Np mrd loader

Showing NP-Card for carbazole (NP0002840)

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Record Information
Version1.0
Created at2020-11-23 19:41:45 UTC
Updated at2021-08-12 19:52:17 UTC
NP-MRD IDNP0002840
Secondary Accession NumbersNone
Natural Product Identification
Common Namecarbazole
Provided ByBMRBBMRB logo
DescriptionCarbazole, also known as 9-azafluorene or dibenzopyrrole, belongs to the class of organic compounds known as carbazoles. Carbazoles are compounds containing a three ring system containing a pyrrole ring fused on either side to a benzene ring. Carbazole is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. carbazole is found in Glycosmis mauritiana and Murraya koenigii. It was first documented in 2008 (PMID: 17984079). Based on a literature review a significant number of articles have been published on Carbazole (PMID: 24390500) (PMID: 34375032) (PMID: 34371402) (PMID: 34366700).
Structure
Thumb
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0002840 (carbazole)


     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    3.6844   -0.2082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2209    1.2184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7537    1.5303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7500    0.4156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2135   -1.0110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6807   -1.3229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.8927    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2135   -1.0110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6807   -1.3229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6844   -0.2082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2209    1.2184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7537    1.5303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7500    0.4156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1517   -0.5200    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2246    2.3331    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2902    2.9569    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1443   -2.7495    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -3.3927    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1443   -2.7495    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1517   -0.5200    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2246    2.3331    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2902    2.9569    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  6  1  1  0
 13  8  1  0
 13  4  1  0
  1 14  1  0
  2 15  1  0
  3 16  1  0
  6 17  1  0
  7 18  1  0
  9 19  1  0
 10 20  1  0
 11 21  1  0
 12 22  1  0
M  END
Download

3D MOL for NP0002840 (carbazole)

NP0002840
     RDKit          3D

 22 24  0  0  0  0  0  0  0  0999 V2000
   -3.3302    0.6820    0.0664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8408    0.7314   -1.2332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4896    0.4778   -1.4596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6489    0.1815   -0.4066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1687    0.1410    0.8712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5070    0.3879    1.1322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1463   -0.1636    1.6719 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0053   -0.3198    0.9624 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3024   -0.6284    1.3066 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2880   -0.7221    0.3546 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0109   -0.5100   -0.9792 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7082   -0.2020   -1.3084 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7051   -0.1035   -0.3665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3865    0.8866    0.1888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4706    0.9608   -2.0865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0519    0.5019   -2.4489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9239    0.3587    2.1287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2241   -0.2665    2.6975 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5403   -0.7980    2.3443 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3260   -0.9670    0.6122 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8126   -0.5930   -1.6955 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4896   -0.0356   -2.3527 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  6  1  1  0
 13  8  1  0
 13  4  1  0
  1 14  1  0
  2 15  1  0
  3 16  1  0
  6 17  1  0
  7 18  1  0
  9 19  1  0
 10 20  1  0
 11 21  1  0
 12 22  1  0
M  END
Download

3D SDF for NP0002840 (carbazole)


     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    3.6844   -0.2082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2209    1.2184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7537    1.5303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7500    0.4156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2135   -1.0110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6807   -1.3229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.8927    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2135   -1.0110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6807   -1.3229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6844   -0.2082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2209    1.2184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7537    1.5303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7500    0.4156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1517   -0.5200    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2246    2.3331    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2902    2.9569    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1443   -2.7495    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -3.3927    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1443   -2.7495    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1517   -0.5200    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2246    2.3331    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2902    2.9569    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  6  1  1  0
 13  8  1  0
 13  4  1  0
  1 14  1  0
  2 15  1  0
  3 16  1  0
  6 17  1  0
  7 18  1  0
  9 19  1  0
 10 20  1  0
 11 21  1  0
 12 22  1  0
M  END
> <DATABASE_ID>
NP0002840

> <DATABASE_NAME>
NP-MRD

> <SMILES>
N1C2=CC=CC=C2C2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C12H9N/c1-3-7-11-9(5-1)10-6-2-4-8-12(10)13-11/h1-8,13H

> <INCHI_KEY>
UJOBWOGCFQCDNV-UHFFFAOYSA-N

> <FORMULA>
C12H9N

> <MOLECULAR_WEIGHT>
167.2066

> <EXACT_MASS>
167.073499293

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
22

> <JCHEM_AVERAGE_POLARIZABILITY>
18.81626700562974

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
9H-carbazole

> <ALOGPS_LOGP>
3.69

> <JCHEM_LOGP>
3.0908856893333327

> <ALOGPS_LOGS>
-3.40

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.973866610582505

> <JCHEM_POLAR_SURFACE_AREA>
15.79

> <JCHEM_REFRACTIVITY>
53.47220000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.69e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
carbazole

