physikalisch-chemischer Eigenschaften

Siedepunkt	66-68°C/1mm
Dichte	0.877 g/mL at 20 °C (lit.)
Brechungsindex	n20/D 1.461
Flammpunkt	66-68°C/1mm
storage temp.	-20°C
Löslichkeit	Chloroform
pka	9.52±0.28(Predicted)
Aggregatzustand	Liquid
Wichte	0.885
Farbe	Colorless to slightly yellow
Wasserlöslichkeit	Soluble in water.
Sensitive	Air Sensitive
BRN	507429
InChIKey	LMDZBCPBFSXMTL-UHFFFAOYSA-N
CAS Datenbank	1892-57-5(CAS DataBase Reference)
NIST chemische Informationen	1,3-Propanediamine, n'-(ethylcarbonimidoyl)-n,n-dimethyl-(1892-57-5)
EPA chemische Informationen	1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl- (1892-57-5)

Sicherheit

Kennzeichnung gefährlicher	C
R-Sätze:	34
S-Sätze:	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

Gefahreninformationscode (GHS)

1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R34:Verursacht Verätzungen.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
Beschreibung
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].
Chemische Eigenschaften
Clear light yellow liquid
Verwenden
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.
Allgemeine Beschreibung
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.
Synthese
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.
Einzelnachweise
[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.

1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide Upstream-Materialien And Downstream Produkte

N'-(Ethylkohlenstoffimidoyl)-N,N-dimethylpropan-1,3-diamin Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

1892-57-5, 1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide Verwandte Suche:

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