|
|
|
Substance Name: Acetazolamide [USP:INN:BAN:JAN]
RN: 59-66-5
UNII: O3FX965V0I
InChIKey: BZKPWHYZMXOIDC-UHFFFAOYSA-N
Note
- One of the CARBONIC ANHYDRASE INHIBITORS that is sometimes effective against absence seizures. It is sometimes useful also as an adjunct in the treatment of tonic-clonic, myoclonic, and atonic seizures, particularly in women whose seizures occur or are exacerbated at specific times in the menstrual cycle. However, its usefulness is transient often because of rapid development of tolerance. Its antiepileptic effect may be due to its inhibitory effect on brain carbonic anhydrase, which leads to an increased transneuronal chloride gradient, increased chloride current, and increased inhibition. (From Smith and Reynard, Textbook of Pharmacology, 1991, p337)
Molecular Formula
- C4-H6-N4-O3-S2
Molecular Weight
- 222.2484
- All
- Classifications
- Links to Resources
- Names & Synonyms
- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
- Anticonvulsants
- Carbonic Anhydrase Inhibitor
- Carbonic Anhydrase Inhibitors
- Central Nervous System Agents
- Diuretics
- Drug / Therapeutic Agent
- Enzyme Inhibitors
- Human Data
- Natriuretic Agents
- Reproductive Effect
* denotes mobile formatted website
Links to Resources
NLM Resources (File Locators)
Regulatory Agencies (Superlist Locators)
Other Resources (Internet Locators)
Search for this InChIKey on the Web
Names and Synonyms
Name of Substance
- Acetazolamide
- Acetazolamide [USP:INN:BAN:JAN]
MeSH Heading
- Acetazolamide
Synonyms
- 1,3,4-Thiadiazole-2-sulfonamide, 5-acetamido-
- 2-Acetamido-5-sulfonamido-1,3,4-thiadiazole
- 2-Acetylamino-1,3,4-thiadiazole-5-sulfonamide
- 5-Acetamide-1,3,4-thiadiazole-2-sulfonamide
- 6063
- Acetamide, N-(5-(aminosulfonyl)-1,3,4-thiadiazol-2-yl)-
- Acetamidothiadiazolesulfonamide
- Acetamox
- Acetazolamid
- Acetazolamida
- Acetazolamida [INN-Spanish]
- Acetazolamide
- Acetazolamidum
- Acetazolamidum [INN-Latin]
- AI3-52458
- Carbonic Anhydrase Inhibitor No. 6063
- CCRIS 5811
- Cidamex
- Defiltran
- Dehydratin
- Diacarb
- Diakarb
- Diamox
- Diamox sequels
- Didoc
- Diluran
- Diuramid
- Diureticum-holzinger
- Diuriwas
- Diutazol
- Donmox
- Duiramid
- Edemox
- EINECS 200-440-5
- Eumicton
- Fonurit
- Glaumox
- Glaupax
- Glupax
- HSDB 3002
- N-(5-(Aminosulfonyl)-1,3,4-thiadiazol-2-yl)acetamide
- N-(5-Sulfamoyl-1,3,4-thiadiazol-2-yl)acetamide
- Natrionex
- Nephramid
- Nephramide
- NSC 145177
- Phonurit
- SK-acetazolamide
- UNII-O3FX965V0I
- Vetamox
Systematic Names
- Acetamide, N-(5-(aminosulfonyl)-1,3,4-thiadiazol-2-yl)-
- Acetamide, N-(5-sulfamoyl-1,3,4-thiadiazol-2-yl)-
- Acetazolamide
Superlist Name
- Acetazolamide
Registry Numbers
CAS Registry Number
- 59-66-5
FDA UNII
- O3FX965V0I
Other Registry Numbers
- 5661-25-6
- 8017-69-4
Related Registry Number
- 1424-27-7 (mono-hydrochloride salt)
System Generated Number
- 0000059665
Structure Descriptors
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)InChIKey
BZKPWHYZMXOIDC-UHFFFAOYSA-NSmiles
c1(sc(nn1)Toxicity
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| dog | LD50 | intravenous | > 2gm/kg (2000mg/kg) | Drugs in Japan Vol. 6, Pg. 15, 1982. | |
| guinea pig | LD50 | subcutaneous | > 1500mg/kg (1500mg/kg) | Drugs in Japan Vol. 6, Pg. 15, 1982. | |
| man | TDLo | oral | 54mg/kg/5D-I (54mg/kg) | LUNGS, THORAX, OR RESPIRATION: DYSPNEA | Archives of Internal Medicine. Vol. 143, Pg. 1278, 1983. |
| mouse | LD50 | intraperitoneal | 1175mg/kg (1175mg/kg) | Russian Pharmacology and Toxicology Vol. 39, Pg. 255, 1976. | |
| mouse | LD50 | intravenous | > 3gm/kg (3000mg/kg) | Drugs in Japan Vol. 6, Pg. 15, 1982. | |
| mouse | LD50 | oral | 4300mg/kg (4300mg/kg) | Acta Biologica et Medica Germanica. Vol. 21, Pg. 193, 1968. | |
| mouse | LD50 | subcutaneous | > 3gm/kg (3000mg/kg) | Drugs in Japan Vol. 6, Pg. 15, 1982. | |
| rat | LD50 | intraperitoneal | 2750mg/kg (2750mg/kg) | Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 56(4), Pg. 134S, 1960. |
Physical Properties
| Physical Property | Value | Units | Temp (deg C) | Source |
|---|---|---|---|---|
| Melting Point | 260.5 | deg C | EXP | |
| pKa Dissociation Constant | 7.2 | (none) | EXP | |
| log P (octanol-water) | -0.26 | (none) | EXP | |
| Water Solubility | 980 | mg/L | 30 | EXP |
| Vapor Pressure | 4.09E-09 | mm Hg | 25 | EST |
| Henry's Law Constant | 1.40E-16 | atm-m3/mole | 25 | EST |
| Atmospheric OH Rate Constant | 8.02E-13 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.