Cytidylic acid supplier | CasNO.63-37-6

Name
Cytidylic acid
EINECS 200-556-6
CAS No. 63-37-6
Article Data57
CAS DataBase
Density 2.155 g/cm³
Solubility soluble
Melting Point ~222°C (dec.)
Formula C₉H₁₄N₃O₈P
Boiling Point 678.086 °C at 760 mmHg
Molecular Weight 323.199
Flash Point 363.893 °C
Transport Information
Appearance white crystalline powder
Safety 24/25-37/39-36-26
Risk Codes 20/21/22-36/37/38
Molecular Structure
Hazard Symbols Xn,Xi
Synonyms Cytidine monophosphate;Cytidine 5'-phosphoric acid;Cytidine 5'-phosphate;Cytidine 5'-monophosphoric acid;Cytidine, mono(dihydrogenphosphate) (ester);Cytosine 5'-monophosphate;Cytidine 5'-(dihydrogen phosphate);CMP (nucleotide);5'-CMP;5'-Cytidylic acid;
PSA 187.17000
LogP -1.86480

Synthetic route

: 65-46-3
CYTIDINE

: 63-37-6
cytidine monophosphate

Conditions

Conditions	Yield
Stage #1: CYTIDINE With trichlorophosphate at 20℃; for 0.1h; Flow reactor; Green chemistry; Stage #2: With water at 20℃; Temperature; Flow reactor; Green chemistry; chemoselective reaction;	94%
With tris(p-nitrophenyl)phosphate at 50℃; Erwina herbicola 47/3 cells;	84%
With triethyl phosphate; trichlorophosphate In water at 0℃; for 5h; Rate constant; Product distribution; var. reaction conditions;	83 % Chromat.

: 69673-09-2
cytidine-5'-phosphoro-(2-aminoimidazole)

A: 63-37-6
cytidine monophosphate

B: 68521-86-8
cytidine 5'-fluorophosphate

Conditions

Conditions	Yield
With water; lithium fluoride at 25℃; pH=8.6; Reagent/catalyst; pH-value;	A 14.2% B 85.4%

: 538-37-4
dibenzyl phosphochloridate

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

: 63-37-6
cytidine monophosphate

Conditions

Conditions	Yield
With pyridine Hydrierung des Reaktionsprodukts an Palladium in wss.Aethanol und anschliessend Hydrolyse mit wss.H2SO4;

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

: 63-37-6
cytidine monophosphate

Conditions

Conditions	Yield
With phosphoric acid; water; phosphorus pentoxide und anschliessend mit H2O;
Multi-step reaction with 2 steps 1: H3PO4; N-butylimidazole; Bu3N / dimethylformamide; various solvent(s) / 6 h / Heating 2: DOWEX(R) 50WX2-200 View Scheme
Multi-step reaction with 3 steps 1: 91 percent / t-butylmagnesium chloride / tetrahydrofuran / 1 h / Ambient temperature 2: Pd(P(C6H5)3)4, P(C6H5)3, HCOOH, n-C4H9NH2 / tetrahydrofuran / 5.7 h / 50 °C 3: 2 N aq. HCl / 12 h / 25 °C View Scheme

: 538-37-4
dibenzyl phosphochloridate

: 3257-72-5, 7558-02-3
O2',O3'-((R)-benzylidene)-cytidine

: 63-37-6
cytidine monophosphate

Conditions

Conditions	Yield
With pyridine Hydrierung des Reaktionsprodukts an Palladium in wss.Aethanol und anschliessend Hydrolyse mit wss.H2SO4;

: 3257-72-5, 7558-02-3
O2',O3'-((R)-benzylidene)-cytidine

: 63-37-6
cytidine monophosphate

Conditions

Conditions	Yield
With phosphoric acid; water; phosphorus pentoxide und anschliessend mit H2O;
With pyridine; trichlorophosphate und Erhitzen des Reaktionsprodukts mit wss.H2SO4;

