Acetazolamide sodium - ≥99% , Carbonic anhydrase IV inhibitor, CAS No.1424-27-7, Carbonic anhydrase IV inhibitor

CAS: 1424-27-7 Cat. No.: A648531 Summenformel: C₄H₆N₄NaO₃S₂ Molekulargewicht: 245.24 PubChem CID: 13290219

GRADE & PURITY ≥99%

Synonyms

Acetazolamide sodium | ACETAZOLAMIDE SODIUM [VANDF] | ACETAMIDE, N-(5-SULFAMOYL-1,3,4-THIADIAZOL-2-YL)-, MONOSODIUM SALT | Acetazolamide sodium [JAN] | N-(5-(Aminosulfonyl)-1,3,4-thiadiazol-2-yl)acetamide Monosodium | Vetamox Soluble Powder | CHEBI:31163

Storage

Store at 2-8°C,Desiccated

Shipped In

Wet ice

Übersicht

Acetazolamide sodium is a carbonic anhydrase ( CA ) IX inhibitor with an IC 50 of 30 nM for hCA IX . Acetazolamide sodium has diuretic, antihypertensive and anti-gonococcal activities.

In Vitro

Acetazolamide also inhibits hCA II with an IC 50 of 130 nM. Acetazolamide (Ace) is a small heteroaromatic sulfonamide that binds to various carbonic anhydrases with high affinity, acting as a carbonic anhydrase (CA) inhibitor. Compared with the control group, the high Acetazolamide concentration (AceH, 50 nM), Cisplatin (Cis; 1 µg/mL) and Cis combined with the low Acetazolamide concentration (AceL, 10 nM) treatments significantly reduces viability of Hep-2 cells. Treatment with the Acetazolamide/Cis combination significantly increases the expression levels of P53, as both AceL+Cis and AceH+Cis treatments result in significantly increased P53 protein expression levels compared with the control group. The Ace/Cis combination treatment significantly reduces the bcl-2/bax expression ratio, and increases the expression of caspase-3 protein, compared with the control group. AceL, AceH, Cis and AceL+Cis treatments significantly reduce the bcl-2/bax ratio compared with the control group. Combined Ace and Cis treatment effectively promotes apoptosis in Hep-2 cells. Combined treatment with Ace/Cis markedly decreases the expression of AQP1 mRNA in Hep-2 cells. Both AceH and AceL+Cis treatments decrease the expression of aquaporin-1 (AQP1) mRNA in Hep-2 cells compared with the control group. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

Acetazolamide (40 mg/kg) significantly potentiates the inhibitory effect of MS-275 on tumorigenesis in neuroblastoma (NB) SH-SY5Y xenografts. Acetazolamide (40 mg/kg) and/or MS-275 treatment reduce expression of HIF1-α and CAIX in NB SH-SY5Y xenograft. Acetazolamide (40 mg/kg), MS-275 and Acetazolamide+MS-275 reduce expression of mitotic and proliferative markers in NB SH-SY5Y xenografts.\nAcetazolamide (50 mg/kg; PO, for 3 days) significantly reduces the gonococcal load in the vagina of infected mice by 90% . MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Form:Solid

IC50& Target:IC 50 : 30 nM (hCA IX), 130 nM (hCA II)

Specifications

Synonyme

Acetazolamide sodium | ACETAZOLAMIDE SODIUM [VANDF] | ACETAMIDE, N-(5-SULFAMOYL-1,3,4-THIADIAZOL-2-YL)-, MONOSODIUM SALT | Acetazolamide sodium [JAN] | N-(5-(Aminosulfonyl)-1,3,4-thiadiazol-2-yl)acetamide Monosodium | Vetamox Soluble Powder | CHEBI:31163

Spezifikationen & Reinheit

≥99%

Biochemische und physiologische Mechanismen

Acetazolamide sodium is a carbonic anhydrase ( CA ) IX inhibitor with an IC 50 of 30 nM for hCA IX . Acetazolamide sodium has diuretic, antihypertensive and anti-gonococcal activities.

Storage

Store at 2-8°C,Desiccated

Verschickt in

Wet ice

Dieses Produkt erfordert Kühlkettenversand. Grundversand und andere Economy-Optionen sind nicht verfügbar.

Aktionsart

INHIBITOR

Mechanismus der Wirkung

Carbonic anhydrase IV inhibitor

Reinheit

≥99%

Namen und Kennungen

• Kanonisches Lächeln: CC(=O)NC1=NN=C(S1)S(=O)(=O)[NH-].[Na+]
• IUPAC Name: sodium;(5-acetamido-1,3,4-thiadiazol-2-yl)sulfonylazanide
• InChIKey: MRSXAJAOWWFZJJ-UHFFFAOYSA-M
• INCHI: 1S/C4H6N4O3S2.Na/c1-2(9)6-3-7-8-4(12-3)13(5,10)11;/h1H3,(H3,5,6,7,9,10,11);/q;+1/p-1
• Isomere SMILES: CC(=O)NC1=NN=C(S1)S(=O)(=O)[NH-].[Na+]
• PubChem CID: 13290219
• Molekulargewicht: 245.24

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic nitrogen compounds
    • Klasse Organonitrogen compounds
      • Subclass N-arylamides

• Kingdom: Organic compounds
• Superclass: Organic nitrogen compounds
• Klasse: Organonitrogen compounds
• Subclass: N-arylamides
• Intermediate Tree Nodes: Not available
• Direct Parent: N-acetylarylamines
• Alternative Parents: Thiadiazoles Sulfonyls Organosulfonic acids and derivatives Heteroaromatic compounds Acetamides Secondary carboxylic acid amides Azacyclic compounds Organopnictogen compounds Organic zwitterions Organic sodium salts Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: N-acetylarylamine - Azole - Heteroaromatic compound - Organic sulfonic acid or derivatives - Acetamide - Organosulfonic acid or derivatives - Sulfonyl - Thiadiazole - Carboxamide group - Secondary carboxylic acid amide - Carboxylic acid derivative - Azacycle - Organic alkali metal salt - Organoheterocyclic compound - Organic oxygen compound - Organic zwitterion - Organic salt - Organic sodium salt - Hydrocarbon derivative - Organosulfur compound - Organooxygen compound - Organic oxide - Organopnictogen compound - Carbonyl group - Aromatic heteromonocyclic compound
• Beschreibung: This compound belongs to the class of organic compounds known as n-acetylarylamines. These are acetamides where one or more amide hydrogens is substituted by an aryl group.
• External Descriptors: organic sodium salt

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemische und physikalische Eigenschaften

• Löslichkeit: DMSO : 100 mg/mL (407.76 mM; Need ultrasonic)
• Molekulargewicht: 244.200 g/mol
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 243.97 Da
• Monoisotopic Mass: 243.97 Da
• Topological Polar Surface Area: 127.000 Ų
• Heavy Atom Count: 14
• Formal Charge: 0
• Complexity: 302.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

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