Product Name

  • Name

    Cytidine

  • EINECS 200-610-9
  • CAS No. 65-46-3
  • Article Data134
  • CAS DataBase
  • Density 1.89 g/cm3
  • Solubility 50 mg/mL in water
  • Melting Point 210-217 °C
  • Formula C9H13N3O5
  • Boiling Point 545.7 °C at 760 mmHg
  • Molecular Weight 243.219
  • Flash Point 283.8 °C
  • Transport Information
  • Appearance White crystalline powder
  • Safety 24/25
  • Risk Codes 68
  • Molecular Structure Molecular Structure of 65-46-3 (Cytidine)
  • Hazard Symbols
  • Synonyms Cytosine riboside;1-.beta.-D-Ribofuranosylcytosine;4-Amino-1.beta.-D-ribofuranosyl-2(1H)-pyrimidinone;beta-D-Ribofuranoside, cytosine-1;2(1H)-Pyrimidinone, 4-amino-1-beta-D-ribofuranosyl-;Cytosine, 1-beta-D-ribofuranosyl-;2(1H)-Pyrimidinone, 4-amino-1-.beta.-D-ribofuranosyl-;1.beta.-Ribofuranosylcytosine;1-beta-D-ribosyl- (6CI);1beta-2-Ribofuranosylcytosine, d-;4-Amino-1-beta-D-ribofuranosyl-2(1H)-pyrimidinone;cytosine-1;CP-C;1-(beta-D-Ribofuranosyl)-2-oxo-4-amino-1,2-dihydro-1,3-diazine;Cytidine(CR);Cytosine nucleoside(Cytidine);
  • PSA 130.83000
  • LogP -1.98180

Synthetic route

4N-dimethylaminomethylene cytidine

4N-dimethylaminomethylene cytidine

CYTIDINE
65-46-3

CYTIDINE

Conditions
ConditionsYield
In methanol; water at 50℃; for 36h; Hydrolysis;99%
4N-dibenzylaminomethylene cytidine

4N-dibenzylaminomethylene cytidine

CYTIDINE
65-46-3

CYTIDINE

Conditions
ConditionsYield
In methanol; water at 50℃; for 26h; Hydrolysis;99%
4-N-2',3',5'-O-tetraacetylcytidine
5040-18-6

4-N-2',3',5'-O-tetraacetylcytidine

CYTIDINE
65-46-3

CYTIDINE

Conditions
ConditionsYield
With sodium methylate; guanidine nitrate In methanol; dichloromethane at 0℃; for 0.166667h;95%
With methanol; water; triethylamine at 71℃; for 0.75h;92%
2',3',5'-tri-O-acetylcytidine
56787-28-1

2',3',5'-tri-O-acetylcytidine

CYTIDINE
65-46-3

CYTIDINE

Conditions
ConditionsYield
With ammonia In dichloromethane at 25℃;93%
With ammonia In methanol at 25℃; for 24h; Yield given;
In ammonium hydroxide Yield given;
6-((2R,3R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-6H-tetrazolo[1,5-c]pyrimidin-5-one

6-((2R,3R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-6H-tetrazolo[1,5-c]pyrimidin-5-one

CYTIDINE
65-46-3

CYTIDINE

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In methanol for 10h;89%
[1-((2R,3R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2-oxo-1,2-dihydro-pyrimidin-4-yl]-carbamic acid 2-nitro-benzyl ester
473910-24-6

[1-((2R,3R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2-oxo-1,2-dihydro-pyrimidin-4-yl]-carbamic acid 2-nitro-benzyl ester

CYTIDINE
65-46-3

CYTIDINE

Conditions
ConditionsYield
In 1,4-dioxane; water for 1.16667h; UV-irradiation;89%
4-methylamino-1-(β-D-ribofuranosyl)pyrimidin-2(1H)-one
10578-79-7

4-methylamino-1-(β-D-ribofuranosyl)pyrimidin-2(1H)-one

CYTIDINE
65-46-3

CYTIDINE

Conditions
ConditionsYield
With manganese(IV) oxide; C17H20N4O9P(1-)*Na(1+); oxygen In water; acetonitrile at 20℃; under 760.051 Torr; for 7h; Irradiation; chemoselective reaction;89%
2,2'-anhydrocytidine hydrochloride

