Identification | More | [Name]
Saccharin sodium | [CAS]
128-44-9 | [Synonyms]
2,3-DIHYDRO-1,2-BENZISOTHIAZOL-3-ONE-1,1-DIOXIDE SODIUM SALT HYDRATE 2,3-DIHYDRO-3-OXOBENZISOSULFONAZOLE HYDRATE 2,3-DIHYDRO-3-OXOBENZISOSULFONAZOLE SODIUM SALT, HYDRATE 2-SULFOBENZOIC ACID IMIDE SODIUM SALT HYDRATE O-BENZOIC ACID SULFIMIDE SODIUM SALT HYDRATE O-BENZOIC SULPHIMIDE SODIUM SALT HYDRATE O-SULFOBENZIMIDE SODIUM SALT O-SULFOBENZIMIDE SODIUM SALT, HYDRATE SACCHARINE SODIUM SACCHARINE-SODIUM HYDRATE SACCHARIN SODIUM SACCHARIN SODIUM 450X SACCHARIN SODIUM SALT SACCHARIN SODIUM SALT, HYDRATE SACCHARIN SODIUM SALT N-HYDRATE SACCHARIN, SOLUBLE SODIUM SACCHARIN SYNCAL (R) GS 1,2-benzisothiazolin-3-one,1,1-dioxide,sodiumsalt artificialsweeteningsubstanzgendorf450 | [EINECS(EC#)]
204-886-1 | [Molecular Formula]
C7H5NNaO3S | [MDL Number]
MFCD00013092 | [Molecular Weight]
206.17 | [MOL File]
128-44-9.mol |
Chemical Properties | Back Directory | [Appearance]
Saccharin is a crystalline solid with a sweet taste
(500 times sweeter than sugar). | [Melting point ]
>300°C | [density ]
1.69[at 20℃] | [vapor pressure ]
0Pa at 25℃ | [FEMA ]
2997 | [storage temp. ]
0-6°C | [solubility ]
H2O: 1 M at 20 °C, clear, colorless
| [form ]
neat | [pka]
0.003-0.003[at 20 ℃] | [color ]
White crystals or a white, crystalline efflorescent powder | [Odor]
odourless or with a faint, aromatic odour | [Stability:]
Stable. Incompatible with strong oxidizing agents. | [Water Solubility ]
>=10 g/100 mL at 20 ºC | [InChIKey]
WINXNKPZLFISPD-UHFFFAOYSA-M | [LogP]
-2.84-0.11 at 25℃ | [CAS DataBase Reference]
128-44-9(CAS DataBase Reference) | [EPA Substance Registry System]
128-44-9(EPA Substance) |
Safety Data | Back Directory | [Safety Statements ]
S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
2
| [RTECS ]
DE4550000
| [Safety Profile]
Confirmed carcinogen with experimental carcinogenic, neoplastigenic, tumorigenic, and teratogenic data. Moderately toxic by ingestion and intraperitoneal routes. A promoter. Experimental reproductive effects. Human mutation data reported. When heated to decomposition it emits very toxic fumes of SOx, Na2O, and NOx. | [Toxicity]
LD50 oral in rat: 14200mg/kg |
Hazard Information | Back Directory | [General Description]
Odorless white crystals or crystalline powder. Aqueous solution is neutral or alkaline to litmus, but not alkaline to phenolphthalein. Effloresces in dry air. Intensely sweet taste. | [Reactivity Profile]
This compound may react with oxidizing agents. . Very weak base in aqueous solution. | [Air & Water Reactions]
Water soluble. | [Hazard]
The use of saccharin is being limited due
to possible carcinogenicity.
| [Potential Exposure]
The information provided has to do,
primarily, with the manufacturing of saccharin. Saccharin
has been used as a nonnutritive sweetening agent. At one
point the United States consumption pattern for all forms
of saccharin has been estimated as 45% in soft drinks; 18%
in tabletop sweeteners; 14% in fruits, juices, sweets, chew-
ing gum, and jellies; 10% in cosmetics and oral hygiene
products; 7% in drugs, such as coating on pills; 2% in
tobacco; 2% in electroplating; and 2% for miscellaneous
uses. Human exposure to saccharin occurs primarily
through ingestion because of its use in many dietic foods
and drinks and some personal hygiene products, including
toothpastes and mouthwashes. The general public is
exposed to saccharin, especially by persons required to
reduce sugar intake. | [Fire Hazard]
Flash point data are not available for this chemical, but SACCHARIN, SODIUM SALT is probably combustible. | [First aid]
If this chemical gets into the eyes, remove any
contact lenses at once and irrigate immediately for at least
15 minutes, occasionally lifting upper and lower lids. Seek
medical attention immediately. If this chemical contacts the skin, remove contaminate skin, remove contaminated clothing and wash immediately
with soap and water. Seek medical attention immediately.
