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6-Methyluracil

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Name

6-Methyluracil

EINECS 210-949-4
CAS No. 626-48-2 Density 1.226 g/cm3
PSA 65.72000 LogP -0.62840
Solubility 7 g/L (22 °C) in water Melting Point 318 °C (dec.)(lit.)
Formula C5H6N2O2 Boiling Point 420.4 °C at 760 mmHg
Molecular Weight 126.115 Flash Point 208 °C
Transport Information N/A Appearance white to off-white crystalline solid
Safety 36/37/39-45 Risk Codes 62-63
Molecular Structure Molecular Structure of 626-48-2 (6-Methyluracil) Hazard Symbols HarmfulXn
Synonyms

Uracil, 6-methyl-;2,4-Pyrimidinediol, 6-methyl-;2,4 (1H,3H)-Pyrimidinedione, 6-methyl-;Methacyl;Metacyl;6-methyl-1H-pyrimidine-2,4-dione;6-Methyluracil;AWD 23-15;2,4(1H,3H)-Pyrimidinedione,6-methyl-;4-Methyluracil;2 (1H)-Pyrimidinone, 4-hydroxy-6-methyl-;2,4-Dihydroxy-6-methylpyrimidine;

Article Data 97

6-Methyluracil Synthetic route

56-04-2

6-methyl-2-thiouracil

626-48-2

6-Methyluracil

Conditions
ConditionsYield
With sodium hydroxide; methyloxirane In water at 20℃;100%
With potassium tert-butylate; iodine In tert-butyl alcohol for 30h; Heating;95%
Stage #1: 6-methyl-2-thiouracil With chloroacetic acid In water for 9h; Reflux;
Stage #2: With hydrogenchloride In water for 10 - 12h; Reflux;
85%
879499-39-5

[1-(4-isopropoxy-6-methylpyrimidin-2-yl)-piperidin-2-yl]-methanol

626-48-2

6-Methyluracil

Conditions
ConditionsYield
With hydrogenchloride In water at 90℃; for 0.333333h;100%
141-43-5

ethanolamine

155632-06-7

6-methyl-2,4-pyrimidine-diyl dibenzoate

A

626-48-2

6-Methyluracil

B

18838-10-3

N-(2-hydroxyethyl)-benzamide

Conditions
ConditionsYield
In dichloromethane for 0.25h; Heating;A n/a
B 99%
6456-74-2

Glycine tert-butyl ester

155632-06-7

6-methyl-2,4-pyrimidine-diyl dibenzoate

A

626-48-2

6-Methyluracil

B

19811-56-4

hippuric acid tert-butyl ester

Conditions
ConditionsYield
In dichloromethane for 0.5h; Heating;A n/a
B 98%
thioether-bound (4-hydroxy-6-methylpyrimidine-2-yl)-Merrifield resin

thioether-bound (4-hydroxy-6-methylpyrimidine-2-yl)-Merrifield resin

626-48-2

6-Methyluracil

Conditions
ConditionsYield
With oxone In 1,4-dioxane; water Heating;98%
56-04-2

6-methyl-2-thiouracil

sulphur

sulphur

626-48-2

6-Methyluracil

Conditions
ConditionsYield
With potassium tert-butylate; iodine In tert-butyl alcohol for 30h; Heating; further halogen as catalysts;95%
56-04-2

6-methyl-2-thiouracil

A

626-48-2

6-Methyluracil

B

sulphur

sulphur

Conditions
ConditionsYield
With potassium tert-butylate; iodine In tert-butyl alcohol for 30h; Product distribution; conversion of thiocarbonyl compounds into their corresponding oxygen analogues using alkoxides and hydroxide with halogens as catalysts;A 95%
B n/a
155632-06-7

6-methyl-2,4-pyrimidine-diyl dibenzoate

A

626-48-2

6-Methyluracil

B

7244-67-9

methyl N-benzoylalaninate

Conditions
ConditionsYield
dmap In dichloromethane for 0.5h; Heating;A n/a
B 93%
109-89-7

diethylamine

155632-06-7

6-methyl-2,4-pyrimidine-diyl dibenzoate

A

626-48-2

6-Methyluracil

B

1696-17-9

N,N-diethylbenzamide

Conditions
ConditionsYield
triethylamine In dichloromethane for 2h; Heating;A n/a
B 92%
627-37-2

N-methyl-N-allylamine

155632-06-7

6-methyl-2,4-pyrimidine-diyl dibenzoate

A

626-48-2

6-Methyluracil

B

65178-52-1

N-allyl-N-methylbenzamide

Conditions
ConditionsYield
triethylamine In dichloromethane for 1h; Heating;A n/a
B 90%

6-Methyluracil Consensus Reports

Reported in EPA TSCA Inventory.

6-Methyluracil Specification

The 6-Methyluracil, with its CAS registry number 626-48-2, has the IUPAC name of 6-methyl-1H-pyrimidine-2,4-dione. For being a kind of off-white crystalline solid, its product categories are including Pyridines, Pyrimidines, Purines and Pteredines; Nucleotides and Nucleosides; Bases & Related Reagents; Nucleotides.

Physical properties about 6-Methyluracil are: (1)ACD/LogP: -0.621; (2)ACD/LogD (pH 5.5): -0.62; (3)ACD/LogD (pH 7.4): -0.63; (4)ACD/BCF (pH 5.5): 1.00; (5)ACD/BCF (pH 7.4): 1.00; (6)ACD/KOC (pH 5.5): 10.94; (7)ACD/KOC (pH 7.4): 10.79; (8)#H bond acceptors: 4; (9)#H bond donors: 2; (10)Index of Refraction: 1.49; (11)Molar Refractivity: 29.712 cm3; (12)Molar Volume: 102.793 cm3; (13)Polarizability: 11.779 10-24cm3; (14)Surface Tension: 35.7410011291504 dyne/cm; (15)Density: 1.227 g/cm3; (16)Flash Point: 208 °C; (17)Enthalpy of Vaporization: 70.04 kJ/mol; (18)Boiling Point: 420.4 °C at 760 mmHg; (19)Vapour Pressure: 1.16E-07 mmHg at 25°C

Preparation of 6-Methyluracil :As to its production method, it could be prepared by the condensation of urea and ethyl acetoacetate and then go through the cyclization.

When you are dealing with this chemical, you should be cautious. This is harmful which may cause damage to health, and it will have possible risk of impaired fertility and then have the risk of of harm to the unborn child. Therefore, you should wear suitable protective clothing, gloves and eye/face protection. And if in case of accident or if you feel unwell seek medical advice immediately (show the label where possible).

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CC1=CC(=O)NC(=O)N1
(2)InChI: InChI=1S/C5H6N2O2/c1-3-2-4(8)7-5(9)6-3/h2H,1H3,(H2,6,7,8,9)
(3)InChIKey: SHVCSCWHWMSGTE-UHFFFAOYSA-N 

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mammal (species unspecified) LD50 oral 2gm/kg (2000mg/kg)   Russian Pharmacology and Toxicology Vol. 48, Pg. 186, 1985.
mouse LD50 intraperitoneal 2700mg/kg (2700mg/kg)   Pharmaceutical Chemistry Journal Vol. 27, Pg. 112, 1993.
mouse LD50 oral > 7500mg/kg (7500mg/kg)   Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 44, Pg. 56, 1955.
rat LD50 oral 64500mg/kg (64500mg/kg)   Personal Communication from LONZA Ltd., CH-4002, Basel, SwitzerlandVol. 03FEB1981,

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