Home Amines 14949-00-9
14949-00-9,MFCD03425417
Catalog No.:AA001LOZ

14949-00-9 | 5-Amino-1,3,4-thiadiazole-2-sulfonamide

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100mg
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$71.00   $50.00
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250mg
95%
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$151.00   $106.00
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1g
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$381.00   $267.00
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5g
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$1,001.00   $701.00
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  • Technical Information
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Technical Information
Catalog Number:
AA001LOZ
Chemical Name:
5-Amino-1,3,4-thiadiazole-2-sulfonamide
CAS Number:
14949-00-9
Molecular Formula:
C2H4N4O2S2
Molecular Weight:
180.2088
MDL Number:
MFCD03425417
SMILES:
Nc1nnc(s1)S(=O)(=O)N
NSC Number:
22979
Properties
Properties
 
BP:
484.2±28.0 °C(Predicted)  
Form:
Solid  
MP:
188-190°C  
Refractive Index:
1.6440 (estimate)  
Storage:
Keep in dry area;2-8℃;  

Computed Properties
 
Complexity:
208  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
10  
Hydrogen Bond Acceptor Count:
7  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
1  
XLogP3:
-0.9  

Literature

Title: Molecular cloning, characterization, and inhibition studies of a β-carbonic anhydrase from Malassezia globosa, a potential antidandruff target.

Journal: Journal of medicinal chemistry 20120412

Title: 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.

Journal: Bioorganic & medicinal chemistry 20120401

Title: Cloning, characterization and sulfonamide inhibition studies of an α-carbonic anhydrase from the living fossil sponge Astrosclera willeyana.

Journal: Bioorganic & medicinal chemistry 20120215

Title: Inhibition studies of the β-carbonic anhydrases from the bacterial pathogen Salmonella enterica serovar Typhimurium with sulfonamides and sulfamates.

Journal: Bioorganic & medicinal chemistry 20110815

Title: Synthesis of 5-amino-1,3,4-thiadiazole-2-sulphonamide derivatives and their inhibition effects on human carbonic anhydrase isozymes.

Journal: Journal of enzyme inhibition and medicinal chemistry 20110401

Title: Kinetic and docking studies of phenol-based inhibitors of carbonic anhydrase isoforms I, II, IX and XII evidence a new binding mode within the enzyme active site.

Journal: Bioorganic & medicinal chemistry 20110215

Title: A new β-carbonic anhydrase from Brucella suis, its cloning, characterization, and inhibition with sulfonamides and sulfamates, leading to impaired pathogen growth.

Journal: Bioorganic & medicinal chemistry 20110201

Title: Carbonic anhydrase inhibitors. Inhibition studies with anions and sulfonamides of a new cytosolic enzyme from the scleractinian coral Stylophora pistillata.

Journal: Bioorganic & medicinal chemistry letters 20110115

Title: Acetazolamide-based fungal chitinase inhibitors.

Journal: Bioorganic & medicinal chemistry 20101201

Title: Synthesis, characterization and antiglaucoma activity of some novel pyrazole derivatives of 5-amino-1,3,4-thiadiazole-2-sulfonamide.

Journal: European journal of medicinal chemistry 20101101

Title: Carbonic anhydrase inhibitors. The X-ray crystal structure of human isoform II in adduct with an adamantyl analogue of acetazolamide resides in a less utilized binding pocket than most hydrophobic inhibitors.

Journal: Bioorganic & medicinal chemistry letters 20100801

Title: Mutation of Phe91 to Asn in human carbonic anhydrase I unexpectedly enhanced both catalytic activity and affinity for sulfonamide inhibitors.

Journal: Bioorganic & medicinal chemistry 20100801

Title: Cloning, characterization, and inhibition studies of a beta-carbonic anhydrase from Brucella suis.

Journal: Journal of medicinal chemistry 20100311

Title: Carbonic anhydrase inhibitors. Characterization and inhibition studies of the most active beta-carbonic anhydrase from Mycobacterium tuberculosis, Rv3588c.

Journal: Bioorganic & medicinal chemistry letters 20091201

Title: Simultaneous determination of epinephrine, uric acid and xanthine in the presence of ascorbic acid using an ultrathin polymer film of 5-amino-1,3,4-thiadiazole-2-thiol modified electrode.

Journal: Analytica chimica acta 20090804

Title: Carbonic anhydrase inhibitors. Inhibition studies of a coral secretory isoform by sulfonamides.

Journal: Bioorganic & medicinal chemistry 20090715

Title: Carbonic anhydrase inhibitors. Inhibition and homology modeling studies of the fungal beta-carbonic anhydrase from Candida albicans with sulfonamides.

Journal: Bioorganic & medicinal chemistry 20090701

Title: Carbonic anhydrase inhibitors. Cloning, characterization, and inhibition studies of a new beta-carbonic anhydrase from Mycobacterium tuberculosis.

Journal: Journal of medicinal chemistry 20090514

Title: Effects of new 5-amino-1,3,4-thiadiazole-2-sulfonamide derivatives on human carbonic anhydrase isozymes.

Journal: Bioorganic & medicinal chemistry 20090501

Title: Molecular cloning, characterization, and inhibition studies of the Rv1284 beta-carbonic anhydrase from Mycobacterium tuberculosis with sulfonamides and a sulfamate.

Journal: Journal of medicinal chemistry 20090423

Title: Carbonic anhydrase inhibitors. Biphenylsulfonamides with inhibitory action towards the transmembrane, tumor-associated isozymes IX possess cytotoxic activity against human colon, lung and breast cancer cell lines.

Journal: Journal of enzyme inhibition and medicinal chemistry 20090401

Title: Carbonic anhydrase inhibitors: inhibition of the beta-class enzyme from the yeast Saccharomyces cerevisiae with sulfonamides and sulfamates.

Journal: Bioorganic & medicinal chemistry 20090201

Title: Amide derivatives with pyrazole carboxylic acids of 5-amino-1,3,4-thiadiazole 2-sulfonamide as new carbonic anhydrase inhibitors: synthesis and investigation of inhibitory effects.

Journal: Journal of enzyme inhibition and medicinal chemistry 20081201

Title: Carbonic anhydrase inhibitors. Interaction of 2-N,N-dimethylamino-1,3,4-thiadiazole-5-methanesulfonamide with 12 mammalian isoforms: kinetic and X-ray crystallographic studies.

Journal: Bioorganic & medicinal chemistry letters 20080201

Title: Carbonic anhydrase inhibitors: cloning, characterization, and inhibition studies of the cytosolic isozyme III with sulfonamides.

Journal: Bioorganic & medicinal chemistry 20071201

Title: Design, synthesis, and docking studies of new 1,3,4-thiadiazole-2-thione derivatives with carbonic anhydrase inhibitory activity.

Journal: Bioorganic & medicinal chemistry 20071115

Title: Carbonic anhydrase inhibitors: the beta-carbonic anhydrase from Helicobacter pylori is a new target for sulfonamide and sulfamate inhibitors.

Journal: Bioorganic & medicinal chemistry letters 20070701

Title: Carbonic anhydrase inhibitors. DNA cloning, characterization, and inhibition studies of the human secretory isoform VI, a new target for sulfonamide and sulfamate inhibitors.

Journal: Journal of medicinal chemistry 20070125

Title: Carbonic anhydrase inhibitors: X-ray crystallographic studies for the binding of 5-amino-1,3,4-thiadiazole-2-sulfonamide and 5-(4-amino-3-chloro-5-fluorophenylsulfonamido)-1,3,4-thiadiazole-2-sulfonamide to human isoform II.

Journal: Bioorganic & medicinal chemistry letters 20061215

Title: Carbonic anhydrase inhibitors: cloning and sulfonamide inhibition studies of a carboxyterminal truncated alpha-carbonic anhydrase from Helicobacter pylori.

Journal: Bioorganic & medicinal chemistry letters 20060415

Title: QSAR study on topically acting sulfonamides incorporating GABA moieties: a molecular connectivity approach.

