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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

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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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)
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)

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