N4-Acetylcytosine
N4-Acetylcytosine Basic information
- Product Name:
- N4-Acetylcytosine
- Synonyms:
-
- n-(1,2-dihydro-2-oxo-4-pyrimidinyl)-acetamid
- N-ACETYLCYTOSINE
- N4-ACETYLCYTOSINE
- LABOTEST-BB LT00012625
- 4-Acetylamino-2-hydroxypyrimidine
- N-Acetocytosine
- N(4)-Acetylcytosine,98%
- N-Actyl cytosine
- CAS:
- 14631-20-0
- MF:
- C6H7N3O2
- MW:
- 153.14
- EINECS:
- 619-683-7
- Product Categories:
-
- Heterocyclic Compounds
- Building Blocks
- Biochemistry
- Nucleobases and their analogs
- Heterocyclic Building Blocks
- Pyrimidines
- Nucleosides, Nucleotides & Related Reagents
- Mol File:
- 14631-20-0.mol
N4-Acetylcytosine Chemical Properties
- Melting point:
- >300 °C (lit.)
- Density
- 1.41±0.1 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- DMSO (Sparingly), Methanol (Very Slightly)
- form
- Solid
- pka
- 7.60±0.10(Predicted)
- color
- Off-White to Pale Beige
- BRN
- 138451
- 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
- SMILES
- C(NC1=CC=NC(=O)N1)(=O)C
- CAS DataBase Reference
- 14631-20-0(CAS DataBase Reference)
Safety Information
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38
- Safety Statements
- 22-24/25-37/39-26-37
- WGK Germany
- 3
- HS Code
- 29335995
MSDS
- Language:English Provider:SigmaAldrich
- Language:English Provider:ALFA
N4-Acetylcytosine Usage And Synthesis
Chemical Properties
Crstalline powder
Uses
N4-Acetylcytosine may be used in the preparation of cytidine. It may be used in the preparation of 1-(4-azido-4-deoxy-β-D-glucopyranosyl)cytosine.
Definition
ChEBI: N(4)-acetylcytosine is a pyrimidone that is cytosine bearing an N(4)-acetyl substituent. It is a pyrimidone, a nucleobase analogue and a member of acetamides. It is functionally related to a cytosine.
General Description
Four stable conformers of N4-acetylcytosine, and the one of the stable form containing an intramoleuclar six-membered ring have been reported by theoretical calculations.The infrared and FT-Raman spectra of N4-acetylcytosine in the solid phase has been reported.
Purification Methods
If TLC or paper chromatography shows that it contains unacetylated cytosine, then reflux it in Ac2O for 4hours, cool at 3-4o for a few days, collect the crystals, wash them with cold H2O, then EtOH and dry at 100o. It is insoluble in EtOH and dissolves in H2O with difficulty, but crystallises in prisms from hot H2O. It is hydrolysed by 80% aqueous AcOH at 100o/1hour. [UV: Brown et al. J Chem Soc 2384 1956, Codington et al. J Am Chem Soc 80 5164 1958.] It forms an Hg salt [Fox et al. J Am Chem Soc 79 5060 1957]. [Beilstein 25 III/IV 3657.]
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N4-Acetylcytosine(14631-20-0)Related Product Information
- 5'-O-Dimethoxytrityl-N-benzoyl-desoxycytidine
- N4-Acetylcytosine
- DMT-dC(bz) Phosphoramidite
- N-Benzoyl-2'-deoxy-cytidine
- N4-Benzoylcytidine
- N4-Acetylcytidine
- Cytosine
- N4-ACETYL-2'-DEOXYCYTIDINE
- N4,3'-O-DIBENZOYL-2'-DEOXYCYTIDINE
- N4-BENZOYL-5-METHYLDEOXYCYTIDINE
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- N4-ANISOYLCYTIDINE
- 5'-O-(4,4'-DIMETHOXYTRITYL)-N4-ISOBUTYRYL-2'-DEOXYCYTIDINE
- N-blocked-5'-O-DMT-2'-O-TBDMS CED cytidine phosphoramidite
- 5'-O-(4,4'-DIMETHOXYTRITYL)-N4-ISOBUTYRYL-2'-DEOXYCYTIDINE-3'-O-SUCCINIC ACID
- 5'-O-(4,4'-DIMETHOXYTRITYL)-N4-BENZOYL-5-METHYL-2'-DEOXYCYTIDINE
- IBU-DEOXYCYTIDINE
- DMT-DCYTIDINE (N6-BENZOYL) CYANOETHYL PHOSPHORAMIDITE)