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Cas Database |
| Name |
6-Amino-1,3-dimethyluracil |
EINECS | 229-662-0 |
| CAS No. | 6642-31-5 | Density | 1.288 g/cm3 |
| PSA | 70.02000 | LogP | -0.75260 |
| Solubility | 7.06g/L(25 oC) | Melting Point |
295 °C |
| Formula | C6H9N3O2 | Boiling Point | 243.1 °C at 760 mmHg |
| Molecular Weight | 155.156 | Flash Point | 100.8 °C |
| Transport Information | N/A | Appearance | N/A |
| Safety | 22-26-36/37/39 | Risk Codes | 22-36/37/38 |
| Molecular Structure |
|
Hazard Symbols |
 Xn
|
| Synonyms |
4-Amino-1,3-dimethyluracil;6-Amino-1,3-dimethyl-2,4-pyrimidinedione;6-Amino-1,3-dimethylpyrimidine-2,4(1H,3H)-dione;NSC 15492;4-Amino-1,3-dimethyl-2,6-pyrimidinedione;1,3-Dimethyl-6-aminouracil;1,3-Dimethyl-4-aminouracil;Uracil,6-amino-1,3-dimethyl- (6CI,7CI,8CI); |
Article Data | 50 |
6-Amino-1,3-dimethyluracil Synthetic route
- 96-31-1
N,N'-Dimethylurea
- 108-24-7
acetic anhydride
- 372-09-8
cyanoacetic acid
- 6642-31-5
6-Amino-1,3-dimethylbarbituric acid
| Conditions | Yield |
|---|---|
| at 60℃; for 3h; | 96% |
- 873-83-6
4-Amino-2,6-dihydroxypyrimidine
- 74-88-4
methyl iodide
- 6642-31-5
6-Amino-1,3-dimethylbarbituric acid
| Conditions | Yield |
|---|---|
| Stage #1: 4-Amino-2,6-dihydroxypyrimidine With potassium hydroxide In ethanol for 0.666667h; Heating; Stage #2: methyl iodide In ethanol for 8h; Heating; | 90% |
| With sodium hydroxide | |
| Stage #1: 4-Amino-2,6-dihydroxypyrimidine With sodium hydride In dimethyl sulfoxide for 13h; Stage #2: methyl iodide In dimethyl sulfoxide for 0.75h; Time; |
- 61541-41-1
6-azido-1,3-dimethylpyrimidine-2,4(1H,3H)-dione
- 6642-31-5
6-Amino-1,3-dimethylbarbituric acid
| Conditions | Yield |
|---|---|
| In tetralin at 150℃; for 0.0833333h; | 90% |
| With hydrogen; palladium on activated charcoal In methanol for 1h; Ambient temperature; | 85% |
| Multi-step reaction with 2 steps 1: 94 percent / toluene / 0.5 h / Heating 2: 62 percent / aq. AcOH, CF3COOH / 6 h / Heating View Scheme |
| Conditions | Yield |
|---|---|
| Stage #1: N,N'-Dimethylurea; cyanoacetic acid With acetic anhydride at 60℃; for 0.166667h; microwave irradiation; Stage #2: With sodium hydroxide In ethanol at 20℃; | 80% |
| With sodium ethanolate for 4h; Reflux; | 80% |
| In acetic anhydride at 60℃; for 3h; Inert atmosphere; | 79% |
- 39615-79-7
1-(2-cyanoacetyl)-1,3-dimethyl-urea
- 6642-31-5
6-Amino-1,3-dimethylbarbituric acid
| Conditions | Yield |
|---|---|
| With chloro-trimethyl-silane; 1,1,1,3,3,3-hexamethyl-disilazane for 24h; Cyclization; Heating; | 79% |
| With sodium hydroxide | 70% |
| With potassium acetate |
- 99747-54-3
1,3-dimethyl-2,4-dioxo-6-<(triphenylphosphoranylidene)amino>-1,2,3,4-tetrahydropyrimidine
- 6642-31-5
6-Amino-1,3-dimethylbarbituric acid
| Conditions | Yield |
|---|---|
| With acetic acid; trifluoroacetic acid for 6h; Heating; | 62% |
- 54660-80-9
6-amino-1,3-dimethyl-5-formyluracil
- 89-25-8
edaravone
