2-ACETAMINO-1,3,4-THIADIAZOLE-5-SULFONAMIDE
acetazolamide
CAS: 59-66-5
Molecular Formula: C4H6N4O3S2
2-ACETAMINO-1,3,4-THIADIAZOLE-5-SULFONAMIDE - Names and Identifiers
| Name | acetazolamide |
| Synonyms | DIACARB acetazolamide LABOTEST-BB LT00012571 2-acetamido-5-sulfamoyl-1,3,4-thiadiazole 5-acetamido-1,3,4-thiadiazole-2-sulfonamide 2-ACETAMINO-1,3,4-THIADIAZOLE-5-SULFONAMIDE 2-acetylamino-1,3,4-thiadiazole-5-sulfonamide N-(5-SULFAMOYL-1,3,4-THIADIAZOL-2-YL)ACETAMIDE N-(5-SULFAMOYL-1,3,4-THIADIAZOL-2-YL)ETHANAMIDE N-(5-[AMINOSULFONYL]-1,3,4-THIADIAZOL-2-YL)ACETAMIDE N-[5-(AMINOSULFONYL)-1,3,4-THIADIOZOL-2-YL]-ACETAMIDE |
| CAS | 59-66-5 |
| EINECS | 200-440-5 |
| InChI | InChI=1/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-N |
2-ACETAMINO-1,3,4-THIADIAZOLE-5-SULFONAMIDE - Physico-chemical Properties
| Molecular Formula | C4H6N4O3S2 |
| Molar Mass | 222.25 |
| Density | 1.610 (estimate) |
| Melting Point | 258-259 °C |
| Solubility | Soluble in NH4OH (50 mg/mL), DMSO, Methanol and slightly soluble in Ethanol. |
| Appearance | solid |
| Color | White to Off-White |
| Maximum wavelength(λmax) | ['265nm(H2O)(lit.)'] |
| Merck | 14,53 |
| BRN | 212994 |
| pKa | 7.2(at 25℃) |
| Storage Condition | 2-8°C |
| Stability | Hygroscopic |
| Refractive Index | 1.6270 (estimate) |
| Physical and Chemical Properties | White needle-like crystal or crystalline powder, odorless, slightly bitter taste. Very soluble in water or ethanol, slightly soluble in boiling water, almost insoluble in chloroform or ether, soluble in ammonia solution. Melting Point 256-261 °c. Carbonic anhydrase inhibitors can decrease intraocular pressure |
| Use | For the treatment of glaucoma, mild cardiac edema. |
| In vitro study | Acetazolamide inhibits cancer cell invasion in in vitro experiments. |
| In vivo study | Acetazolamide can reduce inflammation-induced hyperalgesia, significantly inhibit the angiogenesis of CAM and endothelial cell proliferation. Clinically used for the treatment of glaucoma, reduce intraocular pressure; Treatment of metabolic alkalosis, brain edema. In cancer chemotherapy, its treatment as an auxiliary means also has a certain effect, can cooperate with other anti-cancer drugs in vivo to delay tumor growth. |
2-ACETAMINO-1,3,4-THIADIAZOLE-5-SULFONAMIDE - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | R36/38 - Irritating to eyes and skin. R36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. |
| UN IDs | 2811 |
| WGK Germany | 2 |
| RTECS | AC8225000 |
| TSCA | Yes |
| HS Code | 29350090 |
| Hazard Class | 6.1 |
| Packing Group | III |
| Toxicity | LD50 oral in mouse: 4300mg/kg |
2-ACETAMINO-1,3,4-THIADIAZOLE-5-SULFONAMIDE - Standard
Authoritative Data Verified Data
This product is ak5-sulfamoyl-1, 3, 4-thiadiazol-2-yl) acetamide. The content of C4HsN403S2 shall be 98.0% ~ 102.0% based on the dry product.
Last Update：2024-01-02 23:10:35
2-ACETAMINO-1,3,4-THIADIAZOLE-5-SULFONAMIDE - Trait
Authoritative Data Verified Data
- This product is white needle-like crystal or crystalline powder; Odorless.
- This product is slightly soluble in boiling water, very slightly soluble in water or ethanol, almost insoluble in chloroform or ether; Soluble in ammonia solution.