If this chemical has been inhaled, remove from exposure,
begin rescue breathing (using universal precautions, includ-
ing resuscitation mask) if breathing has stopped and
cardiopulmonary resuscitation (CPR) if heart action has
stopped. Transfer promptly to a medical facility. | [Shipping]
UN3077 Environmentally hazardous substances,
solid, n.o.s., Hazard class: 9; Labels: 9-Miscellaneous haz-
ardous material, Technical Name Required. | [Incompatibilities]
Dust may form explosive mixture with
air. Incompatible with strong oxidizers (chlorates, nitrates,
peroxides, permanganates, perchlorates, chlorine, bromine,
fluorine, etc.); contact may cause fires or explosions. Keep
away from alkaline materials, strong bases, strong acids,
oxoacids, and epoxides. | [Waste Disposal]
Consult with environmental
regulatory agencies for guidance on acceptable disposal
practices. Generators of waste containing this contami-
nant (≥100 kg/mo) must conform to EPA regulations
governing storage, transportation, treatment, and waste
disposal. | [Definition]
ChEBI: Saccharin sodium is an organic molecular entity. | [Production Methods]
Saccharin is produced by the oxidation of o-toluene sulfonamide by
potassium permanganate in a solution of sodium hydroxide.
Acidification of the solution precipitates saccharin, which is then
dissolved in water at 50℃ and neutralized by addition of sodium
hydroxide. Rapid cooling of the solution initiates crystallization of
saccharin sodium from the liquors. | [Brand name]
Sucaryl (Ross). | [Pharmaceutical Applications]
Saccharin sodium is an intense sweetening agent used in beverages,
food products, table-top sweeteners, and pharmaceutical formulations
such as tablets, powders, medicated confectionery, gels,
suspensions, liquids, and mouthwashes. It is also used
in vitamin preparations.
Saccharin sodium is considerably more soluble in water than
saccharin, and is more frequently used in pharmaceutical formulations.
Its sweetening power is approximately 300–600 times that of
sucrose. Saccharin sodium enhances flavor systems and may be used
to mask some unpleasant taste characteristics.
Injection of saccharin sodium has been used to measure the armto-
tongue circulation time. | [Safety]
There has been considerable controversy concerning the safety of
saccharin and saccharin sodium in recent years; however, it is now generally regarded as a safe, intense sweetener. See Saccharin for
further information.
The WHO has set a temporary acceptable daily intake of up to
2.5 mg/kg body-weight for saccharin, including its salts.(3) In the
UK, the Committee on Toxicity of Chemicals in Food, Consumer
Products, and the Environment (COT) has set an acceptable daily
intake for saccharin and its salts (expressed as saccharin sodium) at
up to 5 mg/kg body-weight.
LD50 (mouse, oral): 17.5 g/kg
LD50 (rat, IP): 7.1 g/kg
LD50 (rat, oral): 14.2 g/kg | [storage]
Saccharin sodium is stable under the normal range of conditions
employed in formulations. Only when it is exposed to a high
temperature (125℃) at a low pH (pH 2) for over 1 hour does
significant decomposition occur. The 84% grade is the most stable
form of saccharin sodium since the 76% form will dry further under
ambient conditions. Solutions for injection can be sterilized by
autoclave.
Saccharin sodium should be stored in a well-closed container in a
dry place. | [Regulatory Status]
Accepted for use as a food additive in Europe; ‘E954’ is applied to
both saccharin and saccharin salts. Included in the FDA Inactive
Ingredients Database (buccal and dental preparations; IM and IV
injections; oral and topical preparations). Included in nonparenteral
medicines licensed in the UK. Included in the Canadian List of
Acceptable Non-medicinal Ingredients. |
Questions And Answer | Back Directory | [Description]
Saccharin sodium is a type of artificial or nonnutritive sweetener. It is 200 to 700 times sweeter than sucrose but has a bitter aftertaste. Saccharin and its salts do not occur naturally. Saccharin sodium is used in the production of various foods and pharmaceutical products including soft drinks, candy, biscuits, jams, chewing gum, tinned fruit, medicine and toothpaste.
| [Chemical Properties]
Saccharin is a crystalline solid with a sweet taste (500 times sweeter than sugar). It is commercially available in three forms : acid saccharin , sodium saccharin , and calcium saccharin . These forms have been variously determined to be 200-800 times sweeter than sucrose , depending on the saccharin concentration. Saccharine sodium salt has no odor, but has an intensly sweet taste. Aqueous solution is neutral or alkaline to litmus, but not alkaline to phenolphthalein. Effloresces in dry air.
