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ZEBULARINE

ZEBULARINE structure

CAS No.: 3690-10-6

Chemical Name:: ZEBULARINE

Synonyms: 1-(β-d-ribofuranosyl)-1,2-dihydropyrimidin-2-one;1-(β-d-ribofuranosyl)-1,2-dihydropyrimidin-2-one;NSC 309132;4-Deoyuridine;4-Deoxyuridine;Zebularine Zebularine;Zebularine (NSC309132;NSC309132;4-DEOXYURIDINE;4-Deoyuridine,Zebularine;Zebularine, 10 mM in DMSO

CBNumber:: CB4497499

Molecular Formula:: C9H12N2O5

Molecular Weight:: 228.2

MDL Number:: MFCD04973699

MOL File:: 3690-10-6.mol

MSDS File:: SDS

TDS File:: TDS

Last updated:2026-06-15 22:31:22

Product description	Number	Pack Size	Price
Zebularine	691400	10mg	$238
Zebularine	691400	25mg	$523
Zebularine >98.0%(HPLC)(T)	Z0022	200mg	$183
Zebularine >98.0%(HPLC)(T)	Z0022	1g	$542
Zebularine ≥98%	10975	1mg	$29

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ZEBULARINE Properties

Melting point	160-162C
Boiling point	499.0±55.0 °C(Predicted)
Density	1.73±0.1 g/cm3(Predicted)
storage temp.	2-8°C
solubility	DMSO: 16 mg/mL, soluble
form	solid
pka	13.48±0.70(Predicted)
color	White
Stability	Stable for 2 years from date of purchase as supplied. Solutions in DMSO or distilled water may be stored at -20° for up to 1 month.
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-/s3
InChIKey	RPQZTTQVRYEKCR-WCTZXXKLSA-N
SMILES	N1(C=CC=NC1=O)[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O \|&1:7,9,12,14,r\|
FDA UNII	7A9Y5SX0GY
UNSPSC Code	12352203
NACRES	NA.77

SAFETY

Risk and Safety Statements

Symbol(GHS)	GHS07
Signal word	Warning
Hazard statements	H302-H315-H320-H335
Precautionary statements	P264-P270-P301+P312-P330
PPE	Eyeshields, Gloves, type N95 (US)
WGK Germany	3
RTECS	UW7539720
HS Code	2934999090
Storage Class	11 - Combustible Solids

ZEBULARINE price More Price(88)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Sigma-Aldrich	691400	Zebularine	3690-10-6	10mg	$238	2026-04-30	Buy
Sigma-Aldrich	691400	Zebularine	3690-10-6	25mg	$523	2026-04-30	Buy
TCI Chemical	Z0022	Zebularine >98.0%(HPLC)(T)	3690-10-6	200mg	$183	2026-04-30	Buy
TCI Chemical	Z0022	Zebularine >98.0%(HPLC)(T)	3690-10-6	1g	$542	2026-04-30	Buy
Cayman Chemical	10975	Zebularine ≥98%	3690-10-6	1mg	$29	2026-04-30	Buy

Product number	Packaging	Price	Buy
691400	10mg	$238	Buy
691400	25mg	$523	Buy
Z0022	200mg	$183	Buy
Z0022	1g	$542	Buy
10975	1mg	$29	Buy

ZEBULARINE Chemical Properties,Uses,Production

Description

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.

Chemical Properties

White Solid

Uses

It is a cytidine analogue, cytidine deaminase inhibitor, and DNA demethylating agent.

Definition

ChEBI: Zebularine is a member of pyrimidine ribonucleosides.

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.