2,2'-anhydrocytidine hydrochloride

CYTIDINE
65-46-3

CYTIDINE

Conditions
ConditionsYield
With sodium hydrogencarbonate In N,N-dimethyl-formamide at 105℃; for 3h;80.9%
1-(3,4-dihydroxy-5-hydroxymethyltetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione 4-(O-benzyloxime)
800379-05-9

1-(3,4-dihydroxy-5-hydroxymethyltetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione 4-(O-benzyloxime)

A

uridine 4-oxime
3258-02-4

uridine 4-oxime

B

CYTIDINE
65-46-3

CYTIDINE

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In methanol at 60℃; for 1h;A 22%
B 77%
4-Amino-1-((4aR,6R,7R,7aR)-7-hydroxy-2-oxo-tetrahydro-2λ4-furo[3,2-d][1,3,2]dioxathiin-6-yl)-1H-pyrimidin-2-one

4-Amino-1-((4aR,6R,7R,7aR)-7-hydroxy-2-oxo-tetrahydro-2λ4-furo[3,2-d][1,3,2]dioxathiin-6-yl)-1H-pyrimidin-2-one

CYTIDINE
65-46-3

CYTIDINE

Conditions
ConditionsYield
With sodium hydrogencarbonate In N,N-dimethyl-formamide76.5%
1-(β-D-xylo-pentofuranosyl)cytosine
3530-56-1

1-(β-D-xylo-pentofuranosyl)cytosine

CYTIDINE
65-46-3

CYTIDINE

Conditions
ConditionsYield
Stage #1: 1-(β-D-xylo-pentofuranosyl)cytosine With thionyl chloride In acetonitrile at 25℃; for 5h;
Stage #2: With sodium hydrogencarbonate In N,N-dimethyl-formamide at 105℃; for 3h;
76.5%
Multi-step reaction with 2 steps
1: SOCl2 / acetonitrile
2: 76.5 percent / NaHCO3 / dimethylformamide
View Scheme
Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-(4-octanoylamino-2-oxo-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester
97627-00-4

Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-(4-octanoylamino-2-oxo-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

CYTIDINE
65-46-3

CYTIDINE

Conditions
ConditionsYield
With sodium hydroxide In ethanol Ambient temperature;74%
2-thiocytidine
13233-20-0, 13239-97-9

2-thiocytidine

A

2,4-diaminopyrimidine
156-81-0

2,4-diaminopyrimidine

B

cytidine 2′,3′-cyclic monophosphate
50574-59-9

cytidine 2′,3′-cyclic monophosphate

C

CYTIDINE
65-46-3

CYTIDINE

Conditions
ConditionsYield
With dihydrogen phosphate; formamide Heating;A 21%
B 24%
C 48%
2-thiocytidine
13233-20-0, 13239-97-9

2-thiocytidine

CYTIDINE
65-46-3

CYTIDINE

Conditions
ConditionsYield
With water In aq. phosphate buffer at 60℃; for 2016h; pH=7;41%
N4-benzoyl-1-(2’,3’,5’-tri-O-acetyl-β-D-ribofuranosyl)-cytosine
97626-95-4

N4-benzoyl-1-(2’,3’,5’-tri-O-acetyl-β-D-ribofuranosyl)-cytosine

A

N4-benzoylcytidine
13089-48-0

N4-benzoylcytidine

B

CYTIDINE
65-46-3

CYTIDINE

Conditions
ConditionsYield
With N,N,N',N'-tetramethylguanidine In methanol; dichloromethane at 20℃; for 0.333333h;A 40%
B n/a
2-thiocytidine
13233-20-0, 13239-97-9

2-thiocytidine

A

2-thiouridine
20235-78-3

2-thiouridine

B

CYTIDINE
65-46-3

CYTIDINE

Conditions
ConditionsYield
With water In aq. phosphate buffer at 60℃; for 2016h; pH=5;A 8%
B 33%
5-(chloromercuri)cytidine
65523-07-1

5-(chloromercuri)cytidine

N,N'-Bis(trifluoroacetyl)cystamine
118042-46-9

N,N'-Bis(trifluoroacetyl)cystamine

A

N-{2-[4-Amino-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2-oxo-1,2-dihydro-pyrimidin-5-ylsulfanyl]-ethyl}-2,2,2-trifluoro-acetamide
135638-75-4

N-{2-[4-Amino-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2-oxo-1,2-dihydro-pyrimidin-5-ylsulfanyl]-ethyl}-2,2,2-trifluoro-acetamide

