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3,N4-ETHENOCYTOSINE

Product Name
3,N4-ETHENOCYTOSINE
CAS No.
55662-66-3
Chemical Name
3,N4-ETHENOCYTOSINE
Synonyms
3,n(4)-ethanocytosine;imidazo[1,2-c]pyrimidin-5-ol;imidazo[1,2-f]pyrimidin-5-ol;IMidazo[1,2-c]pyriMidin-5(6H)-one
CBNumber
CB9503443
Molecular Formula
C6H5N3O
Formula Weight
135.12
MOL File
55662-66-3.mol
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3,N4-ETHENOCYTOSINE Property

Density 
1.51±0.1 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
pka
7.09±0.20(Predicted)
Appearance
Light brown to brown Solid
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

American Custom Chemicals Corporation
Product number
NUC0003911
Product name
3,N4-ETHENOCYTOSINE
Purity
95.00%
Packaging
5MG
Price
$505.07
Updated
2021/12/16
Ambeed
Product number
A123740
Product name
Imidazo[1,2-c]pyrimidin-5(6H)-one
Purity
95%
Packaging
100mg
Price
$43
Updated
2021/12/16
Ambeed
Product number
A123740
Product name
Imidazo[1,2-c]pyrimidin-5(6H)-one
Purity
95%
Packaging
250mg
Price
$60
Updated
2021/12/16
Chemenu
Product number
CM253640
Product name
Imidazo[1,2-c]pyrimidin-5(6H)-one
Purity
95+%
Packaging
100mg
Price
$84
Updated
2021/12/16
Chemenu
Product number
CM253640
Product name
Imidazo[1,2-c]pyrimidin-5(6H)-one
Purity
95+%
Packaging
250mg
Price
$116
Updated
2021/12/16
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3,N4-ETHENOCYTOSINE Chemical Properties,Usage,Production

Definition

ChEBI: 3,N(4)-ethenocytosine is an organic heterobicyclic compound. It has a role as a mutagen. It is functionally related to a cytosine. It derives from a hydride of an imidazo[1,2-c]pyrimidine.

Synthesis

107-20-0

71-30-7

55662-66-3

Procedure for the synthesis of imidazo[1,2-c]pyrimidin-5(6H)-one (13): 50% aqueous chloroacetaldehyde (0.686 mL, 5.40 mmol) was added to a stirred solution of 6-aminopyrimidin-2(1H)-one (500 mg, 4.50 mmol) in N,N-dimethylformamide (DMF, 10 mL). The reaction mixture was stirred at 70 °C for 16 hours. After completion of the reaction, the solvent was removed by distillation under reduced pressure. The residue was washed with ethanol and ether to afford the target compound 13 as a light brown powder (320 mg, 53% yield). Thin layer chromatography (TLC) analysis showed Rf = 0.47 (unfolding agent: ethyl acetate/methanol, 4:1). The melting point of the product was 281-282 °C. Nuclear magnetic resonance hydrogen spectrum (1H NMR, 400 MHz, [D6]DMSO): δ = 6.62 (d, 1H, 3J = 7.6 Hz), 7.28 (d, 1H, 3J = 7.6 Hz), 7.41 (d, 1H, 3J = 1.2 Hz), 7.80 (d, 1H, 3J = 1.2 Hz), 11.6 (bs, 1H). Nuclear magnetic resonance carbon spectrum (13C NMR, 100 MHz, [D6]DMSO): δ = 97.7, 112.2, 129.4, 132.3, 145.9, 146.4. infrared spectrum (IR, KBr): ν = 3451, 3121, 3096, 1718, 1630, 1547, 1290, 1252, 1111 cm- 1. mass spectrum (ESI-MS): m/z 135.8 [M + H]+.

References

[1] Tetrahedron, 2014, vol. 71, # 1, p. 27 - 36
[2] Patent: WO2017/20944, 2017, A1. Location in patent: Page/Page column 16-17

3,N4-ETHENOCYTOSINE Preparation Products And Raw materials

Raw materials

Preparation Products

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