ChemicalBook > CAS DataBase List > 3-deazaneplanocin

3-deazaneplanocin

Product Name
3-deazaneplanocin
CAS No.
102052-95-9
Chemical Name
3-deazaneplanocin
Synonyms
CS-825;NSC 617989;3-deazaneplanocin;3-deazaneplanocin(DzNep);3-Deazaneplanocin A (DZNeP);3-Deazaneplanocin A HCl salt;3-Deazaneplanocin A ?iDZNep?j;3-Deazaneplanocin hydrochloride - Technical;NSC 617989 3-deazaneplanocin(DzNep);InSolution EZH2 Inhibitor, DZNep - CAS 102052-95-9 - Calbiochem
CBNumber
CB81351095
Molecular Formula
C12H14N4O3
Formula Weight
262.26
MOL File
102052-95-9.mol
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3-deazaneplanocin Property

Boiling point:
624.1±65.0 °C(Predicted)
Density 
1.75
storage temp. 
= -70C
solubility 
Soluble in DMSO (up to 20 mg/ml)
form 
Liquid
pka
13.52±0.70(Predicted)
color 
Beige
Water Solubility 
Soluble in Water
Stability:
Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 1 month.
InChI
InChI=1S/C12H14N4O3/c13-12-9-7(1-2-14-12)16(5-15-9)8-3-6(4-17)10(18)11(8)19/h1-3,5,8,10-11,17-19H,4H2,(H2,13,14)/t8-,10-,11+/m1/s1
InChIKey
OMKHWTRUYNAGFG-IEBDPFPHSA-N
SMILES
[C@H]1(O)[C@H](N2C3C=CN=C(N)C=3N=C2)C=C(CO)[C@H]1O
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious 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.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P330Rinse mouth.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
5.06069
Product name
InSolution EZH2 Inhibitor, DZNep - CAS 102052-95-9 - Calbiochem
Packaging
1mg
Price
$181
Updated
2025/07/31
Cayman Chemical
Product number
13828
Product name
3-Deazaneplanocin A
Purity
≥97%
Packaging
500μg
Price
$97
Updated
2024/03/01
Cayman Chemical
Product number
13828
Product name
3-Deazaneplanocin A
Purity
≥97%
Packaging
1mg
Price
$175
Updated
2024/03/01
Cayman Chemical
Product number
13828
Product name
3-Deazaneplanocin A
Purity
≥97%
Packaging
5mg
Price
$480
Updated
2024/03/01
Cayman Chemical
Product number
13828
Product name
3-Deazaneplanocin A
Purity
≥97%
Packaging
10mg
Price
$692
Updated
2024/03/01
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3-deazaneplanocin Chemical Properties,Usage,Production

Description

DZNep (102052-95-9) is a potent histone methyltransferase inhibitor which decreases global histone methylation.1?Inhibits trimethylation of H3K27 and H4K20?in vitro.1?Selectively induces apoptosis in multiple cancer cell lines with no effect on normal cells.2?DZNep may be used in cocktails to chemically induce pluripotent stem cells (CiPSCs) from somatic cells.3?Enhances angiogenesis in a mouse model of limb ischemia.4

