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Merck
CN

188840

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:
Molecular Weight:
123.58
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
218-631-7
Beilstein/REAXYS Number:
3552401
MDL number:
Assay:
97%
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InChI key

WGMHMVLZFAJNOT-UHFFFAOYSA-N

InChI

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

SMILES string

Cl.CCOC(C)=N

assay

97%

mp

112-114 °C (lit.)

solubility

water: soluble 50 mg/mL, clear, colorless

functional group

amine

Quality Level

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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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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)
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
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
P de la Llosa et al.
FEBS letters, 191(2), 211-215 (1985-10-28)
The lactogenic activity (L.A.) of oPRL and hGH derivatives obtained by chemical modifications of lysine residues was studied by radioreceptor assay. Control treatment with borohydride had a slight effect on the L.A. of hGH but drastically reduced the oPRL activity;
B K Fung
The Journal of biological chemistry, 258(17), 10495-10502 (1983-09-10)
Transducin, a guanine nucleotide regulatory protein found in the bovine retinal rod outer segment, mediates the signal coupling between rhodopsin and a cyclic GMP phosphodiesterase. Previous studies have demonstrated that photolyzed rhodopsin catalyzed the exchange of GTP for GDP bound

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