A
- 6642-31-5
6-Amino-1,3-dimethylbarbituric acid
B
- 4702-90-3
1-phenyl-3-methyl-4-(1-phenyl-3-methyl-5-oxo-4-pyrazolylidene)methylene-5-pyrazolone
| Conditions | Yield |
|---|---|
| With piperidine In ethanol at 20℃; for 1h; | A 60% B n/a |
- 16044-79-4
5,7-Dimethylpyrimido<4.5-e>-1,2,4-triazinedione, isofervenulin
A
- 6642-31-5
6-Amino-1,3-dimethylbarbituric acid
B
- 59797-01-2
1,3-dimethyl-5-phenyl-1,2,3,4-tetrahydropyrido[2,3-d]pyrimidine-2,4-dione
| Conditions | Yield |
|---|---|
| With diethylamine; acetophenone at 100 - 110℃; for 3h; | A 19% B 56% |
- 16044-79-4
5,7-Dimethylpyrimido<4.5-e>-1,2,4-triazinedione, isofervenulin
- 98-86-2
acetophenone
A
- 6642-31-5
6-Amino-1,3-dimethylbarbituric acid
B
- 59797-01-2
1,3-dimethyl-5-phenyl-1,2,3,4-tetrahydropyrido[2,3-d]pyrimidine-2,4-dione
| Conditions | Yield |
|---|---|
| With diethylamine at 100 - 110℃; for 3h; | A 19% B 56% |
| Conditions | Yield |
|---|---|
| With sodium methylate In methanol for 5h; Heating; | 36% |
6-Amino-1,3-dimethyluracil Chemical Properties
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IUPAC Name: 6-Amino-1,3-dimethylpyrimidine-2,4-dione
Molecular Formula: C6H9N3O2
Molecular Weight: 155.16 g/mol
Canonical SMILES: c1(n(c(N)cc(n1C)=O)C)=O
InChI: InChI=1/C6H9N3O2/c1-8-4(7)3-5(10)9(2)6(8)11/h3H,7H2,1-2H3
EINECS: 229-662-0
Classification Code: Drug / Therapeutic Agent; TSCA Flag P
Product Categories: Amines;Building Blocks; Heterocyclic Building Blocks; Pyrimidines
XLogP3-AA: -1.1
H-Bond Donor: 1
H-Bond Acceptor: 3
Tautomer Count: 3
Exact Mass: 155.069477
MonoIsotopic Mass: 155.069477
Topological Polar Surface Area: 66.6
Heavy Atom Count: 11
Complexity: 246
Index of Refraction: 1.55
Molar Refractivity: 38.4 cm3
Molar Volume: 120.4 cm3
Polarizability: 15.22×10-24 cm3
Surface Tension: 48.2 dyne/cm
Density: 1.288 g/cm3
Flash Point: 100.8 °C
Enthalpy of Vaporization: 48.01 kJ/mol
Boiling Point: 243.1 °C at 760 mmHg
Melting Point: 295 °C (dec.)(lit.)
Vapour Pressure of 6-Amino-1,3-dimethyluracil (CAS NO.6642-31-5): 0.0328 mmHg at 25 °C
6-Amino-1,3-dimethyluracil Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LD50 | intravenous | 56mg/kg (56mg/kg) | U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#04375, | |
| mouse | LD50 | oral | > 1gm/kg (1000mg/kg) | Farmaco. Vol. 45, Pg. 223, 1990. |
6-Amino-1,3-dimethyluracil Safety Profile
Hazard Codes: 
Xn
Risk Statements: 22-36/37/38
R22: Harmful if swallowed.
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 22-26-36/37/39
S22: Do not breathe dust.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.
WGK Germany of 6-Amino-1,3-dimethyluracil (CAS NO.6642-31-5): 1
6-Amino-1,3-dimethyluracil Specification
6-Amino-1,3-dimethyluracil (CAS NO.6642-31-5), its Synonyms are 2,4(1H,3H)-Pyrimidinedione, 6-amino-1,3-dimethyl- ; Uracil, 6-amino-1,3-dimethyl- ; 6-Amino-1,3-dimethyl-2,4(1H,3H)-pyrimidinedione .
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