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Showing NP-Card for 2,4,5-Trichlorophenoxyacetic acid (NP0002829)

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Record Information
Version1.0
Created at2020-11-23 19:41:28 UTC
Updated at2021-08-12 19:52:16 UTC
NP-MRD IDNP0002829
Secondary Accession NumbersNone
Natural Product Identification
Common Name2,4,5-Trichlorophenoxyacetic acid
Provided ByBMRBBMRB logo
Description2,4,5-Trichlorophenoxyacetic acid, also known as 2,4,5-T or esteron 245, belongs to the class of organic compounds known as chlorophenoxyacetates. Chlorophenoxyacetates are compounds containing a phenoxyacetate that carries one or more chlorine atoms on the benzene ring. 2,4,5-Trichlorophenoxyacetic acid is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. 2,4,5-Trichlorophenoxyacetic acid is formally rated as a possible carcinogen (by IARC 2B) and is also a potentially toxic compound. It was first documented in 2008 (PMID: 17984079). Based on a literature review a significant number of articles have been published on 2,4,5-Trichlorophenoxyacetic acid (PMID: 23085749) (PMID: 23167922) (PMID: 34380192) (PMID: 34380191).
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0002829 (2,4,5-Trichlorophenoxyacetic acid)


     RDKit          2D

 19 19  0  0  0  0  0  0  0  0999 V2000
    3.2179    1.7054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2762    0.2066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6035   -0.4923    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0073   -0.5934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7385   -1.3934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5888   -0.6945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8576   -1.4945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1849   -0.7956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4537   -1.5955    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.2432    0.7033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5705    1.4022    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.9744    1.5033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6471    0.8044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6218    1.6044    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.8723    0.3077    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8073   -1.8623    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2074    0.6755    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7993   -2.9933    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0327    3.0021    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 13  6  1  0
  3 15  1  0
  4 16  1  1
  4 17  1  0
  7 18  1  0
 12 19  1  0
M  END
Download

3D MOL for NP0002829 (2,4,5-Trichlorophenoxyacetic acid)

NP0002829
     RDKit          3D

 19 19  0  0  0  0  0  0  0  0999 V2000
    1.7926    1.2673    1.3161 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4406    0.9823    0.2924 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5156    1.8154   -0.0793 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1920   -0.1654   -0.5920 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1325   -0.9816   -0.2558 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1862   -0.7245   -0.1399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6971    0.5313   -0.3751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0632    0.7961   -0.2551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6685    2.4110   -0.5643 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.9312   -0.2179    0.1071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6492    0.0921    0.2635 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.4356   -1.4729    0.3440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0690   -1.7188    0.2195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4409   -3.3028    0.5181 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.1756    2.0538    0.6639 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9591    0.2754   -1.6087 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1426   -0.7445   -0.7856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0837    1.3596   -0.6617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1258   -2.2559    0.6263 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 13  6  1  0
  3 15  1  0
  4 16  1  0
  4 17  1  0
  7 18  1  0
 12 19  1  0
M  END
Download

3D SDF for NP0002829 (2,4,5-Trichlorophenoxyacetic acid)


     RDKit          2D

 19 19  0  0  0  0  0  0  0  0999 V2000
    3.2179    1.7054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2762    0.2066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6035   -0.4923    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0073   -0.5934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7385   -1.3934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5888   -0.6945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8576   -1.4945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1849   -0.7956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4537   -1.5955    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.2432    0.7033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5705    1.4022    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.9744    1.5033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6471    0.8044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6218    1.6044    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.8723    0.3077    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8073   -1.8623    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2074    0.6755    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7993   -2.9933    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0327    3.0021    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 13  6  1  0
  3 15  1  0
  4 16  1  1
  4 17  1  0
  7 18  1  0
 12 19  1  0
M  END
> <DATABASE_ID>
NP0002829

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(=O)COC1=CC(Cl)=C(Cl)C=C1Cl

> <INCHI_IDENTIFIER>
InChI=1S/C8H5Cl3O3/c9-4-1-6(11)7(2-5(4)10)14-3-8(12)13/h1-2H,3H2,(H,12,13)

