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1,1'-(3-Phenyl-4-methylthieno[2,3-b]thiene-2,5-diyl)bis[3-(dimethylamino)prop-2-en-1-one]

ID: ALA3360797

PubChem CID: 102131322

Max Phase: Preclinical

Molecular Formula: C23H24N2O2S2

Molecular Weight: 424.59

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  Cc1c(C(=O)/C=C/N(C)C)sc2sc(C(=O)/C=C/N(C)C)c(-c3ccccc3)c12

Standard InChI:  InChI=1S/C23H24N2O2S2/c1-15-19-20(16-9-7-6-8-10-16)22(18(27)12-14-25(4)5)29-23(19)28-21(15)17(26)11-13-24(2)3/h6-14H,1-5H3/b13-11+,14-12+

Standard InChI Key:  KRYPLYYBEIYRQT-PHEQNACWSA-N

Molfile:  

     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
   11.6649  -10.6949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1100  -10.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5957   -9.3704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8287   -9.6632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8714  -10.4834    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.9035  -10.2211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9462  -11.0413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1792  -11.3341    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.5427   -9.7027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8072   -8.5769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2252   -7.9949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4368   -7.2014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2302   -6.9899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8122   -7.5678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6007   -8.3612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1392   -9.2140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4274   -9.6267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7155   -9.2140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1820   -8.3938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0037   -9.6267    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0037  -10.4480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2918   -9.2140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6357  -11.4863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3475  -11.0777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0594  -11.4863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5929  -12.3065    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7712  -11.0777    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7712  -10.2564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4831  -11.4863    0.0000 C   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
  1  5  1  0
  6  7  2  0
  7  8  1  0
  1  8  1  0
  2  6  1  0
  6  9  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 10 15  2  0
  3 10  1  0
 16 17  1  0
 17 18  2  0
 16 19  2  0
 20 21  1  0
 20 22  1  0
 18 20  1  0
  4 16  1  0
 23 24  1  0
 24 25  2  0
 23 26  2  0
 27 28  1  0
 27 29  1  0
 25 27  1  0
  7 23  1  0
M  END

Associated Targets(Human)

CA2 Tclin Carbonic anhydrase (122 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GUSB Tchem Beta-glucuronidase (537 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Biocomponents

Calculated Properties

Molecular Weight: 424.59Molecular Weight (Monoisotopic): 424.1279AlogP: 5.45#Rotatable Bonds: 7
Polar Surface Area: 40.62Molecular Species: NEUTRALHBA: 6HBD:
#RO5 Violations: 1HBA (Lipinski): 4HBD (Lipinski): #RO5 Violations (Lipinski): 1
CX Acidic pKa: CX Basic pKa: CX LogP: 5.21CX LogD: 5.21
Aromatic Rings: 3Heavy Atoms: 29QED Weighted: 0.37Np Likeness Score: -0.46

References

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9. Weber, Alexander A and 6 more authors.  2004-01-29  Unexpected nanomolar inhibition of carbonic anhydrase by COX-2-selective celecoxib: new pharmacological opportunities due to related binding site recognition.  [PMID:14736236]
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21. Mincione, Francesco F and 8 more authors.  2005-09-01  Carbonic anhydrase inhibitors: design of thioureido sulfonamides with potent isozyme II and XII inhibitory properties and intraocular pressure lowering activity in a rabbit model of glaucoma.  [PMID:16039853]
22. Cecchi, Alessandro A and 6 more authors.  2005-12-01  Carbonic anhydrase inhibitors: inhibition of the human isozymes I, II, VA, and IX with a library of substituted difluoromethanesulfonamides.  [PMID:16203142]
23. Vitale, Rosa Maria RM and 7 more authors.  2007-06-15  Molecular modeling study for the binding of zonisamide and topiramate to the human mitochondrial carbonic anhydrase isoform VA.  [PMID:17420132]
24. Leese, Mathew P MP and 14 more authors.  2008-03-13  Structure-activity relationships of C-17 cyano-substituted estratrienes as anticancer agents.  [PMID:18260615]
25. Parker, Michael H MH and 18 more authors.  2009-12-10  Novel, broad-spectrum anticonvulsants containing a sulfamide group: advancement of N-((benzo[b]thien-3-yl)methyl)sulfamide (JNJ-26990990) into human clinical studies.  [PMID:19388676]
26. Gitto, Rosaria R and 8 more authors.  2009-05-15  Synthesis and evaluation of pharmacological profile of 1-aryl-6,7-dimethoxy-3,4-dihydroisoquinoline-2(1H)-sulfonamides.  [PMID:19398204]
27. Parkkila, Seppo S and 5 more authors.  2009-08-01  The protein tyrosine kinase inhibitors imatinib and nilotinib strongly inhibit several mammalian alpha-carbonic anhydrase isoforms.  [PMID:19527930]
28. Steele, Rebecca M RM and 11 more authors.  2009-12-01  Nitric oxide-donating carbonic anhydrase inhibitors for the treatment of open-angle glaucoma.  [PMID:19854054]
29. Woo, L W Lawrence LW and 9 more authors.  2010-03-11  Highly potent first examples of dual aromatase-steroid sulfatase inhibitors based on a biphenyl template.  [PMID:20148564]
30. Marques, Sérgio M SM and 5 more authors.  2010-07-15  Pteridine-sulfonamide conjugates as dual inhibitors of carbonic anhydrases and dihydrofolate reductase with potential antitumor activity.  [PMID:20580561]
31. Wagner, Jason and 5 more authors.  2010-07-15  Coumarinyl-substituted sulfonamides strongly inhibit several human carbonic anhydrase isoforms: solution and crystallographic investigations.  [PMID:20598552]
32. Kockar, Feray F and 9 more authors.  2010-08-01  Mutation of Phe91 to Asn in human carbonic anhydrase I unexpectedly enhanced both catalytic activity and affinity for sulfonamide inhibitors.  [PMID:20624682]
33. Maresca, Alfonso A and Supuran, Claudiu T CT.  2011-03-01  (R)-/(S)-10-camphorsulfonyl-substituted aromatic/heterocyclic sulfonamides selectively inhibit mitochondrial over cytosolic carbonic anhydrases.  [PMID:21300547]
34. Davis, Rohan A RA and 8 more authors.  2011-03-24  Natural product-based phenols as novel probes for mycobacterial and fungal carbonic anhydrases.  [PMID:21332115]
35. Pacchiano, Fabio F and 7 more authors.  2011-03-24  Ureido-substituted benzenesulfonamides potently inhibit carbonic anhydrase IX and show antimetastatic activity in a model of breast cancer metastasis.  [PMID:21361354]
36. Mincione, Francesco F and 9 more authors.  2011-06-01  Synthesis and crystallographic analysis of new sulfonamides incorporating NO-donating moieties with potent antiglaucoma action.  [PMID:21549597]
37. Oztürk Sarikaya, Sevim Beyza SB, Topal, Fevzi F, Sentürk, Murat M, Gülçin, Ilhami I and Supuran, Claudiu T CT.  2011-07-15  In vitro inhibition of α-carbonic anhydrase isozymes by some phenolic compounds.  [PMID:21669522]