: 110-91-8
morpholine

: 30784-94-2
cytidine-5'-phosphodichloride

A: 122450-01-5
cytidine-5'-phosphodimorpholide

B: 63-37-6
cytidine monophosphate

C: 76742-17-1
cytidine 5'-monophosphate morpholidate

Conditions

Conditions	Yield
With water 1.) triethyl phosphate, 5-7 deg C, 60 min, 2.) 5-7 deg C, 7 h; Yield given. Multistep reaction. Yields of byproduct given;
With water 1.) triethyl phosphate, 5-7 deg C, 120 min, 2.) methanol, 5-7 deg C, 7 h; Yield given. Multistep reaction. Yields of byproduct given;
With water 1.) triethyl phosphate, 5-7 deg C, 10 min, 2.) methanol, 5-7 deg C, 7 h; Yield given. Multistep reaction. Yields of byproduct given;

...Expand

: 69673-09-2
cytidine-5'-phosphoro-(2-aminoimidazole)

A: 63-37-6
cytidine monophosphate

B: 63-38-7
cytidine diphosphate

Conditions

Conditions	Yield
With phosphate buffer; sodium chloride at 37℃; Rate constant; Product distribution; Mechanism;

: 5746-18-9
1-methyl-4-carboxypyridinium chloride

: 160984-91-8
C9H15N3O8P

A: 36455-39-7
C7H8NO2

B: 63-37-6
cytidine monophosphate

Conditions

Conditions	Yield
In water at 20℃; Rate constant; Equilibrium constant; pH 8.5-8.7;

...Expand

: 623-27-8
terephthalaldehyde,

: 160984-91-8
C9H15N3O8P

A: 63-37-6
cytidine monophosphate

B: 623-27-8
Benzene-1,4-dicarbaldehyde

Conditions

Conditions	Yield
In water at 20℃; Rate constant; pH 8.5-8.7;

...Expand

: 30784-94-2
cytidine-5'-phosphodichloride

: choline phosphate calcium salt

A: 987-78-0
citicoline

B: 122450-01-5
cytidine-5'-phosphodimorpholide

C: 63-37-6
cytidine monophosphate

D: 76742-17-1
cytidine 5'-monophosphate morpholidate

Conditions

Conditions	Yield
Yield given. Multistep reaction. Yields of byproduct given;

...Expand

: 85179-51-7
cytidine-5'-(2-methylimidazol-1-yl phosphate)

A: 63-37-6
cytidine monophosphate

B: 63-38-7
cytidine diphosphate

Conditions

Conditions	Yield
With phosphate buffer; sodium chloride at 37℃; Rate constant; Product distribution; Mechanism;

: 149759-93-3
Phosphoric acid mono-[(3aR,4R,6R,6aR)-6-(4-amino-2-oxo-2H-pyrimidin-1-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl] ester

: 63-37-6
cytidine monophosphate

Conditions

Conditions	Yield
With hydrogenchloride at 25℃; for 12h; Yield given;
With DOWEX(R) 50WX2-200

: C49H62N20O31P4

A: 63-37-6
cytidine monophosphate

B: 365-07-1, 15108-71-1, 60363-32-8, 96744-88-6, 132696-16-3, 143838-77-1
thymidine 5'-phosphate

C: 61-19-8
5'-adenosine monophosphate

D: 85-32-5
5'-guanosine monophosphate

Conditions

Conditions	Yield
venom phosphodiesterase Product distribution;

...Expand

: Phosphoric acid mono-[(2R,3R,4R,5R)-5-(4-amino-2-oxo-2H-pyrimidin-1-yl)-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-furan-2-ylmethyl] ester

: 63-37-6
cytidine monophosphate

Conditions

Conditions	Yield
With tetrabutyl ammonium fluoride In tetrahydrofuran for 2h; Yield given;

A

B

C

D

E

...Expand

A

B guanosine 5'-monophosphate: guanosine 5'-monophosphate

C: 58-61-7
adenosine

...Expand

: 3616-08-8
3',5'-cyclic cytidine monophosphate

A: 84-52-6
cytidine 3'-monophosphate

B: 63-37-6
cytidine monophosphate

Conditions

Conditions	Yield
Lactuca phosphodiesterase In water for 0.416667h; Product distribution; Tris-HCl buffer (pH 6.5); effect of purification stage of phosphodiesterase; relative rate of hydrolysis;

