Methazolamide

Modify Date: 2026-07-03 17:48:18

Methazolamide Structure
Methazolamide structure
Common Name Methazolamide
CAS Number 554-57-4 Molecular Weight 236.272
Density 1.8±0.1 g/cm3 Boiling Point 402.0±28.0 °C at 760 mmHg
Molecular Formula C5H8N4O3S2 Melting Point 208ºC (dec.)
MSDS Chinese USA Flash Point 196.9±24.0 °C
Symbol GHS07 GHS08
GHS07, GHS08
Signal Word Warning

 Use of Methazolamide


Methazolamide is a carbonic anhydrase inhibitor used to treat glaucoma.Target: Carbonic AnhydraseMethazolamide is a carbonic anhydrase inhibitor with Ki of 50 nM, 14 nM and 36 nM for hCA I, hCA II and bCA IV isoforms, respectively [1]. Methazolamide is of strength equal to acetazolamide, another carbonic anhydrase inhibitor used to treat irregular breathing disorders. However, methazolamide differs from acetazolamide in that it fails to activate Ca2+-dependent potassium channels in skeletal muscles. Methazolamide does not impair respiratory work performance in anesthetized rabbits [2]. Oral administration of methazolamide decreases IOPs and AHFRs in clinically normal dogs, with effectiveness diminishing in the evening [3].

 Names

This table lists Chinese names, IUPAC names and various aliases of this chemical substance.

Name Methazolamide
Synonym More Synonyms

 Methazolamide Biological Activity

This table contains bioactivity, target information and biological‑assay experimental data of this compound.

Description Methazolamide is a carbonic anhydrase inhibitor used to treat glaucoma.Target: Carbonic AnhydraseMethazolamide is a carbonic anhydrase inhibitor with Ki of 50 nM, 14 nM and 36 nM for hCA I, hCA II and bCA IV isoforms, respectively [1]. Methazolamide is of strength equal to acetazolamide, another carbonic anhydrase inhibitor used to treat irregular breathing disorders. However, methazolamide differs from acetazolamide in that it fails to activate Ca2+-dependent potassium channels in skeletal muscles. Methazolamide does not impair respiratory work performance in anesthetized rabbits [2]. Oral administration of methazolamide decreases IOPs and AHFRs in clinically normal dogs, with effectiveness diminishing in the evening [3].
Related Catalog
References

[1]. Casini, A., et al., Carbonic anhydrase inhibitors: SAR and X-ray crystallographic study for the interaction of sugar sulfamates/sulfamides with isozymes I, II and IV. Bioorg Med Chem Lett, 2003. 13(5): p. 841-5.

[2]. Kiwull-Schone, H.F., et al., Methazolamide does not impair respiratory work performance in anesthetized rabbits. Am J Physiol Regul Integr Comp Physiol, 2009. 297(3): p. R648-54.

[3]. Skorobohach, B.J., D.A. Ward, and D.V. Hendrix, Effects of oral administration of methazolamide on intraocular pressure and aqueous humor flow rate in clinically normal dogs. Am J Vet Res, 2003. 64(2): p. 183-7.

 Chemical & Physical Properties

This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.

Density 1.8±0.1 g/cm3
Boiling Point 402.0±28.0 °C at 760 mmHg
Melting Point 208ºC (dec.)
Molecular Formula C5H8N4O3S2
Molecular Weight 236.272
Flash Point 196.9±24.0 °C
Exact Mass 236.003784
PSA 144.03000
LogP 0.13
Vapour Pressure 0.0±0.9 mmHg at 25°C
Index of Refraction 1.737
InChIKey FLOSMHQXBMRNHR-UHFFFAOYSA-N
SMILES CC(=O)N=c1sc(S(N)(=O)=O)nn1C
Storage condition 2-8°C

 Toxicological Information

This table summarizes toxicological test data, acute & chronic toxicity and ecological hazard parameters for this chemical.

CHEMICAL IDENTIFICATION

RTECS NUMBER :
AC6350000
CHEMICAL NAME :
Acetamide, N-(4-methyl-2-sulfamoyl-delta(sup 2)-1,3,4-thiadiazolin-5-ylidene)-
CAS REGISTRY NUMBER :
554-57-4
BEILSTEIN REFERENCE NO. :
0232387
LAST UPDATED :
199612
DATA ITEMS CITED :
3
MOLECULAR FORMULA :
C5-H8-N4-O3-S2
MOLECULAR WEIGHT :
236.29
WISWESSER LINE NOTATION :
T5NNYSJ B CUNV1 ESZW

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
2420 mg/kg
TOXIC EFFECTS :
Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - other changes
REFERENCE :
JMCMAR Journal of Medicinal Chemistry. (American Chemical Soc., Distribution Office Dept. 223, POB POB 57136, West End Stn., Washington, DC 20037) V.6- 1963- Volume(issue)/page/year: 18,351,1975
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>1 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,819,1982 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X7129 No. of Facilities: 10 (estimated) No. of Industries: 1 No. of Occupations: 1 No. of Employees: 197 (estimated) No. of Female Employees: 59 (estimated)

 Safety Information

This table covers safety warnings, protective measures, incompatible substances and disposal guidelines for this compound.

