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Cas Database

Name	5-Azacytosine	EINECS	213-242-9
CAS No.	931-86-2	Density	1.86 g/cm³
PSA	84.66000	LogP	-0.67170
Solubility	N/A	Melting Point	>300 °C(lit.)
Formula	C₃H₄N₄O	Boiling Point	503.1 °C at 760 mmHg
Molecular Weight	112.091	Flash Point	258.1 °C
Transport Information	N/A	Appearance	crystalline solid
Safety	22-24/25-36-26	Risk Codes	20/21/22-36/37/38
Molecular Structure		Hazard Symbols	Xi,Xn
Synonyms	4-amino-3H-1,3,5-triazin-2-one;4-Amino-1,3,5-triazin-2(1H)-one;4-Amino-1,3,5-triazin-2-one;1,3,5-Triazin-2(1H)-one, 4-amino-;s-Triazin-2(1H)-one, 4-amino-;4040-10-2;s-Triazin-2-ol, 4-amino-;4-amino-[1,3,5]triazin-2-ol;	Article Data	24

5-Azacytosine Synthetic route

: 10043-39-7
guanylurea formate

: 4637-24-5
N,N-dimethyl-formamide dimethyl acetal

: 931-86-2
5-azacytosine

Conditions

Conditions	Yield
With sodium methylate In methanol at 40 - 50℃; for 4h; Large scale;	90%
Stage #1: guanylurea formate With sodium methylate In methanol at 25 - 35℃; for 0.0833333h; Stage #2: N,N-dimethyl-formamide dimethyl acetal In methanol at 28 - 50℃;

: 64-18-6
formic acid

: 127099-85-8, 780722-26-1
N-Cyanoguanidine

: 931-86-2
5-azacytosine

Conditions

Conditions	Yield
Stage #1: formic acid; N-Cyanoguanidine With toluene-4-sulfonic acid at 110℃; Autoclave; Large scale; Stage #2: With hydrogenchloride In water for 0.5h; Temperature; Reagent/catalyst; Reflux; Large scale;	85%

: 110-74-7
propyl methanoate

: 56563-07-6
N-cyanoacetamidine

: 931-86-2
5-azacytosine

Conditions

Conditions	Yield
at 115℃; for 2h;	80%

: 56563-07-6
N-cyanoacetamidine

: 109-94-4
formic acid ethyl ester

: 931-86-2
5-azacytosine

Conditions

Conditions	Yield
at 115℃; for 2h;	75%

: 107-31-3
Methyl formate

: 56563-07-6
N-cyanoacetamidine

: 931-86-2
5-azacytosine

Conditions

Conditions	Yield
at 115℃; for 2h; Temperature;	73%

: 7709-13-9
4-amino-2-chloro-1,3,5-triazine

: 931-86-2
5-azacytosine

Conditions

Conditions	Yield
In hydrogenchloride; methanol for 0.5h; Heating;

: 2353-33-5, 22432-95-7
5-aza-2'-deoxycytidine

A: 931-86-2
5-azacytosine

B: 452-51-7, 13046-70-3, 29780-54-9, 36792-87-7, 36792-88-8, 113890-35-0, 113890-38-3
D-2-deoxyribose

Conditions

Conditions	Yield
With water at 20℃; Acidic aqueous solution;

: 141-83-3
carbamimidoylurea

: 122-51-0
orthoformic acid triethyl ester

: 931-86-2
5-azacytosine

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 155℃; for 1.5h;

: 931-86-2
5-azacytosine

: 999-97-3
1,1,1,3,3,3-hexamethyl-disilazane

: 52523-35-0
2-(trimethylsilylamino)-4-(trimethylsilyloxy)-s-triazine

Conditions

Conditions	Yield
With ammonium sulfate for 8h; Product distribution / selectivity; Reflux;	98%
at 145 - 150℃; for 20h; Concentration;	96%
With ammonium sulfate at 120 - 150℃;	95.7%

: 931-86-2
5-azacytosine

: 129940-50-7
(S)-tritylglycidol

: 933460-54-9
1-[(2S)-2-hydroxy-3-(triphenylmethoxy)propyl]-5-azacytosine

Conditions

Conditions	Yield
With sodium hydroxide In dimethyl sulfoxide at 120℃; for 10h;	83%
With sodium hydroxide In dimethyl sulfoxide at 120℃; for 10h;	83%

5-Azacytosine Chemical Properties

Molecular Structure of 5-Azacytosine (CAS NO. 931-86-2):

IUPAC Name: 6-Amino-1H-1,3,5-triazin-2-one
Molecular Formula: C₃H₄N₄O
Molecular Weight: 112.090060 g/mol
Index of Refraction: 1.801
Molar Refractivity: 25.74 cm³
Molar Volume: 60.1 cm³
Surface Tension: 94.3 dyne/cm
Density: 1.86 g/cm³
Flash Point: 258.1 °C
Enthalpy of Vaporization: 80.15 kJ/mol
Boiling Point: 503.1 °C at 760 mmHg
Vapour Pressure: 9.61E-11 mmHg at 25 °C
Melting Point: >300 °C(lit.)
BRN: 116378
EINECS: 213-242-9
Product Categories: Amino Acids;Heterocyclic Compounds;All Inhibitors;Pyrimidines;Bases & Related Reagents;Inhibitors;Nucleotides

5-Azacytosine Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
quail	LD50	oral	> 316mg/kg (316mg/kg)		Ecotoxicology and Environmental Safety. Vol. 6, Pg. 149, 1982.

5-Azacytosine Safety Profile

Safety Information of 5-Azacytosine (CAS NO. 931-86-2):
Hazard Codes: Xi,Xn Harmful
Risk Statements: 20/21/22-36/37/38
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed
R36/37/38:Irritating to eyes, respiratory system and skin
Safety Statements: 22-24/25-36-26
S22:Do not breathe dust
S24/25:Avoid contact with skin and eyes
S36:Wear suitable protective clothing
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
WGK Germany: 3
RTECS: XZ2854300

5-Azacytosine Specification

5-Azacytosine with cas registry number of 931-86-2 is crystalline solid, also called 4-Amino-1,3,5-triazin-2(1H)-one ; s-Triazin-2(1H)-one, 4-amino- ; s-Triazin-2-ol, 4-amino- ; 1,3,5-Triazin-2(1H)-one, 4-amino- ; 4-Amino-1,3,5-triazin-2-one . It can be used to inhibit the growth of Escherichia coli.

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