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Sodium N-cyclohexylsulfamate

Sodium N-cyclohexylsulfamate
Sodium N-cyclohexylsulfamate structure
CAS No.
139-05-9
Chemical Name:
Sodium N-cyclohexylsulfamate
Synonyms
asugryn;ibiosuc;sucrum7;sugarin;sugaron;cyclamic;suessette;suestamin;CYCLAMATE;Acofarinas
CBNumber:
CB8713674
Molecular Formula:
C6H12NNaO3S
Formula Weight:
201.22
MOL File:
139-05-9.mol

Sodium N-cyclohexylsulfamate Properties

Melting point:
>300 °C(lit.)
storage temp. 
Storage temperature: no restrictions.
solubility 
200g/l
form 
Powder
color 
White
PH
5.5-7.5 (100g/l, H2O, 20℃)
Water Solubility 
>=10 g/100 mL at 20 ºC
Merck 
14,2703
BRN 
4166868
InChIKey
UDIPTWFVPPPURJ-UHFFFAOYSA-M
CAS DataBase Reference
139-05-9(CAS DataBase Reference)
EPA Substance Registry System
Sulfamic acid, cyclohexyl-, monosodium salt(139-05-9)
SAFETY
  • Risk and Safety Statements
Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P264-P270-P501-P301+P312a-P330-P501a-P301+P312+P330
Hazard Codes  Xn
Risk Statements  22
Safety Statements  36/37-24/25
WGK Germany  3
RTECS  GV7350000
TSCA  Yes
HS Code  29299000

Sodium N-cyclohexylsulfamate price More Price(9)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 71440 Sodium N-cyclohexylsulfamate ≥99.0% (T) 139-05-9 250g $80 2018-11-13 Buy
Sigma-Aldrich 1613860 Sodium cyclamate United States Pharmacopeia (USP) Reference Standard 139-05-9 200mg $341 2018-11-13 Buy
TCI Chemical C0487 Sodium N-Cyclohexylsulfamate >98.0%(N) 139-05-9 25g $15 2018-11-22 Buy
TCI Chemical C0487 Sodium N-Cyclohexylsulfamate >98.0%(N) 139-05-9 500g $57 2018-11-22 Buy
Alfa Aesar A18666 Sodium cyclamate, 98% 139-05-9 250g $39.8 2018-11-13 Buy

Sodium N-cyclohexylsulfamate Chemical Properties,Uses,Production

Chemical Properties

White powder

Chemical Properties

Sodium cyclamate occurs as white, odorless or almost odorless crystals, or as a crystalline powder with an intensely sweet taste.

Uses

Cyclamate (cyclohexylsulfamic acid and its calcium and sodium salts) were discovered in the United States in 1937. They are 30 to 80 times as sweet as sucrose and were widely used until late 1969, when it was banned by the FDA because of questions on safety. It is not banned in Canada and the European Union.
Cyclamate is produced by reacting cyclohexylamine with sulfonating agents, followed by reactions with sodium or calcium hydroxides to produce cyclamates and free cyclohexylamine as follows.
Owing to their good stability, cyclamates are suitable for all applications of intense sweeteners without a significant interfering taste sensation, and are heat stable. The main application of cyclamates is in blends with saccharin in a 10:1 ratio by weight. The mixture is more than twice as sweet as either component alone, making them an important sweetener in countries approving the use of both sweeteners.

Uses

Sweetening agent.

Production Methods

Cyclamates are prepared by the sulfonation of cyclohexylamine in the presence of a base. Commercially, the sulfonation can involve sulfamic acid, a sulfate salt, or sulfur trioxide. Tertiary bases such as triethylamine or trimethylamine may be used as the condensing agent. The amine salts of cyclamate that are produced are converted to the sodium, calcium, potassium, or magnesium salt by treatment with the appropriate metal oxide.

brand name

Adocyl;Ampenoline balsamoco;Assugrin;Azucrona;Cyclarin;Glusac super;Ilgon;Sladicin;Sucaryl calcium;Sucaryl sodium;Sucrum 7.

World Health Organization (WHO)

Cyclamates, non-nutritive sweetening agents, have been used as additives in food and drugs since 1950. They have been demonstrated to have a carcinogenic potential at very high and long-sustained dosage in experimental animals. Some countries have consequently banned their use as food additives, whereas in others they remain available for this purpose. Most countries, however, continue to allow their use in small quantities in pharmaceutical preparations. (Reference: (WHODI) WHO Drug Information, 77.2, 12, 1977)

General Description

Odorless or almost odorless white crystals or crystalline powder. Intensely sweet taste, even in dilute solution. pH (10% solution in water): 5.5-7.5. Used as a non-nutritive sweetener.

Air & Water Reactions

Water soluble.

Reactivity Profile

Sodium N-cyclohexylsulfamate is incompatible with strong oxidizing agents, strong acids and strong bases. Also incompatible with nitrites in acid solution. Has only limited compatibility with potassium salts .

Hazard

Some evidence of causing cancer in lab- oratory animals. Prohibited by FDA for food use. Questionable carcinogen.

Fire Hazard

Flash point data for Sodium N-cyclohexylsulfamate are not available; however, Sodium N-cyclohexylsulfamate is probably combustible.