Last Update：2022-01-01 11:29:21
2-ACETAMINO-1,3,4-THIADIAZOLE-5-SULFONAMIDE - Differential diagnosis
Authoritative Data Verified Data
- take about 0.lg of this product, add sodium hydroxide solution Dropwise to dissolve, add 10ml of water and 1 drop of phenolphthalein indicator solution, Dropwise add dilute hydrochloric acid until the pink color disappears, add several drops of mercury nitrate solution to generate white precipitate.
- take about 0.2g of this product, put it in a test tube, add 1ml of ethanol and 1ml of sulfuric acid, and heat to generate ethyl acetate aroma.
- The infrared absorption spectrum of this product should be consistent with that of the control (Spectrum set 9).
Last Update：2022-01-01 11:29:22
2-ACETAMINO-1,3,4-THIADIAZOLE-5-SULFONAMIDE - Exam
Authoritative Data Verified Data
acidity
take this product l.Og, heat water 50ml, shake, cool, according to the law (General 0631),pH value should be 4.0~6.0.
clarity of alkaline solution
take this product 1.0g, add 10% sodium hydroxide solution 5ml dissolved, the solution should be clear.
chloride
take 0801g of this product, add 100ml of water, heat and dissolve, quickly cool, filter, take 25ml of filtrate, check according to law (general rule), not more concentrated (7.0) than a control solution made of 0.014% of standard sodium chloride solution.
sulfate
take 25ml of the filtrate remaining under the above chloride item and check it according to law (General rule 0802). Compared with the control solution made of 2. 0ml of standard potassium sulfate solution, it should not be more concentrated (0.04%).
Related substances
take 50mg of this product, put it in a 100ml measuring flask, add 80ml of water, heat it in a water bath at 80°C for 5 minutes, shake it to dissolve it, let it cool, dilute it to the scale with water, and shake it well, as a test solution; 1ml was accurately measured, placed in a 100ml measuring flask, diluted with water to scale, and shaken to serve as a control solution. According to the test of high performance liquid chromatography (General 0512), silica gel was bonded with eighteen alkyl silane as filler; 0.43% anhydrous sodium acetate solution-methanol-acetonitrile (95:2:3, using glacial acetic acid to adjust the pH value to 4.0±0.05) as mobile phase; The detection wavelength was 265nm. The theoretical plate number is not less than 5000 based on the acetazolamide peak. 20W of the test solution and 20W of the control solution were respectively injected into the human liquid chromatograph, and the chromatogram was recorded to 2 times of the retention time of the main component peak. If the impurity peak is shown in the chromatogram of the test solution, the area of a single impurity peak shall not be greater than 0.5 times (0.5%) of the area of the main peak of the control solution, the sum of each impurity peak area shall not be greater than the main peak area of the control solution (1. 0).
silver reductant
Take 5.0g of this product, wet it with 5ml of anhydrous ethanol, add 125ml of water and 10ml of nitric acid, and add silver nitrate titration solution (0. lmol/L)5ml, shake, place in the dark for 30 minutes, filter through a vertical melting glass funnel, wash the container and funnel with 10ml of water, combine the filtrate and wash solution, add 5ml of ammonium ferric sulfate indicator solution, with ammonium thiocyanate titration solution (0. lmol/L) titration to the end point, consumption of ammonium thiocyanate titration solution (0.1 mol/L) not less than 4.8.
loss on drying
take this product, dry to constant weight at 105°C, weight loss shall not exceed 0.5% (General rule 0831).
ignition residue
not more than 0.1% (General rule 0841).
Heavy metals
take 0.50g of this product, inspection according to law (General rule 0821 third law), containing heavy metals shall not exceed 20 parts per million.
Last Update：2022-01-01 11:29:23
2-ACETAMINO-1,3,4-THIADIAZOLE-5-SULFONAMIDE - Content determination
Authoritative Data Verified Data
take about 0.2g of this product, weigh it accurately, add boiling water 400ml, stir to dissolve, let it cool, move it into a 1000ml measuring flask, dilute it to the scale with water, and shake it well; take 5ml, put it in a 100ml measuring flask, add 10ml of 1 mol/L hydrochloric acid solution, dilute it with water until it is calibrated, shake well, and measure it according to UV-Vis spectrophotometry (General rule 0401), the absorbance was measured at a wavelength of 265mn, and the absorbance coefficient (S) of C4HsN403S2 was calculated as 474.
