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ZEBULARINE

Product Name
ZEBULARINE
CAS No.
3690-10-6
Chemical Name
ZEBULARINE
Synonyms
NSC 309132;4-Deoyuridine;4-Deoxyuridine;Zebularine Zebularine;Zebularine (NSC309132;NSC309132;4-DEOXYURIDINE;4-Deoyuridine,Zebularine;2-Pyrimidone-1-β-D-riboside;Uridine Impurity 23 (Zebularine);Pyrimidin-2-one -D-Ribofuranoside
CBNumber
CB4497499
Molecular Formula
C9H12N2O5
Formula Weight
228.2
MOL File
3690-10-6.mol
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ZEBULARINE Property

Melting point:
160-162?C
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.
InChIKey
RPQZTTQVRYEKCR-WCTZXXKLSA-N
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Safety

WGK Germany 
3
RTECS 
UW7539720
HS Code 
2934999090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H320Causes eye irritation

H335May cause respiratory irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P330Rinse mouth.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
691400
Product name
Zebularine
Packaging
10mg
Price
$216
Updated
2024/03/01
Sigma-Aldrich
Product number
691400
Product name
Zebularine
Packaging
25mg
Price
$475
Updated
2024/03/01
TCI Chemical
Product number
Z0022
Product name
Zebularine
Purity
>98.0%(HPLC)(T)
Packaging
200mg
Price
$193
Updated
2024/03/01
TCI Chemical
Product number
Z0022
Product name
Zebularine
Purity
>98.0%(HPLC)(T)
Packaging
1g
Price
$571
Updated
2024/03/01
Cayman Chemical
Product number
10975
Product name
Zebularine
Purity
≥98%
Packaging
1mg
Price
$26
Updated
2024/03/01
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ZEBULARINE Chemical Properties,Usage,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.

storage

Desiccate at RT

ZEBULARINE Preparation Products And Raw materials

Raw materials

Preparation Products

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ZEBULARINE Suppliers

Canada 1 China 78 India 3 Japan 1 Switzerland 1 The Netherlands 1 United Kingdom 4 United States 20 Global 109
Zhengzhou Granlen Sciences, ltd.
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3690-10-6, ZEBULARINERelated Search:

5-METHYLCYTIDINE 6-[(3-chloropropyl)amino]-1,3-dimethyluracil URAPIDIL 5-METHYL- Uridine 5''-Monophosphate N,N-Dibutyl-1-butanamine Pseudouridine 6-Chloro-1,3-dimethyl-2,4-(1H,3H)-pyrimidinedione 2-Demethoxy-4-methoxy urapidil Quillaic acid (8α,9β,14β,23S,24R)-11β,23-Dihydroxy-24,25-epoxy-5α-dammar-13(17)-ene-3,16-dione Alisol B acetate SAPONIN, PRACT. FROM QUILLAJA SAPONARIA MOLINA Anisodine hydrobromide velutin Zearalenone Urapidil Impurity 20 2,4(1H,3H)-Pyrimidinedione, 5-[5-O-[(1,1-dimethylethyl)diphenylsilyl]-β-D-ribofuranosyl]- 2,4(1H,3H)-Pyrimidinedione, 1-α-L-arabinofuranosyl- 2,4(1H,3H)-Pyrimidinedione, 1-β-L-arabinofuranosyl-

  • Zebularine - CAS 3690-10-6 - Calbiochem
  • NSC309132;4-DEOXYURIDINE
  • 1-(β-d-ribofuranosyl)-1,2-dihydropyrimidin-2-one
  • pyrimidin-2-one beta-ribofuranoside
  • 1--D-Ribofuranosyl-2(1H)-pyrimidinone
  • 4-Deoxyuridine
  • NSC 309132
  • Pyrimidin-2-one -D-Ribofuranoside
  • 1-(β-D-Ribofuranosyl)-1,2-dihydropyrimidin-2-one, 2-Pyrimidone-1-β-D-riboside
  • 2(1H)-PyriMidinone, 1-b-D-ribofuranosyl-
  • 4-Deoyuridine
  • 1-b-D-ribofuranosyl-2-(1H)-pyriMidinone
  • anticancer drug, DNA Methylation inhibitor
  • 2(1H)-Pyrimidinone, 1-β-D-ribofuranosyl-
  • 2-Pyrimidone-1-β-D-riboside
  • 1-beta-D-Ribofuranosyl-2(1H)-pyrimidinone
  • Pyrimidin-2-one beta-D-ribofuranoside
  • Zebularine Zebularine
  • Uridine Impurity 23 (Zebularine)
  • 4-Deoyuridine, 1-beta-D-ribofuranosyl-2-(1H)-pyrimidinone
  • Zebularine (NSC309132
  • 2-HYDROXY-PYRIMIDINE-1-B-D-RIBOSIDE
  • 1-(β-d-ribofuranosyl)-1,2-dihydropyrimidin-2-one
  • 1-((2R,3R,4S,5R)-3,4-Dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidin-2(1H)-one
  • 1-beta-D-Ribofuranosyl -l ,2-dihydropyrimidin-2-one
  • NSC 309132,NSC-309132,DNMTs,Inhibitor,DNA MTases,Autophagy,Zebularine,DNA Methyltransferase,inhibit
  • 4-Deoyuridine,Zebularine
  • 3690-10-6
  • Carbohydrates & Derivatives
  • Inhibitors
  • Intermediates & Fine Chemicals
  • Pharmaceuticals