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for NP0002840 (carbazole)

NP0002840
     RDKit          3D

 22 24  0  0  0  0  0  0  0  0999 V2000
   -3.3302    0.6820    0.0664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8408    0.7314   -1.2332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4896    0.4778   -1.4596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6489    0.1815   -0.4066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1687    0.1410    0.8712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5070    0.3879    1.1322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1463   -0.1636    1.6719 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0053   -0.3198    0.9624 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3024   -0.6284    1.3066 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2880   -0.7221    0.3546 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0109   -0.5100   -0.9792 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7082   -0.2020   -1.3084 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7051   -0.1035   -0.3665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3865    0.8866    0.1888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4706    0.9608   -2.0865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0519    0.5019   -2.4489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9239    0.3587    2.1287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2241   -0.2665    2.6975 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5403   -0.7980    2.3443 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3260   -0.9670    0.6122 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8126   -0.5930   -1.6955 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4896   -0.0356   -2.3527 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  6  1  1  0
 13  8  1  0
 13  4  1  0
  1 14  1  0
  2 15  1  0
  3 16  1  0
  6 17  1  0
  7 18  1  0
  9 19  1  0
 10 20  1  0
 11 21  1  0
 12 22  1  0
M  END
Download

PDB for NP0002840 (carbazole)

HEADER    PROTEIN                                 27-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-APR-20         0                                  
HETATM    1  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.885   4.915   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.770  -1.334   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.292   4.289   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.770   1.334   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.640   4.010   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.453   2.757   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.770   1.334   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.800   2.478   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.540   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.207   1.852   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0      -3.046   0.320   0.000  0.00  0.00           N+0
CONECT    1    3    5                                                       
CONECT    2    4    6                                                       
CONECT    3    1    7                                                       
CONECT    4    2    8                                                       
CONECT    5    1    9                                                       
CONECT    6    2   10                                                       
CONECT    7    3   11                                                       
CONECT    8    4   12                                                       
CONECT    9    5   10   11                                                  
CONECT   10    6    9   12                                                  
CONECT   11    7    9   13                                                  
CONECT   12    8   10   13                                                  
CONECT   13   11   12                                                       
MASTER        0    0    0    0    0    0    0    0   13    0   30    0
END
Download

3D PDB for NP0002840 (carbazole)

COMPND    NP0002840
HETATM    1  C1  UNL     1      -3.330   0.682   0.066  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.841   0.731  -1.233  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.490   0.478  -1.460  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.649   0.182  -0.407  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.169   0.141   0.871  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.507   0.388   1.132  1.00  0.00           C  
HETATM    7  N1  UNL     1      -0.146  -0.164   1.672  1.00  0.00           N  
HETATM    8  C7  UNL     1       1.005  -0.320   0.962  1.00  0.00           C  
HETATM    9  C8  UNL     1       2.302  -0.628   1.307  1.00  0.00           C  
HETATM   10  C9  UNL     1       3.288  -0.722   0.355  1.00  0.00           C  
HETATM   11  C10 UNL     1       3.011  -0.510  -0.979  1.00  0.00           C  
HETATM   12  C11 UNL     1       1.708  -0.202  -1.308  1.00  0.00           C  
HETATM   13  C12 UNL     1       0.705  -0.104  -0.367  1.00  0.00           C  
HETATM   14  H1  UNL     1      -4.386   0.887   0.189  1.00  0.00           H  
HETATM   15  H2  UNL     1      -3.471   0.961  -2.087  1.00  0.00           H  
HETATM   16  H3  UNL     1      -1.052   0.502  -2.449  1.00  0.00           H  
HETATM   17  H4  UNL     1      -2.924   0.359   2.129  1.00  0.00           H  
HETATM   18  H5  UNL     1      -0.224  -0.266   2.698  1.00  0.00           H  
HETATM   19  H6  UNL     1       2.540  -0.798   2.344  1.00  0.00           H  
HETATM   20  H7  UNL     1       4.326  -0.967   0.612  1.00  0.00           H  
HETATM   21  H8  UNL     1       3.813  -0.593  -1.695  1.00  0.00           H  
HETATM   22  H9  UNL     1       1.490  -0.036  -2.353  1.00  0.00           H  
CONECT    1    2    2    6   14
CONECT    2    3   15
CONECT    3    4    4   16
CONECT    4    5   13
CONECT    5    6    6    7
CONECT    6   17
CONECT    7    8   18
CONECT    8    9    9   13
CONECT    9   10   19
CONECT   10   11   11   20
CONECT   11   12   21
CONECT   12   13   13   22
END
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SMILES for NP0002840 (carbazole)