Last Update：2022-01-01 11:29:24
2-ACETAMINO-1,3,4-THIADIAZOLE-5-SULFONAMIDE - Storage
Authoritative Data Verified Data
light shielding, sealed storage.
Last Update：2022-01-01 11:29:24
2-ACETAMINO-1,3,4-THIADIAZOLE-5-SULFONAMIDE - Acetazolamide tablets
Authoritative Data Verified Data
This product contains acetazolamide (C4HsN40 3S2) should be the label amount of 95.0% ~ 05.0%.
trait
This product is white tablet.
identification
- take an appropriate amount of fine powder (about equivalent to acetazolamide 0. 2G), add 3ml of water and 1ml of sodium hydroxide solution, stir and filter; Take 2ml of filtrate, add 8ml of water and shake, according to the identification (1) Test under the item of acetazolamide, the same reaction was shown.
- take an appropriate amount of the fine powder of this product (about 50mg equivalent to acetazolamide), and show the same reaction according to the identification (2) test under the item of acetazolamide.
examination
- Related substances take an appropriate amount of this product's fine powder (about 50mg equivalent to acetazolamide), put it in a 100ml measuring flask, add 80ml of water, place it in a water bath at 80°C for 5 minutes, and shake to dissolve acetazolamide, cool, dilute to the scale with water, shake well, filter, take the filtrate as the test solution; Take lml accurately, put it in a 100ml measuring flask, dilute to the scale with water, shake well, as a control solution. Test according to the method under acetazolamide related substances. If the impurity peak in the chromatogram of the test solution is significant, the area of a single impurity peak shall not be greater than 0 of the area of the main peak of the control solution. 5 times (0.5% ) , the sum of the peak area of each impurity shall not be greater than the main peak area of the control solution (1.0%).
- dissolution: according to the dissolution and release determination method (General rule 0931 second method), add water to 4.5 ml of acetic acid-sodium acetate buffer (pH) as the dissolution medium, the rotation speed is 100 revolutions per minute, and the operation is carried out according to law. After 45 minutes, 5ml of the solution is taken, filtered, and 2ml of the filtrate is accurately taken. lmol/L hydrochloric acid solution diluted to the scale, shake, according to UV-visible spectrophotometry (General 0401), at the wavelength of 265nm were measured absorbance, according to the absorption coefficient of 3S2 C4HsN40 (C! The dissolution amount of each tablet was calculated as 474. The limit is 75% of the labeled amount and shall be in accordance with the provisions.
- others shall be in accordance with the relevant provisions under the item of tablets (General rule 0101).
Content determination
Take 10 tablets of this product, precision weighing, fine, precision weighing an appropriate amount (about 0.2g equivalent to acetazolamide), add about 400ml boiling water, stir for 15 minutes to dissolve acetazolamide, let it cool, move to a 1000ml measuring flask, dilute to the scale with water, shake well, filter, accurately take 5ml of filtrate, put it in a 100ml measuring flask, add 10ml of 1 mol/L hydrochloric acid solution, dilute to the scale with water, shake, according to UV-visible spectrophotometry (General rule 0401), at the wavelength of 265nm absorbance, according to C4H4N403S2 absorption coefficient (E! S>) is calculated as 474.
category
Same as acetazolamide.
specification
0.25g
storage
light shielding, sealed storage.
Last Update：2022-01-01 11:29:25
2-ACETAMINO-1,3,4-THIADIAZOLE-5-SULFONAMIDE - Acetamide injection
Authoritative Data Verified Data
This product is a sterile aqueous solution of acetamide. The acetamide (c2h5no) content shall be between 95.0% and 105.0% of the labeled amount.
trait
This product is a clear colorless liquid.
identification
- take 1ml of this product, add 5ml of sodium hydroxide test solution, and boil, ammonia odor will occur, which can turn the moist red litmus test paper blue.
- This product shows the identification reaction of acetate (General rule 0301).
examination
- the pH value should be 0631.
- abnormal toxicity take this product, add sodium chloride injection to make a solution containing 50mg of acetamide per lm l, check according to law (General rule 1141), according to intravenous injection method, should comply with the provisions.
- bacterial endotoxin take this product, according to the law inspection (General 1143), each lmg. Acetamide containing endotoxin amount should be less than 0.030EU.
- others should comply with the relevant provisions under injection (General 0102).
