1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide

HCID 15908CAS 1892-57-5

Basic information

Standard SMILES
CCN=C=NCCCN(C)C
InChIKey
LMDZBCPBFSXMTL-UHFFFAOYSA-N
Molecular formula
C8H17N3
Average molar mass
155.24 g/mol
Monoisotopic mass
155.14224754

Overview

Carbodiimide cross-linking reagent.

Names & identifiers

Preferred name
1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide
IUPAC
3-(ethyliminomethylideneamino)-N,N-dimethylpropan-1-amine
English name
1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide
Molecular formula
C8H17N3
Molecular weight
155.24

Names & synonyms

1892-57-5EDACEDCIETHYLDIMETHYLAMINOPROPYL CARBODIIMIDERJ5OZG6I4A1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-1-Ethyl-3-(3-(dimethylamino)propyl)carbodiimide1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideDTXSID608652583-(3-dimethylaminopropyl)-1-ethylcarbodiimide1-ethyl-3-[3-(dimethylamino)propyl]carbodiimideEDAP-Carbodiimide
Show more names
1-ETHYL-3-(3-DIMETHYLAMINOPROPYL) CARBODIIMIDEWSCIWSCD({[3-(dimethylamino)propyl]imino}methylidene)(ethyl)amine1-(3-Dimethylaminopropyl)-3-WATER-SOLUBLE CARBODIIMIDE
EDAP CarbodiimideRefChem:596586DTXCID90813686Carbodiimide, Ethyldimethylaminopropyl217-579-21-(3-DIMETHYLAMINOPROPYL)-3-ETHYLCARBODIIMIDEN1-((Ethylimino)methylene)-N3,N3-dimethylpropane-1,3-diamine1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide

Database identifiers

CAS
1892-57-5
PubChem CID
15908
DTXSID
DTXSID60865258
ChEMBL
CHEMBL1397523
UNII
RJ5OZG6I4A
EC Number
217-579-2
Nikkaji
J7.804B

Properties

Computed structural properties

XLogP
1.9
Topological polar surface area
28 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
3
Rotatable bonds
5
Heavy atoms
11

Experimental & physicochemical properties

Chemical ClassesOther Uses -> Biochemical Research
Physical DescriptionLiquid; [Merck Index] Colorless to pale yellow liquid; [Alfa Aesar MSDS]

Physicochemical properties

Boiling point
66 · 66-68°C/1mm
Density
0.877 g/mL · 0.877 g/mL at 20 °C (lit.)
refractive index
20 · n20/D 1.461
Flash point
66 · 66-68°C/1mm
storage temp.
-20 °C · -20°C
solubility
Chloroform

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H302 (32.3%): Harmful if swallowed [Warning Acute toxicity, oral]

P233, P260, P261, P262, P264, P270, P271, P272, P273, P280, P284, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P319, P321, P330, P332+P317, P333+P317, P342+P316, P361+P364, P362+P364, P363, P391, P403, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 62 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazards SummaryCorrosive; [Merck Index] Causes burns; [Alfa Aesar MSDS]
Hazard Classes and CategoriesAcute Tox. 4 (32.3%)

Toxicology

Adverse EffectsDermatotoxin - Skin burns.

Safety data

F
1-3-10
PPE
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
wgk
3
tsca
TSCA listed
ridadr
UN 2735 8/PG 3
hs_code
29252900

Chemistry & industry

Uses & manufacturing

UsesUsed in crosslinking proteins to nucleic acids and DNA labeling in immunoconjugate preparations; [Merck Index]
General Manufacturing Information1,3-Propanediamine, N3-(ethylcarbonimidoyl)-N1,N1-dimethyl-: ACTIVE
Applications · 3 items

Description1-(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].

Uses1-(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 DescriptionN-(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.

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
Shandong chuangyingchemical Co., Ltd.18853181302 · [email protected]
广州隽沐生物科技股份有限公司020-36607679; 13502246435 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]

Related reactions

12,391 records

Linked notes

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1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide (HCID 15908)|Huagongshe