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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

Quality Level

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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H Niwa et al.
Proceedings of the National Academy of Sciences of the United States of America, 93(24), 13617-13622 (1996-11-26)
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Michael Schnoor et al.
Biochemical and biophysical research communications, 322(3), 867-872 (2004-09-01)
Different substances such as dimethyl sulfoxide, tetramethylene sulfoxide, 2-pyrollidone, and the naturally occurring compatible solute betaine enhance PCR amplification of GC-rich DNA templates with high melting temperatures. In particular, cyclic compatible solutes outperform traditional PCR enhancers. We therefore investigated the
Cristina Maccallini et al.
Medicinal chemistry (Shariqah (United Arab Emirates)), 8(6), 991-995 (2012-06-30)
A new series of phenyl- and heteryl acetamidines were synthesized and evaluated as inhibitors of nitric oxide synthases (NOS). While the N-substitution of the acetamidine moiety with different heterocycles appears to completely destroy the activity, linking the phenyl core preserves
Justin E Jones et al.
Bioorganic chemistry, 38(2), 62-73 (2009-12-29)
Helicobacter pylori encodes a potential virulence factor, agmatine deiminase (HpAgD), which catalyzes the conversion of agmatine to N-carbamoyl putrescine (NCP) and ammonia - agmatine is decarboxylated arginine. Agmatine is an endogenous human cell signaling molecule that triggers the innate immune
Jin Sheng Guo et al.
European journal of pharmacology, 536(3), 301-308 (2006-04-08)
Nitric oxide synthases (NOS) and cyclooxygenase-2 (COX-2) are important enzymes involved in ulcer healing but interactions between them have not been clearly defined. The aim of this study was to investigate the effects of selective or non-selective inhibition of NOS

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