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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)
P P Tamburini et al.
Molecular pharmacology, 30(2), 178-185 (1986-08-01)
Selective methylamidation of NADPH-cytochrome P-450 reductase (EC 1.6.2.4) carboxyl groups was used to assess the relative importance of these groups in the enzyme-catalyzed reduction of cytochromes c, b5, and P-450. Methylamidation of as few as 7 mol of carboxyl groups
K Nogimori et al.
Biochimica et biophysica acta, 801(2), 232-243 (1984-09-28)
Islet-activating protein (IAP), pertussis toxin, is an oligomeric protein composed of an A-protomer and a B-oligomer. There seem to be at least two molecular mechanisms by which IAP exerts its various effects in vivo and in vitro. On the one
W M Keung et al.
International journal of peptide and protein research, 42(6), 504-508 (1993-12-01)
Lysine and arginine residues in trichosanthin were modified with ethyl acetimidate and phenylglyoxal, respectively. The effects of these chemical modifications on the cell-free protein-synthesis-inhibitory activity and the antigen-antibody (Ag-Ab) interaction between trichosanthin and its antibody were examined. Ethyl acetimidate modification
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)
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