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6-Amino-1-methyluracil

6-Amino-1-methyluracil structure

CAS No:
2434-53-9
Formula:
C5H7N3O2
Chemical Name:
6-Amino-1-methyluracil
Synonyms:
2,4(1H,3H)-Pyrimidinedione,6-amino-1-methyl-;Uracil,6-amino-1-methyl-;6-Amino-1-methyl-2,4(1H,3H)-pyrimidinedione;1-Methyl-6-aminouracil;6-Amino-1-methyluracil;6-Amino-1-methyl-1H-pyrimidine-2,4-dione;NSC 7369
Categories:
Pharmaceutical Intermediates > Heterocyclic Compound

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Description

almost white to slightly beige crystalline powder

6-Amino-1-methyluracil Basic Attributes

Molecular Weight：

141.13

Exact Mass：

141.13

BRN：

127771

EC Number：

219-422-3

NSC Number：

7369

DSSTox ID：

DTXSID30179076

HScode：

2933599090

Characteristics

PSA：

75.4

XLogP3：

-1.3

Appearance：

almost white to slightly beige crystalline powder

Density：

1.6±0.1 g/cm3

Melting Point：

306-307 °C

Flash Point：

132.1±28.2 °C

Refractive Index：

1.663

Water Solubility：

soluble in diluted sodium hydroxide solution.

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

22-36/37/38

safety instructions：

Marks：

Precautionary statement(s)：

P261-P305 + P351 + P338

Hazard Statements：

H302-H315-H319-H335

GHS Classification：

|Warning|H302 (88.37%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 43 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

6-Amino-1-methyluracil Use and Manufacturing

Methods of Manufacturing

General procedure: Compounds 1a, 1b and 1e were prepared according to the reportedmethods26–34 by the addition of urea, methylurea and/or methylthiourea (0.1 mol) to ethyl cyanoacetate (0.1 mol) in absolute ethanol(290 mL) containing sodium (0.2 mol). The mixture was refluxed for10–12 h, allowed to cool to r.t. and acidified with acetic acid (pH 6).The resulting precipitate was washed with distilled water and dried in adesiccator overnight.Sodium (7.80 g, 340 mmol) was added in batches to ethanol (180 mL) while stirring at 25 °C, heated to 80°C to reflux for 0.5 hours. At 25° C., metallic sodium (7.80 g, 340 mmol) was added into anhydrous ethanol (180 mL) in batches while stirring, followed by heating to 80° C. and refluxing for 0.5 hour.

Uses

6-Amino-1-methyluracil is known to exert inhibitory effects towards DNA repair glycosylase. It is also known to be used as a flame retardant.

Computed Properties

Molecular Weight:141.13
XLogP3:-1.3
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Exact Mass:141.053826475
Monoisotopic Mass:141.053826475
Topological Polar Surface Area:75.4
Heavy Atom Count:10
Complexity:221
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

Ethyl cyanoacetate

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