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Acetazolamide

Acetazolamide Structure
CAS No.
59-66-5
Chemical Name:
Acetazolamide
Synonyms
6063;Diamox;Acetazolamid;Acetazolamide for system suitability CRS;N-(5-SULFAMOYL-1,3,4-THIADIAZOL-2-YL)ACETAMIDE;N-(5-[AMINOSULFONYL]-1,3,4-THIADIAZOL-2-YL)ACETAMIDE;Didoc;Donmox;Edemox;Glupax
CBNumber:
CB0430959
Molecular Formula:
C4H6N4O3S2
Molecular Weight:
222.25
MOL File:
59-66-5.mol
MSDS File:
SDS
Modify Date:
2023/10/16 16:12:12

Acetazolamide Properties

Melting point 258-259 °C
Density 1.610 (estimate)
refractive index 1.6270 (estimate)
storage temp. 2-8°C
solubility Soluble in NH4OH (50 mg/mL), DMSO, Methanol and slightly soluble in Ethanol.
pka 7.2(at 25℃)
form solid
color White to Off-White
Water Solubility <0.1 g/100 mL at 22 ºC
λmax 265nm(H2O)(lit.)
Merck 14,53
BRN 212994
BCS Class 4
Stability Hygroscopic
InChIKey BZKPWHYZMXOIDC-UHFFFAOYSA-N
CAS DataBase Reference 59-66-5(CAS DataBase Reference)
NIST Chemistry Reference 2-Acetylamino-1,3,4-thiadiazole-5-sulfonamide(59-66-5)
EPA Substance Registry System Acetazolamide (59-66-5)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H315-H319
Precautionary statements  P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313
Hazard Codes  Xi
Risk Statements  36/38-36/37/38
Safety Statements  26-36
RIDADR  2811
WGK Germany  2
RTECS  AC8225000
TSCA  Yes
HazardClass  6.1
PackingGroup  III
HS Code  29350090
Toxicity LD50 oral in mouse: 4300mg/kg
NFPA 704
1
2 0

Acetazolamide price More Price(8)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) A6011 Acetazolamide ≥99%, powder 59-66-5 10G ₹5758.9 2022-06-14 Buy
Sigma-Aldrich(India) A6011 Acetazolamide ≥99%, powder 59-66-5 25G ₹10987.38 2022-06-14 Buy
Sigma-Aldrich(India) A6011 Acetazolamide ≥99%, powder 59-66-5 100G ₹24312.95 2022-06-14 Buy
Sigma-Aldrich(India) PHR1908 Acetazolamide Pharmaceutical Secondary Standard; Certified Reference Material 59-66-5 5G ₹31652.3 2022-06-14 Buy
Sigma-Aldrich(India) A6011 Acetazolamide ≥99%, powder 59-66-5 250G ₹47792.38 2022-06-14 Buy
Product number Packaging Price Buy
A6011 10G ₹5758.9 Buy
A6011 25G ₹10987.38 Buy
A6011 100G ₹24312.95 Buy
PHR1908 5G ₹31652.3 Buy
A6011 250G ₹47792.38 Buy

Acetazolamide Chemical Properties,Uses,Production

Description

Acetazolamide is a weak diuretic with limited use in edema associated with cardiac insufficiency, glaucoma, minor epileptic attacks, and altitude sickness.

Chemical Properties

White Solid

Uses

Acetazolamide is used for epilepsy in the absence of attacks and also in conjunction with other antiepileptic drugs.

General Description

White to yellowish-white fine crystalline powder. No odor or taste.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

A weak acid and a diazo derivative. Azo, diazo, azido compounds can detonate. This applies in particular to organic azides that have been sensitized by the addition of metal salts or strong acids. Toxic gases are formed by mixing materials of this class with acids, aldehydes, amides, carbamates, cyanides, inorganic fluorides, halogenated organics, isocyanates, ketones, metals, nitrides, peroxides, phenols, epoxides, acyl halides, and strong oxidizing or reducing agents. Flammable gases are formed by mixing materials in this group with alkali metals. Explosive combination can occur with strong oxidizing agents, metal salts, peroxides, and sulfides.

Fire Hazard

Flash point data for Acetazolamide are not available; however, Acetazolamide is probably combustible.

