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Chemical Structure| 132-32-1 Chemical Structure| 132-32-1
Chemical Structure| 132-32-1

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3-Amino-9-ethylcarbazole is an oxidizable substrate that undergoes oxidation in the presence of peroxidases (such as HRP), forming colored or fluorescent products.

Synonyms: AEC

4.5 *For Research Use Only !

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Product Citations

Product Citations

Boyao Zhang ; George-Eugen Maftei ; Bartosz Bartmanski ; Michael Zimmermann ;

Abstract: Organic carcinogens, in particular DNA-reactive compounds, contribute to the irreversible initiation step of tumorigenesis through introduction of genomic instability. Although carcinogen bioactivation and detoxification by human enzymes has been extensively studied, carcinogen biotransformation by human-associated bacteria, the microbiota, has not yet been systematically investigated. We tested the biotransformation of 68 mutagenic carcinogens by 34 bacterial species representative for the upper and lower human gastrointestinal tract and found that the majority (41) of the tested carcinogens undergo bacterial biotransformation. To assess the functional consequences of microbial carcinogen metabolism, we developed a pipeline to couple gut bacterial carcinogen biotransformation assays with Ames mutagenicity testing and liver biotransformation experiments. This revealed a bidirectional crosstalk between gut microbiota and host carcinogen metabolism, which we validated in gnotobiotic mouse models. Overall, the systematic assessment of gut microbiota carcinogen biotransformation and its interplay with host metabolism highlights the gut microbiome as an important modulator of exposome-induced tumorigenesis.

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Product Details of 3-Amino-9-ethylcarbazole

CAS No. :132-32-1
Formula : C14H14N2
M.W : 210.27
SMILES Code : NC1=CC2=C(C=C1)N(CC)C3=C2C=CC=C3
Synonyms :
AEC
MDL No. :MFCD00004964
InChI Key :OXEUETBFKVCRNP-UHFFFAOYSA-N
Pubchem ID :8588

Safety of 3-Amino-9-ethylcarbazole

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H301-H350
Precautionary Statements:P501-P270-P202-P201-P264-P280-P308+P313-P301+P310+P330-P405
Class:6.1
UN#:2811
Packing Group:

Application In Synthesis of 3-Amino-9-ethylcarbazole

* 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 [ 132-32-1 ]

[ 132-32-1 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 132-32-1 ]
  • [ 13421-00-6 ]
  • [ 1185288-09-8 ]
  • 2
  • [ 132-32-1 ]
  • [ 19230-50-3 ]
  • [ 1185288-11-2 ]
  • 3
  • [ 2631-77-8 ]
  • [ 132-32-1 ]
  • (E)-2-(((9-ethyl-9H-carabazol-3-yl)imino)methyl)-4,6-diiodophenol [ No CAS ]
YieldReaction ConditionsOperation in experiment
90% With acetic acid; In ethanol; for 8h;Reflux; 3,5-diiodo salicylaldehyde (0.2 g, 1equi.), 3-amino 9-ethyl carbazole (0.13 g, 1.2 equi.) ethanol (10 mL) and a catalytic amount ofacetic acid was added in a 50 mL round bottomed flask [Scheme 1]. Then, the reaction mixture was allowed to reflux for 8 h and orange precipitate was obtained. The resulting precipitate was filtered,washed with ethanol and allowed to dry. Lastly, orange solid was obtained. Yield is 90%. The melting point is 255-258 C. The structure of CS was further confirmed by 1H, 13C NMR and HR-MS analysis.1H NMR (300 MHz, DMSO) d: 15.42 (s, 1H), 9.08 (s, 1H), 8.40(s, 1H), 8.20 (d, J = 7.8 Hz, 1H), 8.12 (s, 1H), 7.99 (s, 1H), 7.77-7.62 (m, 3H), 7.51(t, J = 7.7 Hz, 1H), 7.26 (t, J = 7.3 Hz, 1H), 4.49 (q,J = 6.9 Hz, 2H), 1.34 (t, J = 7.0 Hz, 3H). 13C NMR (100 MHz, DMSO)d: 13.03 (Cj), 47.05 (Ci), 108.07 (Cu), 108.77 (Cb), 109.30 (Cf, Cg andCn), 117.47 (Cl and Cq), 118.44 (Co, Cm and Cs), 120.72 (Cr and Cp),123.33 (Ch), 123.99 (Ck), 125.71 (Ce and Ct), 134.75 (Ca), 140.82(Cc), 142.82 (Cd). HR-MS m/z: Calculated for C21H16I2N2O:565.9352; found 565.9351.
 

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