ChemicalBook > CAS DataBase List > 6-ETHOXY-2-BENZOTHIAZOLESULFONAMIDE

6-ETHOXY-2-BENZOTHIAZOLESULFONAMIDE

Product Name
6-ETHOXY-2-BENZOTHIAZOLESULFONAMIDE
CAS No.
452-35-7
Chemical Name
6-ETHOXY-2-BENZOTHIAZOLESULFONAMIDE
Synonyms
U-4191;PNU-4191;L-643786;Cardrase;Ethamide;mingoral;diureticc;Diuretic C;Redupresin;Etoxzolamide
CBNumber
CB4401490
Molecular Formula
C9H10N2O3S2
Formula Weight
258.32
MOL File
452-35-7.mol
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6-ETHOXY-2-BENZOTHIAZOLESULFONAMIDE Property

Melting point:
190-193 °C(lit.)
Boiling point:
464.9±37.0 °C(Predicted)
Density 
1.4767 (rough estimate)
refractive index 
1.6800 (estimate)
storage temp. 
Refrigerator
solubility 
DMSO (Slightly), Ethyl Acetate (Slightly)
pka
pKa 8.12(H2O t=25.0) (Uncertain)
form 
Solid
color 
Off-White
Water Solubility 
10.33mg/L(25 ºC)
Merck 
13,3790
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26
WGK Germany 
3
RTECS 
DL6390000
Hazardous Substances Data
452-35-7(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
333328
Product name
6-Ethoxy-2-benzothiazolesulfonamide
Purity
97%
Packaging
1g
Price
$68.7
Updated
2022/05/15
TRC
Product number
E893000
Product name
Ethoxzolamide
Packaging
500mg
Price
$180
Updated
2021/12/16
TRC
Product number
E893000
Product name
Ethoxzolamide
Packaging
1g
Price
$275
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0114970
Product name
6-ETHOXY-2-BENZOTHIAZOLESULFONAMIDE
Purity
95.00%
Packaging
1G
Price
$665.44
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0114970
Product name
6-ETHOXY-2-BENZOTHIAZOLESULFONAMIDE
Purity
95.00%
Packaging
5G
Price
$853.53
Updated
2021/12/16
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6-ETHOXY-2-BENZOTHIAZOLESULFONAMIDE Chemical Properties,Usage,Production

Originator

Cardrase,Upjohn,US,1957

Uses

alcohol dehydrogenase inhibitor, antidote

Uses

Ethoxzolamide is used in the treatment of glaucoma, and is also used as a diuretic, acting as a carbonic anhydrase inhibitor.

Definition

ChEBI: 1,3-Benzothiazole substituted a sulfonamide and an ethoxy group at positions 2 and 6, respectively. A carbonic anhydrase inhibitor, it has been used in the treatment of glaucoma, and as a diuretic.

Manufacturing Process

Preparation of 6-Ethoxybenzothiazole-2-Sulfenamide: A solution prepared by dissolving 21.0 grams (0.1 mol) of 6-ethoxybenzothiazole-2-thiol, Sebrell and Boord, J. Am. Chem. Soc. 45: 2390 to 2399 (1923), in 75 ml of water containing 5 grams of sodium hydroxide, and 75 ml of 10% sodium hypochlorite solution were added simultaneously to 300 ml of concentrated ammonium hydroxide which was cooled to 0°C, and vigorously stirred. During the addition the temperature was not allowed to rise above 5°C. The resulting solid was recovered by filtration, washed thoroughly with water, and dried at room temperature under reduced pressure. There was obtained 21 grams of 6-ethoxybenzothiazole-2-sulfenamide melting at 132° to 155°C (decomposition). Recrystallization from ethyl acetate gave a product melting at 140.5° to 143°C (decomposition).
Preparation of 6-Ethoxybenzothiazole-2-Sulfonamide: A solution of 3.39 grams (0.015 mol) of the sulfenamide in 100 ml of acetone was treated dropwise, with stirring, with a solution of 3.5 grams of potassium permanganate in 100 ml of water. The temperature rose to 42°C. After stirring an additional 10 minutes the reaction mixture was filtered to remove manganese dioxide, the latter was washed with 100 ml of warm water, and the combined filtrates were concentrated under reduced pressure to remove acetone. The residual solution was treated with charcoal, filtered and acidified with concentrated hydrochloric acid. After standing in the refrigerator for 4 hours the solid sulfonamide was recovered by filtration, washed with water and dried. There was obtained 2.37 grams of 6-ethoxybenzothiazole-2-sulfonamide melting at 180° to 190°C. Recrystallization from ethyl acetate-Skellysolve B gave 1.25 grams of material melting at 188° to 190.5°C.

Therapeutic Function

Diuretic, Cardiotonic, Smooth muscle relaxant, Respiratory stimulant

General Description

6-Ethoxy-2-benzothiazolesulfonamide is a membrane permeable carbonic anhydrase inhibitor and its ocular disposition and pharmacology in normal albino rabbits has been investigated. It causes inhibition of insulin degradation in vitro.

Clinical Use

Ethoxzolamide is another carbonic anhydrase inhibitor with properties and uses resembling those of acetazolamide.

6-ETHOXY-2-BENZOTHIAZOLESULFONAMIDE Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 6-ETHOXY-2-BENZOTHIAZOLESULFONAMIDE manufacturers

Dideu Industries Group Limited
Product
6-ETHOXY-2-BENZOTHIAZOLESULFONAMIDE 452-35-7
Price
US $1.10/g
Min. Order
1g
Purity
99.9%
Supply Ability
100 Tons Min
Release date
2021-07-08

452-35-7, 6-ETHOXY-2-BENZOTHIAZOLESULFONAMIDERelated Search:


  • 6-ETHOXYZOLAMIDE
  • 6-ETHOXY-2-BENZOTHIAZOLESULFONAMIDE
  • ETHOXZOLAMIDE
  • 2-Benzothiazolesulfonamide, 6-ethoxy-
  • 6-Ethoxy-1,3-benzothiazole-2-sulfonamide
  • L-643786
  • PNU-4191
  • 6-ethoxy-2-benzothiazolesulfonamid
  • 6-Ethoxybenzothiazole-2-sulfonamide
  • Cardrase
  • Diuretic C
  • diureticc
  • Ethamide
  • Ethoxazolamide
  • Ethoxyzolamide
  • Etoxzolamide
  • Glaucotensil
  • mingoral
  • Redupresin
  • U-4191
  • 6-ethoxybenz[d]thiazole-2-sulfonamide
  • 6-ethoxybenzothiazole-2-sulphonamide
  • 6-Ethoxy-2-benzothiazole8ulfonamide
  • 6-Ethoxyzolamide, Ethoxzolamide
  • Ethoxzolamide (200 mg)
  • 6-ethoxybenzo[d]thiazole-2-sulfonaMide
  • 6-ETHOXY-2-BENZOTHIAZOLESULFONAMIDE USP/EP/BP
  • Ethoxzolamide (1265005)
  • Carbonate dehydratase,L 643786,inhibit,Inhibitor,Bacterial,PNU 4191,PNU4191,L643786,Carbonic Anhydrase,Ethoxzolamide
  • 452-35-7
  • C9H10N2O3S2
  • Heterocyclic Building Blocks
  • Thiazoles
  • Building Blocks
  • ANTIZOL