2'-Deoxycytidine monohydrate supplier

Name
2'-Deoxycytidine monohydrate
EINECS 213-454-1
CAS No. 951-77-9
Article Data69
CAS DataBase
Density 1.733 g/cm³
Solubility water: 50 mg/mL, clear, colorless
Melting Point 209-211 °C(lit.)
Formula C₉H₁₃N₃O₄
Boiling Point 497.625 °C at 760 mmHg
Molecular Weight 227.22
Flash Point 254.754 °C
Transport Information
Appearance white crystalline powder
Safety 24/25
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Cytidine,deoxy- (6CI,7CI);1-(2-Deoxy-b-D-ribofuranosyl)cytosine;2(1H)-Pyrimidinone, 4-amino-1-(2-deoxy-b-D-erythro-pentofuranosyl)-;2'-Deoxycytidine;4-Amino-1-(2-deoxy-b-D-erythro-pentofuranosyl)-2(1H)-pyrimidinone;Cytosine deoxyribonucleoside;Cytosine deoxyriboside;Deoxycytidine;Deoxyribose cytidine;
PSA 119.83000
LogP -1.01690

Synthetic route

: 78983-36-5
4-N-picolyl-2'-deoxycytidine

: 951-77-9
2'-Deoxycytidine

Conditions

Conditions	Yield
With ammonia In water at 20℃; for 0.5h;	100%

: 3992-42-5
2'-deoxycytidine monohydrochloride

: 951-77-9
2'-Deoxycytidine

Conditions

Conditions	Yield
With Amberlite A-26 (OH- form) In water for 0.5h; Ambient temperature;	99%
Multi-step reaction with 4 steps 1: pyridine 2: pyridine / 20 °C 3: 237 mg / water / methanol / 0.5 h 4: acetic acid / dioxane; H2O / 0.67 h / 20 °C / UV-irradiation View Scheme
Multi-step reaction with 4 steps 1: pyridine 2: pyridine / 20 °C 3: 325 mg / water / methanol / 0.5 h 4: acetic acid / dioxane; H2O / 0.33 h / 20 °C / UV-irradiation View Scheme
With triethylamine In methanol pH=7;

: 130197-82-9
4-O-(2,4,6-Trimethylphenyl)-2'-deoxyuridine

A: 951-78-0
2'-deoxyuridine

B: 951-77-9
2'-Deoxycytidine

Conditions

Conditions	Yield
With ammonium hydroxide at 65℃; for 2h;	A n/a B 98%

: 22882-02-6
4-methylamino-1-(β-D-2-deoxyribofuranosyl)pyrimidin-2(1H)-one

: 951-77-9
2'-Deoxycytidine

Conditions

Conditions	Yield
With manganese(IV) oxide; C17H20N4O9P(1-)*Na(1+); oxygen In water; acetonitrile at 20℃; under 760.051 Torr; for 7h; Irradiation; chemoselective reaction;	95%

: 65919-98-4
3',5'-di-O-acetyl-2'-deoxycytidine

: 951-77-9
2'-Deoxycytidine

Conditions

Conditions	Yield
With ammonia at 25℃;	93%
With ammonia In methanol at 25℃; for 24h; Yield given;

: N4-5'-O-di(triphenylmethyl)-2'-deoxycytidine

: 951-77-9
2'-Deoxycytidine

Conditions

Conditions	Yield
With ammonium cerium(IV) nitrate; silica gel In dichloromethane at 25℃; for 2h; detritylation;	90%

: C23H30BN3O8

: 951-77-9
2'-Deoxycytidine

Conditions

Conditions	Yield
With dihydrogen peroxide In aq. phosphate buffer; dimethyl sulfoxide at 20℃; for 0.333333h; pH=7.2;	88%

