ChemicalBook >> CAS DataBase List >>6-Ethoxy-2-benzothiazolesulfonamide

6-Ethoxy-2-benzothiazolesulfonamide

CAS No.
452-35-7
Chemical Name:
6-Ethoxy-2-benzothiazolesulfonamide
Synonyms
ETHOXZOLAMIDE;U-4191;PNU-4191;L-643786;Cardrase;Ethamide;mingoral;diureticc;Diuretic C;Redupresin
CBNumber:
CB4401490
Molecular Formula:
C9H10N2O3S2
Molecular Weight:
258.32
MDL Number:
MFCD00057089
MOL File:
452-35-7.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-09-12 18:52:48

6-Ethoxy-2-benzothiazolesulfonamide Properties

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
InChI InChI=1S/C9H10N2O3S2/c1-2-14-6-3-4-7-8(5-6)15-9(11-7)16(10,12)13/h3-5H,2H2,1H3,(H2,10,12,13)
InChIKey OUZWUKMCLIBBOG-UHFFFAOYSA-N
SMILES S1C2=CC(OCC)=CC=C2N=C1S(N)(=O)=O
EWG's Food Scores 1
FDA UNII Z52H4811WX
UNSPSC Code 12352100
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs Respiratory system
PPE dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26
WGK Germany  3
RTECS  DL6390000
Storage Class 11 - Combustible Solids
Hazard Classifications Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
Hazardous Substances Data 452-35-7(Hazardous Substances Data)

6-Ethoxy-2-benzothiazolesulfonamide price More Price(28)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 333328 6-Ethoxy-2-benzothiazolesulfonamide 97% 452-35-7 1g $68.7 2022-05-15 Buy
Biosynth FE61560 6-Ethoxy-2-benzothiazolesulfonamide 452-35-7 0.25g $1677.67 2026-06-04 Buy
Biosynth FE61560 6-Ethoxy-2-benzothiazolesulfonamide 452-35-7 0.5g $2213.09 2026-06-04 Buy
Biosynth FE61560 6-Ethoxy-2-benzothiazolesulfonamide 452-35-7 1g $2998.38 2026-06-04 Buy
Biosynth FE61560 6-Ethoxy-2-benzothiazolesulfonamide 452-35-7 2g $3926.46 2026-06-04 Buy
Product number Packaging Price Buy
333328 1g $68.7 Buy
FE61560 0.25g $1677.67 Buy
FE61560 0.5g $2213.09 Buy
FE61560 1g $2998.38 Buy
FE61560 2g $3926.46 Buy

6-Ethoxy-2-benzothiazolesulfonamide Chemical Properties,Uses,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.

120-53-6
452-35-7
Synthesis of 6-Ethoxy-2-benzothiazolesulfonamide from 6-Ethoxy-2-mercaptobenzothiazole

6-Ethoxy-2-benzothiazolesulfonamide Preparation Products And Raw materials

6-Ethoxy-2-benzothiazolesulfonamide Suppliers

Global( 97)Suppliers
Supplier Tel Email Country ProdList Advantage
Hunan Dikanza Pharmaceutical Technology Co., Ltd. 0731-15574352414 15574352414 chenjiawei155477@gmail.com China 27 58
yimo organism 15915870272; 15915870272 yimo_bio@163.com China 286 58
J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
Shanghai Hanhong Scientific Co.,Ltd. 021-54306202 13764082696 info@hanhongsci.com China 42917 64
Syntechem Co.,Ltd info@syntechem.com China 12973 57
Tianjin heowns Biochemical Technology Co., Ltd. 400 638 7771 sales@heowns.com China 14412 57
Sinopharm Chemical Reagent Co,Ltd. 86-21-63210123 sj_scrc@sinopharm.com China 9791 79
BOC Sciences 1-631-485-4226; 16314854226 info@bocsci.com United States 9920 65
Beijing HuaMeiHuLiBiological Chemical 010-56205725 waley188@sohu.com China 12323 58
MedChemexpress LLC 021-58955995 sales@medchemexpress.cn United States 4853 58

View Lastest Price from 6-Ethoxy-2-benzothiazolesulfonamide manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
6-ETHOXY-2-BENZOTHIAZOLESULFONAMIDE USP/EP/BP pictures 2026-08-20 6-ETHOXY-2-BENZOTHIAZOLESULFONAMIDE USP/EP/BP
452-35-7
$1.10 1g 99.9% 100 Tons Min Dideu Industries Group Limited
Ethoxzolamide pictures 2026-07-31 Ethoxzolamide
452-35-7
$33.00-68.00 99.57% 10g TargetMol Chemicals Inc.
6-ETHOXYZOLAMIDE 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 ETHOXZOLAMIDE 6-Ethoxy-2-benzothiazolesulfonamide 452-35-7 C9H10N2O3S2 Heterocyclic Building Blocks Thiazoles Building Blocks ANTIZOL