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71-30-7

Basic Information
CAS No.: 71-30-7
Name: Cytosine
Article Data: 117
Cas Database
Molecular Structure:
Molecular Structure of 71-30-7 (Cytosine)
Formula: C4H5N3O
Molecular Weight: 111.103
Synonyms: Cyt;2 (1H)-Pyrimidinone, 4-amino-;Cyto sine;4-aminopyrimidin-2(1H)-one;4-amino-2-hydroxypyrimidine;Zytosin;4-amino-2(1H)-pyrimidinone;Cytosine 99.0% min;Cytosine;4-Amino-2(1H)-pyrimidinone;2-Oxy-4-amino pyrimidine;4-amino-2-pyrimidinol;Cytosin;Cytosine (8CI);2(1H)-Pyrimidinone, 4-amino-;4-Aminouracil;2(1H)-pyrimidinone, 6-amino-;4-amino-2-oxo-1,2-dihydropyrimidine;4-amino-3H-pyrimidin-2-one;2(1H)-Pyrimidinone, 4-amino- (9CI);
EINECS: 200-749-5
Density: 1.55 g/cm3
Melting Point: >300 °C(lit.)
Boiling Point: 445.8 °C at 760 mmHg
Flash Point: 223.4 °C
Solubility: soluble in water
Appearance: white solid
Hazard Symbols: IrritantXi,HarmfulXn
Risk Codes: 36/37/38-20/21/22
Safety: 26-36-37/39
Transport Information: N/A
PSA: 71.77000
LogP: -0.06670
Synthetic route

C-(6-Methoxy-2-p-tolyl-quinolin-4-yl)-N-(2-oxo-1,2-dihydro-pyrimidin-4-yl)-methanesulfonamide

A

117839-37-9

6-methoxy-2-(p-tolyl)quinoline

B

71-30-7

Cytosine

C

117839-39-1

6-methoxy-4-methyl-2-(p-tolyl)quinoline

Conditions
ConditionsYield
In isopropyl alcohol Irradiation; 350 nm;A n/a
B 94%
C n/a
333-49-3

2-thiocytosine

71-30-7

Cytosine

Conditions
ConditionsYield
With dihydrogen peroxide at 80℃; for 20h; Temperature;93%
25078-62-0

3-hydroxylacrylic nitrile

71-30-7

Cytosine

Conditions
ConditionsYield
Stage #1: 3-hydroxylacrylic nitrile With sodium t-butanolate In tert-butyl alcohol
Stage #2: urea In tert-butyl alcohol at 50℃; for 8h; Solvent; Reagent/catalyst; Temperature;
91.5%
29878-39-5

urea, monosodium salt

25078-62-0

3-hydroxylacrylic nitrile

71-30-7

Cytosine

Conditions
ConditionsYield
Stage #1: 3-hydroxylacrylic nitrile With sodium methylate In methanol
Stage #2: urea, monosodium salt In methanol at 40℃; for 6h;
91.5%
89186-10-7

urea, monopotassium salt

25078-62-0

3-hydroxylacrylic nitrile

71-30-7

Cytosine

Conditions
ConditionsYield
Stage #1: 3-hydroxylacrylic nitrile With sodium methylate In methanol
Stage #2: urea, monopotassium salt In methanol at 40℃; for 6h;
91.5%
3289-47-2

4-amino-2-methoxypyrimidine

71-30-7

Cytosine

Conditions
ConditionsYield
With hydrogenchloride; water at 100℃; for 1h; Temperature;91.2%
With hydrogenchloride; water
2183-66-6

4-amino-2-(methylthio)pyrimidine

71-30-7

Cytosine

Conditions
ConditionsYield
With hydrogenchloride; water at 90℃; for 1h;90.9%
60722-70-5

2-benzylsulfanyl-pyrimidin-4-ylamine

71-30-7

Cytosine

Conditions
ConditionsYield
With hydrogenchloride; water at 90℃; for 1h;90.6%
54308-63-3

2-ethylsulfanyl-pyrimidin-4-ylamine

71-30-7

Cytosine

Conditions
ConditionsYield
With hydrogenchloride; water at 90℃; for 1h;89.7%
With ethanol; water; dihydrogen peroxide
35146-02-2

3,3-diethoxypropenenitrile

71-30-7

Cytosine

Conditions
ConditionsYield
With sodium hydroxide In toluene for 12h; Reflux;89%
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Chemistry

Molecule structure of Cytosine (CAS NO.71-30-7):

IUPAC Name: 6-Amino-1H-pyrimidin-2-one 
Molecular Weight: 111.102 g/mol
Molecular Formula: C4H5N3
Density: 1.55 g/cm
Melting Point: >300 °C(lit.)
Boiling Point: 445.8 °C at 760 mmHg
Flash Point: 223.4 °C
Index of Refraction: 1.688
Molar Refractivity: 27.3 cm3
Molar Volume: 71.5 cm3
Surface Tension: 69.2 dyne/cm 
Enthalpy of Vaporization: 73.1 kJ/mol 
Vapour Pressure: 1.46E-08 mmHg at 25 °C 
Storage Temp.: store at RT.
Water Solubility: soluble
XLogP3: -1.7
H-Bond Donor: 2
H-Bond Acceptor: 2
Tautomer Count: 9
Exact Mass: 111.043262
MonoIsotopic Mass: 111.043262
Topological Polar Surface Area: 67.5
Heavy Atom Count: 8
Canonical SMILES: C1=C(NC(=O)N=C1)N
InChI: InChI=1S/C4H5N3O/c5-3-1-2-6-4(8)7-3/h1-2H,(H3,5,6,7,8)
InChIKey: OPTASPLRGRRNAP-UHFFFAOYSA-N
EINECS: 200-749-5
Product Categories: Pharmaceutical Intermediates; PYRIMIDINE; FINE Chemical & INTERMEDIATES; Pyridines, Pyrimidines, Purines and Pteredines; Pyrimidine series; Nucleotides and Nucleosides; Cidofovir; Biochemistry; Nucleobases and their analogs; Nucleosides, Nucleotides & Related Reagents; Nucleic acids; Bases & Related Reagents; Nucleotides

History

In 1894, Cytosine was discovered by Albrecht Kossel when it was hydrolysed from calf thymus tissues. A structure was proposed in 1903, and was synthesized in the laboratory in the same year. The first time any quantum mechanical properties were harnessed to process information took place on August 1st in 1998 when researchers at Oxford implemented David Deutsch's algorithm on a two qubit NMRQC based on the cytosine molecule.

Uses

 Cytosine (CAS NO.71-30-7) is used as pharmaceutical intermediates.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal > 2222mg/kg (2222mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
Journal of Pharmacology and Experimental Therapeutics. Vol. 207, Pg. 504, 1978.
 

Safety Profile

Hazard Codes: IrritantXi, HarmfulXn
Risk Statements: 36/37/38-20/21/22 
R36/37/38:Irritating to eyes, respiratory system and skin. 
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 26-36-37/39 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing. 
S37/39:Wear suitable gloves and eye/face protection.
WGK Germany: 1
RTECS: UW7350150
Hazard Note: Irritant

Specification

 Cytosine (CAS NO.71-30-7) is also named as 4-Amino-2(1H)-pyrimidinone ; 4-Amino-2-hydroxypyrimidine ; AI3-52281 ; Cyt ; Cytosinimine ; NSC 27787 ; 2(1H)-Pyrimidinone, 4-amino- . Cytosine (CAS NO.71-30-7) is white solid.