N1C2=CC=CC=C2C2=CC=CC=C12
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INCHI for NP0002840 (carbazole)

InChI=1S/C12H9N/c1-3-7-11-9(5-1)10-6-2-4-8-12(10)13-11/h1-8,13H
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View in JSmol
Synonyms
ValueSource
9-AzafluoreneChEBI
Dibenzo[b,D]pyrroleChEBI
DibenzopyrroleChEBI
DiphenylenimideChEBI
DiphenylenimineChEBI
9H-CarbazoleKegg
Dibenzo(b,D)pyrroleHMDB
CarbazoleChEBI
Chemical FormulaC12H9N
Average Mass167.2066 Da
Monoisotopic Mass167.07350 Da
IUPAC Name9H-carbazole
Traditional Namecarbazole
CAS Registry NumberNot Available
SMILES
N1C2=CC=CC=C2C2=CC=CC=C12
InChI Identifier
InChI=1S/C12H9N/c1-3-7-11-9(5-1)10-6-2-4-8-12(10)13-11/h1-8,13H
InChI KeyUJOBWOGCFQCDNV-UHFFFAOYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 500 MHz, CDCl3, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, CDCl3, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, CDCl3, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Glycosmis mauritianaLOTUS Database
Glycosmis pentaphylla Retz.(DC)KNApSAcK Database
Murraya koenigiiLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as carbazoles. Carbazoles are compounds containing a three ring system containing a pyrrole ring fused on either side to a benzene ring.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassIndoles and derivatives
Sub ClassCarbazoles
Direct ParentCarbazoles
Alternative ParentsNot Available
SubstituentsNot Available
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP3.69ALOGPS
logP3.09ChemAxon
logS-3.4ALOGPS
pKa (Strongest Acidic)14.97ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area15.79 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity53.47 m³·mol⁻¹ChemAxon
Polarizability18.82 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0249614
DrugBank IDDB07301
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDC00024693
Chemspider ID6593
KEGG Compound IDC08060
BioCyc IDCPD-12475
BiGG IDNot Available
Wikipedia LinkCarbazole
METLIN IDNot Available
PubChem Compound6854
PDB IDNot Available
ChEBI ID27543
Good Scents IDNot Available
References
General References
  1. Ulrich EL, Akutsu H, Doreleijers JF, Harano Y, Ioannidis YE, Lin J, Livny M, Mading S, Maziuk D, Miller Z, Nakatani E, Schulte CF, Tolmie DE, Kent Wenger R, Yao H, Markley JL: BioMagResBank. Nucleic Acids Res. 2008 Jan;36(Database issue):D402-8. doi: 10.1093/nar/gkm957. Epub 2007 Nov 4. [PubMed:17984079 ]
  2. Chen LC, Juang SH, Chang KM, Tzeng CC, Chen JJ, Chen IL, Wang TC: Synthesis and antiproliferative evaluation of amide-containing anthraquinone, xanthone, and carbazole. Chem Pharm Bull (Tokyo). 2014;62(1):106-11. doi: 10.1248/cpb.c13-00617. [PubMed:24390500 ]
  3. Hu H, Zhao M, Jin H: Determination of polyhalogenated carbazoles in waters at low nanogram-per-liter concentrations with solid phase disk extraction. J Sep Sci. 2021 Aug 10. doi: 10.1002/jssc.202100493. [PubMed:34375032 ]
  4. Liu M, Jia Y, Cui Z, Lu Z, Zhang W, Liu K, Shuai L, Shi L, Ke R, Lou Y: Occurrence and potential sources of polyhalogenated carbazoles in farmland soils from the Three Northeast Provinces, China. Sci Total Environ. 2021 Aug 4;799:149459. doi: 10.1016/j.scitotenv.2021.149459. [PubMed:34371402 ]
  5. Babu NS, Vuai SAH: Theoretical studies of optoelectronic and photovoltaic properties of D-A polymer monomers by Density Functional Theory (DFT). Des Monomers Polym. 2021 Jul 27;24(1):224-237. doi: 10.1080/15685551.2021.1956209. eCollection 2021. [PubMed:34366700 ]