> <INCHI_KEY>
SMYMJHWAQXWPDB-UHFFFAOYSA-N

> <FORMULA>
C8H5Cl3O3

> <MOLECULAR_WEIGHT>
255.483

> <EXACT_MASS>
253.930427147

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
21.506000246678333

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(2,4,5-trichlorophenoxy)acetic acid

> <ALOGPS_LOGP>
3.44

> <JCHEM_LOGP>
3.1056918876666666

> <ALOGPS_LOGS>
-3.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.561490697444677

> <JCHEM_PKA_STRONGEST_BASIC>
-4.95086257187572

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
53.0202

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.26e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
fortex

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0002829 (2,4,5-Trichlorophenoxyacetic acid)

NP0002829
     RDKit          3D

 19 19  0  0  0  0  0  0  0  0999 V2000
    1.7926    1.2673    1.3161 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4406    0.9823    0.2924 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5156    1.8154   -0.0793 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1920   -0.1654   -0.5920 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1325   -0.9816   -0.2558 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1862   -0.7245   -0.1399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6971    0.5313   -0.3751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0632    0.7961   -0.2551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6685    2.4110   -0.5643 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.9312   -0.2179    0.1071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6492    0.0921    0.2635 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.4356   -1.4729    0.3440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0690   -1.7188    0.2195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4409   -3.3028    0.5181 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.1756    2.0538    0.6639 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9591    0.2754   -1.6087 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1426   -0.7445   -0.7856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0837    1.3596   -0.6617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1258   -2.2559    0.6263 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 13  6  1  0
  3 15  1  0
  4 16  1  0
  4 17  1  0
  7 18  1  0
 12 19  1  0
M  END
Download

PDB for NP0002829 (2,4,5-Trichlorophenoxyacetic acid)

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0       5.335   6.160   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9 Cl   UNK     0       1.334  -2.310   0.000  0.00  0.00          Cl+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11 Cl   UNK     0      -1.334  -0.770   0.000  0.00  0.00          Cl+0
HETATM   12  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   14 Cl   UNK     0       1.334   3.850   0.000  0.00  0.00          Cl+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   13                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12    6   14                                                  
CONECT   14   13                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END
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3D PDB for NP0002829 (2,4,5-Trichlorophenoxyacetic acid)

COMPND    NP0002829
HETATM    1  O1  UNL     1       1.793   1.267   1.316  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.441   0.982   0.292  1.00  0.00           C  
HETATM    3  O2  UNL     1       3.516   1.815  -0.079  1.00  0.00           O  
HETATM    4  C2  UNL     1       2.192  -0.165  -0.592  1.00  0.00           C  
HETATM    5  O3  UNL     1       1.132  -0.982  -0.256  1.00  0.00           O  
HETATM    6  C3  UNL     1      -0.186  -0.724  -0.140  1.00  0.00           C  
HETATM    7  C4  UNL     1      -0.697   0.531  -0.375  1.00  0.00           C  
HETATM    8  C5  UNL     1      -2.063   0.796  -0.255  1.00  0.00           C  
HETATM    9 CL1  UNL     1      -2.669   2.411  -0.564  1.00  0.00          CL  
HETATM   10  C6  UNL     1      -2.931  -0.218   0.107  1.00  0.00           C  
HETATM   11 CL2  UNL     1      -4.649   0.092   0.264  1.00  0.00          CL  
HETATM   12  C7  UNL     1      -2.436  -1.473   0.344  1.00  0.00           C  
HETATM   13  C8  UNL     1      -1.069  -1.719   0.219  1.00  0.00           C  
HETATM   14 CL3  UNL     1      -0.441  -3.303   0.518  1.00  0.00          CL  
HETATM   15  H1  UNL     1       4.176   2.054   0.664  1.00  0.00           H  
HETATM   16  H2  UNL     1       1.959   0.275  -1.609  1.00  0.00           H  
HETATM   17  H3  UNL     1       3.143  -0.744  -0.786  1.00  0.00           H  
HETATM   18  H4  UNL     1      -0.084   1.360  -0.662  1.00  0.00           H  
HETATM   19  H5  UNL     1      -3.126  -2.256   0.626  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   15
CONECT    4    5   16   17
CONECT    5    6
CONECT    6    7    7   13
CONECT    7    8   18
CONECT    8    9   10   10
CONECT   10   11   12
CONECT   12   13   13   19
CONECT   13   14
END
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SMILES for NP0002829 (2,4,5-Trichlorophenoxyacetic acid)

