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D7628

Dihydrouracil

powder

Synonym(s):

5,6-Dihydro-2,4-dihydroxypyrimidine

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About This Item

Empirical Formula (Hill Notation):
C4H6N2O2
CAS Number:
504-07-4
Molecular Weight:
114.10
NACRES:
NA.21
PubChem Substance ID:
24894143
UNSPSC Code:
12352005
EC Number:
207-982-1
MDL number:
MFCD00006029
Form:
powder
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form

powder

mp

279-281 °C (lit.)

SMILES string

O=C1CCNC(=O)N1

InChI

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

InChI key

OIVLITBTBDPEFK-UHFFFAOYSA-N

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.

Application

Dihydrouracil has been used as a standard for ureido group in the colorimentric assay of transfer ribonucleic acid (tRNA).

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
MKCQ1052
MKCL7634
MKBW1788V
MKBT1601V
MKBQ1521V

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Sylke Schneider et al.
Journal of the American College of Surgeons, 200(3), 336-344 (2005-03-02)
To find out if neoadjuvant therapy could alter tumor response determinants that might affect tumor sensitivity to the treatment, we investigated intratumoral expressions of genes associated with chemosensitivity, radiosensitivity, or both before and after radiochemotherapy. Twenty-four patients with locally advanced
The mechanism of photochemical addition of cysteine to uracil and formation of dihydrouracil.
Jellinek T and Johns RB.
Photochemistry and Photobiology, 11(5), 349-359 (1970)
Yvonne Wettergren et al.
Cancer, 118(11), 2935-2943 (2011-10-25)
In Nordic countries, the standard treatment of colorectal cancer (CRC) in the adjuvant setting is bolus 5-fluorouracil (5-FU) plus leucovorin alone or in combination with oxaliplatin. 5-FU competes with the natural occurring pyrimidine uracil (Ura) as a substrate for dihydropyrimidine
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