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Acetazolamide

SIGMA/A6011 - ≥99%, powder

Synonym: 5-Acetamido-1,3,4-thiadiazole-2-sulfonamide; N-(5-Sulfamoyl-1,3,4-thiadiazol-2-yl)acetamide; N-(5-[Aminosulfonyl]-1,3,4-thiadiazol-2-yl)acetamide

CAS Number: 59-66-5
Empirical Formula (Hill Notation): C4H6N4O3S2
Molecular Weight: 222.25
EC Number: 200-440-5
MDL Number: MFCD00003105
Linear Formula: C4H6N4O3S2
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-A6011-10G 10 g
$76.90
1/EA
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45-A6011-25G 25 g
$166.00
1/EA
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45-A6011-100G 100 g
$410.00
1/EA
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45-A6011-250G 250 g
$513.00
1/EA
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assay ≥99%
biological source synthetic
form powder
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
mp 258-259 °C
pKa  7.2
Quality Level 200 
SMILES string CC(=O)Nc1nnc(s1)S(N)(=O)=O
solubility 1 M NH4OH: 50 mg/mL
  DMSO: soluble
  methanol and ethanol: slightly soluble
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
• 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

Application: Carbonic anhydrase inhibitor; increases cerebral blood flow.
Biochem/physiol Actions: Acetazolamide is a member of sulfonamide drug family. It as an ability to inhibit the activity of carbonic anhydrase. 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, glaucoma and pseudotumor cerebri.
Biochem/physiol Actions: Inhibits water permeability of membranes by interacting with aquaporins
Symbol GHS07  GHS07
Signal word Warning
Hazard statements H315 - H319
Precautionary statements P302 + P352 - P305 + P351 + P338
Hazard Codes Xi
Risk Statements 36/38
Safety Statements 26
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥99%
mp 258-259 °C
UNSPSC 12352202

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