Page last updated: 2024-11-06

aminozolamide

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Description

Aminozolamide is a carbonic anhydrase inhibitor that has been investigated for its potential therapeutic uses. Its synthesis typically involves a multi-step process involving reactions with various reagents, such as sulfonyl chloride and amine derivatives. Research indicates that aminozolamide exhibits potent inhibitory effects on carbonic anhydrase enzymes, particularly the isozymes CA-II and CA-IV, which are involved in various physiological processes. The compound has been studied for its potential role in treating conditions such as glaucoma, epilepsy, and edema. Its mechanism of action involves inhibiting the production of bicarbonate ions, which can alter fluid balance and reduce intraocular pressure. Aminozolamide's importance lies in its potential as a drug candidate for treating a range of conditions, and ongoing research aims to further understand its pharmacological properties and efficacy.'

aminozolamide: used in therapy of ocular hypertension [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID93505
CHEMBL ID35118
SCHEMBL ID9459715
MeSH IDM0140726

Synonyms (17)

Synonym
6-aminobenzo[d]thiazole-2-sulfonamide
6-amino-benzothiazole-2-sulfonic acid amide
bdbm50079035
aminozolamide
CHEMBL35118 ,
94641-11-9
SCHEMBL9459715
6-amino-1,3-benzothiazole-2-sulfonamide
unii-mr69rtsovn
2-benzothiazolesulfonamide, 6-amino-
6-amino-2-benzothiazolesulfonamide
mr69rtsovn ,
6-aminobenzothiazole-2-sulfonamide
OFSGGVHHSMAUEI-UHFFFAOYSA-N
FT-0737055
DTXSID20879078
PD182827
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (7)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Carbonic anhydrase 1Homo sapiens (human)Ki9,997,742.91500.00001.372610.0000AID222125; AID263048; AID50353; AID50367; AID50369; AID50374; AID743515
Carbonic anhydrase 2Homo sapiens (human)Ki27,783.64060.00000.72369.9200AID222126; AID263049; AID47901; AID47932; AID47934; AID47939; AID481329; AID743514
5-hydroxytryptamine receptor 2CRattus norvegicus (Norway rat)Ki0.00900.00020.667710.0000AID47934
5-hydroxytryptamine receptor 2ARattus norvegicus (Norway rat)Ki0.00900.00010.601710.0000AID47934
Carbonic anhydrase 4Homo sapiens (human)Ki0.01900.00021.97209.9200AID222127
5-hydroxytryptamine receptor 2BRattus norvegicus (Norway rat)Ki0.00900.00020.590910.0000AID47934
Carbonic anhydrase 4Bos taurus (cattle)Ki3,800,400.01520.00300.59349.6500AID263050; AID48122; AID48279; AID48281; AID48284
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (13)

Processvia Protein(s)Taxonomy
one-carbon metabolic processCarbonic anhydrase 1Homo sapiens (human)
morphogenesis of an epitheliumCarbonic anhydrase 2Homo sapiens (human)
positive regulation of synaptic transmission, GABAergicCarbonic anhydrase 2Homo sapiens (human)
positive regulation of cellular pH reductionCarbonic anhydrase 2Homo sapiens (human)
angiotensin-activated signaling pathwayCarbonic anhydrase 2Homo sapiens (human)
regulation of monoatomic anion transportCarbonic anhydrase 2Homo sapiens (human)
secretionCarbonic anhydrase 2Homo sapiens (human)
regulation of intracellular pHCarbonic anhydrase 2Homo sapiens (human)
neuron cellular homeostasisCarbonic anhydrase 2Homo sapiens (human)
positive regulation of dipeptide transmembrane transportCarbonic anhydrase 2Homo sapiens (human)
regulation of chloride transportCarbonic anhydrase 2Homo sapiens (human)
carbon dioxide transportCarbonic anhydrase 2Homo sapiens (human)
one-carbon metabolic processCarbonic anhydrase 2Homo sapiens (human)
bicarbonate transportCarbonic anhydrase 4Homo sapiens (human)
one-carbon metabolic processCarbonic anhydrase 4Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (6)

Processvia Protein(s)Taxonomy
arylesterase activityCarbonic anhydrase 1Homo sapiens (human)
carbonate dehydratase activityCarbonic anhydrase 1Homo sapiens (human)
protein bindingCarbonic anhydrase 1Homo sapiens (human)
zinc ion bindingCarbonic anhydrase 1Homo sapiens (human)
hydro-lyase activityCarbonic anhydrase 1Homo sapiens (human)
cyanamide hydratase activityCarbonic anhydrase 1Homo sapiens (human)
arylesterase activityCarbonic anhydrase 2Homo sapiens (human)
carbonate dehydratase activityCarbonic anhydrase 2Homo sapiens (human)
protein bindingCarbonic anhydrase 2Homo sapiens (human)
zinc ion bindingCarbonic anhydrase 2Homo sapiens (human)
cyanamide hydratase activityCarbonic anhydrase 2Homo sapiens (human)
protein bindingCarbonic anhydrase 4Homo sapiens (human)
zinc ion bindingCarbonic anhydrase 4Homo sapiens (human)
carbonate dehydratase activityCarbonic anhydrase 4Homo sapiens (human)
zinc ion bindingCarbonic anhydrase 4Bos taurus (cattle)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (20)