Pharmaceutical Applications

Sodium cyclamate is used as an intense sweetening agent in pharmaceutical formulations, foods, beverages, and table-top sweeteners. In dilute solution, up to about 0.17% w/v, the sweetening power is approximately 30 times that of sucrose. However, at higher concentrations this is reduced and at a concentration of 0.5% w/v a bitter taste becomes noticeable. Sodium cyclamate enhances flavor systems and can be used to mask some unpleasant taste characteristics. In most applications, sodium cyclamate is used in combination with saccharin, often in a ratio of 10 : 1.

Toxicology

Sodium cyclamate is an odorless powder. It is about 30 times as sweet as sucrose in dilute solution. The structure of sodium cyclamate is shown in Figure 10.10 Capillary transitional cell tumors were found in the urinary bladders of 8 out of 80 rats that received 2600 mg/kg body weight per day of a mixture of sodium cyclamate and sodium saccharin (10:1) for up to 105 weeks. When the test mixture was fed at dietary levels designed to furnish 500, 1120, and 2500 mg/ kg body weight to groups of 35 and 45 female rats, the only significant finding was the occurrence of papillar carcinomas in the bladders of 12 of 70 rats fed the maximum dietary level of the mixture (equivalent of about 25 g/kg body weight) for periods ranging from 78 to 105 weeks (except for one earlier death). In vivo conversion from sodium cyclamate to cyclohexylamine was observed particularly in the higher dosage group. Cyclohexylamine is very toxic (LD50 rat oral=157 mg/dg) compared to sodium cyclamate (LD50 oral=12g/kg).

Safety Profile

Moderately toxic by intravenous and intraperitoneal routes. Mildly toxic by ingestion. Experimental reproductive effects. Questionable carcinogen with experimental neoplastigenic, tumorigenic, and teratogenic data. Human mutation data reported. When heated to decomposition it emits very toxic fumes of NazO, SOx, and NOx.

Safety

There has been considerable controversy concerning the safety of cyclamate following the FDA decision in 1970 to ban its use in the USA. This decision resulted from a feeding study in rats that suggested that cyclamate could cause an unusual form of bladder cancer. However, that study has been criticized because it involved very high doses of cyclamate administered with saccharin, which has itself been the subject of controversy concerning its safety; see Saccharin. Although excreted almost entirely unchanged in the urine, a potentially harmful metabolite of sodium cyclamate, cyclohexylamine, has been detected in humans. In addition, there is evidence to suggest cyclamate is metabolized to cyclohexylamine by the microflora in the large intestine of some individuals (approximately 25% of the population with higher precedence in Japanese than Europeans or North Americans). Cyclohexylamine, following absorption, is metabolized to an extent of 1-2% to cyclohexanol and cyclohexane-1,2-diol. Established no-observedeffect level (NOEL) and acceptable daily intake (ADI) values are based on cyclohexylamine levels of high cyclamate converters.(6,7) Extensive long-term animal feeding studies and epidemiological studies in humans have failed to show any evidence that cyclamate is carcinogenic or mutagenic. As a result, sodium cyclamate is now accepted in many countries for use in foods and pharmaceutical formulations.
Few adverse reactions to cyclamate have been reported, although its use has been associated with instances of photosensitive dermatitis.
The WHO has set an estimated acceptable daily intake for sodium and calcium cyclamate, expressed as cyclamic acid, at up to 11 mg/kg body-weight. In Europe, a temporary acceptable daily intake for sodium and calcium cyclamate, expressed as cyclamic acid, has been set at up to 1.5 mg/kg body-weight.
LD50 (mouse, IP): 1.15 g/kg
LD50 (mouse, IV): 4.8 g/kg
LD50 (mouse, oral): 17 g/kg
LD50 (rat, IP): 1.35 g/kg
LD50 (rat, IV): 3.5 g/kg
LD50 (rat, oral): 15.25 g/kg

storage

Sodium cyclamate is hydrolyzed by sulfuric acid and cyclohexylamine at a very slow rate that is proportional to the hydrogen ion concentration. Therefore, for all practical considerations, it can be regarded as stable. Solutions are also stable to heat, light, and air over a wide pH range.
Samples of tablets containing sodium cyclamate and saccharin have shown no loss in sweetening power following storage for up to 20 years.
The bulk material should be stored in a well-closed container in a cool, dry place.

Regulatory Status

The use of cyclamates as artificial sweetners in food, soft drinks, and artificial sweetening tablets was at one time prohibited in the UK and some other countries owing to concern about the metabolite cyclohexylamine. However, this is no longer the case, and cyclamates are now permitted for use as a food additive in Europe.
Included in the FDA Inactive Ingredients Database (oral powder, solutions, chewable tablets, and suspensions). Included in nonparenteral medicines licensed in the UK. Included in the Canadian List of Acceptable Non-medicinal Ingredients.

Sodium N-cyclohexylsulfamate Preparation Products And Raw materials

Raw materials

Preparation Products


Sodium N-cyclohexylsulfamate Suppliers

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View Lastest Price from Sodium N-cyclohexylsulfamate manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2019-04-11 Sodium Cyclamate
139-05-9
US $1.00 / g 10g 99% 10000 Metric Ton/Metric Tons per Month Cangzhou Wanyou New Material Technology Co.,Ltd
2019-07-10 Sodium N-cyclohexylsulfamate
139-05-9
US $1.00 / KG 1KG 98% 1kg,5kg,100kg career henan chemical co

Sodium N-cyclohexylsulfamate Spectrum


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