: 108584-99-2
6-(2-Deoxy-β-D-ribosyl)tetrazolo<1,5-c>pyrimidine-5(6H)-one

: 951-77-9
2'-Deoxycytidine

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal In methanol for 50h;	86%

: 380887-00-3
2'-deoxy-4-N-acetylcytidine

: 7664-41-7
ammonia

: 951-77-9
2'-Deoxycytidine

Conditions

Conditions	Yield
In methanol	84.6%

: 4836-13-9
N4-benzoyl-2'-deoxycytidine

: 951-77-9
2'-Deoxycytidine

Conditions

Conditions	Yield
With ethylenediamine at 40℃; for 20h;	67%
With ethylenediamine; phenol at 40℃; for 20h; debenzoylation;	67%
With sodium hydroxide In methanol; water for 0.0333333h; microwave irradiation;

: 611-53-0
5-Iodo-2'-deoxycytidine

: 882-33-7
diphenyldisulfane

A: 5-phenylsulfanyl-2'-deoxycytidine

B: 951-77-9
2'-Deoxycytidine

Conditions

Conditions	Yield
With [2,2]bipyridinyl; copper In N,N-dimethyl-formamide at 110℃; for 6h; Inert atmosphere; Sealed tube;	A 58% B n/a

...Expand

: 17039-17-7
2-deoxy–α-D-ribose 1-phosphate

: 71-30-7
Cytosine

: 951-77-9
2'-Deoxycytidine

Conditions

Conditions	Yield
With purine nucleoside phosphorylase at 50℃; for 20h; pH=8; aq. buffer; Enzymatic reaction;	57.5%

: 20963-97-7, 130703-11-6
C23H21N3O6

A: 4449-40-5
α-2'-deoxycytidine

B: 951-77-9
2'-Deoxycytidine

Conditions

Conditions	Yield
With ammonia In methanol	A 54% B 46%

: 303041-54-5
1-(3,5-O-dibenzoyl-2-deoxy-β-D-erythro-pentofuranosyl)-4-methoxy-2-pyrimidone

: 951-77-9
2'-Deoxycytidine

Conditions

Conditions	Yield
With ammonia In methanol at 100℃; Substitution; deacylation;	50%

: 71-30-7
Cytosine

: 50-89-5
thymidine

: 951-77-9
2'-Deoxycytidine

Conditions

Conditions	Yield
With nucleoside deoxyribosyltransferase-II; sodium citrate at 40℃; for 20h; pH=6.4; Enzymatic reaction;	49.8%
With sodium hydroxide; 1-(3-sulfonatopropyl)piperidine In water at 40℃; Enzymatic reaction;

: 65523-09-3
5-(chloromercuri)-2'-deoxycytidine

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

A: 135638-74-3
5-<3-(Trifluoroacetamido)-1-thiapropyl>-2'-deoxycytidine

B: 951-77-9
2'-Deoxycytidine

Conditions

Conditions	Yield
With lithium tetrachloropalladate(II) In methanol Ambient temperature;	A 5% B n/a

...Expand

: 101320-23-4
N4-acetyl-O3',O5'-bis-(4-chloro-benzoyl)-2'-deoxy-cytidine

: 951-77-9
2'-Deoxycytidine

Conditions

Conditions	Yield
With ammonia

: 20963-97-7
3',5'-di-O-benzoyl-2'-deoxycytidine

: 951-77-9
2'-Deoxycytidine

Conditions

Conditions	Yield
With ammonium hydroxide

: C53H73N21O37P6

A: 104779-62-6, 104870-73-7
Phosphoric acid (2R,3S,5R)-5-(2-amino-6-hydroxy-purin-9-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester (S)-2,3-dihydroxy-1-(2-hydroxy-ethyl)-propyl ester

B: 961-07-9
2'-deoxyguanosine

C: 951-77-9
2'-Deoxycytidine

Conditions

Conditions	Yield
1.) P1 nuclease, NaOAc (pH 5.5), ZnCl2, 37 deg C, 1.5 h, 2.) alkaline phosphatase, Tris-HCl (pH 7.5), 37 deg C, 30 min; Yield given. Multistep reaction;