B

CYTIDINE
65-46-3

CYTIDINE

Conditions
ConditionsYield
With lithium tetrachloropalladate(II) In methanol Ambient temperature;A 10.1%
B n/a
β-D-ribofuranose
36468-53-8

β-D-ribofuranose

Cytosine
71-30-7

Cytosine

CYTIDINE
65-46-3

CYTIDINE

Conditions
ConditionsYield
With phosphoric acid; magnesium sulfate In water at 20℃; under 760.051 Torr;0.7%
N4-acetyl-O2',O3',O5'-tribenzoyl-cytidine
27391-03-3

N4-acetyl-O2',O3',O5'-tribenzoyl-cytidine

CYTIDINE
65-46-3

CYTIDINE

Conditions
ConditionsYield
With ethanol; ammonia
1-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)-4-thiouracil
15049-50-0

1-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)-4-thiouracil

CYTIDINE
65-46-3

CYTIDINE

Conditions
ConditionsYield
With ethanol; ammonia
1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose
6974-32-9

1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose

N4-octanoylcytosine
33304-87-9

N4-octanoylcytosine

CYTIDINE
65-46-3

CYTIDINE

Conditions
ConditionsYield
With methanol; sodium; tin(IV) chloride 1.) 1,2-dichloroethane, 20 h room temperature; 2.) MeOH, reflux 1 h; Yield given. Multistep reaction;
2-methoxy-1-β-D-ribofuranosyl-pyrimidine-4-one
53337-88-5

2-methoxy-1-β-D-ribofuranosyl-pyrimidine-4-one

A

CYTIDINE
65-46-3

CYTIDINE

B

2-amino-1-(β-D-ribofuranosyl)pyrimidin-4(1H)-one
489-59-8

2-amino-1-(β-D-ribofuranosyl)pyrimidin-4(1H)-one

Conditions
ConditionsYield
With ammonia at 20℃; Product distribution; half-time;
orotate anion
73-97-2

orotate anion

C9H13N3O5(1-)

C9H13N3O5(1-)

A

2,6-Dioxo-1,2,3,6-tetrahydro-pyrimidine-4-carboxylic acid anion
73-97-2

2,6-Dioxo-1,2,3,6-tetrahydro-pyrimidine-4-carboxylic acid anion

B

CYTIDINE
65-46-3

CYTIDINE

Conditions
ConditionsYield
In water at 20℃; Rate constant; Equilibrium constant; pH 8.5;
1-methyl-4-carboxypyridinium chloride
5746-18-9

1-methyl-4-carboxypyridinium chloride

C9H13N3O5(1-)

C9H13N3O5(1-)

A

C7H8NO2
36455-39-7

C7H8NO2

B

CYTIDINE
65-46-3

CYTIDINE

Conditions
ConditionsYield
In water at 20℃; Rate constant; Equilibrium constant; pH 8.5-8.8;
cytidine 2′,3′-cyclic monophosphate
50574-59-9

cytidine 2′,3′-cyclic monophosphate

A

3'-monophosphate of cytidine
47136-83-4

3'-monophosphate of cytidine

B

2'-monophosphate of cytidine

2'-monophosphate of cytidine

C

CYTIDINE
65-46-3

CYTIDINE

Conditions
ConditionsYield
alpha cyclodextrin In water at 20℃; Rate constant; Mechanism; pH=11.08 (hydrogen bicarbonate buffer); cleavage selectivity; without catalyst, other chemically modified cyclodextrins, other temperature, other additives;
N-methyl-4-methylpyridinium iodide
2301-80-6

N-methyl-4-methylpyridinium iodide

C9H13N3O5(1-)

C9H13N3O5(1-)

A

1,4-dimethylpyridinyl radical

1,4-dimethylpyridinyl radical

B

CYTIDINE
65-46-3

CYTIDINE

Conditions
ConditionsYield
In water at 20℃; Rate constant; pH 8.5-8.8;
4-[2-(4-cyanophenyl)ethenyl]-1-methylpyridinium iodide
26467-87-8

4-[2-(4-cyanophenyl)ethenyl]-1-methylpyridinium iodide

C9H13N3O5(1-)

C9H13N3O5(1-)

A

C15H13N2

C15H13N2

B

CYTIDINE
65-46-3

CYTIDINE

Conditions
ConditionsYield
In water at 20℃; Rate constant; Equilibrium constant; pH 8.5-8.8;
C19H24N8O11P(1-)