38. Touisni, Nadia N and 7 more authors.  2011-12-22  Glycosyl coumarin carbonic anhydrase IX and XII inhibitors strongly attenuate the growth of primary breast tumors.  [PMID:22077347]
39. Balaydın, Halis T HT, Sentürk, Murat M and Menzek, Abdullah A.  2012-02-01  Synthesis and carbonic anhydrase inhibitory properties of novel cyclohexanonyl bromophenol derivatives.  [PMID:22230050]
40. Carta, Fabrizio F and 6 more authors.  2012-02-23  Dithiocarbamates strongly inhibit carbonic anhydrases and show antiglaucoma action in vivo.  [PMID:22276570]
41. Turkoglu, Sumeyye S and 8 more authors.  2012-04-01  Mutation of active site residues Asn67 to Ile, Gln92 to Val and Leu204 to Ser in human carbonic anhydrase II: influences on the catalytic activity and affinity for inhibitors.  [PMID:22386980]
42. Gieling, Roben G RG and 9 more authors.  2012-06-14  Antimetastatic effect of sulfamate carbonic anhydrase IX inhibitors in breast carcinoma xenografts.  [PMID:22621623]
43. Sechi, Mario M and 6 more authors.  2012-09-15  Inhibition of α-class cytosolic human carbonic anhydrases I, II, IX and XII, and β-class fungal enzymes by carboxylic acids and their derivatives: new isoform-I selective nanomolar inhibitors.  [PMID:22901388]
44. Rogez-Florent, Tiphaine T and 14 more authors.  2013-03-15  New selective carbonic anhydrase IX inhibitors: synthesis and pharmacological evaluation of diarylpyrazole-benzenesulfonamides.  [PMID:23168081]
45. Deprez-Poulain, Rebecca R and 8 more authors.  2012-12-27  Structure-activity relationships and blood distribution of antiplasmodial aminopeptidase-1 inhibitors.  [PMID:23176597]
46. Nishimori, Isao I and 5 more authors.  2013-01-01  Restoring catalytic activity to the human carbonic anhydrase (CA) related proteins VIII, X and XI affords isoforms with high catalytic efficiency and susceptibility to anion inhibition.  [PMID:23200251]
47. Balseven, Havva H and 6 more authors.  2013-01-01  Facile synthesis and characterization of novel pyrazole-sulfonamides and their inhibition effects on human carbonic anhydrase isoenzymes.  [PMID:23218470]
48. Bozdag, Murat M and 8 more authors.  2013-02-01  Novel small molecule protein arginine deiminase 4 (PAD4) inhibitors.  [PMID:23265898]
49. Long, Daniel D DD and 11 more authors.  2013-02-15  A multivalent approach towards linked dual-pharmacology prostaglandin F receptor agonist/carbonic anhydrase-II inhibitors for the treatment of glaucoma.  [PMID:23317571]
50. Pan, Peiwen P and 7 more authors.  2013-02-28  Cloning, characterization, and sulfonamide and thiol inhibition studies of an α-carbonic anhydrase from Trypanosoma cruzi, the causative agent of Chagas disease.  [PMID:23391336]
51. Carta, Fabrizio F, Akdemir, Atilla A, Scozzafava, Andrea A, Masini, Emanuela E and Supuran, Claudiu T CT.  2013-06-13  Xanthates and trithiocarbonates strongly inhibit carbonic anhydrases and show antiglaucoma effects in vivo.  [PMID:23647428]
52. Said, Harun M HM and 10 more authors.  2013-07-01  Hypoxia induced CA9 inhibitory targeting by two different sulfonamide derivatives including acetazolamide in human glioblastoma.  [PMID:23706268]
53. Del Prete, Sonia S and 6 more authors.  2013-07-15  A highly catalytically active γ-carbonic anhydrase from the pathogenic anaerobe Porphyromonas gingivalis and its inhibition profile with anions and small molecules.  [PMID:23769640]
54. Güzel-Akdemir, Özlen Ö and 7 more authors.  2013-07-25  A class of sulfonamides with strong inhibitory action against the α-carbonic anhydrase from Trypanosoma cruzi.  [PMID:23815159]
55. Leitans, Janis J and 6 more authors.  2013-09-01  5-Substituted-(1,2,3-triazol-4-yl)thiophene-2-sulfonamides strongly inhibit human carbonic anhydrases I, II, IX and XII: solution and X-ray crystallographic studies.  [PMID:23859774]