...Expand

: C53H73N21O36(18)OP6

A: 71-30-7
Cytosine

B: C15H24N5O9(18)OP

C: 961-07-9
2'-deoxyguanosine

D: 951-77-9
2'-Deoxycytidine

Conditions

Conditions	Yield
1.) P1 nuclease, NaOAc (pH 5.5), ZnCl2, 37 deg C, 1.5 h, 2.) alkaline phosphatase, Tris-HCl (pH 7.5), 37 deg C, 30 min; Yield given. Multistep reaction;

...Expand

: C53H71(2)H2N21O37P6

A: C15H22(2)H2N5O10P

B: 961-07-9
2'-deoxyguanosine

C: 951-77-9
2'-Deoxycytidine

Conditions

Conditions	Yield
1.) P1 nuclease, NaOAc (pH 5.5), ZnCl2, 37 deg C, 1.5 h, 2.) alkaline phosphatase, Tris-HCl (pH 7.5), 37 deg C, 30 min; Multistep reaction;

...Expand

: 961-07-9
2'-Deoxyguanosine

: 2'-deoxycytidine deprotonated radical cation

A: 2'-deoxyguanosine deprotonated radical cation

B: 951-77-9
2'-Deoxycytidine

Conditions

Conditions	Yield
at 20℃; Rate constant; pH = 7.0;

...Expand

: 87424-19-9
N-Fmoc-dC

: 951-77-9
2'-Deoxycytidine

Conditions

Conditions	Yield
With ammonium hydroxide In pyridine at 20℃; for 0.5h;

: 110522-75-3
N4-isobutyryll-2'-deoxycytidine

A: 22882-02-6
4-methylamino-1-(β-D-2-deoxyribofuranosyl)pyrimidin-2(1H)-one

B: 951-77-9
2'-Deoxycytidine

Conditions

Conditions	Yield
With ammonia; methylamine In water at 65℃; for 1h; Product distribution; deprotection reagent;	A 0.7 % Chromat. B n/a

: 108584-97-0
1-(2-Deoxy-3,5-di-O-acetyl-β-D-ribosyl)-4-chloropyrimidin-2(1H)-one

: 951-77-9
2'-Deoxycytidine

Conditions

Conditions	Yield
With ammonia at 50℃; for 8h; Product distribution;

: C33H46N11O22P3

A: 961-07-9
2'-Deoxyguanosine

B: 139924-17-7
Phosphoric acid (2R,3S,5R)-5-(4-amino-2-oxo-2H-pyrimidin-1-yl)-2-hydroxymethyl-tetrahydro-furan-3-yl ester (2R,3S)-2,3,5-trihydroxy-pentyl ester

C: 951-77-9
2'-Deoxycytidine

Conditions

Conditions	Yield
With sodium tetrahydroborate 2) snake venom phosphodiesterase, A. P.; Yield given. Multistep reaction;

...Expand

: C33H46N11O22P3

A: 961-07-9
2'-Deoxyguanosine

B: 139924-17-7
Phosphoric acid (2R,3S,5R)-5-(4-amino-2-oxo-2H-pyrimidin-1-yl)-2-hydroxymethyl-tetrahydro-furan-3-yl ester (2R,3S)-2,3,5-trihydroxy-pentyl ester

C: 951-77-9
2'-Deoxycytidine

Conditions

Conditions	Yield
With sodium tetrahydroborate 2) snake venom phosphodiesterase, A. P.; Yield given. Multistep reaction;

...Expand

: C39H49N9O25P3(3-)

A: 951-77-9
2'-Deoxycytidine

B: 50-89-5
thymidine

Conditions

Conditions	Yield
With alkaline phosphatase; snake venom phosphodiesterase enzymatic hydrolysis of various tetranucleosides;

: 115173-87-0
C53H75N13O32P4

A: 90289-35-3
putrescinylthymidine

B: 951-77-9
2'-Deoxycytidine

C: 50-89-5
thymidine

Conditions

Conditions	Yield
nuclease S1; VPDase (with APase) Product distribution; multistep reaction;