: 3616-08-8
3',5'-cyclic cytidine monophosphate

A: 84-52-6
cytidine 3'-monophosphate

B: 63-37-6
cytidine monophosphate

C: 85-94-9
cytidine-2'-monophosphate

Conditions

Conditions	Yield
With hydrogenchloride at 90.1℃; Rate constant;

...Expand

: sodium cytidine 5'-S-methyl phosphorothiolate

: 63-37-6
cytidine monophosphate

Conditions

Conditions	Yield
With iodine; potassium iodide In water at 30℃; for 0.0833333h;
With dihydrogen peroxide In water at 30℃; for 24h; Product distribution; other demethylthiolating agent;

: A(2'p5'G)3'p5'C

A: 63-37-6
cytidine monophosphate

B: 61-19-8
5'-adenosine monophosphate

C: 85-32-5
5'-guanosine monophosphate

Conditions

Conditions	Yield
With SVP (1 unit) In water at 37℃; for 12h; Product distribution; HPLC analysis; no reaction with RNaseT2 or spleen phosphodiesterase;

...Expand

: A(2'p5'A)3'p5'C

A: 63-37-6
cytidine monophosphate

B: 61-19-8
5'-adenosine monophosphate

Conditions

Conditions	Yield
With SVP (1 unit) In water at 37℃; for 12h; Product distribution; HPLC analysis; no reaction with RNaseT2 or spleen phosphodiesterase;

: 3063-71-6
cytidine-5'-monophosphono-N-acetylneuraminic acid

A: 6813-81-6, 14120-72-0, 19342-33-7, 21646-00-4, 82349-00-6, 99395-98-9, 99395-99-0, 99396-00-6, 102734-10-1, 489-46-3, 140671-47-2, 140850-42-6, 140850-43-7, 140850-44-8, 145375-13-9
N-acetyl neuraminic acid

B: 489-46-3, 6813-81-6, 14120-72-0, 19342-33-7, 21646-00-4, 82349-00-6, 99395-98-9, 99395-99-0, 99396-00-6, 102734-10-1, 140671-47-2, 140850-42-6, 140850-43-7, 140850-44-8, 145375-13-9
sialic acid

C: 63-37-6
cytidine monophosphate

D: (2S,4S,5R,6R)-5-Acetylamino-2-azido-4-hydroxy-6-((1R,2R)-1,2,3-trihydroxy-propyl)-tetrahydro-pyran-2-carboxylic acid

E: (2R,4S,5R,6R)-5-Acetylamino-2-azido-4-hydroxy-6-((1R,2R)-1,2,3-trihydroxy-propyl)-tetrahydro-pyran-2-carboxylic acid

Conditions

Conditions	Yield
With sodium azide; acetate buffer at 37℃; Rate constant; Product distribution; Mechanism; also in D2O and in absence of azide; also in the presence of MeOH; solvent deuterium kinetic isotope effect;

...Expand

: C48H72N4O4(4+)*C9H14N3O8P*4Cl(1-)

A: 63-37-6
cytidine monophosphate

B: 139934-97-7
5,11,17,23-tetramethoxy-25,26,27,28-tetrakis(trimethylammoniomethyl)calix<4>arene tetrachloride

Conditions

Conditions	Yield
In water-d2 at 24.85℃; Equilibrium constant; Thermodynamic data; decomplexation;

: C56H88N4O4(4+)*C9H14N3O8P*4Cl(1-)

A: 63-37-6
cytidine monophosphate

B: 5,11,17,23-tetrakis(trimethylammoniomethyl)-25,26,27,28-tetrapropoxycalix<4>arene tetrachloride

Conditions

Conditions	Yield
In water-d2 at 24.85℃; Equilibrium constant; Thermodynamic data; decomplexation;

: 2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol

A: 63-37-6
cytidine monophosphate

B: 151435-51-7
2C-methyl-D-erythritol 2,4-O-cyclodiphosphate

Conditions

Conditions	Yield
With 2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase; magnesium chloride In various solvent(s) at 37℃; for 2h; pH=8.0; Elimination; cyclization;	A n/a B 1.4 mg

