A6011

Acetazolamid

synthetic, ≥99%, carbonic anhydrase inhibitor, powder

• Synonym(e): 5-Acetamido-1,3,4-thiadiazol-2-sulfonamid, N-(5-Sulfamoyl-1,3,4-thiadiazol-2-yl)-acetamid, N-[5-(Aminosulfonyl)-1,3,4-thiadiazol-2-yl)-acetamid
• Empirische Formel (Hill-System): C₄H₆N₄O₃S₂
• CAS-Nummer: 59-66-5
• Molekulargewicht: 222.25
• NACRES: NA.77
• PubChem Substance ID: 57653866
• UNSPSC Code: 12352202
• EC Number: 200-440-5
• MDL number: MFCD00003105

Eigenschaften

• Produktname: Acetazolamid, ≥99%, powder
• biological source: synthetic
• Quality Segment: 200
• assay: ≥99%
• form: powder
• pKa: 7.2
• mp: 258-259 °C
• solubility: 1 M NH4OH: 50 mg/mL, DMSO: soluble, methanol and ethanol: slightly soluble
• SMILES string: CC(=O)Nc1nnc(s1)S(N)(=O)=O
• InChI: 1S/C4H6N4O3S2/c1-2(9)6-3-7-8-4(12-3)13(5,10)11/h1H3,(H2,5,10,11)(H,6,7,9)
• InChI key: BZKPWHYZMXOIDC-UHFFFAOYSA-N
• Gene Information: human ... CA1(759), CA12(771), CA14(23632), CA2(760), CA3(761), CA4(762), CA5A(763), CA5B(11238), CA9(768) ; mouse ... Car13(71934), Car5a(12352) ; rat ... Car2(54231), Car4(29242)

Beschreibung

Application

Acetazolamide has been used:

• to study its protective effect on steatotic liver grafts against cold ischemia reperfusion injury{49)
• to determine its ability to bind isolated porcine retinal pigment epithelium (RPE) melanin by cassette dosing and rapid equilibrium dialysis inserts[1]
• to validate the in vitro gastrulation model of P19C5 stem cells for developmental toxicity screening assays
• to study its inhibitory effect on melanogenesis through enzyme kinetic, in vitro, in vivo and in silico analyses in zebrafish and in A375 human melanoma cells

Carboanhydrasehemmer; erhöht den zerebralen Blutfluss.

Biochem/physiol Actions

Acetazolamide is a member of sulfonamide drug family. It as an ability to inhibit the activity of carbonic anhydrase.[2] It rapidly increases cerebral blood flow (CBF) and is used as an investigative tool in CBF studies. Acetazolamide acts as a therapeutic agent for epilepsy,[2] glaucoma and pseudotumor cerebri.

Hemmt die Wasserdurchlässigkeit von Membranen durch Interaktion mit Aquaporinen

Sicherheitshinweise

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319
• pcodes: P264 - P280 - P302 + P352 - P305 + P351 + P338 - P332 + P313 - P337 + P313
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2
• Lagerklasse: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves