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376566

Sigma-Aldrich

1-Acetylguanidine

98%

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About This Item

Linear Formula:
CH3CONHC(=NH)NH2
CAS Number:
5699-40-1
Molecular Weight:
101.11
EC Number:
227-180-5
MDL number:
MFCD00075615
UNSPSC Code:
12352100
PubChem Substance ID:
24863452
NACRES:
NA.22

assay

98%

mp

181-183 °C (lit.)

functional group

amide
amine

SMILES string

CC(=O)NC(N)=N

InChI

1S/C3H7N3O/c1-2(7)6-3(4)5/h1H3,(H4,4,5,6,7)

InChI key

NGGXACLSAZXJGM-UHFFFAOYSA-N

General description

1-Acetylguanidine is a guanidine derivative.

Application

1-Acetylguanidine (N-Carbamimidoylacetamide) may be used in the synthesis of 1H-imidazol-2-amine derivatives.
1-Acetylguanidine may be used in the preparation of:
  • 4-[5-(3-fluorophenyl)furan-2-yl]-2-acetylamino-5-methylimidazole
  • novel series of amino-protected 6-alkyl-, 6-aryl-, 6-heteroaryl- and 5,6-fused-cycloalkane 4-trifluoromethyl-2-acetylaminopyrimidines
  • new series of protected 6-alkyl- and 6-aryl-2-acetylamino-4(3H)-pyrimidinones
  • 4-trifluoromethyl-6-(2,2-dimethoxyethyl)-2-acetylaminopyrimidine

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKBW9670V
MKBF3928
MKAA4164
MKBB7919
01912LH

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Bonacorso HG, et al.
Letters in Organic Chemistry, 4(7), 495-499 (2007)
Takayuki Inoue et al.
Bioorganic & medicinal chemistry, 21(13), 3873-3881 (2013-05-15)
Novel thiazole derivatives were synthesized and evaluated as vascular adhesion protein-1 (VAP-1) inhibitors. Although we previously identified a compound (2) with potent VAP-1 inhibitory activity in rats, the human activity was relatively weak. Here, to improve the human VAP-1 inhibitory
Easy and regioselective access to dimethyl acetal-protected heterocycles and their efficient allylation reactions mediated by allylaluminum reagent.
Bonacorso HG, et al.
ARKIVOC (Gainesville, FL, United States), 4, 291-305 (2013)
One-pot synthesis of N2-aminoprotected 6-substituted and cycloalka[d] 4-trifluoromethyl-2-acetylaminopyrimidines.
Bonacorso HG, et al.
Journal of Heterocyclic Chemistry, 45(2), 483-487 (2008)
Dae-Kee Kim et al.
Journal of medicinal chemistry, 50(13), 3143-3147 (2007-06-08)
A series of 4(5)-(6-alkylpyridin-2-yl)imidazoles 13a-p, 17a, and 17b have been synthesized and evaluated for ALK5 inhibitory activity in an enzyme assay and in cell-based luciferase reporter assays. The quinoxalinyl analogue 13e inhibited ALK5 phosphorylation with an IC50 of 0.012 muM

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