...Expand

: C53H75N13O32P4

A: 90289-35-3
putrescinylthymidine

B: 951-77-9
2'-Deoxycytidine

C: 50-89-5
thymidine

Conditions

Conditions	Yield
nuclease S1; VPDase (with APase) Product distribution; multistep reaction;

...Expand

: 69304-37-6
1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane

: 951-77-9
2'-Deoxycytidine

: 102434-71-9
2'-deoxy-3',5'-di-O-1,1,3,3-(tetraisopropyldisiloxane-1,3-diyl)cytidine

Conditions

Conditions	Yield
With pyridine at 20℃;	99.9%
With pyridine Ambient temperature;	97%
With pyridine at 20℃; for 4h; Inert atmosphere;	55%

: 951-77-9
2'-Deoxycytidine

: 951-78-0
2'-deoxyuridine

Conditions

Conditions	Yield
With cytidine deaminase enzyme In aq. phosphate buffer at 37℃; for 0.0833333h; pH=7; Enzymatic reaction;	99%
With acetic acid; sodium nitrite
With sodium hydroxide at 90.1℃; Rate constant; Mechanism; various reagent concentration, decomposition to nonchromophoric products;

: 18162-48-6
tert-butyldimethylsilyl chloride

: 93-97-0
benzoic acid anhydride

: 951-77-9
2'-Deoxycytidine

: 51549-38-3
N4-benzoyl-O3',O5'-bis(tert-butyldimethylsilyl)-2'-deoxycytidine

Conditions

Conditions	Yield
Stage #1: tert-butyldimethylsilyl chloride; 2'-Deoxycytidine With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 4h; Stage #2: benzoic acid anhydride In N,N-dimethyl-formamide at 160℃; for 0.25h; microwave irradiation; Further stages.;	99%

...Expand

: 108-24-7
acetic anhydride

: 951-77-9
2'-Deoxycytidine

: 32909-05-0
N4-acetyl-2'-deoxycytidine

Conditions

Conditions	Yield
In N,N-dimethyl-formamide	98%
In methanol for 3h; Heating;

: 93-97-0
benzoic acid anhydride

: 951-77-9
2'-Deoxycytidine

: 31501-22-1
N4-benzoyl-1-(3',5'-di-O-benzoyl-2'-deoxy-β-D-ribofuranosyl)-cytosine

Conditions

Conditions	Yield
With dmap; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide for 0.0177778h; microwave irradiation;	98%

: 609-73-4
o-nitroiodobenzene

: 951-77-9
2'-Deoxycytidine

: N6-2-nitrobenzen-1-yl-2'-deoxycytidine

Conditions

Conditions	Yield
With tetraethylammonium fluoride; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; tris(dibenzylideneacetone)dipalladium (0) In dimethyl sulfoxide at 20℃;	98%

: 123-62-6
propionic acid anhydride

: 951-77-9
2'-Deoxycytidine

: 199593-07-2
N4-propionyl-2'-deoxycytydine

Conditions

Conditions	Yield
In N,N-dimethyl-formamide	96%

: 1336-21-6
ammonium hydroxide

: 98-88-4
benzoyl chloride

: 951-77-9
2'-Deoxycytidine

: 4836-13-9
N4-benzoyl-2'-deoxycytidine

Conditions

Conditions	Yield
Stage #1: 2'-Deoxycytidine With pyridine; chloro-trimethyl-silane Stage #2: benzoyl chloride With pyridine Stage #3: ammonium hydroxide	96%

...Expand

: 97-72-3
2-Methylpropionic anhydride

: 951-77-9
2'-Deoxycytidine

: 110522-75-3
N4-isobutyryll-2'-deoxycytidine

Conditions

Conditions	Yield
In N,N-dimethyl-formamide	95%
	71%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 951-77-9
2'-Deoxycytidine