56. Sethi, Kalyan K KK, Verma, Saurabh M SM, Tanç, Muhammet M, Carta, Fabrizio F and Supuran, Claudiu T CT.  2013-09-01  Carbonic anhydrase inhibitors: Synthesis and inhibition of the cytosolic mammalian carbonic anhydrase isoforms I, II and VII with benzene sulfonamides incorporating 4,5,6,7-tetrachlorophthalimide moiety.  [PMID:23867389]
57. Day, Joshua A and Cohen, Seth M.  2013-10-24  Investigating the selectivity of metalloenzyme inhibitors.  [PMID:24074025]
58. Pinard, Melissa A MA, Boone, Christopher D CD, Rife, Brittany D BD, Supuran, Claudiu T CT and McKenna, Robert R.  2013-11-15  Structural study of interaction between brinzolamide and dorzolamide inhibition of human carbonic anhydrases.  [PMID:24090602]
59. McComsey, David F and 15 more authors.  2013-11-27  Novel, broad-spectrum anticonvulsants containing a sulfamide group: pharmacological properties of (S)-N-[(6-chloro-2,3-dihydrobenzo[1,4]dioxin-2-yl)methyl]sulfamide (JNJ-26489112).  [PMID:24205976]
60. De Luca, Laura L and 6 more authors.  2014-01  Structure-based screening for the discovery of new carbonic anhydrase VII inhibitors.  [PMID:24287559]
61. Nishimori, Isao I and 7 more authors.  2014-02-15  Anion inhibition studies of two new β-carbonic anhydrases from the bacterial pathogen Legionella pneumophila.  [PMID:24461298]
62. Nishimori, Isao I and 5 more authors.  2014-06-01  Sulfonamide inhibition studies of two β-carbonic anhydrases from the bacterial pathogen Legionella pneumophila.  [PMID:24792813]
63. Ghorab, Mostafa M MM, Alsaid, Mansour S MS, Ceruso, Mariangela M, Nissan, Yassin M YM and Supuran, Claudiu T CT.  2014-07-15  Carbonic anhydrase inhibitors: Synthesis, molecular docking, cytotoxic and inhibition of the human carbonic anhydrase isoforms I, II, IX, XII with novel benzenesulfonamides incorporating pyrrole, pyrrolopyrimidine and fused pyrrolopyrimidine moieties.  [PMID:24878360]
64. Ceruso, Mariangela M and 6 more authors.  2014-08-15  Synthesis of sulfonamides with effective inhibitory action against Porphyromonas gingivalis γ-carbonic anhydrase.  [PMID:25011913]
65. Chegaev, Konstantin K and 10 more authors.  2014-08-01  Furazan and furoxan sulfonamides are strong α-carbonic anhydrase inhibitors and potential antiglaucoma agents.  [PMID:25022971]
66. Prete, Sonia Del SD and 6 more authors.  2014-09-01  Sulfonamide inhibition study of the carbonic anhydrases from the bacterial pathogen Porphyromonas gingivalis: the β-class (PgiCAb) versus the γ-class (PgiCA) enzymes.  [PMID:25129169]
67. Del Prete, Sonia S and 6 more authors.  2014-09-15  Discovery of a new family of carbonic anhydrases in the malaria pathogen Plasmodium falciparum--the η-carbonic anhydrases.  [PMID:25168745]
68. Vullo, Daniela D and 6 more authors.  2014-09-15  Anion inhibition study of the β-class carbonic anhydrase (PgiCAb) from the oral pathogen Porphyromonas gingivalis.  [PMID:25168748]
69. Moeker, Janina J and 6 more authors.  2014-10-23  Structural insights into carbonic anhydrase IX isoform specificity of carbohydrate-based sulfamates.  [PMID:25254302]
70. Bozdag, Murat M and 10 more authors.  2014-11-13  Structural insights on carbonic anhydrase inhibitory action, isoform selectivity, and potency of sulfonamides and coumarins incorporating arylsulfonylureido groups.  [PMID:25310626]
71. Bozdag, Murat M and 6 more authors.  2014-11-26  A class of 4-sulfamoylphenyl-ω-aminoalkyl ethers with effective carbonic anhydrase inhibitory action and antiglaucoma effects.  [PMID:25358036]
72. Dudutienė, Virginija V and 33 more authors.  2014-11-26  Discovery and characterization of novel selective inhibitors of carbonic anhydrase IX.  [PMID:25358084]
73. Vullo, Daniela D and 6 more authors.  2015-02-01  Sulfonamide inhibition studies of the η-class carbonic anhydrase from the malaria pathogen Plasmodium falciparum.  [PMID:25533402]
74. Bozdag, Murat M and 8 more authors.  2015-05-15  Synthesis of a new series of dithiocarbamates with effective human carbonic anhydrase inhibitory activity and antiglaucoma action.  [PMID:25846066]
