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Key Documents

159158

Sigma-Aldrich

Acetamidine hydrochloride

95%

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About This Item

Linear Formula:
CH3C(=NH)NH2 · HCl
CAS Number:
Molecular Weight:
94.54
Beilstein:
3591762
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

95%

form

solid

mp

165-170 °C (lit.)

SMILES string

Cl[H].CC(N)=N

InChI

1S/C2H6N2.ClH/c1-2(3)4;/h1H3,(H3,3,4);1H

InChI key

WCQOBLXWLRDEQA-UHFFFAOYSA-N

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General description

Acetamidine hydrochloride is an amidine salt and its conversion to 2,4,6-trimethyl-sym-triazine has been studied.

Application

Acetamidine hydrochloride was used in the preparation of decarboxyectoine. It was also used in the synthesis of ethyl 4-(4-hydroxyphenyl)methylidene-2-methyl-5-oxo-1-imidazolacetate.

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Synthesis of the sym-Triazine System. I. Trimerization and Cotrimerization of Amidines.
Schaefer FC, et al.
Journal of the American Chemical Society, 81(6), 1466-1470 (1959)
B Turano et al.
Biophysical journal, 63(1), 152-161 (1992-07-01)
Empirical energy function calculations were used to evaluate the effects of minimization on the structure of a gramicidin A channel and to analyze the energies of interaction between three cations (guanidinium, acetamidinium, formamidinium) and the channel as a function of
Antonia Patruno et al.
Biochimica et biophysica acta, 1820(12), 2095-2104 (2012-09-07)
Previous reports suggest that NO may contribute to the pathophysiology of septic shock. Recently, we have synthesized and characterized a series of benzyl- and dibenzyl derivative of N-(3-aminobenzyl)acetamidine, a potent and selective inhibitor of iNOS, in vitro assay. We evaluated
G Hemsley et al.
Biophysical journal, 59(4), 901-907 (1991-04-01)
Guanidinium and acetamidinium, when added to the bathing solution in concentrations of approximately 0.1M, cause brief blocks in the single channel potassium currents from channels formed in planar lipid bilayers by gramicidin A. Single channel lifetimes are not affected indicating
M M Ng et al.
Biochemistry, 33(40), 12119-12126 (1994-10-11)
Isoguanosine has been incorporated into a 34-mer hammerhead ribozyme by the solid-phase phosphoramidite method, using an acetamidine base protecting group. The activity of the hammerhead ribozyme when singly mutated to isoguanosine at the adenosine positions 6, 9, and 13 was

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