2,3-dihydro-1$l^{6},2-benzothiazole-1,1,3-trione

• ChemBase ID: 30008
• Molecular Formular: C7H5NO3S
• Molecular Mass: 183.1845
• Monoisotopic Mass: 182.99901403
• SMILES: S1(=O)(=O)NC(=O)c2c1cccc2
• Canonical SMILES: O=C1NS(=O)(=O)c2c1cccc2
• InChI: InChI=1S/C7H5NO3S/c9-7-5-3-1-2-4-6(5)12(10,11)8-7/h1-4H,(H,8,9)
• InChIKey: CVHZOJJKTDOEJC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,3-dihydro-1$l^{6},2-benzothiazole-1,1,3-trione; 2,3-dihydro-1λ^6,2-benzothiazole-1,1,3-trione
• IUPAC Traditional name: saccharine
• Synonyms: 1,1-Dioxo-1,2-dihydro-1lambda*6*-benzo[d]-isothiazol-3-one; benzo[d]isothiazol-3(2H)-one 1,1-dioxide; Benzoic sulfimide; Ortho sulphobenzamide; Saccharin; 1,2-Benzisothiazol-3(2H)-one 1,1-Dioxide; 1,2-Dihydro-2-ketobenzisosulfonazole; o-Benzosulfimide; Benzosulfimide; Garantose; Glucid; Gluside; NSC 5349; Saccharimide; 1,2-Benzothiazol-3(2H)-one 1,1-dioxide; o-Benzoic sulfimide; o-Benzoic sulfimide; o-Sulfobenzimide; 2,3-Dihydroxy-1,2-benzisothiazol-3-one-1,1-dioxide; 2-Sulfobenzoic acid imide; SACCHARIN; Saccharin; Mettler-Toledo® Calibration substance ME 51143091, Saccharin; 2,3-二羟基-1,2-苯并异噻唑基-3-酮-1,1-二氧化物; 2-磺基苯甲酸亚胺; 邻磺酰苯酰亚胺; 糖精; 邻苯甲硫酰亚胺; 糖精; Mettler-Toledo® 校准物质 ME 51143091，糖精

Database IDs

• CAS Number: 81-07-2
• EC Number: 201-321-0
• MDL Number: MFCD00005866
• Beilstein Number: 6888
• Merck Index: 148311
• PubChem SID: 24847625; 160993315; 24846892; 24854444
• PubChem CID: 5143
• CHEBI ID: 32111
• CHEMBL: 310671
• Chemspider ID: 4959
• KEGG ID: D01085
• Unique Ingredient Identifier: FST467XS7D
• Wikipedia Title: Saccharin

CALCULATED PROPERTIES

• Acid pKa: 1.9444175
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -0.49319345
• LogD (pH = 7.4): -0.49411914
• Log P: 0.44881353
• Molar Refractivity: 42.3943 cm^3
• Polarizability: 16.667791 Å^3
• Polar Surface Area: 63.24 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 1 g per 290 mL in water; DMSO; Methanol
• Apperance: Off-White Solid; White crystalline solid
• Melting Point: 224-227°C; 226-229 °C(lit.); 227-229 °C; 227-230°C; 228.8-229.7 °C; 228-230°C (dec.)
• Boiling Point: sublimes
• Density: 0.828; 0.828 g/cm^3; 0.828 g/ml
• Vapor Pressure: 9.11 x 10-7 mm Hg at 25 °C.

Safety Information

• Storage Condition: Refrigerator; Room Temperature (15-30°C)
• Storage Warning: IRRITANT
• RTECS: DE4200000
• European Hazard Symbols: Nature polluting (N); Harmful (Xn)
• UN Number: 3077
• German water hazard class: 3
• Hazard Class: 9
• Packing Group: 3; III
• Australian Hazchem: 2X
• Risk Statements: R:22-51/53
• Safety Statements: S:61-36/37/39
• EU Classification: M7
• EU Hazard Identification Number: 13
• Emergency Response Guidebook(ERG) Number: 171
• TSCA Listed: false; 是
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• RID/ADR: UN 3077 9/PG 3

Product Information

• Purity: ≥98%; ≥99%; ≥99.0% (T); 95+%; 98+%
• Grade: purum
• Shelf Life: (limited shelf life, expiry date on the label)
• Quality: traceable to primary standards (LGC)
• Empirical Formula (Hill Notation): C7H5NO3S

DETAILS

MP Biomedicals - 02152038

Crystalline Inhibitor of the phosphotransferase and phosphohydrolase activities of glucose-6-phosphatase.

Sigma Aldrich - 240931

Biochem/physiol Actions
A sweet tastant for mammals. A glycerol taste receptor binding site specific for glucose has been proposed in drosophila.
First generation synthetic sugar alternative that has been studied for its carcinogenic potential.
Packaging
1 g in glass bottle
50 g in poly bottle

Sigma Aldrich - 41131

Application
For the calibration of METTLER TOLEDO® melting point instruments.
Biochem/physiol Actions
A sweet tastant for mammals. A glycerol taste receptor binding site specific for glucose has been proposed in drosophila.
Legal Information
Mettler-Toledo is a registered trademark of Mettler-Toledo, Inc.

Sigma Aldrich - 12475

Biochem/physiol Actions
A sweet tastant for mammals. A glycerol taste receptor binding site specific for glucose has been proposed in drosophila.

Sigma Aldrich - 109185

Biochem/physiol Actions
A sweet tastant for mammals. A glycerol taste receptor binding site specific for glucose has been proposed in drosophila.
Packaging
250, 500 g in poly bottle

Toronto Research Chemicals - S080800

It is a non-nutritive sweetener; pharmaceutic aid (flavor). Saccharin was formerly listed as reasonably anticipated to be a human carcinogen; delisted because the cancer data are not sufficient to meet the current criteria for this listing.

REFERENCES

• Biochim. Biophys. Acta, 341: 291, (1974).
• Taylor, J.D., et al.: Food Cosmet. Toxicol., 6, 313 (1968)
• Arnold, D.L., et al.: Fundam. Appl. Toxicol., 4, 674 (1968)
• Aromatics, Heterocycles, Pharmaceuticals, Intermediates & Fine Chemicals, Sulfur & Selenium Compounds