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4-Propyl-benzenesulfonamide

main product photo

ID: ALA148660

Cas Number: 1132-18-9

PubChem CID: 2265561

Product Number: P356582, Order Now?

Max Phase: Preclinical

Molecular Formula: C9H13NO2S

Molecular Weight: 199.28

Molecule Type: Small molecule

In stock!

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Synonyms: 4-Propyl-Benzenesulfonamide | 4-Propylbenzenesulfonamide | 4-propylbenzenesulfonamide|1132-18-9|4-N-Propylbenzenesulfonamide|4-propylbenzene-1-sulfonamide|4-Propyl-benzenesulfonamide|Benzenesulfonamide, 4-propyl- (9CI)|CHEMBL148660|4JE|SCHEMBL429778|DTXSID70367415|BAA13218|BDBM50423787|MFCD00457070|AKOS000149820|CCG-355646|FS-2124|CS-0248744|FT-0709592|EN300-41242|A18087|E86972|J-002920|Q27454749|Z45415607|F2158-2239

Canonical SMILES:  CCCc1ccc(S(N)(=O)=O)cc1

Standard InChI:  InChI=1S/C9H13NO2S/c1-2-3-8-4-6-9(7-5-8)13(10,11)12/h4-7H,2-3H2,1H3,(H2,10,11,12)

Standard InChI Key:  CICCMHNIYTXWRF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 13 13  0  0  0  0  0  0  0  0999 V2000
    7.6375   -3.8292    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.9167   -4.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3417   -3.4167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2250   -3.1167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0542   -4.5500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9167   -5.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2042   -3.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2042   -5.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4917   -4.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4917   -5.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7792   -5.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0667   -5.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3542   -5.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  2  0
  4  1  2  0
  5  1  1  0
  6  2  1  0
  7  2  2  0
  8  6  2  0
  9  7  1  0
 10  9  2  0
 11 10  1  0
 12 11  1  0
 13 12  1  0
 10  8  1  0
M  END

Alternative Forms

  1. Parent:

    ALA148660

    4-propylbenzenesulfonamide

Associated Targets(Human)

CA2 Tclin Carbonic anhydrase (122 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CA2 Tclin Carbonic anhydrase II (17698 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

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Biocomponents

Calculated Properties

Molecular Weight: 199.28Molecular Weight (Monoisotopic): 199.0667AlogP: 1.29#Rotatable Bonds: 3
Polar Surface Area: 60.16Molecular Species: NEUTRALHBA: 2HBD: 1
#RO5 Violations: ┄HBA (Lipinski): 3HBD (Lipinski): 2#RO5 Violations (Lipinski): ┄
CX Acidic pKa: 10.43CX Basic pKa: ┄CX LogP: 1.98CX LogD: 1.98
Aromatic Rings: 1Heavy Atoms: 13QED Weighted: 0.80Np Likeness Score: -1.16

References

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27. 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]
28. 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]
29. 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]
30. 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]
31. 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]
32. 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]
33. 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]
34. 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]
35. 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]
36. 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]
37. 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]
38. 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]
39. 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]
40. 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]
41. 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]
42. 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]
43. Carta, Fabrizio F and 6 more authors.  2012-02-23  Dithiocarbamates strongly inhibit carbonic anhydrases and show antiglaucoma action in vivo.  [PMID:22276570]
44. 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]
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54. 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]
55. 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]
56. 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]
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64. 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]
65. 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]
66. 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]
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68. 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]
69. 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]
70. 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]
71. 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]
72. Moeker, Janina J and 6 more authors.  2014-10-23  Structural insights into carbonic anhydrase IX isoform specificity of carbohydrate-based sulfamates.  [PMID:25254302]
73. 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]
74. 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]
75. Dudutienė, Virginija V and 33 more authors.  2014-11-26  Discovery and characterization of novel selective inhibitors of carbonic anhydrase IX.  [PMID:25358084]
76. 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]
77. 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]
78. 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]
79. 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]
80. 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]
81. 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]
82. 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]
83. 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]
84. 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]
85. 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]
86. 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]
87. 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]
88. 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]
89. 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]
90. 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]
91. 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]
92. 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]
93. 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]
94. 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]
95. Carta, Fabrizio F and 7 more authors.  2017-04-13  Lead Development of Thiazolylsulfonamides with Carbonic Anhydrase Inhibitory Action.  [PMID:28272885]
96. 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]
97. 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]
98. 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]
99. 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]
100. 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]
101. 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]
102. 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]
103. Angeli, Andrea A and 5 more authors.  2017-10-15  Synthesis and carbonic anhydrase inhibition of polycyclic imides incorporating N-benzenesulfonamide moieties.  [PMID:28789908]
104. 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]
105. 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]
106. 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]
107. 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]
108. 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]
109. 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]
110. 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]
111. 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]
112. 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]
113. 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]
114. 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]
115. 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]
116. 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]
117. 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]
118. 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]
119. 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]
120. 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]
121. 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]
122. 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]
123. Mujumdar, Prashant P and 5 more authors.  2019-04-25  Carbonic Anhydrase XII Inhibitors Overcome Temozolomide Resistance in Glioblastoma.  [PMID:30925064]
124. 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]
125. 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]
126. Zaraei, Seyed-Omar SO and 6 more authors.  2019-06-22  Sulfamates in drug design and discovery: Pre-clinical and clinical investigations.  [PMID:31255926]
127. 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]
128. 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]
129. 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]
130. 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]
131. 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]
132. 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]
133. Tanini, Damiano and 5 more authors.  2020-01-01  Direct and straightforward access to substituted alkyl selenols as novel carbonic anhydrase inhibitors.  [PMID:31693947]
134. 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]
135. 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]
136. 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]
137. 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]
138. 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]
139. 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]
140. 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]
141. 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]
142. 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]
143. 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]
144. 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]
145. 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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