Content determination
take an appropriate amount of this product (about 0.5g of acetamide), put it in a 50ml measuring flask, dilute it to the scale with water, shake it well, take 10ml of it, put it in a Kjeldahl Flask, add water and 10% sodium hydroxide solution 50ml each, according to the nitrogen determination method (General rule 0704 method 1), from "pay attention to make along the wall of the bottle", according to the law, then get. Each 1 ml of sulfuric acid titration solution (0.05 mol/L) corresponds to 5.907 mg of GHsNO.
category
antidote.
specification
(l)2ml : lg (2)5ml : 2. 5g (3)10ml : 5g
storage
light shielding, closed storage.
Last Update：2022-01-01 11:29:26
2-ACETAMINO-1,3,4-THIADIAZOLE-5-SULFONAMIDE - Reference Information
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| properties | acetazolamide is colorless or white crystalline. There is weak acidity. Soluble in cold water. Seal and store in a cool and dry place. |
| indications | acetazolamide can be used as carbonic anhydrase inhibitor, diuretic and prevent mountain sickness. |
| side effects | there are extremity endings, numbness around the mouth, general discomfort, fatigue, loss of appetite, gastrointestinal dysfunction, polydipsia, frequent urination, allergic dermatitis, metabolic acidosis, hypokalemia, urinary tract stones, hematopoietic disorders, etc. |
| biological activity | Acetazolamide (Diamox) is an effective carbonic anhydrase (CA) inhibitor. |
| Target | Value |
| Carbonic anhydrase | 10 nM |
| use | this product is a diuretic. It is a carbonic anhydrase inhibitor. After taking it, it inhibits carbonic anhydrase in renal tubular epithelial cells, reducing the formation of H2CO3 and the production of H. Therefore, the exchange of H and Na is greatly slowed down, resulting in increased excretion of HCO3-,Na ,K and urine output. The product can inhibit the secretion of aqueous humor and reduce intraocular pressure. It is used to treat glaucoma, mild cardiac edema, etc. |
| production method | 1. chlorination and oxidation of 2-acetylamino -5-mercapto -1,3,4-thiadiazole are added to the mixed solution of glacial acetic acid and water, and cooled to -2 ℃ to pass chlorine, and the final temperature does not exceed 5 ℃. When the material temperature drops significantly, a large amount of foam appears on the liquid surface. When the liquid chlorine consumption is to the specified amount, stop the chlorine, filter, and wash the filter cake with ice water to pH 4 to get oxychloride (2-acetylchloro-5-sulfonyl chloride -1,3, 4-thiadiazole). 2. Amination Mix ammonia with crushed ice and cool down to below 5 ℃. Add oxychloride, add it, and keep warm for half an hour. Adjust the pH to 5-6 with hydrochloric acid, filter, wash the filter cake to pH 7, and dry to obtain crude acetazolamide. Heat the crude product, water, activated carbon and sodium sulfite to 95 ℃, decolorize for 1-1.5h, filter while hot, cool and crystallize the filtrate, filter, wash and dry to obtain acetazolamide. |
| category | toxic substances |
| toxicity classification | poisoning |
| acute toxicity | abdominal cavity-rat LD50:2750 mg/kg; Oral administration-mouse LD50: 4300 mg/kg |
| flammability hazard characteristics | flammability; heating decomposition releases extremely toxic nitrogen oxides, sulfur oxide smoke |
| storage and transportation characteristics | warehouse ventilation and low temperature drying |
| fire extinguishing agent | dry powder, foam, sand and water |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 15:16:44
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Product Name: Acetazolamide Visit Supplier Webpage Request for quotationCAS: 59-66-5
Tel: 0714-3999186
Email: 2853786052@qq.com
Mobile: 86+15671228036
QQ: 2853786052
Wechat: 15671228036
Product Name: acetazolamide Request for quotation
CAS: 59-66-5
Tel: 0086-551-65418684
Email: sales@tnjchem.com
info@tnjchem.com
Mobile: 0086 189 4982 3763
QQ: 2881500840
Wechat: 0086 189 4982 3763
WhatsApp: 0086 189 4982 3763
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CAS: 59-66-5
Tel: 0086-551-65418684
Email: sales@tnjchem.com
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Mobile: 0086 189 4982 3763
QQ: 2881500840
Wechat: 0086 189 4982 3763
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