: 51549-29-2
2'-deoxy-3',5'-bis-O-(tert-butyldimethylsilyl)cytidine

Conditions

Conditions	Yield
With pyridine at 20℃; for 48h;	95%
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 14h;	95%
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 10h; Inert atmosphere;	88%

: N2-(2-oxoethyl)guanine

: 951-77-9
2'-Deoxycytidine

: N2-(2-oxoethyl)deoxyguanosine

Conditions

Conditions	Yield
With trans-N-deoxyribosylase from Lactobacillus helveticus In water at 37℃; for 15h; deoxyribosylation; Enzymatic reaction;	95%

: 951-77-9
2'-Deoxycytidine

: 49757-42-8
4,4',4''-trimethoxytrityl chloride

: 845306-87-8
N4-(4,4',4"-trimethoxytrityl)-2'-deoxycytidine

Conditions

Conditions	Yield
With chloro-trimethyl-silane In pyridine at 20℃; for 16h;	95%
Stage #1: 2'-Deoxycytidine With pyridine; chloro-trimethyl-silane at 20℃; for 2h; Stage #2: 4,4',4''-trimethoxytrityl chloride With pyridine at 20℃; for 16h;	95%
Stage #1: 2'-Deoxycytidine With pyridine; chloro-trimethyl-silane at 20℃; for 2h; Stage #2: 4,4',4''-trimethoxytrityl chloride With pyridine at 20℃; for 16h; Stage #3: With ammonia In water

: 98-88-4
benzoyl chloride

: 951-77-9
2'-Deoxycytidine

: C16H18N2O6

Conditions

Conditions	Yield
With pyridine; chloro-trimethyl-silane at 0℃; Inert atmosphere;	95%

: 106-31-0
butanoic acid anhydride

: 951-77-9
2'-Deoxycytidine

: 145355-76-6
Butyric acid (2R,3S,5R)-5-(4-butyrylamino-2-oxo-2H-pyrimidin-1-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester

Conditions

Conditions	Yield
In tetrahydrofuran at 60℃; for 6h; Candida antarctica lipase (SP435);	94%

: 39650-82-3
2,2-dimethoxy-1-methylpyrrolidine

: 951-77-9
2'-Deoxycytidine

: 98533-08-5
4-N-(N-methylpyrrolidin-2-ylidene)-2’-deoxycytidine

Conditions

Conditions	Yield
In methanol for 1h;	94%
In methanol at 20℃; for 3h; Inert atmosphere;	85%

: 19449-28-6
N,N-diisopropylformamide dimethyl acetal

: 951-77-9
2'-Deoxycytidine

: N4-<(diisopropylamino)methylene>-2'-deoxycytidine

Conditions

Conditions	Yield
In N,N-dimethyl-formamide for 8h; Ambient temperature;	93%

: 103-71-9
phenyl isocyanate

: 951-77-9
2'-Deoxycytidine

: 219582-35-1
2'-deoxy-N4-[(phenylamino)carbonyl]cytidine

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide at 20℃; for 0.5h;	92%

: 88091-66-1
1-(p-nitrophenylethoxycarbonyl)-benzotriazole

: 951-77-9
2'-Deoxycytidine

: 88091-67-2
2'-deoxy-N4-{[2-(4-nitrophenyl)ethoxy]carbonyl}cytidine

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 60℃; for 15h;	91%
In N,N-dimethyl-formamide at 60℃;	90%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 951-77-9
2'-Deoxycytidine

: 51549-27-0
β-D-5'-O-tert-butyldimethylsilyl-2'-deoxycytidine

Conditions

Conditions	Yield
With 1H-imidazole In N,N-dimethyl-formamide at 20℃;	91%

: 951-77-9
2'-Deoxycytidine

: 1022-79-3
5-bromo-2'-deoxycytidine

Conditions

Conditions	Yield
With N-Bromosuccinimide; acetic acid at 20℃; for 0.333333h;	90%
With 1-(2-methoxyethyl)-3-methylimidazolium trifluoroacetate; N-Bromosuccinimide at 25℃; for 0.5h;	85%
With bromine In pyridine; tetrachloromethane at 22℃; for 12h;	72%

