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ChemicalBook >  Product Catalog >  Organic Chemistry >  Spirocyclic Compounds >  1,3-DIAZA-SPIRO[4.4]NONANE-2,4-DIONE

1,3-DIAZA-SPIRO[4.4]NONANE-2,4-DIONE

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1,3-DIAZA-SPIRO[4.4]NONANE-2,4-DIONE Basic information

Product Name:
1,3-DIAZA-SPIRO[4.4]NONANE-2,4-DIONE
Synonyms:
  • 5,5’-cyclopentanespirohydantoin
  • 5,5-tetramethylenespirohydantoin
  • ba2839
  • 5,5-TETRAMETHYLENEHYDANTOIN
  • 1,3-DIAZA-SPIRO[4.4]NONANE-2,4-DIONE
  • 1,3-diazaspiro[4.4]nonane-2,4-quinone
  • Hydantoin-5-spirocyclopentane
  • NSC 1024
CAS:
699-51-4
MF:
C7H10N2O2
MW:
154.17
Mol File:
699-51-4.mol
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1,3-DIAZA-SPIRO[4.4]NONANE-2,4-DIONE Chemical Properties

Melting point:
204-205℃
Density 
1.31
storage temp. 
2-8°C
solubility 
DMSO: 2 mg/mL, clear
form 
powder
pka
10.46±0.20(Predicted)
color 
white to beige
Appearance
White to off-white Solid
InChI
InChI=1S/C7H10N2O2/c10-5-7(3-1-2-4-7)9-6(11)8-5/h1-4H2,(H2,8,9,10,11)
InChIKey
JTTFXYHJDZZDQK-UHFFFAOYSA-N
SMILES
N1C2(CCCC2)C(=O)NC1=O
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Safety Information

HS Code 
2933998090
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1,3-DIAZA-SPIRO[4.4]NONANE-2,4-DIONE Usage And Synthesis

Uses

Non-toxic spiro-hydantoin, reverses plant vernalization epigenetically by reducing H3K27me3 at FLC, enabling heat-free control over flowering time.
DVR06, identified in Arabidopsis thaliana, induces devernalization, reversing the vernalized state at ambient temperatures. Its core function is reactivating the floral repressor FLC within the nucleus, notably in vascular and meristematic tissues. Mechanistically, DVR06 reduces repressive H3K27me3 histone methylation at the FLC locus and other genomic sites, while leaving active H3K4me3 marks unchanged. This epigenetic modulation delays flowering time and enhances vegetative growth. Possessing low toxicity and key hydantoin/spiro pharmacophores, DVR06 serves as a valuable chemical probe for epigenetic memory and holds potential for agricultural control over plant life cycles.

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