<32P><5'>cytidylic acid: <32P><5'>cytidylic acid

: 63-37-6
cytidine monophosphate

yeast-ribonucleic acid: yeast-ribonucleic acid

: 63-37-6
cytidine monophosphate

Conditions

Conditions	Yield
With several enzyme systems

: Phosphoric acid mono-[(3aS,4R,6R,6aR)-6-(4-amino-2-oxo-2H-pyrimidin-1-yl)-2-hydroxy-tetrahydro-furo[3,4-d][1,3,2]dioxaborol-4-ylmethyl] ester

: 63-37-6
cytidine monophosphate

Conditions

Conditions	Yield
With boric acid; triethylamine In water; acetonitrile pH=10.3; Equilibrium constant;

: 63-37-6
cytidine monophosphate

: 530-62-1
1,1'-carbonyldiimidazole

: 65062-74-0
O2',O3'-carbonyl-O5'-(hydroxy-imidazol-1-yl-phosphinoyl)-cytidine

Conditions

Conditions	Yield
In acetonitrile for 1h; Milling;	100%

: 693-98-1
2-methylimidazole

: 63-37-6
cytidine monophosphate

: cytidine 5'-[sodium (2-methyl-1H-imidazol-1-yl)phosphonate]

Conditions

Conditions	Yield
With 2,2'-Bipyridyl disulfide; triethylamine; triphenylphosphine In dimethyl sulfoxide; N,N-dimethyl-formamide for 2h; Ambient temperature;	95%
Stage #1: 2-methylimidazole; cytidine monophosphate With 2,2'-dipyridyldisulphide; triethylamine; triphenylphosphine In dimethyl sulfoxide at 22℃; for 1h; Inert atmosphere; Stage #2: With sodium perchlorate; triethylamine In diethyl ether; acetone Inert atmosphere; Cooling with ice;
With 5,15,10,20-tetraphenylporphyrin; triethylamine In dimethyl sulfoxide at 20℃; for 2.5h;

: 63-37-6
cytidine monophosphate

: 7114-70-7
2-morpholino-2-oxo-1,3,2λ5-dioxaphospholane

: C11H17N3O11P2

Conditions

Conditions	Yield
In methanol at 20℃; for 10h;	95%

: 107-73-3
phosphorylcholine chloride

: 63-37-6
cytidine monophosphate

: 33818-15-4
cytidine 5'-diphosphocholine sodium salt

Conditions

Conditions	Yield
Stage #1: phosphorylcholine chloride; cytidine monophosphate With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide In acetonitrile at 30℃; for 5.75h; Reflux; Stage #2: With sodium hydrogencarbonate In ethanol at 10 - 40℃; for 1h; pH=7; Temperature; Reagent/catalyst; pH-value;	92.54%

: 288-32-4
1H-imidazole

: 63-37-6
cytidine monophosphate

: 1379659-43-4
cytidine 5’-monophosphate imidazolide

Conditions

Conditions	Yield
Stage #1: 1H-imidazole; cytidine monophosphate With 2,2'-dipyridyldisulphide; triethylamine; triphenylphosphine In dimethyl sulfoxide; N,N-dimethyl-formamide for 3h; Stage #2: With sodium perchlorate; triethylamine In diethyl ether; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone for 2h;	85%

: 2466-76-4
N-Acetylimidazole

: 63-37-6
cytidine monophosphate

: 2′,3′-di-O-acetyl-β-cytidine-5′-phosphate

Conditions

Conditions	Yield
With sodium hydroxide In water at 20℃; for 4h; pH=8;	85%

: 15715-58-9
triethylamine carbonate

: 63-37-6
cytidine monophosphate

: 107-15-3
ethylenediamine

: 2C6H15N*C11H19N4O8P

Conditions

Conditions	Yield
Stage #1: cytidine monophosphate; ethylenediamine With sodium hydrogen sulfate; 4-morpholineethanesulfonic acid; hydroquinone; sodium hydroxide In water at 20℃; for 24h; pH=6.2; Stage #2: triethylamine carbonate In water pH=7.5;	76%