C19H24N8O11P(1-)

A

2'-monophosphate of adenosine

2'-monophosphate of adenosine

B

3'-monophosphate of adenosine
135245-29-3

3'-monophosphate of adenosine

C

CYTIDINE
65-46-3

CYTIDINE

Conditions
ConditionsYield
alpha cyclodextrin at 50℃; Rate constant; pH=11.08;A 21 % Chromat.
B 79 % Chromat.
C n/a
β‐cyclodextrin at 50℃; Rate constant; pH=11.08;A 88 % Chromat.
B 12 % Chromat.
C n/a
cyclomaltooctaose at 50℃; Rate constant; pH=11.08;A 70 % Chromat.
B 30 % Chromat.
C n/a
at 50℃; Rate constant; pH=11.08;A 52 % Chromat.
B 48 % Chromat.
C n/a
Di-tert-butyldichlorosilane
18395-90-9

Di-tert-butyldichlorosilane

CYTIDINE
65-46-3

CYTIDINE

3',5'-O-(Di-tert-butylsilanediyl)cytidine
126628-28-2

3',5'-O-(Di-tert-butylsilanediyl)cytidine

Conditions
ConditionsYield
With silver nitrate In N,N-dimethyl-formamide at 0℃; for 0.5h;100%
With silver nitrate DMF; Yield given. Multistep reaction;
1,1,1,3,3,3-hexamethyl-disilazane
999-97-3

1,1,1,3,3,3-hexamethyl-disilazane

CYTIDINE
65-46-3

CYTIDINE

O2',O3',O5'-tris-trimethylsilanyl-cytidine
51432-41-8

O2',O3',O5'-tris-trimethylsilanyl-cytidine

Conditions
ConditionsYield
With pyridine In acetonitrile for 2h; Heating;100%
With chloro-trimethyl-silane In acetonitrile at 20℃; for 1h;
With ammonium sulfate In 1,4-dioxane Heating;
tert-butylchlorodiphenylsilane
58479-61-1

tert-butylchlorodiphenylsilane

CYTIDINE
65-46-3

CYTIDINE

5'-O-(tert-butyldiphenylsilyl)cytidine
58479-65-5

5'-O-(tert-butyldiphenylsilyl)cytidine

Conditions
ConditionsYield
With pyridine; dmap at 20℃; for 18h; Inert atmosphere;100%
With 1H-imidazole In N,N-dimethyl-formamide Ambient temperature;65.2%
With 1H-imidazole In N,N-dimethyl-formamide for 20h; Ambient temperature;
CYTIDINE
65-46-3

CYTIDINE

N-acetylcytidine
3768-18-1

N-acetylcytidine

Conditions
ConditionsYield
With tiolacetic acid In pyridine at 50℃; for 4h;100%
Multi-step reaction with 2 steps
1: 98 percent / sodium acetate / 1 h / 120 °C
2: 77 percent / Aspergillus niger lipase Amano A; phosphate buffer / H2O / 15.5 h / 37 °C / pH 7.0
View Scheme
Multi-step reaction with 2 steps
1: pyridine
2: 1-hydroxybenzotriazole / acetonitrile / 17 h / Ambient temperature
View Scheme
With acetic anhydride In N,N-dimethyl-formamide
acetic anhydride
108-24-7

acetic anhydride

CYTIDINE
65-46-3

CYTIDINE

4-N-2',3',5'-O-tetraacetylcytidine
5040-18-6

4-N-2',3',5'-O-tetraacetylcytidine

Conditions
ConditionsYield
With pyridine at 80℃; for 1h;100%
With pyridine at 20℃; Cooling with ice;99%
With sodium acetate at 120℃; for 1h; Acetylation;98%
molecular sieve; potassium chloride at 100℃; for 3h;86%
With pyridine at 80℃; for 2h;
tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

CYTIDINE
65-46-3

CYTIDINE

4-amino-1-((2R,3R,4R,5R)-3,4-bis((tert-butyldimethylsilyl)oxy)-5-(((tert-butyldimethylsilyl)oxy)methyl)tetrahydrofuran-2-yl)pyrimidin-2(1H)-one
72409-19-9

4-amino-1-((2R,3R,4R,5R)-3,4-bis((tert-butyldimethylsilyl)oxy)-5-(((tert-butyldimethylsilyl)oxy)methyl)tetrahydrofuran-2-yl)pyrimidin-2(1H)-one

