504-07-4

Basic information

• Product Name: 5,6-DIHYDROURACIL
• Synonyms: TIMTEC-BB SBB007702;2,4(1H,3H)-Pyrimidinedione, dihydro-;3h)-pyrimidinedione,dihydro-4(1h;Dihydro-pyrimidine-2,4-dione;Hydrouracil;5,6-DIHYDROURACIL;5,6-DIHYDRO-2,4-DIHYDROXYPYRIMIDINE;DIHYDRO-2,4(1H,3H)-PYRIMIDINEDIONE
• CAS NO: 504-07-4
• Molecular Formula: C4H6N2O2
• Molecular Weight: 114.1
• EINECS: 207-982-1
• Product Categories: Nucleic acids;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 504-07-4.mol
• Article Data: 25

Chemical Properties

• Melting Point: 279-281 °C(lit.)
• Boiling Point: 213.59°C (rough estimate)
• Flash Point: °C
• Appearance: /
• Density: 1.3565 (rough estimate)
• Refractive Index: 1.4487 (estimate)
• Storage Temp.: 2-8°C
• Solubility: Soluble in Sodium Hydroxide.
• PKA: 12.10±0.20(Predicted)
• BRN: 112496
• CAS DataBase Reference: 5,6-DIHYDROURACIL(CAS DataBase Reference)
• NIST Chemistry Reference: 5,6-DIHYDROURACIL(504-07-4)
• EPA Substance Registry System: 5,6-DIHYDROURACIL(504-07-4)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 504-07-4(Hazardous Substances Data)

Usage

Chemical Properties

white to light beige crystalline powder

Uses

Different sources of media describe the Uses of 504-07-4 differently. You can refer to the following data:
1. Impurity of Uracil.
2. 5,6-Dihydrouracil acts as an intermediate in the catabolism of uracil.
3. Dihydrouracil has been used as a standard for ureido group in the colorimentric assay of transfer ribonucleic acid (tRNA).

General Description

Dihydrouracil (DiHU) is a minor base found in transfer ribonucleic acid (tRNA). It is similar to uracil with the only exception that the C5-C6 bond is saturated. It crystallized in the monoclinic system with space group P21/C. Its crystalline structure has been analyzed. Its generation from L-cysteine and uracil via photochemical addition has been described.

InChI:InChI=1/C4H6N2O2/c7-3-1-2-5-4(8)6-3/h1-2H2,(H2,5,6,7,8)

Upstream product

• 67-52-7 BARBITURIC ACID 
• 67-56-1 methanol 
• 66-22-8 uracil 
• 590-28-3 potassium cyanate 
• 3196-73-4 methyl 3-aminopropanoate hydrochloride 
• 444-15-5 5-hydroxybarbituric acid 
• 23945-44-0 2,4-dihydroxypyrimidine-5-carboxylic acid 
• 5366-11-0 2-Thiouracil 
• 5626-99-3 Tetrahydrodeoxyuridine 
• 462-88-4 N-carbamoyl-β-alanine 
• 134-81-6 benzil 
• 77287-34-4 formamide 
• 1250686-01-1 methyl 3-cyanamidopropanoate 
• 1242450-20-9 C₂₁H₂₂N₄O₅S 

Downstream Products

• 462-88-4 N-carbamoyl-β-alanine 
• 66-22-8 uracil 
• 57-13-6 urea 
• 75500-04-8 1,3-dibenzyldihydropyrimidine-2,4(1H,3H)-dione 
• 56-41-7 L-alanin 
• 4433-22-1 2,4-dioxopyrimidine 
• 67-52-7 BARBITURIC ACID 
• 1194-23-6 5,6-dihydro-6-hydroxyuracil 
• 75500-05-9 N¹,N³-Dibenzyloxymethyl-5,6-dihydrouracil 
• 97838-63-6 N¹-Benzyloxymethyl-5,6-dihydrouracil 
• 89003-40-7 3-(1,2,3,4-tetrahydroisoquinolin-2-ylmethyl)dihydrouracil 

Relevant articles and documents

Photoinduced reduction of thymine and uracil derivatives by hypophosphite: Unusual high quantum yield of chromophore loss

The quantum yield of chromophore loss of thymine, uracil and their corresponding nucleosides and nucleoside-5′-monophosphates undergoing irradiation with 254 nm UV light was found to be sharply enhanced by hypophosphite; thymine and uracil were reduced by hypophosphite to give 5,6-dihydrothymine and 5,6-dihydrouracil respectively.

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4,5-Dihydroxyimidazolidin-2-ones in the α-ureidoalkylation reaction of N-(carboxyalkyl)-, N-(hydroxyalkyl)-, and N-(aminoalkyl)ureas 1. α-Ureidoalkylation of N-(carboxyalkyl)ureas

The α-ureidoalkylation of N-(carboxyalkyl)ureas (ureido acids) with 1,3-H2 s-, 1,3-Me 2 s-, and 1,3-Et2 s-4,5-dihydroxyimidazolidin-2-ones was systematically studied. The yields of glycolur

A uracil green production process

The present invention provides a uracil green production process, comprising the following steps: 1) to thio uracil as raw materials, adding water, also adding halide or sulfonic acid compound, heating overnight, cooling, filtering and drying, to obtain high-purity uracil; 2) step 1) filtering the resulting stock solution continue adding thio uracil, heating, circulating the above-mentioned operation. The invention has the following advantages: the reaction mother liquor and material can be applied mechanically, and yield and purity is not affected, is a environmental friendly technology. High purity can be obtained uracil, namely detection HPLC purity of 95% or more, or even 98% or more of the uracil.

Regioselective reactions of N-(carboxyalkyl)- and N-(aminoethyl)ureas with glyoxal and 1,2-dioxo-1,2-diphenylethane

Regioselective reactions of N-(carboxyalkyl)ureas (ureido acids) and N-(aminoethyl)ureas with 1,2-dioxo-1,2-diphenylethane (benzyl) and glyoxal are studied in detail. The structure of the reactants affects the reaction regioselectivity. Acid-catalyzed rea