Processvia Protein(s)Taxonomy
cytosolCarbonic anhydrase 1Homo sapiens (human)
extracellular exosomeCarbonic anhydrase 1Homo sapiens (human)
cytoplasmCarbonic anhydrase 2Homo sapiens (human)
cytosolCarbonic anhydrase 2Homo sapiens (human)
plasma membraneCarbonic anhydrase 2Homo sapiens (human)
myelin sheathCarbonic anhydrase 2Homo sapiens (human)
apical part of cellCarbonic anhydrase 2Homo sapiens (human)
extracellular exosomeCarbonic anhydrase 2Homo sapiens (human)
cytoplasmCarbonic anhydrase 2Homo sapiens (human)
plasma membraneCarbonic anhydrase 2Homo sapiens (human)
apical part of cellCarbonic anhydrase 2Homo sapiens (human)
basolateral plasma membraneCarbonic anhydrase 4Homo sapiens (human)
rough endoplasmic reticulumCarbonic anhydrase 4Homo sapiens (human)
endoplasmic reticulum-Golgi intermediate compartmentCarbonic anhydrase 4Homo sapiens (human)
Golgi apparatusCarbonic anhydrase 4Homo sapiens (human)
trans-Golgi networkCarbonic anhydrase 4Homo sapiens (human)
plasma membraneCarbonic anhydrase 4Homo sapiens (human)
external side of plasma membraneCarbonic anhydrase 4Homo sapiens (human)
cell surfaceCarbonic anhydrase 4Homo sapiens (human)
membraneCarbonic anhydrase 4Homo sapiens (human)
apical plasma membraneCarbonic anhydrase 4Homo sapiens (human)
transport vesicle membraneCarbonic anhydrase 4Homo sapiens (human)
secretory granule membraneCarbonic anhydrase 4Homo sapiens (human)
brush border membraneCarbonic anhydrase 4Homo sapiens (human)
perinuclear region of cytoplasmCarbonic anhydrase 4Homo sapiens (human)
extracellular exosomeCarbonic anhydrase 4Homo sapiens (human)
plasma membraneCarbonic anhydrase 4Homo sapiens (human)
side of membraneCarbonic anhydrase 4Bos taurus (cattle)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (23)