Mechanism of action

Acetazolamide is an aromatic sulfonamide used as a carbonic anhydrase inhibitor. It facilitates production of alkaline urine with an elevated biocarbonate, sodium, and potassium ion concentrations. By inhibiting carbonic anhydrase, the drug suppresses reabsorption of sodium ions in exchange for hydrogen ions, increases reflux of bicarbonate and sodium ions and reduces reflux of chloride ions. During this process, chloride ions are kept in the kidneys to cover of insufficiency of bicarbonate ions, and for keeping an ion balance. Electrolytic contents of fluid secreted by the kidneys in patients taking carbonic anhydrase inhibitors are characterized by elevated levels of sodium, potassium, and bicarbonate ions and a moderate increase in water level. Urine becomes basic, and the concentration of bicarbonate in the plasma is reduced.

Clinical Use

Acetazolamide was the first of the carbonic anhydrase inhibitors to be introduced as an orally effective diuretic, with a diuretic effect that lasts approximately 8 to 12 hours. As mentioned earlier, its diuretic action is limited because of the systemic acidosis it produces. Acetazolamide reduces the rate of aqueous humor formation and is used primarily for reducing intraocular pressure in the treatment of glaucoma. The dose is 250 mg to 1 g per day.

Safety Profile

Poison by subcutaneous and intravenous routes. Moderately toxic by intraperitoneal route. Human systemic effects by ingestion: dyspnea. An experimental teratogen by many routes. Other experimental reproductive effects. When heated to decomposition it emits very toxic fumes of NOx, and SOx,. A carbonic anhydrase inhibitor and dmretic used to treat glaucoma.

Purification Methods

It is recrystallised from water. [Roblin & Clapp J Am Chem Soc 72 4890 1950, Beilstein 27 III/IV 8219.]

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N-[5-(AMINOSULFONYL)-1,3,4-THIADIOZOL-2-YL]-ACETAMIDE N-(5-SULFAMOYL-1,3,4-THIADIAZOL-2-YL)ETHANAMIDE DIACARB LABOTEST-BB LT00012571 2-ACETAMINO-1,3,4-THIADIAZOLE-5-SULFONAMIDE 2-acetamido-5-sulfamoyl-1,3,4-thiadiazole 2-ACETYLAMINO-1,3,4-THIADIAZOLE-5-SULFONAMIDE 5-ACETAMIDO-1,3,4-THIADIAZOLE-2-SULFONAMIDE ACETAZOLAMIDE ACETAMIDE N-(5-(AMINO SULPHONYL)-1,3,4 THIADIAZOL-2-YL) 1,3,4-Thiadiazole-2-sulfonamide, 5-acetamido- 2-Acetamido-5-sulfonamido-1,3,4-thiadiazole 4-Diamox 4-thiadiazole-2-sulfonamide,5-acetamido-3 5-Acetamide-1,3,4-thiadiazole-2-sulfonamide 5-Acetamido-1,3,4-thiadiazol-2-sulfonamide Acetamide, N-(5-sulfamoyl-1,3,4-thiadiazol-2-yl)- Acetamide, N-[5-(aminosulfonyl)-1,3,4-thiadiazol-2-yl]- Acetamidothiadiazolesulfonamide Acetamox Acetazoleamide Acetozalamide Atenezol Carbonic anhydrase inhibitor Carbonic anhydrase inhibitor 6063 Carbonic anhydrase inhibitor no. 6063 carbonicanhydraseinhibitorno.6063 carbonicanhydraseinhibitorno6063 Cidamex Defiltran Dehydratin Diakarb Didoc Diluran Diuramid Diureticum-holzinger Diuriwas Diutazol Donmox Duiramid Edemox Eumicton Fonurit Glaupax Glupax n-(5-(aminosulfonyl)-1,3,4-thiadiazol-2-yl)-acetamid n-(5-sulfamoyl-1,3,4-thiadiazol-2-yl)-acetamid n-[5-(aminosulfonyl)-1,3,4-thiadiazol-2-yl]-acetamid Natrionex Nephramid Nephramide Phonurit SK-acetazolamide Acetamidothiadiazolesu Acetazolamide IMP WLN: T5NN DSJ CSZW EMV1 Acetazolamine Vetamox