Symbol GHS07 GHS08
GHS07, GHS08
Signal Word Warning
Hazard Statements H302 + H312 + H332-H351
Precautionary Statements P261-P280-P301 + P312 + P330
Hazard Codes Xn:Harmful
Risk Phrases R20/21/22;R40
Safety Phrases S22-S36
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS AC6350000
HS Code 2935009090

 Precursor & DownStream

This table lists upstream starting materials and downstream derivative products related to this chemical.

Precursor  1

DownStream  0

 Customs

This table shows customs‑related data including HS‑code, tariff and regulatory conditions for import and export.

HS Code 2935009090
Summary 2935009090 other sulphonamides VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:35.0%

 Articles1

More Articles

This table lists relevant public references with title, journal and publication metadata for this compound.

Inhibition of hyperactivity and impulsivity by carbonic anhydrase inhibitors in spontaneously hypertensive rats, an animal model of ADHD.

Psychopharmacology 232 , 3763-72, (2015)

Dysregulation of noradrenergic and dopaminergic systems is involved in the pathology of attention deficit hyperactivity disorder (ADHD). Carbonic anhydrase (CA) has been reported to affect monoamine t...

 Synonyms

This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.

N-[(2E)-5-(aminosulfonyl)-3-methyl-1,3,4-thiadiazol-2(3H)-ylidene]acetamide
methazolamide
Methazolamide [BAN:INN:JAN]
Methazolamide (JAN/USP)
EINECS 209-066-7
N-(4-Methyl-2-sulfamoyl-D2-1,3,4-thiadiazolin-5-ylidene)acetamide
Metazolamide [DCIT]
5-Acetylamino-4-methyl-D2-1,3,4-thiadiazoline-2-sulfonamide
NEPTAZANE
N1-[5-(aminosulfonyl)-3-methyl-2,3-dihydro-1,3,4-thiadiazol-2-yliden]acetamide
4-27-00-08221 (Beilstein Handbook Reference)
N-[(2Z)-3-Methyl-5-sulfamoyl-1,3,4-thiadiazol-2(3H)-ylidene]acetamide
N-[5-(Aminosulfonyl)-3-methyl-1,3,4-triadiazol-2(3H)-ylidene]acetamide
N-[(2E)-3-Methyl-5-sulfamoyl-1,3,4-thiadiazol-2(3H)-ylidene]acetamide
MFCD00083416
N-(3-methyl-5-sulfamoyl-1,3,4-thiadiazol-2-ylidene)acetamide

 Methazolamide | FAQ

This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.

Q: What is the CAS number of Methazolamide?
A: CAS number of Methazolamide is 554-57-4.
Q: What is the boiling point of Methazolamide?
A: Boiling point of Methazolamide is 402.0±28.0 °C at 760 mmHg.
Q: What is the melting point of Methazolamide?
A: Melting point of Methazolamide is 208ºC (dec.).
Q: What is the InChIKey of Methazolamide?
A: InChIKey of Methazolamide is FLOSMHQXBMRNHR-UHFFFAOYSA-N.
Q: What is the molecular formula of Methazolamide?
A: Molecular formula of Methazolamide is C5H8N4O3S2.
Q: What is the SMILES notation of Methazolamide?
A: SMILES notation of Methazolamide is CC(=O)N=c1sc(S(N)(=O)=O)nn1C.
Q: What is the LogP of Methazolamide?
A: LogP of Methazolamide is 0.13.
Q: What is the English name of Methazolamide?
A: The English name of Methazolamide is Methazolamide.
Q: What are the upstream materials of Methazolamide?
A: Related upstream materials(CAS) of Methazolamide: 114224-34-9.
Q: What is the safety information for Methazolamide?
A: Safety information for Methazolamide: S22-S36.

 Methazolamidefactory

This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.

Shanghai Nianxing Industrial Co., Ltd
Dayang Chem (Hangzhou) Co., Ltd.
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