Conditions
ConditionsYield
With pyridine; 1H-imidazole at 20℃;100%
With pyridine; silver nitrate; triethylamine In tetrahydrofuran96%
With 1H-imidazole; triethylsilyl chloride at 20℃; for 48h; Inert atmosphere;80%
With 1H-imidazole In N,N-dimethyl-formamide at 50℃; for 72h; Inert atmosphere;
With 1H-imidazole In N,N-dimethyl-formamide at 50℃; for 20h;
O-benzylhydoxylamine hydrochloride
2687-43-6

O-benzylhydoxylamine hydrochloride

CYTIDINE
65-46-3

CYTIDINE

N4-(O-(benzyloxy))cytidine
800379-05-9

N4-(O-(benzyloxy))cytidine

Conditions
ConditionsYield
With pyridine at 100℃;100%
With pyridine at 110℃;
With pyridine at 80℃; for 12h;
Di-tert-butyldichlorosilane
18395-90-9

Di-tert-butyldichlorosilane

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

CYTIDINE
65-46-3

CYTIDINE

2'-O-(tert-butyldimethylsilyl)-3',5'-O-(di-tert-butylsilylene)cytidine
438582-96-8

2'-O-(tert-butyldimethylsilyl)-3',5'-O-(di-tert-butylsilylene)cytidine

Conditions
ConditionsYield
Stage #1: Di-tert-butyldichlorosilane; CYTIDINE With silver nitrate In N,N-dimethyl-formamide at 4 - 20℃; for 4h; Inert atmosphere;
Stage #2: tert-butyldimethylsilyl chloride With 1H-imidazole In N,N-dimethyl-formamide at 60℃; for 15h; Inert atmosphere;
100%
CYTIDINE
65-46-3

CYTIDINE

uridine
58-96-8

uridine

Conditions
ConditionsYield
With cytidine deaminase enzyme In aq. phosphate buffer at 37℃; for 0.0833333h; pH=7; Enzymatic reaction;99%
With oxygen; nitrogen(II) oxide In dimethyl sulfoxide for 1h; Ambient temperature;47%
With sodium hydroxide at 90.1℃; Rate constant; Mechanism; various reagent concentration, decomposition to nonchromophoric products;
iodomethane-d3
865-50-9

iodomethane-d3

CYTIDINE
65-46-3

CYTIDINE

C10H13(2)H3N3O5(1+)*I(1-)

C10H13(2)H3N3O5(1+)*I(1-)

Conditions
ConditionsYield
In N,N-dimethyl acetamide for 2.4h; Ambient temperature;99%
CYTIDINE
65-46-3

CYTIDINE

methyl iodide
74-88-4

methyl iodide

6-Amino-3-((2R,3R,4S,5R)-3,4-dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-1-methyl-2-oxo-2,3-dihydro-pyrimidin-1-ium; iodide

6-Amino-3-((2R,3R,4S,5R)-3,4-dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-1-methyl-2-oxo-2,3-dihydro-pyrimidin-1-ium; iodide

Conditions
ConditionsYield
In N,N-dimethyl acetamide for 2.4h; Ambient temperature;99%
N,N-dimethyl-formamide dimethyl acetal
4637-24-5

N,N-dimethyl-formamide dimethyl acetal

CYTIDINE
65-46-3

CYTIDINE

4N-dimethylaminomethylene cytidine

4N-dimethylaminomethylene cytidine

Conditions
ConditionsYield
at 20℃; for 5h; Condensation;99%
4-methyl-benzoyl chloride
874-60-2

4-methyl-benzoyl chloride

CYTIDINE
65-46-3

CYTIDINE

4-N-2',3',5'-tri-O-tetra(4-methylbenzoyl)cytidine
863592-01-2

4-N-2',3',5'-tri-O-tetra(4-methylbenzoyl)cytidine

Conditions
ConditionsYield
With pyridine at 20℃;99%
With pyridine at 20℃; for 3h;
acetic anhydride
108-24-7

acetic anhydride

CYTIDINE
65-46-3

CYTIDINE

2,3,5-O-acetyl-N-acetylcytidine

2,3,5-O-acetyl-N-acetylcytidine

Conditions
ConditionsYield
With lithium perchlorate for 10h; Heating;99%
benzoic acid anhydride
93-97-0

benzoic acid anhydride

CYTIDINE
65-46-3

CYTIDINE

N4-benzoylcytidine
13089-48-0

N4-benzoylcytidine

Conditions
ConditionsYield
In N,N-dimethyl-formamide for 0.0166667h; Irradiation;98%
In DMF (N,N-dimethyl-formamide) at 20℃; for 20h;98.3%
In N,N-dimethyl-formamide at 20℃; for 20h;98.3%
tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

