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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:
Molecular Weight:
123.58
Beilstein:
3552401
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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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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)
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)
J J De Pont et al.
Journal of bioenergetics and biomembranes, 16(4), 263-281 (1984-08-01)
The effects of three amino group reagents on the activity of (Na+ + K+)-ATPase and its component K+-stimulated p-nitrophenylphosphatase activity from rabbit kidney outer medulla have been studied. All three reagents cause inactivation of the enzyme. Modification of amino groups
J A Kauffman et al.
Toxicology and applied pharmacology, 79(2), 211-217 (1985-06-30)
Blockade of neuromuscular transmission was produced in the lower hind limb of the rat by local injection of either type A or type F botulinum toxin (BoTx). At 1, 3, 7, and 10 days after injection, the extensor digitorum longus
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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