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Chemical Structure| 1968-05-4 Chemical Structure| 1968-05-4
Chemical Structure| 1968-05-4

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CAS No.: 1968-05-4

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3,3'-Diindolylmethane is an AR structurally similar androgen receptor antagonist.

Synonyms: DIM; Arundine; HB 236

4.5 *For Research Use Only !

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Product Details of 3,3'-Diindolylmethane

CAS No. :1968-05-4
Formula : C17H14N2
M.W : 246.31
SMILES Code : C1(CC2=CNC3=C2C=CC=C3)=CNC4=C1C=CC=C4
Synonyms :
DIM; Arundine; HB 236
MDL No. :MFCD00195766
InChI Key :VFTRKSBEFQDZKX-UHFFFAOYSA-N
Pubchem ID :3071

Safety of 3,3'-Diindolylmethane

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335-H412
Precautionary Statements:P261-P273-P305+P351+P338

Application In Synthesis of 3,3'-Diindolylmethane

* 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 [ 1968-05-4 ]

[ 1968-05-4 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 700-06-1 ]
  • [ 1968-05-4 ]
YieldReaction ConditionsOperation in experiment
77% With sodium hydroxide; In water; for 1h;Heating / reflux; (a) 3,3'-Diindolylmethane (55). Indole-3-carbinol (54) (1.0 g, 6.79 mmol) in 10% aqueous NaOH solution (100 mL) was refluxed for 1 h. The solution was cooled, neutralized with carbon dioxide and the white precipitate was collected by filtration, which was then crystallized from toluene to yield 55 as a white solid (0.65 g, 77%): 1H NMR (300 MHz, CDCl3) delta 4.26 (s, 2, CH2), 6.94 (m, 2, PyH), 7.11 (m, 2, ArH), 7.21 (m, 2, ArH), 7.36 (m, 2, ArH), 7.64 (m, 2, ArH), 7.86 (br.s, 2, NH).
With sodium hydroxide; In water; for 1h;Reflux; Indole-3-carbinol (1.0 g, 6.79 mmol) in 10% aqueous NaOH solution (100 mL) was refluxed for 1 h. The solution was cooled, neutralized with carbon dioxide and the white precipitate was collected by filtration, which was then crystallized from toluene to yield 3,3'-Diindolylmethane as a white solid (0.65 g, 77%): 1H NMR (300 MHz, CDCl3) delta 4.26 (s, 2, CH2), 6.94 (m, 2, PyH), 7.11 (m, 2, ArH), 7.21 (m, 2, ArH), 7.36 (m, 2, ArH), 7.64 (m, 2, ArH), 7.86 (br. s, 2, NH).
With hydrogen chloride; In d(4)-methanol; for 0.0833333h;Conversion of starting material; OSU- A9 resists acid-catalyzed dimerization. We used a nuclear magnetic resonance (NMR) technique to analyze the chemical stability of OSU-A9 versus indole-3- carbinol in 0.1 N HCl by monitoring changes in the proton signal associated with CH2OH. Individual compounds (20 mg) were dissolved in 1 ml of deuterium-labeled methanol (CD3OD). The NMR spectra revealed signals for the methylene protons (indicated by *) at 4.73 ppm and 4.74 ppm for <strong>[700-06-1]indole-3-carbinol</strong> and OSU-A9, respectively (upper spectra, left and right panels). Addition of 100 mul of 0.1 N deuterium-labeled HCl to <strong>[700-06-1]indole-3-carbinol</strong> resulted in an immediate shift of the CH2 signal from 4.73 ppm to 4.66 ppm (t = 5 min), indicating the chemical transformation of <strong>[700-06-1]indole-3-carbinol</strong> to an acid reaction mixture consisting of DIM and other <n="38"/>oligomeric products. On the other hand, no appreciable change in the spectrum was noted after exposure of OSU- A9 to HCl for up to 8 h, indicating its significantly greater chemical stability.
  • 2
  • glucobrassicin [ No CAS ]
  • [ 700-06-1 ]
  • [ 771-51-7 ]
  • [ 1968-05-4 ]
  • 3
  • glucobrassicin [ No CAS ]
  • [ 700-06-1 ]
  • [ 771-51-7 ]
  • [ 1968-05-4 ]
  • 4
  • [ 700-06-1 ]
  • [ 1968-05-4 ]
  • 5,6,11,12,17,18-hexahydrocyclononane[1,2-b:4,5-b':7,8-b'']triindole [ No CAS ]
  • 5,6,11,12,17,18,23,24-octahydrocyclododeca[1,2-b:4,5-b': 7,8-b":10,11-b'"]tetraindole [ No CAS ]
 

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