CAS Number554-57-4
SynonymsN-[(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
Molecular FormulaC5H8N4O3S2
Molecular Weight236.27
Purity≥98 (HPLC)%
Density1.8±0.1 g/cm3
Boiling Point402.0±28.0 °C at 760 mmHg
Melting Point208 °C (dec.) (lit.)
Appearancepowder
EINECS209-066-7
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 554-57-4 |
| Catalog No. | 2A-9011375 |
| Chinese Name | 醋甲唑胺 |
| Synonyms | 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 |
| Molecular Formula | C5H8N4O3S2 |
| Molecular Weight | 236.27 |
| Purity | ≥98 (HPLC) |
| Density | 1.8±0.1 g/cm3 |
| Boiling Point | 402.0±28.0 °C at 760 mmHg |
| Melting Point | 208 °C (dec.) (lit.) |
| Appearance | powder |
| Storage Condition | 2-8°C |
| Application | Methazolamide is a carbonic anhydrase inhibitor that can act on glaucoma. |
| EINECS | 209-066-7 |
| HTC | 2935009090 |
| PubChem ID | 329825590 |
| MDL Number | MFCD00083416 |
| SMILES | CN1N=C(S\C1=N\C(C)=O)S(N)(=O)=O |
| InChI | 1S/C5H8N4O3S2/c1-3(10)7-4-9(2)8-5(13-4)14(6,11)12/h1-2H3,(H2,6,11,12)/b7-4+ |
| InChI Key | FLOSMHQXBMRNHR-QPJJXVBHSA-N |
| NACRES Code | NA.77 |
| UNSPSC | 12352200 |
| MSDS | msds/11375_1_554_57_4.pdf |
| Use of | 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]. Properties Name Methazolamide Synonym More Synonyms Methazolamide Biological Activity 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 Signaling Pathways >> Metabolic Enzyme/Protease >> Carbonic Anhydrase Research Areas >> Others 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 Molecular Formula C5H8N4O3S2 Exact Mass 236.003784 PSA 144.03000 Index of Refraction 1.737 InChIKey FLOSMHQXBMRNHR-UHFFFAOYSA-N Toxicological Information CHEMICAL IDENTIFICATION RTECS NUMBER : CHEMICAL NAME : Acetamide, N-(4-methyl-2-sulfamoyl-delta(sup 2)-1,3,4-thiadiazolin-5-ylidene)- CAS REGISTRY NUMBER : BEILSTEIN REFERENCE NO. : LAST UPDATED : DATA ITEMS CITED : MOLECULAR FORMULA : C5-H8-N4-O3-S2 MOLECULAR WEIGHT : 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 : 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 : 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 GHS07, GHS08 Signal Word Warning Hazard Statements H302 + H312 + H332-H351 Precautionary Statements P261-P280-P301 + P312 + P330 Hazard Codes Xn:Harmful Safety Phrases S22-S36 RIDADR NONH for all modes of transport WGK Germany 3 RTECS AC6350000 HS Code 2935009090 Precursor & DownStream Precursor 1 CAS#:114224-34-9 5-acetylimino-4... DownStream 0 |
| Tax Rebate | 9.0% |
| Supervision | None MFN tariff: 6.5% Ordinary tariff: 35.0% |
| Transport Info | Product name: Summary 2935009090 other sulphonamides VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:35.0% |
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