CYTIDINE
65-46-3

CYTIDINE

5'-O-(tert-butyldimethylsilyl)cytidine
72409-16-6, 82976-97-4

5'-O-(tert-butyldimethylsilyl)cytidine

Conditions
ConditionsYield
With pyridine; dmap98%
With pyridine; 1H-imidazole at 0 - 20℃; Inert atmosphere;97%
With pyridine; 1H-imidazole at 0 - 20℃; for 12h; Inert atmosphere;96%
CYTIDINE
65-46-3

CYTIDINE

5'-chloro-5'-deoxy-2',3'-O-sulphinylcytidine hydrochloride
69260-61-3

5'-chloro-5'-deoxy-2',3'-O-sulphinylcytidine hydrochloride

Conditions
ConditionsYield
With thionyl chloride In acetonitrile for 0.75h; Heating;98%
dichloro-1,4-diazacycloheptaneplatinum(II)
154068-67-4

dichloro-1,4-diazacycloheptaneplatinum(II)

silver nitrate

silver nitrate

CYTIDINE
65-46-3

CYTIDINE

[Pt(II)(homopiperazine)(cytidine)2](NO3)2

[Pt(II)(homopiperazine)(cytidine)2](NO3)2

Conditions
ConditionsYield
With H2O In N,N-dimethyl-formamide byproducts: AgCl; AgNO3 added to soln. of Pt compd., mixt. stirred in dark for 5 d at 45°C, AgCl filtered, org. compd. added to filtrate and stirred for 96h; soln. filtered, concd. in vac., pptd. with acetone, product filtered, washed with CH2Cl2 and acetone, dried in vac.; elem. anal.;98%
2-acetone-isobutyryl oxime
138421-23-5

2-acetone-isobutyryl oxime

CYTIDINE
65-46-3

CYTIDINE

5'-O-isobutyrylcytidine

5'-O-isobutyrylcytidine

Conditions
ConditionsYield
With Candida antarctica lipase B In 1,4-dioxane at 60℃; for 43h;98%
2,2-dimethoxy-propane
77-76-9

2,2-dimethoxy-propane

CYTIDINE
65-46-3

CYTIDINE

C12H17N3O5*H2O4S

C12H17N3O5*H2O4S

Conditions
ConditionsYield
With sulfuric acid In acetone at 20℃; Inert atmosphere;98%
With sulfuric acid In acetone at 20℃; for 2h;95.25%
O-ethylhydroxylamine hydrochloride
3332-29-4

O-ethylhydroxylamine hydrochloride

CYTIDINE
65-46-3

CYTIDINE

N4-ethoxycytidine
1228271-25-7

N4-ethoxycytidine

Conditions
ConditionsYield
With pyridine at 100℃;97%
1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane
69304-37-6

1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane

CYTIDINE
65-46-3

CYTIDINE

3',5'-O-[(1,1,3,3-tetraisopropyl)-1,3-disiloxanediyl]cytidine
69304-42-3

3',5'-O-[(1,1,3,3-tetraisopropyl)-1,3-disiloxanediyl]cytidine

Conditions
ConditionsYield
With pyridine96%
With pyridine92%
With pyridine for 4h; cooling;92%
acetic anhydride
108-24-7

acetic anhydride

CYTIDINE
65-46-3

CYTIDINE

N-acetylcytidine
3768-18-1

N-acetylcytidine

Conditions
ConditionsYield
In N,N-dimethyl-formamide for 0.0111111h; Irradiation;96%
In acetonitrile for 3h; Reflux;96%
In N,N-dimethyl-formamide for 0.0111111h; Microwave radiation;95%
benzoyl chloride
98-88-4

benzoyl chloride

CYTIDINE
65-46-3

CYTIDINE

N4-benzoylcytidine
13089-48-0

N4-benzoylcytidine

Conditions
ConditionsYield
With ammonium hydroxide; chloro-trimethyl-silane In pyridine; water; acetone96%
With ammonium hydroxide; chloro-trimethyl-silane In pyridine; water; acetone96%
Stage #1: CYTIDINE With pyridine; chloro-trimethyl-silane at 20℃; for 1.5h; Cooling with ice;
Stage #2: benzoyl chloride at 20℃; Cooling with ice;
95%
4-chlorobenzoyl chloride
586-75-4

