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5-Methoxyuracil

5-Methoxyuracil structure

CAS No:
6623-81-0
Formula:
C5H6N2O3
Chemical Name:
5-Methoxyuracil
Synonyms:
2,4(1H,3H)-Pyrimidinedione,5-methoxy-;Uracil,5-methoxy-;5-Methoxy-2,4(1H,3H)-pyrimidinedione;5-Methoxyuracil;NSC 55452;5-Methoxypyrimidine-2,4-diol
Categories:
Pharmaceutical Intermediates > Heterocyclic Compound

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Description

Beige powder

5-Methoxyuracil Basic Attributes

Molecular Weight：

142.11

Exact Mass：

142.11

EC Number：

229-580-5

UNII：

79DD14XTQR

NSC Number：

55452

DSSTox ID：

DTXSID20216424

HScode：

2933599090

Characteristics

PSA：

67.4

XLogP3：

-0.8

Appearance：

white solid

Density：

1.4±0.1 g/cm3

Melting Point：

336-337 °C (decomp) @ Solvent: Water

Boiling Point：

508.5ºC at 760 mmHg

Flash Point：

207.7ºC

Refractive Index：

1.541

Safety Information

Hazard category：

IRRITANT

Precautionary statement(s)：

P264, P280, P302+P352, P305+P351+P338, P321, P332+P313, P337+P313, P362

Hazard Statements：

H315

GHS Classification：

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P264, P280, P302+P352, P305+P351+P338, P321, P332+P313, P337+P313, and P362|The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

5-Methoxyuracil Use and Manufacturing

Methods of Manufacturing

Intermediate 17; 5-(Methoxy)-2, 4(1H, 3H)-pyrimidinedione A mixture of 5-(methoxy)-2-thioxo-2, 3-dihydro-4(1H)-pyrimidinone (21.5 g; 0.137 moles), chloroacetic acid (21.5 g; 0.227 moles), and water (585 mL) was refluxed for 2 h. Concentrated HCl (85 mL) was added and the mixture was then refluxed for 16 h. Upon cooling, a solid formed and was collected by filtration, washed with water and dried to yield the desired product (18.2 g; 94percent yield). MS: (M+H)

Uses

5-Methoxyuracil is methoxylated uracil, a component of nucleid acid. 5-Methoxyuracil is used in the preparation of nucleosides.

Computed Properties

Molecular Weight:142.11
XLogP3:-0.8
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:142.03784206
Monoisotopic Mass:142.03784206
Topological Polar Surface Area:67.4
Heavy Atom Count:10
Complexity:209
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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