What is the ZEBULARINE?

ZEBULARINE is solid, while it's Molecular Formula is C 9 H 12 N 2 O 5 . solid It is a cytidine analogue, cytidine deaminase inhibitor, and DNA demethylating agent

What is the CAS number for ZEBULARINE?

The CAS number of ZEBULARINE is 3690-10-6.

What is ZEBULARINE (3690-10-6) used for?

Zebularine (3690-10-6) is an orally active DNA methyltransferase inhibitor. Inhibits tumor cell proliferation (IC50 = 120 μM) and re-activates silenced genes in T24 bladder carcinoma cells. Zebularine inhibits cytidine deaminase (Ki ~ 2 μM and; induces differentiation of mesenchymal stem cells into cardiomyocytes.InChI:InChI=1/C9H12N2O5/c12-4-5-6(13)7(14)8(16-5)11-3-1-2-10-9(11)15/h1-3,5-8,12-14H,4H2/t5-,6-,7-,8-/m1/s1

What is the ZEBULARINE?

ZEBULARINE is solid, while it's Molecular Formula is C 9 H 12 N 2 O 5 . solid It is a cytidine analogue, cytidine deaminase inhibitor, and DNA demethylating agent

What is the CAS number for ZEBULARINE?

The CAS number of ZEBULARINE is 3690-10-6.

What is ZEBULARINE (3690-10-6) used for?

Zebularine (3690-10-6) is an orally active DNA methyltransferase inhibitor. Inhibits tumor cell proliferation (IC50 = 120 μM) and re-activates silenced genes in T24 bladder carcinoma cells. Zebularine inhibits cytidine deaminase (Ki ~ 2 μM and; induces differentiation of mesenchymal stem cells into cardiomyocytes.InChI:InChI=1/C9H12N2O5/c12-4-5-6(13)7(14)8(16-5)11-3-1-2-10-9(11)15/h1-3,5-8,12-14H,4H2/t5-,6-,7-,8-/m1/s1

Product classification

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3690-10-6

Product Name:ZEBULARINE
Molecular Formula:C₉H₁₂N₂O₅
Molecular Weight:228.205
Appearance:solid

Inquiry

Product Details

pd_meltingpoint:160-162?C

Appearance:solid

Purity:99%

Quality Factory Supply 99% Pure ZEBULARINE 3690-10-6 with Efficient Delivery

Molecular Formula:C₉H₁₂N₂O₅
Molecular Weight:228.205
Appearance/Colour:solid
Vapor Pressure:4.75E-12mmHg at 25°C
Melting Point:160-162?C
Refractive Index:1.697
Boiling Point:499 °C at 760 mmHg
PKA:13.48±0.70(Predicted)
Flash Point:255.6 °C
PSA：104.81000
Density:1.73 g/cm³
LogP:-2.14520

ZEBULARINE(Cas 3690-10-6) Usage

Biological Activity	Orally active DNA methyltransferase inhibitor. Inhibits tumor cell proliferation (IC 50 = 120 μ M) and re-activates silenced genes in T24 bladder carcinoma cells. Also inhibits cytidine deaminase (K i ~ 2 μ M).
Biochem/physiol Actions	Zebularine is a cytidine analogue, cytidine deaminase inhibitor, and DNA demethylating agent.

InChI:InChI=1/C9H12N2O5/c12-4-5-6(13)7(14)8(16-5)11-3-1-2-10-9(11)15/h1-3,5-8,12-14H,4H2/t5-,6-,7-,8-/m1/s1

3690-10-6 Relevant articles

MUTUAL PRODRUG COMPRISING SHORT CHAIN FATTY ACIDS AND ZEBULARINE OR 1'-CYANO-CYTARABINE FOR CANCER TREATMENT

-

Page/Page column 21; 22, (2015/06/03)

The present invention provides mutual pr...

Evaluation of α-pyrones and pyrimidones as photoaffinity probes for affinity-based protein profiling

Battenberg, Oliver A.,Nodwell, Matthew B.,Sieber, Stephan A.

, p. 6075 - 6087 (2011/10/09)

α-Pyrones and pyrimidones are common str...

Formation of a β-pyrimidine nucleoside by a free pyrimidine base and ribose in a plausible prebiotic reaction

Bean, Heather D.,Sheng, Yinghong,Collins, James P.,Anet, Frank A. L.,Leszczynski, Jerzy,Hud, Nicholas V.

, p. 9556 - 9557 (2008/02/11)

The problem of β-nucleoside formation un...

Incorporation of a fluorescent nucleotide into oligoribonucleotides

Adams, Chris J.,Murray, James B.,Arnold, John R.P.,Stockley, Peter G.

, p. 1597 - 1600 (2007/10/02)

The fluorescent nucleoside 2-pyrimidinon...

3690-10-6 Process route

: 52523-24-7
(2R,3R,4R,5R)-2-((benzoyloxy)methyl)-5-(2-oxopyrimidin-1(2H)-yl)tetrahydrofuran-3,4-diyl dibenzoate

: 3690-10-6,6710-48-1,6880-76-8,39598-12-4,63527-47-9,65025-03-8,65025-05-0
Zebularine

Conditions

Conditions	Yield
With ammonia; In methanol; at 0 - 25 ℃;	94%
With ammonia; In methanol;	90%
With ammonia; In methanol; at 0 ℃; for 15h;	87%
With ammonia; In methanol; at 4 ℃; for 24h;	62%

: 3690-10-6,6710-48-1,6880-76-8,39598-12-4,63527-47-9,65025-03-8,65025-05-0
Zebularine

Conditions

Conditions	Yield
3-<2,3,5-Tri-O-benzoyl-ribofuranosyl>-2-oxo-2,3-dihydro-pyrimidin, methanol. NH3 (bei 0grad gesaettigt) <10-15grad; 22h; Druck>;
1-(Tri-O-benzoyl-β-D-ribofuranosyl)-pyrimidon-2 IV;
3-<2'3'5'-Tri-O-benzoyl-ribofuranosyl>-2-oxo-2,3-dihydro-pyrimidin (VI), methanol. NH3 (bei 0grad gesaettigt) <50h; 5-15grad>;
1-O-Acetyl-2,3,5-tri-O-benzoyl-β-ribofuranosid, Chlor-mercuripyrimidinon-2;
4-Thiouridin, Raney-Ni; (Red.);
Tribenzoyl-Pyrimidinon Vb, NaOMe, Ionenaustauscher;

3690-10-6 Upstream products

52523-24-7
(2R,3R,4R,5R)-2-((benzoyloxy)methyl)-5-(2-oxopyrimidin-1(2H)-yl)tetrahydrofuran-3,4-diyl dibenzoate
557-01-7
Pyrimidin-2(1H)-one
50-69-1
D-ribose
6974-32-9
1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose

3690-10-6 Downstream products

557-01-7
Pyrimidin-2(1H)-one
50-69-1
D-ribose
155831-90-6
Diisopropyl-phosphoramidous acid (2R,3R,4R,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-5-(2-oxo-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester
170660-44-3
2-pyrimidinone-1-β-D-(2'-O-t-butyldimethylsilyl-5'-O-dimethoxytritylriboside)

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