4-chlorobenzoyl chloride

CYTIDINE
65-46-3

CYTIDINE

N4-p-bromobenzoylcytidine
1386977-58-7

N4-p-bromobenzoylcytidine

Conditions
ConditionsYield
Stage #1: CYTIDINE With pyridine; chloro-trimethyl-silane at 20℃; for 2h;
Stage #2: 4-chlorobenzoyl chloride for 2h;
Stage #3: With ammonia In water at 0℃; for 0.5h;
96%
acetone
67-64-1

acetone

CYTIDINE
65-46-3

CYTIDINE

2',3'-O-isopropylidenecytidine
362-42-5

2',3'-O-isopropylidenecytidine

Conditions
ConditionsYield
With toluene-4-sulfonic acid at 20℃; for 6h; Cooling with ice;95%
With sulfuric acid at 0 - 20℃; for 12h;93%
Stage #1: acetone; CYTIDINE With perchloric acid at 20℃; for 1.5h;
Stage #2: With ammonia In water at 20℃; for 3h;
74%
toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

CYTIDINE
65-46-3

CYTIDINE

2',3'-O-isopropylidenecytidine
362-42-5

2',3'-O-isopropylidenecytidine

Conditions
ConditionsYield
In acetone for 6h; Inert atmosphere;95%

Cytidine Consensus Reports

Reported in EPA TSCA Inventory.

Cytidine Specification

The IUPAC name of Cytidine is 4-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one. With the CAS registry number 65-46-3, it is also named as 1-beta-D-Ribofuranosylcytosine. The product's categories are Pharmaceutical Intermediates; Fine Chemical & Intermediates; Pyridines, Pyrimidines, Purines and Pteredines; Biochemistry; Nucleosides and their Analogs; Nucleosides, Nucleotides & Related Reagents; Nucleic Acids, and the other registry numbers are 4395-95-3; 494210-74-1; 873077-03-3. Besides, it is white crystalline powder, which should be stored in dark, dry and sealed place at room temperature. It is a component of RNA which is attached to a deoxyribose ring. In addition, this chemical is stable and incompatible with strong oxidizing agents.

Physical properties about Cytidine are: (1)ACD/LogP: -1.808; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): -1.82; (4)ACD/LogD (pH 7.4): -1.81; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 2.39; (8)ACD/KOC (pH 7.4): 2.47; (9)#H bond acceptors: 8; (10)#H bond donors: 5; (11)#Freely Rotating Bonds: 5; (12)Index of Refraction: 1.756; (13)Molar Refractivity: 52.643 cm3; (14)Molar Volume: 128.433 cm3; (15)Polarizability: 20.869 10-24cm3; (16)Surface Tension: 89.588996887207 dyne/cm; (17)Density: 1.894 g/cm3; (18)Flash Point: 283.816 °C; (19)Enthalpy of Vaporization: 94.8 kJ/mol; (20)Boiling Point: 545.678 °C at 760 mmHg

Preparation of Cytidine: this chemical can be prepared by 1-(2',3',4'-Tri-O-benzoyl-a-D-xylofuranosyl)-4-thiouracil.

Preparation of Cytidine

This reaction needs Ammonia and Methanol at temperature of 100 °C. The reaction time is 18 hours. The yield is 76 %.

Uses of Cytidine: it is used for biochemical research and organic synthesis. It is also used for producing cytarabine, ring cell, and CTP, cytidine diphosphate choline, etc.

When you are using this chemical, please be cautious about it as the following: it is possible risk of irreversible effects. You should avoid contact with skin and eyes.

You can still convert the following datas into molecular structure:
(1)InChI=1S/C9H13N3O5/c10-5-1-2-12(9(16)11-5)8-7(15)6(14)4(3-13)17-8/h1-2,4,6-8,13-15H,3H2,(H2,10,11,16)/t4-,6-,7-,8-/m1/s1;
(2)InChIKey=UHDGCWIWMRVCDJ-XVFCMESISA-N;
(3)Smilesn1([C@@H]2O[C@H](CO)[C@H]([C@H]2O)O)c(nc(N)cc1)=O

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 2700mg/kg (2700mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Russian Pharmacology and Toxicology Vol. 40, Pg. 66, 1977.

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