Journal: Bioorganic & medicinal chemistry letters 20060401

Title: Carbonic anhydrase inhibitors: DNA cloning and inhibition studies of the alpha-carbonic anhydrase from Helicobacter pylori, a new target for developing sulfonamide and sulfamate gastric drugs.

Journal: Journal of medicinal chemistry 20060323

Title: Carbonic anhydrase inhibitors. The mitochondrial isozyme VB as a new target for sulfonamide and sulfamate inhibitors.

Journal: Journal of medicinal chemistry 20051201

Title: Carbonic anhydrase inhibitors: inhibition of the transmembrane isozyme XIV with sulfonamides.

Journal: Bioorganic & medicinal chemistry letters 20050901

Title: Carbonic anhydrase inhibitors. Inhibition of red blood cell ostrich (Struthio camelus) carbonic anhydrase with a series of aromatic and heterocyclic sulfonamides.

Journal: Journal of enzyme inhibition and medicinal chemistry 20050801

Title: Carbonic anhydrase inhibitors. Inhibition of the cytosolic and tumor-associated carbonic anhydrase isozymes I, II, and IX with a series of 1,3,4-thiadiazole- and 1,2,4-triazole-thiols.

Journal: Bioorganic & medicinal chemistry letters 20050502

Title: Carbonic anhydrase inhibitors. Inhibition of the transmembrane isozyme XII with sulfonamides-a new target for the design of antitumor and antiglaucoma drugs?

Journal: Bioorganic & medicinal chemistry letters 20050215

Title: Carbonic anhydrase inhibitors. Inhibition of the human cytosolic isozyme VII with aromatic and heterocyclic sulfonamides.

Journal: Bioorganic & medicinal chemistry letters 20050215

Title: Carbonic anhydrase inhibitors. Inhibition of the membrane-bound human and bovine isozymes IV with sulfonamides.

Journal: Bioorganic & medicinal chemistry letters 20050215

Title: Carbonic anhydrase inhibitors. Novel sulfanilamide/acetazolamide derivatives obtained by the tail approach and their interaction with the cytosolic isozymes I and II, and the tumor-associated isozyme IX.

Journal: Bioorganic & medicinal chemistry letters 20050117

Title: Carbonic anhydrase inhibitors: the first QSAR study on inhibition of tumor-associated isoenzyme IX with aromatic and heterocyclic sulfonamides.

Journal: Bioorganic & medicinal chemistry letters 20040621

Title: Carbonic anhydrase inhibitors: Schiff's bases of aromatic and heterocyclic sulfonamides and their metal complexes.

Journal: Journal of enzyme inhibition and medicinal chemistry 20040601

Title: Carbonic anhydrase inhibitors. Inhibition of tumor-associated isozyme IX by halogenosulfanilamide and halogenophenylaminobenzolamide derivatives.

Journal: Journal of medicinal chemistry 20030522

Title: Carbonic anhydrase inhibitors: inhibition of the tumor-associated isozyme IX with aromatic and heterocyclic sulfonamides.

Journal: Bioorganic & medicinal chemistry letters 20030324

Title: Bile acid derivatives of 5-amino-1,3,4-thiadiazole-2-sulfonamide as new carbonic anhydrase inhibitors: synthesis and investigation of inhibition effects.

Journal: Bioorganic & medicinal chemistry 20020801

Title: Carbonic anhydrase inhibitors. A general approach for the preparation of water-soluble sulfonamides incorporating polyamino-polycarboxylate tails and of their metal complexes possessing long-lasting, topical intraocular pressure-lowering properties.

Journal: Journal of medicinal chemistry 20020328

Title: Carbonic anhydrase inhibitors: synthesis of sulfonamides incorporating dtpa tails and of their zinc complexes with powerful topical antiglaucoma properties.

Journal: Bioorganic & medicinal chemistry letters 20010226

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Tags:14949-00-9 Molecular Formula|14949-00-9 MDL|14949-00-9 SMILES|14949-00-9 5-Amino-1,3,4-thiadiazole-2-sulfonamide