75. Syrjänen, Leo and 5 more authors.  2015-05-15  The β-carbonic anhydrase from the malaria mosquito Anopheles gambiae is highly inhibited by sulfonamides.  [PMID:25882523]
76. Thomas, Mark P and Potter, Barry V L.  2015-10-08  Discovery and Development of the Aryl O-Sulfamate Pharmacophore for Oncology and Women's Health.  [PMID:25992880]
77. Mahon, Brian P BP and 10 more authors.  2015-08-27  Mapping Selective Inhibition of the Cancer-Related Carbonic Anhydrase IX Using Structure-Activity Relationships of Glucosyl-Based Sulfamates.  [PMID:26203869]
78. El-Azab, Adel S AS, Abdel-Aziz, Alaa A-M AA, Ayyad, Rezk R RR, Ceruso, Mariangela M and Supuran, Claudiu T CT.  2016-01-01  Inhibition of carbonic anhydrase isoforms I, II, IV, VII and XII with carboxylates and sulfonamides incorporating phthalimide/phthalic anhydride scaffolds.  [PMID:26678172]
79. Ferraroni, Marta M, Carta, Fabrizio F, Scozzafava, Andrea A and Supuran, Claudiu T CT.  2016-01-14  Thioxocoumarins Show an Alternative Carbonic Anhydrase Inhibition Mechanism Compared to Coumarins.  [PMID:26688270]
80. Alafeefy, Ahmed M AM and 5 more authors.  2016-03-15  Development of 3-(4-aminosulphonyl)-phenyl-2-mercapto-3H-quinazolin-4-ones as inhibitors of carbonic anhydrase isoforms involved in tumorigenesis and glaucoma.  [PMID:26875933]
81. Del Prete, Sonia S and 7 more authors.  2016-04-15  Comparison of the sulfonamide inhibition profiles of the α-, β- and γ-carbonic anhydrases from the pathogenic bacterium Vibrio cholerae.  [PMID:26972117]
82. Akocak, Suleyman S and 8 more authors.  2016-05-26  PEGylated Bis-Sulfonamide Carbonic Anhydrase Inhibitors Can Efficiently Control the Growth of Several Carbonic Anhydrase IX-Expressing Carcinomas.  [PMID:27144971]
83. Abdel Gawad, Nagwa M NM and 7 more authors.  2016-07-01  Synthesis of 4-(thiazol-2-ylamino)-benzenesulfonamides with carbonic anhydrase I, II and IX inhibitory activity and cytotoxic effects against breast cancer cell lines.  [PMID:27234893]
84. Vullo, Daniela D and 8 more authors.  2016-06-23  Monothiocarbamates Strongly Inhibit Carbonic Anhydrases in Vitro and Possess Intraocular Pressure Lowering Activity in an Animal Model of Glaucoma.  [PMID:27253845]
85. Bozdag, Murat M and 7 more authors.  2016-09-15  Synthesis 4-[2-(2-mercapto-4-oxo-4H-quinazolin-3-yl)-ethyl]-benzenesulfonamides with subnanomolar carbonic anhydrase II and XII inhibitory properties.  [PMID:27396930]
86. Altıntop, Mehlika Dilek MD and 7 more authors.  2017-01-05  Synthesis and evaluation of new benzodioxole-based dithiocarbamate derivatives as potential anticancer agents and hCA-I and hCA-II inhibitors.  [PMID:27657811]
87. Angapelly, Srinivas S and 7 more authors.  2017-01-15  Discovery of 4-sulfamoyl-phenyl-β-lactams as a new class of potent carbonic anhydrase isoforms I, II, IV and VII inhibitors: The first example of subnanomolar CA IV inhibitors.  [PMID:27919611]
88. Nocentini, Alessio A and 7 more authors.  2016-12-08  Benzenesulfonamides Incorporating Flexible Triazole Moieties Are Highly Effective Carbonic Anhydrase Inhibitors: Synthesis and Kinetic, Crystallographic, Computational, and Intraocular Pressure Lowering Investigations.  [PMID:27933963]
89. Abdel-Aziz, Alaa A-M AA, Angeli, Andrea A, El-Azab, Adel S AS, Abu El-Enin, Mohamed A MA and Supuran, Claudiu T CT.  2017-03-01  Synthesis and biological evaluation of cyclic imides incorporating benzenesulfonamide moieties as carbonic anhydrase I, II, IV and IX inhibitors.  [PMID:28161252]
90. Del Prete, Sonia S and 5 more authors.  2017-03-15  Comparison of the anion inhibition profiles of the β- and γ-carbonic anhydrases from the pathogenic bacterium Burkholderia pseudomallei.  [PMID:28238511]
91. Mishra, Chandra Bhushan CB and 6 more authors.  2017-03-23  Discovery of Benzenesulfonamides with Potent Human Carbonic Anhydrase Inhibitory and Effective Anticonvulsant Action: Design, Synthesis, and Pharmacological Assessment.  [PMID:28253618]