...Expand

: 63-37-6
cytidine monophosphate

: 120138-95-6
C9H15N3O10P2

Conditions

Conditions	Yield
With sodium hypophosphate at 60℃; pH 6;	73%

: 63-37-6
cytidine monophosphate

: 3616-08-8
3',5'-cyclic cytidine monophosphate

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide	68%

: C13H13N4O9P

: 63-37-6
cytidine monophosphate

: P1-uridine-P2-cytidine-5’-diphosphate disodium

Conditions

Conditions	Yield
In acetonitrile for 2h;	67%

: 63-37-6
cytidine monophosphate

: 63413-46-7
cytidine 5'-monophosphate 2',3'-dialdehyde

Conditions

Conditions	Yield
With sodium iodate In water for 0.333333h;	65.7%

: (C2H5)2SnCl2(phenanthroline)

: 63-37-6
cytidine monophosphate

Et2Sn(1,10-phenanthroline)(cytidine 5'-monophosphate): Et2Sn(1,10-phenanthroline)(cytidine 5'-monophosphate)

Conditions

Conditions	Yield
With sodium hydroxide In water byproducts: HCl; stirring (room temp., 12 h), pH = 6.0 (NaOH, stirring, 48 h); filtration, concn. (low pressure, 50 - 60°C), filtration, washing(ice H2O, MeOH, dry ether), drying (over P2O5, vac.); elem. anal.;	64.5%

: 63-37-6
cytidine monophosphate

: 68521-86-8
cytidine 5'-fluorophosphate

Conditions

Conditions	Yield
With tributyl-amine; 4 A molecular sieve; 2,4-Dinitrofluorobenzene In N,N-dimethyl-formamide for 48h; Ambient temperature;	54.6%
With potassium fluoride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In water

: 63-37-6
cytidine monophosphate

: 47221-58-9
5-chlorocytidine monophosphate

Conditions

Conditions	Yield
With ammonium nitrate; N-chloro-succinimide In acetic acid at 40℃; for 10h;	54%

: 63-37-6
cytidine monophosphate

: 75-03-6
ethyl iodide

A: 50270-91-2
3'-O-Ethylcytidine-5'-monophosphate

B: 145249-92-9
2'-O-Ethylcytidine-5'-monophosphate disodium salt

C: 50270-90-1
O2',O3'-diethyl-[5']cytidylic acid

Conditions

Conditions	Yield
With sodium hydroxide In 1,4-dioxane for 3h; Ambient temperature;	A 5.7% B 51.7% C 21.1%
With sodium hydroxide In 1,4-dioxane for 3h; Ambient temperature;	A 5.7% B 51.7% C 21.1%

...Expand

: 3608-75-1
pyridine-2-carbaldehyde thiosemicarbazone

: copper(II) perchlorate hexahydrate

: 63-37-6
cytidine monophosphate

: 2C7H7N4S(1-)*H2O*2Cu(2+)*ClO4(1-)*C9H13N3O8P(1-)

Conditions

Conditions	Yield
Stage #1: pyridine-2-carbaldehyde thiosemicarbazone; copper(II) perchlorate hexahydrate In water for 0.5h; Stage #2: cytidine monophosphate With sodium hydroxide In water for 1h; pH=6;	51%

...Expand

: 2-hydroxyethylphosphonate

: 63-37-6
cytidine monophosphate

: C11H17N3O11P2(2-)

Conditions

Conditions	Yield
Stage #1: cytidine monophosphate With triethylamine; 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide at 20℃; Stage #2: 2-hydroxyethylphosphonate In N,N-dimethyl-formamide at 20℃; for 48h;	51%

: 63-37-6
cytidine monophosphate

: 65-47-4
cytidine triphosphate

Conditions

Conditions	Yield
enzymatic synthesis (adenylate kinase, pyruvate kinase);	50%
With adenylate kinase in ammonium sulfate; potassium salt of phosphophenolpyruvate; 2-hydroxyethanethiol Ambient temperature; pH 8.5; Yield given;
With inorganic polyphosphate; tris hydrochloride; magnesium chloride; CMP kinase In various solvent(s) at 37℃; pH=8.0; Product distribution; Further Variations:; reaction times; Enzymatic reaction;
With hydrogenchloride; ethylenediaminetetraacetic acid; piruvate kinase; T5 bacteriophage deoxynucleoside monophosphate kinase; potassium chloride; ATP; NADH; magnesium chloride; lactate dehydrogenase at 25℃; pH=7.5; Kinetics; Tris-HCl buffer; Enzymatic reaction;

