Skip to Content
Merck
All Photos(2)

Key Documents

View All Documentation

Safety Information

261823

Sigma-Aldrich

4-Aminopyrimidine

98%

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Empirical Formula (Hill Notation):
C4H5N3
CAS Number:
591-54-8
Molecular Weight:
95.10
MDL number:
MFCD00006112
UNSPSC Code:
12352100
PubChem Substance ID:
24855837
NACRES:
NA.22

Quality Level

100

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

Related Categories

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
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

261823-BULK:
261823-1G:
261823-250MG:
261823-VAR:

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKBF5591V
MKBF5591
12819CJ
02926DH
07710ED

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Ewa D Raczyńska et al.
Journal of molecular modeling, 18(8), 3523-3533 (2012-02-14)
The consequences of one-electron oxidation and one-electron reduction were studied for 4-aminopyrimidine (4APM), which displays prototropic tautomerism. Since experimental techniques are incapable of detecting less than 0.1% of minor tautomers, quantum-chemical calculations [DFT(B3LYP)/6-311+G(d,p)] were carried out for all possible tautomers
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.
A Schellenberger
Biochimica et biophysica acta, 1385(2), 177-186 (1998-07-10)
The mechanism of ThDP enzymes originates in the anionic (ylid) structure of the coenzyme. On the other hand, no ylid species (as permanently existing structure) could be detected by 13C2-NMR studies with PDC (yeast), when the cofactor binds to the
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
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)
View All Related Papers

Global Trade Item Number

SKUGTIN
261823-1G4061826671399
261823-250MG4061833482100

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service