Basic information
- CAS
504-07-4- Standard SMILES
O=C1CCNC(=O)N1- InChIKey
OIVLITBTBDPEFK-UHFFFAOYSA-N- Molecular formula
- C4H6N2O2
- Average molar mass
- 114.1 g/mol
- Monoisotopic mass
- 114.04292743
Overview
5,6-dihydrouracil is a pyrimidine obtained by formal addition of hydrogen across the 5,6-position of uracil. It has a role as a metabolite, a mouse metabolite, an Escherichia coli metabolite and a human metabolite. It is functionally related to a uracil.
Names & identifiers
- Preferred name
- Dihydrouracil
- IUPAC
- 1,3-diazinane-2,4-dione
- English name
- 5,6-DIHYDROURACIL
- Molecular formula
- C4H6N2O2
- Molecular weight
- 114.1
Names & synonyms
dihydrouracil5,6-dihydrouracil504-07-4Hydrouracil5,6-Dihydro-2,4-dihydroxypyrimidineDihydrouracile1,3-diazinane-2,4-dione2,4(1H,3H)-Pyrimidinedione, dihydro-Dihydro-2,4(1H,3H)-pyrimidinedione2,4-Dioxotetrahydropyrimidine016FR52RU5DTXSID7060122
Show more names
Dihydro-pyrimidine-2,4-dioneNSC 11867TIMTEC-BB SBB0077025,6-DIHYDROURACIL 98%5,6-Dihydrouracil,98%
CHEBI:15901NSC-11867RefChem:133968DTXCID6040828207-982-1DIHYDROPYRIMIDINE-2,4(1H,3H)-DIONEDihydro Uracilhexahydropyrimidine-2,4-dione
Database identifiers
- CAS
504-07-4- PubChem CID
- 649
- DTXSID
DTXSID7060122- ChEMBL
CHEMBL1232394- ChEBI
CHEBI:15901- UNII
- 016FR52RU5
- EC Number
Properties
Computed structural properties
- XLogP
- -1.1
- Topological polar surface area
- 58.2 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 0
- Heavy atoms
- 8
- Formal charge
- 0
- Complexity
- 132
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
SpringerMaterials PropertiesCrystal structure
Melting Point279 - 281 °C
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 279 · 279-281 °C (lit.)
- Boiling point
- 213.59 °C · 213.59°C (rough estimate)
- Density
- 1.3565 · 1.3565 (rough estimate)
- refractive index
- 1.4487 · 1.4487 (estimate)
- storage temp.
- 2 · 2-8°C
- solubility
- Soluble in Sodium Hydroxide.
- form
- Solid
- pka
- 12.1 · 12.10±0.20(Predicted)
- color
- White to Light Beige
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 2 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- tsca
- TSCA listed
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- safety_code
- 24/25
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H315-H319-H227
- Precautionary statements
- P501-P210-P264-P280-P302+P352-P370+P378-P337+P313-P305+P351+P338-P362+P364-P332+P313-P403+P235
Chemistry & industry
Pharmacology
Tissue LocationsFibroblasts
Cellular LocationsCytoplasm
Metabolite PathwaysBeta Ureidopropionase Deficiency
Uses & manufacturing
General Manufacturing Information2,4(1H,3H)-Pyrimidinedione, dihydro-: ACTIVE
Applications
UsesImpurity of Uracil.
Uses5,6-Dihydrouracil acts as an intermediate in the catabolism of uracil.
UsesDihydrouracil has been used as a standard for ureido group in the colorimentric assay of transfer ribonucleic acid (tRNA).
General DescriptionDihydrouracil (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.
Upstream & downstream products
Upstream raw materials
Suppliers100 total
北京华美互利生物化工010-56205725 · [email protected]
Related reactions
14 records
Compound notes
Loading…