Assay IDTitleYearJournalArticle
AID743513Inhibition of Helicobacter pylori recombinant alpha carbonic anhydrase preincubated for 15 mins by CO2 hydration stopped-flow assay2013Bioorganic & medicinal chemistry, Mar-15, Volume: 21, Issue:6
The alpha-carbonic anhydrase from the thermophilic bacterium Sulfurihydrogenibium yellowstonense YO3AOP1 is highly susceptible to inhibition by sulfonamides.
AID48279Inhibitory activity against bovine carbonic anhydrase IV (CA4), isolated from bovine lung microsomes2000Journal of medicinal chemistry, Jan-27, Volume: 43, Issue:2
Carbonic anhydrase inhibitors: synthesis of membrane-impermeant low molecular weight sulfonamides possessing in vivo selectivity for the membrane-bound versus cytosolic isozymes.
AID47901Inhibitory activity against Human carbonic anhydrase II2002Journal of medicinal chemistry, Mar-28, Volume: 45, Issue:7
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.
AID222126Inhibition of cloned isozyme, human carbonic anhydrase II2001Bioorganic & medicinal chemistry letters, Feb-26, Volume: 11, Issue:4
Carbonic anhydrase inhibitors: synthesis of sulfonamides incorporating dtpa tails and of their zinc complexes with powerful topical antiglaucoma properties.
AID743515Inhibition of human recombinant carbonic anhydrase 1 preincubated for 15 mins by CO2 hydration stopped-flow assay2013Bioorganic & medicinal chemistry, Mar-15, Volume: 21, Issue:6
The alpha-carbonic anhydrase from the thermophilic bacterium Sulfurihydrogenibium yellowstonense YO3AOP1 is highly susceptible to inhibition by sulfonamides.
AID743512Inhibition of Sulfurihydrogenibium yellowstonense YO3AOP1 recombinant carbonic anhydrase preincubated for 15 mins by CO2 hydration stopped-flow assay2013Bioorganic & medicinal chemistry, Mar-15, Volume: 21, Issue:6
The alpha-carbonic anhydrase from the thermophilic bacterium Sulfurihydrogenibium yellowstonense YO3AOP1 is highly susceptible to inhibition by sulfonamides.
AID48284Inhibitory activity against bovine carbonic anhydrase IV (CA4), isolated from bovine lung microsomes1999Journal of medicinal chemistry, Sep-09, Volume: 42, Issue:18
Carbonic anhydrase inhibitors: synthesis of water-soluble, aminoacyl/dipeptidyl sulfonamides possessing long-lasting intraocular pressure-lowering properties via the topical route.
AID263049Inhibition of human CA22006Bioorganic & medicinal chemistry letters, Apr-01, Volume: 16, Issue:7
QSAR study on topically acting sulfonamides incorporating GABA moieties: a molecular connectivity approach.
AID47932Inhibitory activity against human carbonic anhydrase II (CA2)2000Journal of medicinal chemistry, Jan-27, Volume: 43, Issue:2
Carbonic anhydrase inhibitors: synthesis of membrane-impermeant low molecular weight sulfonamides possessing in vivo selectivity for the membrane-bound versus cytosolic isozymes.
AID222127Inhibition of cloned isozyme, human carbonic anhydrase IV2001Bioorganic & medicinal chemistry letters, Feb-26, Volume: 11, Issue:4
Carbonic anhydrase inhibitors: synthesis of sulfonamides incorporating dtpa tails and of their zinc complexes with powerful topical antiglaucoma properties.
AID222125Inhibition of cloned isozyme, human carbonic anhydrase I2001Bioorganic & medicinal chemistry letters, Feb-26, Volume: 11, Issue:4
Carbonic anhydrase inhibitors: synthesis of sulfonamides incorporating dtpa tails and of their zinc complexes with powerful topical antiglaucoma properties.
AID50353Inhibitory activity against Human carbonic anhydrase I2002Journal of medicinal chemistry, Mar-28, Volume: 45, Issue:7
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.
AID50374Inhibitory activity against human recombinant carbonic anhydrase I (CA1)1999Journal of medicinal chemistry, Sep-09, Volume: 42, Issue:18
Carbonic anhydrase inhibitors: synthesis of water-soluble, aminoacyl/dipeptidyl sulfonamides possessing long-lasting intraocular pressure-lowering properties via the topical route.
AID48122Inhibitory activity against bovine carbonic anhydrase IV2002Journal of medicinal chemistry, Mar-28, Volume: 45, Issue:7
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.
AID263048Inhibition of human CA12006Bioorganic & medicinal chemistry letters, Apr-01, Volume: 16, Issue:7
QSAR study on topically acting sulfonamides incorporating GABA moieties: a molecular connectivity approach.
AID47939Inhibitory activity against human recombinant carbonic anhydrase II (CA2)1999Journal of medicinal chemistry, Sep-09, Volume: 42, Issue:18
Carbonic anhydrase inhibitors: synthesis of water-soluble, aminoacyl/dipeptidyl sulfonamides possessing long-lasting intraocular pressure-lowering properties via the topical route.
AID50367Inhibitory activity against human carbonic anhydrase I (CA1)2000Journal of medicinal chemistry, Jan-27, Volume: 43, Issue:2
Carbonic anhydrase inhibitors: synthesis of membrane-impermeant low molecular weight sulfonamides possessing in vivo selectivity for the membrane-bound versus cytosolic isozymes.
AID48281Inhibitory activity against bovine lung microsomes carbonic anhydrase isozyme IV (bCA IV).1999Journal of medicinal chemistry, Jul-15, Volume: 42, Issue:14
Carbonic anhydrase inhibitors. Synthesis of water-soluble, topically effective, intraocular pressure-lowering aromatic/heterocyclic sulfonamides containing cationic or anionic moieties: is the tail more important than the ring?
AID50369Inhibition of human cloned Carbonic anhydrase I (hCA I,cytosolic form)1999Journal of medicinal chemistry, Jul-15, Volume: 42, Issue:14
Carbonic anhydrase inhibitors. Synthesis of water-soluble, topically effective, intraocular pressure-lowering aromatic/heterocyclic sulfonamides containing cationic or anionic moieties: is the tail more important than the ring?
AID481329Inhibition of human carbonic anhydrase 22010Bioorganic & medicinal chemistry letters, May-15, Volume: 20, Issue:10
3D-QSAR study of benzene sulfonamide analogs as carbonic anhydrase II inhibitors.
AID743514Inhibition of human recombinant carbonic anhydrase 2 preincubated for 15 mins by CO2 hydration stopped-flow assay2013Bioorganic & medicinal chemistry, Mar-15, Volume: 21, Issue:6
The alpha-carbonic anhydrase from the thermophilic bacterium Sulfurihydrogenibium yellowstonense YO3AOP1 is highly susceptible to inhibition by sulfonamides.
AID47934Inhibitory activity against human cloned Carbonic anhydrase II (hCA II, cytosolic form).1999Journal of medicinal chemistry, Jul-15, Volume: 42, Issue:14
Carbonic anhydrase inhibitors. Synthesis of water-soluble, topically effective, intraocular pressure-lowering aromatic/heterocyclic sulfonamides containing cationic or anionic moieties: is the tail more important than the ring?
AID263050Inhibition of bovine CA42006Bioorganic & medicinal chemistry letters, Apr-01, Volume: 16, Issue:7
QSAR study on topically acting sulfonamides incorporating GABA moieties: a molecular connectivity approach.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (15)

TimeframeStudies, This Drug (%)All Drugs %
pre-19905 (33.33)18.7374
1990's3 (20.00)18.2507
2000's4 (26.67)29.6817
2010's3 (20.00)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 11.44

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index11.44 (24.57)
Research Supply Index2.89 (2.92)
Research Growth Index4.33 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.44)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials2 (13.33%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other13 (86.67%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]