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Basic Information

Molecular Structure:
CAS No.:	71-30-7
Name:	Cytosine
Article Data:	117

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:	Xi,Xn
Risk Codes:	36/37/38-20/21/22
Safety:	26-36-37/39
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

Conditions	Yield
In isopropyl alcohol Irradiation; 350 nm;	A n/a B 94% C n/a

...Expand

: 333-49-3
2-thiocytosine

: 71-30-7
Cytosine

Conditions

Conditions	Yield
With dihydrogen peroxide at 80℃; for 20h; Temperature;	93%

: 25078-62-0
3-hydroxylacrylic nitrile

: 57-13-6
urea

: 71-30-7
Cytosine

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
With hydrogenchloride; water at 90℃; for 1h;	90.9%

: 60722-70-5
2-benzylsulfanyl-pyrimidin-4-ylamine

: 71-30-7
Cytosine

Conditions

Conditions	Yield
With hydrogenchloride; water at 90℃; for 1h;	90.6%

: 54308-63-3
2-ethylsulfanyl-pyrimidin-4-ylamine

: 71-30-7
Cytosine

Conditions

Conditions	Yield
With hydrogenchloride; water at 90℃; for 1h;	89.7%
With ethanol; water; dihydrogen peroxide

: 35146-02-2
3,3-diethoxypropenenitrile

: 57-13-6
urea

: 71-30-7
Cytosine

Conditions

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

Raw Materials

71-30-7

65-46-3

57-13-6

Downstream Products

874-14-6

Total:277 Page 1 of 8 1 2 3 4 5 6 …8 Next>>

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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: C₄H₅N₃O
Density: 1.55 g/cm³
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: Irritant Xi, Harmful Xn
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.

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