: 2051-49-2
n-hexanoic anhydride

: 951-77-9
2'-Deoxycytidine

: 145355-77-7
Hexanoic acid (2R,3S,5R)-5-(4-hexanoylamino-2-oxo-2H-pyrimidin-1-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester

Conditions

Conditions	Yield
In tetrahydrofuran at 60℃; for 12h; Candida antarctica lipase (SP435);	90%

: 19449-30-0
N,N-dibutylformamide dimethyl acetal

: 951-77-9
2'-Deoxycytidine

: 98533-10-9
4-N-((di-n-butylamino)methylene)-2'-deoxycytidine

Conditions

Conditions	Yield
In methanol for 2h;	90%

: 1548-84-1
pentafluorophenyl benzoate

: 951-77-9
2'-Deoxycytidine

: 4836-13-9
N4-benzoyl-2'-deoxycytidine

Conditions

Conditions	Yield
In pyridine at 80℃; for 5h;	90%

: 85272-31-7
di-tert-butylsilyl bis(trifluoromethanesulfonate)

: 951-77-9
2'-Deoxycytidine

: 97219-08-4
3',5'-O-(Di-tert-butylsilanediyl)deoxycytidine

Conditions

Conditions	Yield
	90%

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

: 951-77-9
2'-Deoxycytidine

: 17331-11-2
N4-<(dimethylamino)methylene>-2'-deoxycytidine

Conditions

Conditions	Yield
In N,N-dimethyl-formamide for 8h; Ambient temperature;	90%
In methanol Ambient temperature; Yield given;

2'-Deoxycytidine monohydrate Consensus Reports

EPA Genetic Toxicology Program. Reported in EPA TSCA Inventory.

2'-Deoxycytidine monohydrate Specification

The Deoxycytidine, with the CAS registry number 951-77-9, has the IUPAC name of 4-amino-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one. And the molecular formula of the chemical is C₉H₁₃N₃O₄. It is a deoxyribonucleoside. And it is like cytidine, but with one oxygen atom removed. What's more, while dealing with this chemical, you should to avoid contacting with skin and eyes.

The physical properties of Deoxycytidine are as followings: (1)# of Rule of 5 Violations: 0; (2)ACD/BCF (pH 5.5): 1; (3)ACD/BCF (pH 7.4): 1; (4)ACD/KOC (pH 5.5): 3.543; (5)ACD/KOC (pH 7.4): 3.702; (6)#H bond acceptors: 7; (7)#H bond donors: 4; (8)#Freely Rotating Bonds: 4; (9)Polar Surface Area: 108.38 Å²; (10)Index of Refraction: 1.72; (11)Molar Refractivity: 51.791 cm³; (12)Molar Volume: 131.129 cm³; (13)Polarizability: 20.532×10^-24cm³; (14)Surface Tension: 77.813 dyne/cm; (15)Density: 1.733 g/cm³; (16)Flash Point: 254.754 °C; (17)Enthalpy of Vaporization: 88.181 kJ/mol; (18)Boiling Point: 497.625 °C at 760 mmHg; (19)Vapour Pressure: 0 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: c1cn(c(=O)nc1N)[C@H]2C[C@@H]([C@H](O2)CO)O
(2)InChI: InChI=1/C9H13N3O4/c10-7-1-2-12(9(15)11-7)8-3-5(14)6(4-13)16-8/h1-2,5-6,8,13-14H,3-4H2,(H2,10,11,15)/t5-,6+,8+/m0/s1
(3)InChIKey: CKTSBUTUHBMZGZ-SHYZEUOFBO

Product Name

2'-Deoxycytidine monohydrate

Synthetic route

2'-Deoxycytidine monohydrate Consensus Reports

2'-Deoxycytidine monohydrate Specification

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