Sodium saccharin is widely used in food as a sweetener. There is evidence that sweet taste receptors of animals (pigs and bovines) also respond to saccharin (Hellekant et al., 1994; Moran et al., 2010).
Sodium saccharin is intended to be used in feed, premixtures and water for drinking for piglets (suckling and weaned piglets), pigs for fattening and calves for rearing up to 4 months and for calves for fattening up to 6 months, with levels up to 150 mg/kg of complete feedingstuffs and water for drinking.
| [Saccharin]
Saccharin is the oldest artificial sweetener, and was discovered in 1879. The compound is prepared through reacting methyl anthranilate with nitrous acid sulfur dioxide, chlorine, and ammonia. It is about 300 times sweeter than sucrose and is considered to be one of the most important and widely used sweeteners worldwide.
Saccharin is a water-soluble acid with a pKa of 1.8. Its absorption is increased in animal species with lower stomach pH, such as rabbits and humans, relative to other mammals with higher stomach pHs such as rats. Other forms of saccharin that are consumed include: calcium saccharin, potassium saccharin, and acid saccharin. Sodium saccharin is used most often due to its greater palatability.
Saccharin, in addition to being used as a table-top sweetener, is commonly used in soft drinks, baked foods, jams, canned fruit, candy, dessert toppings, and chewing gum. Since saccharin’s sweetening power is not reduced when heated, it is an excellent candidate as an additive in low-calorie and sugar-free products.
| [Uses]
Sodium saccharin is the salt most frequently used in formulating soluble forms of this sweetening agent. It can be used in toothpaste, mouthwash, diet soft drinks, syrups, baked goods, ice cream, and other sweet foods and drinks. While it is certainly most famously used in food products, sodium saccharin is also used in the chemical and agricultural industries as an aid in the production of herbicides and pesticides. It is also used as part of a solution used to coat metals, such as gold and nickel.
Major application of Sodium saccharine is the food industry as an additive in different products. It is used as a low calorie sweetener and stabilizer in a variety of food and drinks. In bakeries it is used to sweeten baked goods, breads, cookies and muffins. Due to its rapidly dissolving nature in water, it is used as an artificial sweetener in carbonated beverages and sodas.
| [Chemical Synthesis]
Saccharin is chemically synthesised. The manufacturing process described by the applicant uses either phthalic anhydride or methyl anthranilate as starting material. Methyl anthranilate is diazotized to form 2-carbomethoxybenzene-diazonium chloride. Sulfonation followed by oxidation yields 2-carbomethoxybenzenesulfonyl chloride. Amidation of the sulfonylchloride followed by acidification will form insoluble acid saccharin. Subsequent addition of sodium hydroxide produces the soluble saccharin sodium. | [Toxicity evaluation]
Saccharin and toxicity are arguable. Throughout the 1960s, various studies suggested that saccharin might be an animal carcinogen [18]. Yilmaz and Uçar (2015) stressed that genotoxicity and carcinogenicity of saccharin are not understood clearly. Most publications reference that saccharin increases the rate of bladder cancer in rats fed with large doses.
A few epidemiological studies also found relationships between saccharin and bladder cancer risk in humans, but the majority of studies found no association between saccharin and cancer. Sodium saccharin has shown tumorigenic effects in rats. The compound was reported to produce hyperplastic response within a relatively short period of time when administered at high doses (≥2.5%).
Saccharin consumption has been associated with adverse effects on most of the biochemical and hematological blood indices in rats. Chronic saccharin intake affects biochemical parameters, and reported findings reflect various metabolic, hormonal, and neural responses in male and female rats resulting from the prolonged use of this sweetener after a single dose in drinking water. Consumption of large amounts of saccharin (135 mg) may result in hypoglycemia, reduced hyperinsulinemia, decreased insulin resistance, and improved glycemic control in hyperglycemic obese mice.
| [References]
[1] DeeAn Jones, Environmental Fate of Cypermethrin
[2] http://www.inchem.org
[3] http://npic.orst.edu
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