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391387

Sigma-Aldrich

4-Amino-5-chloro-2,6-dimethylpyrimidine

96%

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About This Item

Empirical Formula (Hill Notation):
C6H8ClN3
CAS Number:
2858-20-0
Molecular Weight:
157.60
MDL number:
MFCD00191727
UNSPSC Code:
12352100
PubChem Substance ID:
24864374
NACRES:
NA.22

Assay

96%

mp

164-166 °C (lit.)

SMILES string

Cc1nc(C)c(Cl)c(N)n1

InChI

1S/C6H8ClN3/c1-3-5(7)6(8)10-4(2)9-3/h1-2H3,(H2,8,9,10)

InChI key

BKFCZKYCVQQMCX-UHFFFAOYSA-N

General description

4-Amino-5-chloro-2,6-dimethylpyrimidine (ACDP) is an aminopyrimidine derivative. Its interaction as an electron donor with a σ-electron acceptor, iodine has been studied.[1]
4-Amino-5-chloro-2,6-dimethylpyrimidine participates in the synthesis of diazino[c]quinolin-5(6H)-one and -isoquinolin-6(5H)-one, diazino[c]naphthyridin-6(5H)- and -5(6H)-one derivatives.[2]

Application

4-Amino-5-chloro-2,6-dimethylpyrimidine is suitable reagent employed as a nucleobase standard in the systematic quantitative structure-retention relationship (QSRR) study on pyrimidines between the molecular descriptors (variables) and their chromatographic retention (experimental unit).[3]

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

391387-25G:
391387-5G:
391387-VAR:
391387-10KG:
391387-1KG:
391387-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
04619LE
S37225
19023CU
05827PI
04019HS

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Synthesis of substituted diazino[c] quinolin-5(6H)-ones, diazino[c]isoquinolin-6(5H)-ones, diazino [c]naphthyridin-6(5H)-ones and diazino[c]naphthyridin-5(6H)-ones.
Fresneau N, et al.
Tetrahedron, 69(26), 5393-5400 (2013)
Usama M Rabie et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 68(3), 605-611 (2007-02-24)
Interactions of some pyrimidine derivatives, 4-amino-2,6-dimethylpyrimidine, kyanmethin, (4AP), 2-amino-4,6-dimethylpyrimidine (2AP), 2-aminopyrimidine (AP), 2-amino-4-methylpyrimidine (AMP), 2-amino-4-methoxy-6-methylpyrimidine (AMMP), and 4-amino-5-chloro-2,6-dimethylpyrimidine (ACDP) as electron donors, with iodine (I(2)), as a typical sigma-electron acceptor, have been studied. Electronic absorption spectra of these interactions in
Multivariate Chemometric Study on the Interfacial Properties of Nucleic-Acid Bases.
Luo HB, et al.
Journal of Data Science, 1(4), 447-460 (2003)

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