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346799

Sigma-Aldrich

6-Amino-1-methyluracil

97%

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About This Item

Empirical Formula (Hill Notation):
C5H7N3O2
CAS Number:
Molecular Weight:
141.13
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

SMILES string

CN1C(N)=CC(=O)NC1=O

InChI

1S/C5H7N3O2/c1-8-3(6)2-4(9)7-5(8)10/h2H,6H2,1H3,(H,7,9,10)

InChI key

GZLZRPNUDBIQBM-UHFFFAOYSA-N

General description

6-Amino-1-methyluracil is an amino derivative of uracil and its standard molar enthalpy of combustion has been evaluated. Host-guest complexation of 6-amino-1-methyluracil with tetrapropoxycalix[4]arene has been reported.

Application

6-Amino-1-methyluracil may be used in the preparation of 1,1′-di methyl-1H-spiro[pyrimido[4,5-b]quinoline-5,5′-pyrrolo[2,3-d]pyrimidine]-2,2′,4,4′,6′(1′H,3H,3′H,7′H,1′H)-pentaone, via reaction with isatin in the presence of catalytic p-toluene sulfonic acid.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

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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A novel reaction of 6-amino-uracils and isatins.
Dabiri M, et al.
Tetrahedron, 64(30), 7307-7311 (2008)
Experimental study on the thermochemistry of some amino derivatives of uracil.
Ribeiro da Silva MAV, et al.
The Journal of Chemical Thermodynamics, 43(11), 1763-1767 (2011)
Complexation of tetrapropoxycalix [4] arene with uracil and adenine derivatives in water-containing solution.
Kalchenko O, et al.
Journal of Physical Organic Chemistry, 16(4), 246-252 (2003)

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