: 63-37-6
cytidine monophosphate

: 4181-56-0
5-bromocytidine-5'-monophosphate

Conditions

Conditions	Yield
With ammonium nitrate; N-Bromosuccinimide In acetic acid at 40℃; for 10h;	50%

: 63-37-6
cytidine monophosphate

: 101-48-4
phenylacetaldehyde dimethyl acetal

: sodium ((3aS,4R,6R,6aS)-6-(4-amino-2-oxopyrimidin-1(2H)-yl)-2-benzyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyldihydrogen phosphate

Conditions

Conditions	Yield
In formic acid at 20℃;	49%

: 2-hydroxypropylphosphonate

: 63-37-6
cytidine monophosphate

: C12H19N3O11P2(2-)

Conditions

Conditions	Yield
Stage #1: cytidine monophosphate With triethylamine; 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide at 20℃; Stage #2: 2-hydroxypropylphosphonate In N,N-dimethyl-formamide at 20℃; for 48h;	40%

: 63-37-6
cytidine monophosphate

: 74-88-4
methyl iodide

A: 51785-60-5
2',3'-Di-O-methylcytidine 5'-monophosphate

B: 145249-91-8
3'-O-Methylcytidine 5'-monophosphate disodium salt

C: 35470-27-0
N3-Methylcytidine 5'-monophosphate

D: 18422-43-0
2′-O-methylcytidine-5′-phosphate

Conditions

Conditions	Yield
With sodium hydroxide In 1,4-dioxane for 3h; Ambient temperature; other alkyl iodides;	A 19.1% B 11.5% C 18.8% D 38.3%
With sodium hydroxide In 1,4-dioxane for 3h; Ambient temperature;	A 19.1% B 11.5% C 18.8% D 38.3%

...Expand

: 63-37-6
cytidine monophosphate

: 107-08-4
1-iodo-propane

A: 145249-95-2
2-O-n-Propylcytidine-5'-monophosphate monosodium salt

B: 145249-94-1
2,3-Di-O-n-propylcytidine-5'-monophosphate monosodium salt

C: 145249-93-0
N3,2'-O-Di-n-propylcytidine-5'-monophosphate monosodium salt

Conditions

Conditions	Yield
With sodium hydroxide In 1,4-dioxane at 70℃; for 3h;	A 38.1% B 13.7% C 7.6%

...Expand

: 63-37-6
cytidine monophosphate

: 402789-43-9
(7-diethylaminocoumarin-4-yl)methyl phosphate

: P2-(7-diethylaminocoumarin-4-yl)methyl cytidine 5'-diphosphate

Conditions

Conditions	Yield
Stage #1: cytidine monophosphate With Tri-n-octylamine In toluene at 100℃; Stage #2: With 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide at 20℃; Stage #3: (7-diethylaminocoumarin-4-yl)methyl phosphate In N,N-dimethyl-formamide at 20℃; for 264h;	34%

: 63-37-6
cytidine monophosphate

A: 63-38-7
cytidine diphosphate

B: 65-47-4
cytidine triphosphate

Conditions

Conditions	Yield
With phosphorotriimidazolide; magnesium chloride at 22℃; for 72h; N-ethylmorpholine buffer (pH 7.0);	A 25% B 33%

: 63-37-6
cytidine monophosphate

: 50-07-7
mitomycin C

: 132019-17-1
2,7-diaminomitosene 1-cytidilate

Conditions

Conditions	Yield
In N,N-dimethyl-formamide for 0.5h; Heating;	27%

: copper(II) perchlorate hexahydrate

: 6839-88-9
pyridine-2-formaldehyde N4-methyl thiosemicarbazone

: 63-37-6
cytidine monophosphate

: 2C8H9N4S(1-)*4H2O*2Cu(2+)*ClO4(1-)*C9H13N3O8P(1-)