General Description

A cell-permeable compound that is shown (at 1 μM concentrations) to inhibit EZH2-mediated trimethylation of K27 on histone H3 and induces the expression of cell-cycle regulatory genes, p21 and p27, as well as the cell death regulator, FBXO32, in OCI-AML3 and HL-60 cells, whereby treatment with inhibitor increases p16 levels in the former, but not the latter of the two cultures. At concentrations between 200 nm and 2000 nM, this compound is found to dose-dependently deplete the expression of polycomb group proteins EZH2, SUZ12, and EED in cultured and primary AML cell extracts. At concentrations up to ≥ 1000 nM, DZNep dose-dependently increases the percentage of apoptotic cells up to > ~ 38%, with greater potency against OCI-AML3 than HL-60 cultures and inhibits colony growth up to > ~ 85% for both cell lines. In OCI-AML3 cultures, 1000 nM of treatment demonstrates a significant increase in the accumulation of cells in the G0/G1 phase (58.5%) with a concomitant decrease in the number of cells in S phase (35.2%) and G2/M phases (6.3%) of the cell cycle. When co-treated with panobinostat (PS), 200 nM to 1000nM DZNep is shown to decrease cell viability in OCI-AML3 and HL-60 cultures more effectively than DZNep alone, in a dose-dependent manner. DZNep (1mg/kg, twice per week, i.p.) and PS significantly prolong the survival of mice implanted with HL-60 cells compared to treatment with either compound alone. DZNep is also a known S-adenosyl-L-homocysteine (AdoHcy) hydrolase inhibitor.

Biochem/physiol Actions

Cell permeable: yes

target

S-adenosylhomocysteine hydrolase

References

[1] TINA BRANSCOMBE MIRANDA. DZNep is a global histone methylation inhibitor that reactivates developmental genes not silenced by DNA methylation.[J]. Molecular Cancer Therapeutics, 2009, 8 6: 1579-1588. DOI:10.1158/1535-7163.mct-09-0013
[2] JING TAN. Pharmacologic disruption of Polycomb-repressive complex 2-mediated gene repression selectively induces apoptosis in cancer cells.[J]. Genes & development, 2007, 21 9: 1050-1063. DOI:10.1101/gad.1524107
[3] PINGPING HOU. Pluripotent Stem Cells Induced from Mouse Somatic Cells by Small-Molecule Compounds[J]. Science, 2013, 341 6146. DOI:10.1126/science.1239278
[4] TIJANA MITIĆ. EZH2 modulates angiogenesis in vitro and in a mouse model of limb ischemia.[J]. Molecular Therapy, 2015, 23 1: 32-42. DOI:10.1038/mt.2014.163

3-deazaneplanocin Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 3-deazaneplanocin manufacturers

Zhuozhou Wenxi import and Export Co., Ltd
Product
3-Deazaneplanocin A 102052-95-9
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-10
Zhuozhou Wenxi import and Export Co., Ltd
Product
3-Deazaneplanocin A 102052-95-9
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-08

102052-95-9, 3-deazaneplanocinRelated Search:


  • 3-deazaneplanocin
  • 3-Deazaneplanocin A ?iDZNep?j
  • CS-825
  • InSolution EZH2 Inhibitor, DZNep - CAS 102052-95-9 - Calbiochem
  • NSC 617989 3-deazaneplanocin(DzNep)
  • 3-Cyclopentene-1,2-diol,5-(4-amino-1H-imidazo[4,5-c]pyridin-1-yl)-3-(hydroxymethyl)-, (1S,2R,5R)-
  • (1R,4R,5S)-4-(5-amino-4,7,9-triazabicyclo[4.3.0]nona-2,4,7,10-tetraen-9-yl)-2-(hydroxymethyl)cyclopent-2-ene-1,5-diol
  • (1S,2R,5R)-5-(4-Amino-1H-imidazo[4,5-c]pyridin-1-yl)-3-(hydroxymethyl)-3-cyclopentene-1,2-diol
  • 3-Deazaneplanocin A (DZNeP)
  • 3-deazaneplanocin(DzNep)
  • NSC 617989
  • (1S,2R,5R)-5-(4-amino-1H-imidazo[4,5-c]pyridin-1-yl)-3-(hydroxymethyl)cyclopent-3-ene-1,2-diol
  • (1S,2R,5R)-5-(4-aMino-1H-iMidazo[4,5-c]pyridin-1-yl)-3-(hydroxyM
  • 3-Deazaneplanocin A HCl salt
  • 3-Deazaneplanocin hydrochloride - Technical
  • 102052-95-9
  • Inhibitors
  • Epigenetics
  • Other APIs