6-Aminouracil
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6-Aminouracil
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CAS No:
873-83-6
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Formula:
C4H5N3O2
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Chemical Name:
6-Aminouracil
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Synonyms:
2,4(1H,3H)-Pyrimidinedione,6-amino-;Uracil,6-amino-;6-Amino-2,4(1H,3H)-pyrimidinedione;6-Aminouracil;6-Amino-2,4-dihydroxypyrimidine;4-Aminouracil;2,4-Dihydroxy-6-aminopyrimidine;4-Amino-2,6-dihydroxypyrimidine;6-Amino-2,4-dioxo-1,2,3,4-tetrahydropyrimidine;NSC 15919;NSC 7367;6-Aminopyrimidine-2,4(1H,3H)-dione;6-Aminopyrimidine-2,4-diol;56-07-5
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CAS No:
Characteristics
84.2
-1.6
Cream to light brown Crystalline Powder
1.7±0.1 g/cm3
310-312 °C
580.4ºC at 760 mmHg
304.8±30.9 °C
1.746
slightly soluble
Refrigerator
Parenteral-mouse LDL0: 2400 mg/kg
Flammable; high temperature produces toxic nitrogen oxide fumes
Safety Information
NONH for all modes of transport
3
22-24/25
YQ8750000
Warehouse ventilated, low temperature and dry
Stable under normal temperatures and pressures.
P264, P270, P301+P312, P330, P501
H302
|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P264, P270, P301+P312, P330, and P501|Aggregated GHS information provided by 49 companies from 3 notifications to the ECHA C&L Inventory.
6-Aminouracil Use and Manufacturing
General procedure: Compounds 1a, 1b and 1e were prepared according to the reportedmethods26–34 by the addition of urea, methylurea and/or methylthiourea (0.1 mol) to ethyl cyanoacetate (0.1 mol) in absolute ethanol(290 mL) containing sodium (0.2 mol). The mixture was refluxed for10–12 h, allowed to cool to r.t. and acidified with acetic acid (pH 6).The resulting precipitate was washed with distilled water and dried in adesiccator overnight.1a: Yield 69percent; m.p. > 360 °C (lit. ≥ 360 °C).We have found that the microwave assisted of reaction urea (1 mmol) with cyano acetic acid (1 mmol) under solvent-free conditions results in rapid formation of the corresponding Amino uracil (Figure1).The products were easily obtained by addition of water to the reaction mixture and recrystalization of crude products from ethanol.
Used as intermediates for pharmaceutical caffeine, theophylline, SDM, etc.
2,4(1H,3H)-Pyrimidinedione, 6-amino-: ACTIVE
Computed Properties
Molecular Weight:127.10
XLogP3:-1.6
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:3
Exact Mass:127.038176411
Monoisotopic Mass:127.038176411
Topological Polar Surface Area:84.2
Heavy Atom Count:9
Complexity:196
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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