Synthesis

2(1H)-Pyrimidinone, 1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-

52523-24-7

3690-10-6

The general procedure for the synthesis of 1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidin-2(1H)-one from the compound (CAS: 52523-24-7) was as follows: compound 15 (9.5 g, 17.6 mmol) was dissolved in methanol (100 mL) and cooled to 0 °C. To this cooled solution a methanol solution of 7N ammonia (245 mL) was slowly added. The reaction mixture was stirred at 25°C for 24 hours. Upon completion of the reaction, the solvent was removed by evaporation under reduced pressure. The residue was diluted with water and extracted with chloroform. The organic layer was dried with anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (dichloromethane: methanol = 10:1) to afford compound 16 (3.8 g, 94% yield) as a white solid. Its 1H NMR (400 MHz, methanol-d4) data were as follows: δ 8.79 (dd, J = 6.8, 2.8 Hz, 1H), 8.57 (dd, J = 4.0, 2.8 Hz, 1H), 6.58 (dd, J = 6.8, 4.4 Hz, 1H), 5.86 (s, 1H), 4.15-4.10 (m, 3H), 3.98 ( dd, J = 12.4, 2.0 Hz, 1H), 3.79 (dd, J = 12.8, 2.0 Hz, 1H).

storage

Desiccate at RT

References

[1] Patent: WO2015/72784, 2015, A1. Location in patent: Page/Page column 21; 22
[2] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1983, # 1, p. 127 - 130
[3] Tetrahedron Letters, 1994, vol. 35, # 10, p. 1597 - 1600
[4] Journal of Medicinal Chemistry, 1981, vol. 24, # 6, p. 662 - 666

ZEBULARINE Preparation Products And Raw materials

Raw materials

2(1H)-Pyrimidinone, 1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)- Ammonia Methanol

Preparation Products

ZEBULARINE Suppliers

Global( 157)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
Career Henan Chemica Co	+86-0371-86658258 +8613203830695	laboratory@coreychem.com	China	30224	58
Shaanxi Dideu Medichem Co. Ltd	+86-029-81138252 +86-173 9270 1263	1057@dideu.com	China	3958	58
Zhejiang ZETian Fine Chemicals Co. LTD	+8618957127338	stella@zetchem.com	China	2994	58
Shenzhen Nexconn Pharmatechs Ltd	+86-755-89396905 +86-15013857715	admin@nexconn.com	China	10403	58
TargetMol Chemicals Inc.	+1-781-999-5354; +17819995354	marketing@targetmol.com	United States	32466	58
Finetech Industry Limited	+86-27-8746-5837 +8619945049750	info@finetechnology-ind.com	China	9539	58
NewCan Biotech Limited	+86-571-86912261 19975279805	sales@newcanbio.com	China	9985	58
InvivoChem	+1-708-310-1919 +1-13798911105	sales@invivochem.cn	United States	6391	58
Wuhu Nuowei chemistry Co., Ltd.	+86-0553-2911116-802 +86-18055326116	sales1@nuowei-chem.com	China	1627	58
Zibo Hangyu Biotechnology Development Co., Ltd	+86-0533-2185556 +8615965530500	nickzhang@hangyubiotech.com	China	9945	58

Supplier	Advantage
Career Henan Chemica Co	58
Shaanxi Dideu Medichem Co. Ltd	58
Zhejiang ZETian Fine Chemicals Co. LTD	58
Shenzhen Nexconn Pharmatechs Ltd	58
TargetMol Chemicals Inc.	58
Finetech Industry Limited	58
NewCan Biotech Limited	58
InvivoChem	58
Wuhu Nuowei chemistry Co., Ltd.	58
Zibo Hangyu Biotechnology Development Co., Ltd	58

View Lastest Price from ZEBULARINE manufacturers

Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
2026-06-30	4-Deoxyuridine; Zebularine; 3690-10-6		1KG	98%+	20Tons	Shaanxi Dideu New Materials Co. Ltd
2026-06-02	Zebularine 3690-10-6	$38.00-127.00		99.84%	10g	TargetMol Chemicals Inc.
2024-07-20	ZEBULARINE 3690-10-6	$1.00	1Kg	98%	20T	Shaanxi Dideu Medichem Co. Ltd

4-Deoxyuridine; Zebularine;
3690-10-6
98%+
Shaanxi Dideu New Materials Co. Ltd

Zebularine
3690-10-6
$38.00-127.00
99.84%
TargetMol Chemicals Inc.

ZEBULARINE
3690-10-6
$1.00
98%
Shaanxi Dideu Medichem Co. Ltd

ZEBULARINE Spectrum

ZEBULARINE(3690-10-6)¹HNMR

3690-10-6(ZEBULARINE)Related Search:

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