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Cas Database |
| Name |
N4-Acetylcytosine |
EINECS | 619-683-7 |
| CAS No. | 14631-20-0 | Density | 1.41 g/cm3 |
| PSA | 75.11000 | LogP | 0.21360 |
| Solubility | N/A | Melting Point |
>300 °C(lit.) |
| Formula | C6H7N3O2 | Boiling Point | N/A |
| Molecular Weight | 153.14 | Flash Point | N/A |
| Transport Information | N/A | Appearance | N/A |
| Safety | 22-24/25-37/39-26 | Risk Codes | 36/37/38 |
| Molecular Structure |
|
Hazard Symbols |
 Xi
|
| Synonyms |
Acetamide,N-(1,2-dihydro-2-oxo-4-pyrimidinyl)- (8CI,9CI);Cytosine, N-acetyl- (6CI);2(1H)-Pyrimidinone, 4-(acetylamino)-;4-N-Acetylcytosine;N-Acetylcytosine;Acetamide,N-(2,3-dihydro-2-oxo-4-pyrimidinyl)-;NSC 210403; |
Article Data | 29 |
N4-Acetylcytosine Synthetic route
| Conditions | Yield |
|---|---|
| With phosphoric acid at 100℃; for 8h; | 98% |
| With pyridine for 2.5h; Heating; | 97.2% |
| With pyridine at 20℃; for 24h; | 85% |
- 32830-01-6
4-Amino-1-(2,5-anhydro-β-D-arabinofuranosyl)pyrimidin-2(1H)-one
A
- 14631-20-0
4-N-Acetylcytosine
B
- 84856-79-1
4-Acetamido-1-(2,3-di-O-acetyl-5-bromo-5-deoxy-β-D-arabinofuranosyl)pyrimidin-2(1H)-one
C
- 58538-06-0
4-Amino-1-(5-bromo-5-deoxy-β-D-arabinofuranosyl)pyrimidin-2(1H)-one
| Conditions | Yield |
|---|---|
| With hydrogen bromide In N,N-dimethyl-formamide at 120℃; for 0.416667h; | A 20% B 3% C 45% |
- 3768-18-1
N-acetylcytidine
A
- 14631-20-0
4-N-Acetylcytosine
B
- 120885-66-7
N4,O5'-diacetyl-2',3'-dideoxycytidine
C
- 126430-20-4
N4-acetyl-5'-O-(acetoxyisobutyryl)-2',3'-dideoxycytidine
| Conditions | Yield |
|---|---|
| Yield given. Multistep reaction. Yields of byproduct given; |
- 40094-20-0
N4-acetyl-O5'-trityl-2'deoxy-cytidine
A
- 14631-20-0
4-N-Acetylcytosine
B
- 65475-52-7
4,5-dihydro-5-trityloxymethylfuran-4-one
| Conditions | Yield |
|---|---|
| With pyridine; chromium(VI) oxide; acetic anhydride In dichloromethane Ambient temperature; 45 - 60 min; |
- 14631-20-0
4-N-Acetylcytosine
| Conditions | Yield |
|---|---|
| With pyridine; dmap In dichloromethane at 20℃; Inert atmosphere; |
| Conditions | Yield |
|---|---|
| 100% |
- 14631-20-0
4-N-Acetylcytosine
- 6798-35-2
N-(1,2,2,2-tetrachloroethyl)benzamide
- 136506-88-2
N-[1-(4-Acetylamino-2-oxo-2H-pyrimidin-1-yl)-2,2,2-trichloro-ethyl]-benzamide
| Conditions | Yield |
|---|---|
| With sodium hydroxide In water; acetone at 0℃; for 0.5h; | 99% |
- 14631-20-0
4-N-Acetylcytosine
- 293751-03-8
1,2-di-O-acetyl-3-O-benzyl-4-C-methanesulfonyloxymethyl-5-O-methanesulfonyl-D-erythro-pentofuranose
- 293751-17-4
(2R,3R,4S)-2-(4-acetamido-2-oxopyrimidin-1(2H)-yl)-4-(benzyloxy)-5,5-bis(((methylsulfonyl)oxy)methyl)tetrahydrofuran-3-yl acetate
| Conditions | Yield |
|---|---|
| Stage #1: 4-N-Acetylcytosine; 1,2-di-O-acetyl-5-O-methanesulfonyl-4-C-methanesulfonyloxymethyl-3-O-benzyl-D-erythro-pentofuranose With N,O-bis-(trimethylsilyl)-acetamide In acetonitrile for 1h; Reflux; Stage #2: With trimethylsilyl trifluoromethanesulfonate In acetonitrile for 5.5h; Reflux; Inert atmosphere; | 96% |