OC(=O)COC1=CC(Cl)=C(Cl)C=C1Cl
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INCHI for NP0002829 (2,4,5-Trichlorophenoxyacetic acid)

InChI=1S/C8H5Cl3O3/c9-4-1-6(11)7(2-5(4)10)14-3-8(12)13/h1-2H,3H2,(H,12,13)
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View in JSmol
Synonyms
ValueSource
(2,4,5-Trichlorphenoxy)essigsaeureChEBI
2,4,5-TChEBI
2,4,5-TrichlorphenoxyessigsaeureChEBI
Esteron 245ChEBI
TrioxoneChEBI
2,4,5-TrichlorophenoxyacetateGenerator
Chemical FormulaC8H5Cl3O3
Average Mass255.4830 Da
Monoisotopic Mass253.93043 Da
IUPAC Name2-(2,4,5-trichlorophenoxy)acetic acid
Traditional Namefortex
CAS Registry NumberNot Available
SMILES
OC(=O)COC1=CC(Cl)=C(Cl)C=C1Cl
InChI Identifier
InChI=1S/C8H5Cl3O3/c9-4-1-6(11)7(2-5(4)10)14-3-8(12)13/h1-2H,3H2,(H,12,13)
InChI KeySMYMJHWAQXWPDB-UHFFFAOYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 400 MHz, benzene, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 400 MHz, benzene, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 400 MHz, benzene, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as chlorophenoxyacetates. Chlorophenoxyacetates are compounds containing a phenoxyacetate that carries one or more chlorine atoms on the benzene ring.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassPhenoxyacetic acid derivatives
Direct ParentChlorophenoxyacetates
Alternative ParentsNot Available
SubstituentsNot Available
Molecular FrameworkAromatic homomonocyclic 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
logP3.44ALOGPS
logP3.11ChemAxon
logS-3.6ALOGPS
pKa (Strongest Acidic)2.56ChemAxon
pKa (Strongest Basic)-5ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area46.53 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity53.02 m³·mol⁻¹ChemAxon
Polarizability21.51 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0245475
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID1435
KEGG Compound IDC07100
BioCyc IDCPD-10896
BiGG IDNot Available
Wikipedia Link2,4,5-Trichlorophenoxyacetic_acid
METLIN IDNot Available
PubChem Compound1480
PDB IDNot Available
ChEBI ID27903
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. Yurkova MP, Pozdnyakov IP, Plyusnin VF, Grivin VP, Bazhin NM, Kruppa AI, Maksimova TA: A mechanistic study of the photodegradation of herbicide 2,4,5-trichlorophenoxyacetic acid in aqueous solution. Photochem Photobiol Sci. 2013 Apr;12(4):684-9. doi: 10.1039/c2pp25204j. [PubMed:23085749 ]
  3. Itoh K, Kinoshita M, Morishita S, Chida M, Suyama K: Characterization of 2,4-dichlorophenoxyacetic acid and 2,4,5-trichlorophenoxyacetic acid-degrading fungi in Vietnamese soils. FEMS Microbiol Ecol. 2013 Apr;84(1):124-32. doi: 10.1111/1574-6941.12043. Epub 2012 Dec 14. [PubMed:23167922 ]
  4. Kim S, Park KY, Chung J, Kim YB, Lee JW, Huh SK: Comparative Analysis of Feasibility of the Retrograde Suction Decompression Technique for Microsurgical Treatment of Large and Giant Internal Carotid Artery Aneurysms. J Korean Neurosurg Soc. 2021 Aug 12. pii: jkns.2021.0066. doi: 10.3340/jkns.2021.0066. [PubMed:34380192 ]
  5. Bahloul M, Kharrat S, Chtara K, Hafdhi M, Turki O, Baccouche N, Ammar R, Kallel N, Hsairi M, Chakroun-Walha O, Hamida CB, Chelly H, Mahfoudh KB, Karoui A, Karray H, Rekik N, Bouaziz M: Clinical characteristics and outcomes of critically ill COVID-19 patients in Sfax, Tunisia. Acute Crit Care. 2021 Aug 12. pii: acc.2021.00129. doi: 10.4266/acc.2021.00129. [PubMed:34380191 ]