92. Carta, Fabrizio F and 7 more authors.  2017-04-13  Lead Development of Thiazolylsulfonamides with Carbonic Anhydrase Inhibitory Action.  [PMID:28272885]
93. Angeli, Andrea A and 6 more authors.  2017-04-15  Evaluation of selenide, diselenide and selenoheterocycle derivatives as carbonic anhydrase I, II, IV, VII and IX inhibitors.  [PMID:28302505]
94. Mohamed, Menshawy A MA and 5 more authors.  2017-04-15  Synthesis and human/bacterial carbonic anhydrase inhibition with a series of sulfonamides incorporating phthalimido moieties.  [PMID:28318894]
95. Altıntop, Mehlika Dilek MD and 6 more authors.  2017-07-01  Potential inhibitors of human carbonic anhydrase isozymes I and II: Design, synthesis and docking studies of new 1,3,4-thiadiazole derivatives.  [PMID:28511907]
96. Del Prete, Sonia and 5 more authors.  2017-07-01  Sulfonamide inhibition profiles of the β-carbonic anhydrase from the pathogenic bacterium Francisella tularensis responsible of the febrile illness tularemia.  [PMID:28511911]
97. Angeli, Andrea A, Carta, Fabrizio F, Bartolucci, Gianluca G and Supuran, Claudiu T CT.  2017-07-01  Synthesis of novel acyl selenoureido benzensulfonamides as carbonic anhydrase I, II, VII and IX inhibitors.  [PMID:28522267]
98. Ferraroni, Marta M and 6 more authors.  2017-09-01  1,3-Oxazole-based selective picomolar inhibitors of cytosolic human carbonic anhydrase II alleviate ocular hypertension in rabbits: Potency is supported by X-ray crystallography of two leads.  [PMID:28728897]
99. Del Prete, Sonia and 7 more authors.  2017-09-01  Anion inhibitors of the β-carbonic anhydrase from the pathogenic bacterium responsible of tularemia, Francisella tularensis.  [PMID:28754318]
100. Angeli, Andrea A and 5 more authors.  2017-10-15  Synthesis and carbonic anhydrase inhibition of polycyclic imides incorporating N-benzenesulfonamide moieties.  [PMID:28789908]
101. Eldehna, Wagdy M WM and 10 more authors.  2017-10-20  Novel 4/3-((4-oxo-5-(2-oxoindolin-3-ylidene)thiazolidin-2-ylidene)amino) benzenesulfonamides: Synthesis, carbonic anhydrase inhibitory activity, anticancer activity and molecular modelling studies.  [PMID:28802125]
102. Angapelly, Srinivas S and 6 more authors.  2017-10-15  Development of sulfonamides incorporating phenylacrylamido functionalities as carbonic anhydrase isoforms I, II, IX and XII inhibitors.  [PMID:28887000]
103. Angeli, Andrea A, Tanini, Damiano D, Capperucci, Antonella A and Supuran, Claudiu T CT.  2017-12-14  Synthesis of Novel Selenides Bearing Benzenesulfonamide Moieties as Carbonic Anhydrase I, II, IV, VII, and IX Inhibitors.  [PMID:29259736]
104. Bonardi, Alessandro A and 9 more authors.  2018-02-25  Structural investigations on coumarins leading to chromeno[4,3-c]pyrazol-4-ones and pyrano[4,3-c]pyrazol-4-ones: New scaffolds for the design of the tumor-associated carbonic anhydrase isoforms IX and XII.  [PMID:29407972]
105. Mishra, Chandra Bhushan CB and 5 more authors.  2018-04-12  Discovery of Benzenesulfonamide Derivatives as Carbonic Anhydrase Inhibitors with Effective Anticonvulsant Action: Design, Synthesis, and Pharmacological Evaluation.  [PMID:29566486]
106. Vats, Lalit L and 5 more authors.  2018-04-25  Synthesis of novel 4-functionalized 1,5-diaryl-1,2,3-triazoles containing benzenesulfonamide moiety as carbonic anhydrase I, II, IV and IX inhibitors.  [PMID:29571155]
107. Chiaramonte, Niccolò N and 15 more authors.  2018-05-10  2-Benzylpiperazine: A new scaffold for potent human carbonic anhydrase inhibitors. Synthesis, enzyme inhibition, enantioselectivity, computational and crystallographic studies and in vivo activity for a new class of intraocular pressure lowering agents.  [PMID:29635168]
108. Akgul, Ozlem O and 9 more authors.  2018-06-14  Discovery of Novel Nonsteroidal Anti-Inflammatory Drugs and Carbonic Anhydrase Inhibitors Hybrids (NSAIDs-CAIs) for the Management of Rheumatoid Arthritis.  [PMID:29746127]
