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Chemical Structure| 5779-95-3 Chemical Structure| 5779-95-3
Chemical Structure| 5779-95-3

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3,5-Dimethylbenzaldehyde is an aromatic aldehyde commonly used in organic synthesis and the fragrance industry, serving as a building block in chemical synthesis.

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Product Citations

Shifali Shishodia ; Raymundo Nuñez ; Brayden P. Strohmier ; Karina L. Bursch ; Christopher J. Goetz ; Michael D. Olp , et al.

Abstract: PBRM1 is a subunit of the PBAF chromatin remodeling complex that uniquely contains six bromodomains. PBRM1 can operate as a tumor suppressor or tumor promoter. PBRM1 is a tumor promoter in prostate cancer, contributing to migratory and immunosuppressive phenotypes. Selective chemical probes targeting PBRM1 bromodomains are desired to elucidate the association between aberrant PBRM1 chromatin binding and cancer pathogenesis and the contributions of PBRM1 to immunotherapy. Previous PBRM1 inhibitors unselectively bind SMARCA2 and SMARCA4 bromodomains with nanomolar potency. We used our protein-detected NMR screening pipeline to screen 1968 fragments against the second PBRM1 bromodomain, identifying 17 hits with Kd values from 45 μM to >2 mM. Structure–activity relationship studies on the tightest-binding hit resulted in nanomolar inhibitors with selectivity for PBRM1 over SMARCA2 and SMARCA4. These chemical probes inhibit the association of full-length PBRM1 to acetylated histone peptides and selectively inhibit growth of a PBRM1-dependent prostate cancer cell line.

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Product Details of 3,5-Dimethylbenzaldehyde

CAS No. :5779-95-3
Formula : C9H10O
M.W : 134.17
SMILES Code : C1=C(C=C(C)C=C1C)C=O
MDL No. :MFCD00082777
InChI Key :NBEFMISJJNGCIZ-UHFFFAOYSA-N
Pubchem ID :34225

Safety of 3,5-Dimethylbenzaldehyde

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H227-H315-H319-H335
Precautionary Statements:P305+P351+P338

Application In Synthesis of 3,5-Dimethylbenzaldehyde

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 5779-95-3 ]

[ 5779-95-3 ] Synthesis Path-Downstream   1~5

  • 1
  • [ 5779-95-3 ]
  • [ 120-35-4 ]
  • [ 228424-64-4 ]
YieldReaction ConditionsOperation in experiment
Example 218 4-Methoxy-3-(3,5-dimethyl-benzylamino)-N-phenyl-benzamide The title compound has been made using the procedure of Example 50, but using 3-amino-4-methoxy-N-phenyl benzamide and 3,5-dimethylbenzaldehyde as starting materials, which are commercially available from Aldrich or Lancaster; m.p. 168-170 C.
  • 2
  • [ 108-67-8 ]
  • [ 22445-42-7 ]
  • [ 5779-95-3 ]
  • [ 5692-35-3 ]
  • 3
  • [ 108-67-8 ]
  • [ 527-60-6 ]
  • [ 22445-42-7 ]
  • [ 5779-95-3 ]
  • [ 27129-87-9 ]
  • [ 88-05-1 ]
  • 4
  • [ 5779-95-3 ]
  • [ 2734-70-5 ]
  • α,α-bis(4-amino-3,5-dimethoxyphenyl)-1-(3,5-dimethylphenyl)methane [ No CAS ]
YieldReaction ConditionsOperation in experiment
92% With hydrogenchloride; In water; at 35 - 50℃; for 6h;Inert atmosphere; Reflux; Equipped with a mechanical stirrer, a condenser and a nitrogen gas through the mouth of the three-necked flask, were added 61.28g (0.40mol) 2,6- dimethoxy aniline and 135.00mL distilled water, stir under a nitrogen atmosphere.40.50mL slowly added dropwise concentrated hydrochloric acid (37% mass fraction), the temperature of the system was maintained at 35 , then portionwise added 28.14g (0.21mol) 3,5- dimethylbenzaldehyde.System under reflux with vigorous stirring After 6h, the reaction system temperature was lowered to 50 , added in portions with stirring 16.40g sodium hydroxide powder.The solution was subjected to steam distillation, after suction filtration to obtain a solid powder.A solid powder with hot water, and dried dioxane was recrystallized, and dried to give α, α- bis (4-amino-3,5-dimethoxyphenyl) -1- (3 ', 5'-A phenyl) methane solid powder 77.56g (92% yield)
  • 5
  • [ 5779-95-3 ]
  • [ 68176-57-8 ]
  • 5-(tert-butyl)-2-(3,5-dimethylphenyl)-1H-benzo[d]imidazole [ No CAS ]
YieldReaction ConditionsOperation in experiment
60% In ethanol; at 80℃; for 8h; General procedure: ZrO2-Al2O3 solid acid catalytic material was added to the stirred solution of O-phenylenediamines and different substituted aromatic aldehydes in a suitable solvent, and the resulting mixture was heated at a particular temperature and monitored by TLC. After the completion of the reaction, the reaction mixture was cooled and filtered and the residue was washed with ethanol to recover the solid acid catalyst. Filtrate was evaporated in vacuum to get the crude reaction product, which was then purified by silica-gel column chromatography using a suitable mobile phase to separate the desired product. The reaction products were characterized by melting point, 1H NMR and 13C NMR spectroscopy (Bruker, 400 MHz), LC-MS (Varian), and HPLC (Waters) techniques
 

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