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188840

Sigma-Aldrich

Ethyl acetimidate hydrochloride

97%

Synonym(s):

Ethyl acetoamidate hydrochloride, Ethyl acetocarboximidate hydrochloride, Ethyl acetoimidate hydrochloride, Ethyl ethanimidate hydrochloride, Ethyl ethanimidoate hydrochloride, Ethyl iminoacetate hydrochloride

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About This Item

Linear Formula:
CH3C(=NH)OC2H5 · HCl
CAS Number:
2208-07-3
Molecular Weight:
123.58
Beilstein:
3552401
EC Number:
218-631-7
MDL number:
MFCD00012572
UNSPSC Code:
12352100
PubChem Substance ID:
24851324
NACRES:
NA.22

Assay

97%

mp

112-114 °C (lit.)

solubility

water: soluble 50 mg/mL, clear, colorless

functional group

amine

SMILES string

Cl.CCOC(C)=N

InChI

1S/C4H9NO.ClH/c1-3-6-4(2)5;/h5H,3H2,1-2H3;1H

InChI key

WGMHMVLZFAJNOT-UHFFFAOYSA-N

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Application

Ethyl acetimidate hydrochloride was used in preparation of amidinated carbonic anhydrase via chemical modification of human erythrocyte carbonic anhydrase. It was also used in synthesis of methyl 2-methyl-2-thiazoline-4-carboxylate hydrochloride.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM1562
BCCL2932
BCCK0360
BCCK3108
BCCK1371

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Inhibition and chemical modifications of human erythrocyte carbonic anhydrase B.
P L Whitney et al.
The Journal of biological chemistry, 242(18), 4212-4220 (1967-09-25)
2-Methyl-2-thiazoline-4-carboxylic acid: formation from N-acetylcysteine and hydrolysis.
SMITH HA and GORIN G.
The Journal of Organic Chemistry, 26(3), 820-823 (1961)
T N Davis et al.
The Journal of biological chemistry, 260(1), 663-671 (1985-01-10)
The structure of the lipid-containing bacteriophage PR4 was studied using two alkyl imidates, ethyl acetimidate (EAI), a reagent permeant to lipid bilayers and isethionyl acetimidate (IAI), which is impermeant to membranes. The virion is an icosahedral particle consisting of a
F Dieli et al.
European journal of immunology, 19(9), 1613-1618 (1989-09-01)
This study investigated the origin of the different hemolytic activity of two allotypes of murine C4, C4H (C4-high) and C4L (C4-low) in the presence of IgM-coated erythrocytes. C4H displayed a threefold higher hemolytic titer (expressed in hemolytic units/microgram protein) than
L T Duong et al.
Archives of biochemistry and biophysics, 228(1), 332-341 (1984-01-01)
The topological arrangement of cytochrome b561 in the bovine adrenal medullary chromaffin granule membrane was investigated by radiolabeling and immunoprecipitation techniques using antibody raised against the purified cytochrome. The first labeling procedure involved a membrane-permeable amino group labeling reagent, ethyl
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