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261823

Sigma-Aldrich

4-Aminopyrimidine

98%

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Empirical Formula (Hill Notation):
C4H5N3
CAS Number:
Molecular Weight:
95.10
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

form

solid

mp

154-156 °C (lit.)

SMILES string

Nc1ccncn1

InChI

1S/C4H5N3/c5-4-1-2-6-3-7-4/h1-3H,(H2,5,6,7)

InChI key

OYRRZWATULMEPF-UHFFFAOYSA-N

General description

The consequences of one-electron oxidation and one-electron reduction were studied for 4-aminopyrimidine.

Application

4-Aminopyrimidine has been used in the preparation of 1:4-dihydro-4-imino-1-methylpyrimidine hydriodide.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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G R Li et al.
The American journal of physiology, 274(3 Pt 1), C577-C585 (1998-04-08)
The threshold potential for the classical depolarization-activated transient outward K+ current and Cl- current is positive to -30 mV. With the whole cell patch technique, a transient outward current was elicited in the presence of 5 mM 4-aminopyridine (4-AP) and
K Takagi et al.
Cell structure and function, 11(3), 235-243 (1986-09-01)
We compared intracellular K+ and Na+ ion concentrations during cell growth and differentiation of a mouse myeloid leukemia M1 cell line. Cells undergoing mitosis had higher K+ concentrations than quiescent cells. Treatment with a K+ channel blocker and furosemide enhanced
R Friedemann et al.
Biochimica et biophysica acta, 1385(2), 245-250 (1998-07-10)
Ab initio calculations on the HF-SCF 6-31g* level were performed on tautomers as well as protonated and deprotonated species of thiamin. Aspects of the proton relay function of the 4'-aminopyrimidine ring in the thiamin catalysis were studied on model systems.
Potential roles of the aminopyrimidine ring in thiamin catalyzed reactions.
F Jordan et al.
Annals of the New York Academy of Sciences, 378, 14-31 (1982-01-01)
Dana Nachtigallová et al.
Journal of the American Chemical Society, 132(24), 8261-8263 (2010-06-02)
Nonadiabatic photodynamical simulations of 4-aminopyrimidine (4-APy) used as a model for adenine were performed by embedding it between two stacking methyl-guanine (mGua) molecules to determine the effect of spatial restrictions on the ultrafast photodeactivation mechanism of this nucleobase. A hybrid

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