109. Angeli, Andrea A and 6 more authors.  2018-05-10  Design, Synthesis, and X-ray of Selenides as New Class of Agents for Prevention of Diabetic Cerebrovascular Pathology.  [PMID:29795760]
110. Nocentini, Alessio A and 15 more authors.  2018-06-28  Discovery of β-Adrenergic Receptors Blocker-Carbonic Anhydrase Inhibitor Hybrids for Multitargeted Antiglaucoma Therapy.  [PMID:29851481]
111. Kumar, Rajiv R, Vats, Lalit L, Bua, Silvia S, Supuran, Claudiu T CT and Sharma, Pawan K PK.  2018-07-15  Design and synthesis of novel benzenesulfonamide containing 1,2,3-triazoles as potent human carbonic anhydrase isoforms I, II, IV and IX inhibitors.  [PMID:29909339]
112. Bozdag, Murat M and 6 more authors.  2018-07-26  Discovery of 4-Hydroxy-3-(3-(phenylureido)benzenesulfonamides as SLC-0111 Analogues for the Treatment of Hypoxic Tumors Overexpressing Carbonic Anhydrase IX.  [PMID:29962205]
113. Mishra, Chandra Bhushan CB and 7 more authors.  2018-08-05  Discovery of potent anti-convulsant carbonic anhydrase inhibitors: Design, synthesis, in vitro and in vivo appraisal.  [PMID:30015076]
114. Lomelino, Carrie L CL, Murray, Akilah B AB, Supuran, Claudiu T CT and McKenna, Robert R.  2018-07-12  Sweet Binders: Carbonic Anhydrase IX in Complex with Sucralose.  [PMID:30034596]
115. Angeli, Andrea A and 5 more authors.  2018-09-05  Discovery of new 2, 5-disubstituted 1,3-selenazoles as selective human carbonic anhydrase IX inhibitors with potent anti-tumor activity.  [PMID:30193219]
116. Eldehna, Wagdy M WM and 10 more authors.  2019-01-15  Enhancement of the tail hydrophobic interactions within the carbonic anhydrase IX active site via structural extension: Design and synthesis of novel N-substituted isatins-SLC-0111 hybrids as carbonic anhydrase inhibitors and antitumor agents.  [PMID:30445264]
117. Zhao, Chuang; Rakesh, K P; Ravidar, L; Fang, Wan-Yin and Qin, Hua-Li.  2019-01-15  Pharmaceutical and medicinal significance of sulfur (SVI)-Containing motifs for drug discovery: A critical review.  [PMID:30496988]
118. Krasavin, Mikhail M and 11 more authors.  2019-02-15  Continued exploration of 1,2,4-oxadiazole periphery for carbonic anhydrase-targeting primary arene sulfonamides: Discovery of subnanomolar inhibitors of membrane-bound hCA IX isoform that selectively kill cancer cells in hypoxic environment.  [PMID:30594030]
119. Andring, Jacob T JT, Dohle, Wolfgang W, Tu, Chingkuang C, Potter, Barry V L BVL and McKenna, Robert R.  2019-02-28  3,17β-Bis-sulfamoyloxy-2-methoxyestra-1,3,5(10)-triene and Nonsteroidal Sulfamate Derivatives Inhibit Carbonic Anhydrase IX: Structure-Activity Optimization for Isoform Selectivity.  [PMID:30721041]
120. Mujumdar, Prashant P and 5 more authors.  2019-04-25  Carbonic Anhydrase XII Inhibitors Overcome Temozolomide Resistance in Glioblastoma.  [PMID:30925064]
121. Bonardi, Alessandro and 8 more authors.  2019-04-11  N-Nitrosulfonamides as Carbonic Anhydrase Inhibitors: A Promising Chemotype for Targeting Chagas Disease and Leishmaniasis.  [PMID:30996772]
122. Angeli, Andrea A and 7 more authors.  2019-09-01  Benzensulfonamides bearing spyrohydantoin moieties act as potent inhibitors of human carbonic anhydrases II and VII and show neuropathic pain attenuating effects.  [PMID:31136893]
123. Zaraei, Seyed-Omar SO and 6 more authors.  2019-06-22  Sulfamates in drug design and discovery: Pre-clinical and clinical investigations.  [PMID:31255926]
124. Berrino, Emanuela E and 12 more authors.  2019-08-08  Synthesis and Evaluation of Carbonic Anhydrase Inhibitors with Carbon Monoxide Releasing Properties for the Management of Rheumatoid Arthritis.  [PMID:31287314]
125. Costa, Giosuè G and 14 more authors.  2019-07-27  A computer-assisted discovery of novel potential anti-obesity compounds as selective carbonic anhydrase VA inhibitors.  [PMID:31387062]