| Stage #1: 4-N-Acetylcytosine; 1,2-di-O-acetyl-5-O-methanesulfonyl-4-C-methanesulfonyloxymethyl-3-O-benzyl-D-erythro-pentofuranose With N,O-bis-(trimethylsilyl)-acetamide In acetonitrile for 1h; Heating; Stage #2: With trimethylsilyl trifluoromethanesulfonate In acetonitrile for 3h; Heating; Further stages.; | 82% |
| With N,O-bis-(trimethylsilyl)-acetamide; trimethylsilyl trifluoromethanesulfonate In acetonitrile | 82% |
| Stage #1: 4-N-Acetylcytosine; 1,2-di-O-acetyl-5-O-methanesulfonyl-4-C-methanesulfonyloxymethyl-3-O-benzyl-D-erythro-pentofuranose With N,O-bis-(trimethylsilyl)-acetamide In acetonitrile at 40℃; for 0.333333h; Stage #2: With trimethylsilyl trifluoromethanesulfonate In acetonitrile at 20℃; for 2.5h; Heating / reflux; | 60% |
- 14631-20-0
4-N-Acetylcytosine
- 147027-09-6
(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5R)-5-(methylcarbonyloxy)-1,3-oxathiolane-2-carboxylate
- 147126-78-1
(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-[4-(methylcarboxamido)-2-oxo-1,2-dihydro-1-pyrimidinyl]-1,3-oxathiolane-2-carboxylate
| Conditions | Yield |
|---|---|
| Stage #1: (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5R)-5-(methylcarbonyloxy)-1,3-oxathiolane-2-carboxylate With triethylsilane; iodine In dichloromethane at 0℃; for 1h; Inert atmosphere; Stage #2: 4-N-Acetylcytosine With N,O-bis-(trimethylsilyl)-acetamide In dichloromethane at 0 - 20℃; for 1h; Reagent/catalyst; Inert atmosphere; stereoselective reaction; | 95% |
N4-Acetylcytosine Chemical Properties
Molecule structure of N4-Acetylcytosine (CAS NO.14631-20-0):
.gif)
IUPAC Name: N-(2-Oxo-1H-pyrimidin-6-yl)acetamide
Molecular Weight: 153.13868 g/mol
Molecular Formula: C6H7N3O2
Density: 1.41 g/cm3
Melting Point: >300 °C(lit.)
Index of Refraction: 1.625
Molar Refractivity: 38.32 cm3
Molar Volume: 108.3 cm3
Surface Tension: 54.4 dyne/cm
XLogP3: -2.4
H-Bond Donor: 2
H-Bond Acceptor: 2
Rotatable Bond Count: 1
Tautomer Count: 9
Exact Mass: 153.053826
MonoIsotopic Mass: 153.053826
Topological Polar Surface Area: 70.6
Heavy Atom Count: 11
Canonical SMILES: CC(=O)NC1=CC=NC(=O)N1
InChI: InChI=1S/C6H7N3O2/c1-4(10)8-5-2-3-7-6(11)9-5/h2-3H,1H3,(H2,7,8,9,10,11)
InChIKey: IJCKBIINTQEGLY-UHFFFAOYSA-N
Product Categories of N4-Acetylcytosine (CAS NO.14631-20-0): Heterocyclic Compounds; Biochemistry; Nucleobases and their analogs; Nucleosides, Nucleotides & Related Reagents; Building Blocks; Heterocyclic Building Blocks; Pyrimidines
N4-Acetylcytosine Safety Profile
Hazard Codes: 
Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 22-24/25-37/39-26
S22:Do not breathe dust.
S24/25:Avoid contact with skin and eyes.
S37/39:Wear suitable gloves and eye/face protection.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
WGK Germany: 3
N4-Acetylcytosine Specification
N4-Acetylcytosine (CAS NO.14631-20-0) is also named as Acetamide, N-(1,2-dihydro-2-oxo-4-pyrimidinyl)- ; N-(2-Oxo-1,2-dihydro-4-pyrimidinyl)acetamide ; N-(2-Oxo-1,2-dihydropyrimidin-4-yl)acetamid ; N-Acetylcytosine .
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