Conditions

Conditions	Yield
Stage #1: copper(II) perchlorate hexahydrate; pyridine-2-formaldehyde N4-methyl thiosemicarbazone In water for 0.5h; Stage #2: cytidine monophosphate With sodium hydroxide In water for 1h; pH=6;	18%

...Expand

: 6813-81-6, 14120-72-0, 19342-33-7, 21646-00-4, 82349-00-6, 99395-98-9, 99395-99-0, 99396-00-6, 102734-10-1, 489-46-3, 140671-47-2, 140850-42-6, 140850-43-7, 140850-44-8, 145375-13-9
N-acetyl neuraminic acid

: 63-37-6
cytidine monophosphate

: 3063-71-6
cytidine-5'-monophosphono-N-acetylneuraminic acid

Conditions

Conditions	Yield
enzymatic synthesis (cytidine 5'-monophosphosialate synthase, inorganic pyrophosphatase);	15.2%
With phosphoenolpyruvic acid Ambient temperature; ATP, pyruvate kinase, myokinase, inorganic phosphatase, N-acetylneuraminic acid aldolase, CMP-sialic acid synthetase HEPES buffer, pH 7.5;

Cytidylic acid Consensus Reports

Reported in EPA TSCA Inventory.

Cytidylic acid Specification

The 5'-Cytidylic acid, with the CAS registry number 63-37-6 and EINECS registry number 200-556-6, is also known as CMP. It is a kind of white crystalline powder, and belongs to the following product categories: Pharmaceutical Intermediates; Nucleotides and Nucleic Acids; Heterocyclic Compounds; Biochemistry; Nucleosides, Nucleotides & Related Reagents; Nucleotides and their analogs. And the molecular formula of the chemical is C₉H₁₄N₃O₈P. What's more, while dealing with this chemical, you should avoid contacting with skin and eyes. It is always used as material and intermediate to produce Nucleotides and Nucleic Acids, and it is also used as food additive and pharmaceutical material.

It is a nucleotide which can be found in RNA. It is an ester of phosphoric acid with the nucleoside cytidine. And it consists of the phosphate group, the pentose sugar ribose, and the nucleobase cytosine; hence, a ribonucleoside monophosphate. What's more, it can be phosphorylated to Cytidine diphosphate by the enzyme CMP kinase, with Adenosine triphosphate or guanine triphosphate donating the phosphate group.

The physical properties of 5'-Cytidylic acid are as followings: (1)# of Rule of 5 Violations: 2; (2)ACD/BCF (pH 5.5): 1; (3)ACD/BCF (pH 7.4): 1; (4)ACD/KOC (pH 5.5): 1; (5)ACD/KOC (pH 7.4): 1; (6)#H bond acceptors: 11; (7)#H bond donors: 6; (8)#Freely Rotating Bonds: 6; (9)Polar Surface Area: 184.95 Å²; (10)Index of Refraction: 1.775; (11)Molar Refractivity: 62.593 cm³; (12)Molar Volume: 149.953 cm³; (13)Polarizability: 24.814×10^-24cm³; (14)Surface Tension: 121.559 dyne/cm; (15)Density: 2.155 g/cm³; (16)Flash Point: 363.893 °C; (17)Enthalpy of Vaporization: 113.869 kJ/mol; (18)Boiling Point: 678.086 °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]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)O)O)O
(2)InChI: InChI=1/C9H14N3O8P/c10-5-1-2-12(9(15)11-5)8-7(14)6(13)4(20-8)3-19-21(16,17)18/h1-2,4,6-8,13-14H,3H2,(H2,10,11,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1
(3)InChIKey: IERHLVCPSMICTF-XVFCMESIBY

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD	intraperitoneal	> 1gm/kg (1000mg/kg)		Annals of the New York Academy of Sciences. Vol. 60, Pg. 251, 1954.

Product Name

Cytidylic acid

Synthetic route

Cytidylic acid Consensus Reports

Cytidylic acid Specification

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