126. Bozdag, Murat M and 9 more authors.  2019-08-07  Carbonic anhydrase inhibitors based on sorafenib scaffold: Design, synthesis, crystallographic investigation and effects on primary breast cancer cells.  [PMID:31419777]
127. Kalinin, Stanislav and 10 more authors.  2019-11-01  Highly hydrophilic 1,3-oxazol-5-yl benzenesulfonamide inhibitors of carbonic anhydrase II for reduction of glaucoma-related intraocular pressure.  [PMID:31515057]
128. Vats, Lalit and 6 more authors.  2019-12-01  Continued exploration and tail approach synthesis of benzenesulfonamides containing triazole and dual triazole moieties as carbonic anhydrase I, II, IV and IX inhibitors.  [PMID:31539777]
129. Zengin Kurt, Belma and 5 more authors.  2019-12-01  Synthesis of coumarin-sulfonamide derivatives and determination of their cytotoxicity, carbonic anhydrase inhibitory and molecular docking studies.  [PMID:31542715]
130. Tanini, Damiano and 5 more authors.  2020-01-01  Direct and straightforward access to substituted alkyl selenols as novel carbonic anhydrase inhibitors.  [PMID:31693947]
131. Said, Mohamed A and 11 more authors.  2020-03-01  Sulfonamide-based ring-fused analogues for CAN508 as novel carbonic anhydrase inhibitors endowed with antitumor activity: Design, synthesis, and in vitro biological evaluation.  [PMID:31972394]
132. Fares, Mohamed and 10 more authors.  2020-03-26  Discovery of Potent Dual-Tailed Benzenesulfonamide Inhibitors of Human Carbonic Anhydrases Implicated in Glaucoma and in Vivo Profiling of Their Intraocular Pressure-Lowering Action.  [PMID:32031797]
133. Sharma, Vikas; Kumar, Rajiv; Angeli, Andrea; Supuran, Claudiu T and Sharma, Pawan K.  2020-05-01  Tail approach synthesis of novel benzenesulfonamides incorporating 1,3,4-oxadiazole hybrids as potent inhibitor of carbonic anhydrase I, II, IX, and XII isoenzymes.  [PMID:32203788]
134. Aneja, Babita and 11 more authors.  2020-05-01  Design, synthesis & biological evaluation of ferulic acid-based small molecule inhibitors against tumor-associated carbonic anhydrase IX.  [PMID:32209296]
135. Nocentini, Alessio and 16 more authors.  2020-05-28  Phenyl(thio)phosphon(amid)ate Benzenesulfonamides as Potent and Selective Inhibitors of Human Carbonic Anhydrases II and VII Counteract Allodynia in a Mouse Model of Oxaliplatin-Induced Neuropathy.  [PMID:32364386]
136. La Regina, Giuseppe and 7 more authors.  2020-05-14  Discovery of New 1,1'-Biphenyl-4-sulfonamides as Selective Subnanomolar Human Carbonic Anhydrase II Inhibitors.  [PMID:32435363]
137. Eldehna, Wagdy M and 8 more authors.  2020-05-14  Benzofuran-Based Carboxylic Acids as Carbonic Anhydrase Inhibitors and Antiproliferative Agents against Breast Cancer.  [PMID:32435420]
138. Grandāne, Aiga; Nocentini, Alessio; Domračeva, Ilona; Žalubovskis, Raivis and Supuran, Claudiu T.  2020-08-15  Development of oxathiino[6,5-b]pyridine 2,2-dioxide derivatives as selective inhibitors of tumor-related carbonic anhydrases IX and XII.  [PMID:32460112]
139. Alkhaldi, Abdulsalam A M and 13 more authors.  2020-12-01  3-Methylthiazolo[3,2-a]benzimidazole-benzenesulfonamide conjugates as novel carbonic anhydrase inhibitors endowed with anticancer activity: Design, synthesis, biological and molecular modeling studies.  [PMID:32877804]
140. Mboge, Mam Y and 8 more authors.  2021-02-11  Inhibition of Carbonic Anhydrase Using SLC-149: Support for a Noncatalytic Function of CAIX in Breast Cancer.  [PMID:33523653]
141. Lenci, Elena and 6 more authors.  2021-02-04  Multitargeting application of proline-derived peptidomimetics addressing cancer-related human matrix metalloproteinase 9 and carbonic anhydrase II.  [PMID:33581552]
142. Zhang, Bin; Liu, Zhikun; Xia, Shengjin; Liu, Qingqing and Gou, Shaohua.  2021-02-20  Design, synthesis and biological evaluation of sulfamoylphenyl-quinazoline derivatives as potential EGFR/CAIX dual inhibitors.  [PMID:33640672]

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