ChemicalBook CAS DataBase List 874-14-6

874-14-6

Name	1,3-Dimethyluracil
CAS	874-14-6
EINECS(EC#)	212-856-4
Molecular Formula	C6H8N2O2
MDL Number	MFCD00038065
Molecular Weight	140.14
MOL File	874-14-6.mol

Synonyms

1,3-DIMETHYL-1,2,3,4-TETRAHYDROPYRIMIDINE-2,4-DIONE 1,3-DIMETHYL-1H-PYRIMIDINE-2,4-DIONE 1,3-DIMETHYL-2,4(1H,3H)PYRIMIDINEDIONE 1,3-DIMETHYLPYRIMIDINE-2,4(1H,3H)-DIONE 1,3-DIMETHYLURACIL 2,4(1H,3H)-PYRIMIDINEDIONE, 1,3-DIMETHYL- 2,4-DIHYDROXY-1,3-DIMETHYLPYRIMDINE 2,4-DIHYDROXY-1,3-DIMETHYLPYRIMIDINE AKOS BBS-00004678 TIMTEC-BB SBB004164 3h)-pyrimidinedione,1,3-dimethyl-4(1h N,N'-Dimethyluracil N1,N3-Dimethyluracil Uracil, 1,3-dimethyl- 1,3-dimethyl-2,4-pyrimidinedione 1,3-dimethylpyrimidine-2,4-dione 1,3-Dimethyl-2,4(1H,3H)-pyrimidinedione, 2,4-Dihydroxy-1,3-dimethylpyrimidine 1,3-Dimethyluracil ,99%

Chemical Properties

Appearance	white to light yellow needles
Melting point	119-122 °C (lit.)
Boiling point	256.63°C (rough estimate)
density	1.2850 (rough estimate)
refractive index	1.5010 (estimate)
storage temp.	Sealed in dry,Room Temperature
form	powder to crystal
pka	-2.04±0.20(Predicted)
color	White to Almost white
Water Solubility	almost transparency
Detection Methods	HPLC,NMR
BRN	124074
InChI	InChI=1S/C6H8N2O2/c1-7-4-3-5(9)8(2)6(7)10/h3-4H,1-2H3
InChIKey	JSDBKAHWADVXFU-UHFFFAOYSA-N
SMILES	C1(=O)N(C)C=CC(=O)N1C
CAS DataBase Reference	874-14-6(CAS DataBase Reference)
NIST Chemistry Reference	2,4(1H,3H)-Pyrimidinedione, 1,3-dimethyl-(874-14-6)
EPA Substance Registry System	874-14-6(EPA Substance)

Safety Data

Hazard Codes	Xi
Risk Statements	R36:Irritating to the eyes. R36/37/38:Irritating to eyes, respiratory system and skin . less more
Safety Statements	S22:Do not breathe dust . S24/25:Avoid contact with skin and eyes . S39:Wear eye/face protection . S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36/37:Wear suitable protective clothing and gloves . less more
WGK Germany	3
TSCA	Yes
REACH Registrations	Active
HS Code	29335990
Storage Class	11 - Combustible Solids

Hazard Information

Chemical Properties

white to light yellow needles

Uses

1,3-Dimethyluracil is suitable reagent used to investigate the steady-state absorption and fluorescence spectra of uracil derivatives. It may be used in the preparation of 2,6-dihydroxynicotinamide.

Definition

ChEBI: 1,3-dimethyluracil is a pyrimidone that is uracil with methyl group substituents at positions 1 and 3. It has a role as a metabolite. It is functionally related to a uracil.

General Description

1,3-Dimethyluracil is a pyrimidine derivative. Stability of the C6-centered carbanions derived from 1,3-dimethyluracil has been investigated in the gas phase and in DMSO and water solutions. The excited state structural dynamics of 1,3-dimethyluracil (DMU) in water and acetonitrile has been studied by resonance Raman spectroscopy. Crystal structure of 1,3-dimethyluracil has been reported. Ultraviolet irradiation of aqueous 1,3-dimethyluracil results in hydration of the 5:6 double bond of the uracil ring to form 1,3-dimethyl-6-oxy-hydrouracil.

Biochem/physiol Actions

1,3-Dimethyluracil is a methyl derivative of uric acid, found occasionally in human urine. 1,3-Dimethyluracil is one of the purine component in urinary calculi. Methylated purines originate from the metabolism of methylxanthines (caffeine, theophylline and theobromine).

Synthesis

1,3-Dimethyluracil can be prepared from uracil by methylation under alkaline conditions.

Purification Methods

Crystallise it from EtOH/ether. [Beilstein 24 III/IV 1196.]

Spectrum Detail

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