6-ethoxy-1,3-benzothiazole-2-sulfonamide

• ChemBase ID: 196
• Molecular Formular: C9H10N2O3S2
• Molecular Mass: 258.3173
• Monoisotopic Mass: 258.01328419
• SMILES: S(=O)(=O)(N)c1sc2c(n1)ccc(OCC)c2
• Canonical SMILES: CCOc1ccc2c(c1)sc(n2)S(=O)(=O)N
• 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

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-ethoxy-1,3-benzothiazole-2-sulfonamide
• IUPAC Traditional name: ethoxzolamide
• Brand Name: Cardrase; Diuretic C; Ethamide; Glaucotensil; Redupresin
• Synonyms: 6-Ethoxyzolamide; Ethoxzolamide; 6-Ethoxy-2-benzothiazolesulfonamide; Ethoxazolamide; Ethoxyzolamide; Etoxzolamide; Ethoxzolamide; 6-ethoxy-1,3-benzothiazole-2-sulfonamide; 6-乙氧基-2-苯并噻唑磺酰胺; 依索唑胺; 乙氧苯噻唑胺

Database IDs

• CAS Number: 452-35-7
• EC Number: 207-199-5
• MDL Number: MFCD00057089
• PubChem SID: 160963659; 24860121; 46509023
• PubChem CID: 3295

CALCULATED PROPERTIES

JChem

• Acid pKa: 7.5112715
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.5991603
• LogD (pH = 7.4): 1.3906753
• Log P: 1.6028892
• Molar Refractivity: 59.9717 cm^3
• Polarizability: 25.340385 Å^3
• Polar Surface Area: 82.28 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.87
• LOG S: -2.57
• Solubility (Water): 6.88e-01 g/l

PROPERTIES

Physical Property

• Solubility: 40 mg/L
• Melting Point: 190-193 °C(lit.)
• Hydrophobicity(logP): 0.4

Safety Information

• RTECS: DL6390000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Pharmacology Properties

• Target: Others
• Gene Information: human ... CA1(759), CA2(760), CA5A(763), CA5B(11238), CA9(768)mouse ... Car5a(12352)

Product Information

• Purity: 97%
• Salt Data: Free Base
• Empirical Formula (Hill Notation): C9H10N2O3S2

DETAILS

DrugBank - DB00311

• Drug Groups: approved
• Description: A carbonic anhydrase inhibitor used as diuretic and in glaucoma. It may cause hypokalemia. [PubChem]
• Indication: For use in the treatment of duodenal ulcers, as a diuretic, and in the treatment of glaucoma, and may also be useful in the treatment of seizures associated with epilepsy.
• Pharmacology: Ethoxzolamide, a sulfonamide, inhibits carbonic anhydrase activity in proximal renal tubules to decrease reabsorption of water, sodium, potassium, bicarbonate. It also decreases carbonic anhydrase in the CNS, increasing the seizure threshold. This reduction in carbonic anhydrase also reduces the intraocular pressure in the eye by decreasing aqueous humor.
• Affected Organisms: Humans and other mammals
• Absorption: Rapidly absorbed with 65% bioavailability
• Half Life: 2.5-5.5 hours
• Protein Binding: ~89%
• External Links: Wikipedia

DrugBank - DB07727

Drug information: experimental

Sigma Aldrich - 333328

Packaging
1 g in glass bottle