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シクラミン酸ナトリウム

Sodium Cyclamate

HCID 23665706
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基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
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基本情報

CAS
139-05-9
標準SMILES
O=S(=O)([O-])NC1CCCCC1.[Na+]
InChIKey
UDIPTWFVPPPURJ-UHFFFAOYSA-M
分子式
C6H11NHSO3.Na
平均分子量
201.22 g/mol
単同位体質量
201.0435587

概要

Sodium cyclamate appears as 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.

名称と識別子

優先名称
Sodium Cyclamate
IUPAC
sodium N-cyclohexylsulfamate
現地名
シクラミン酸ナトリウム
英語名
Sodium N-cyclohexylsulfamate
分子式
C6H14NNaO3S
分子量
203.23

名称と別名

SODIUM CYCLAMATE139-05-9Sucaryl sodiumCyclamate sodiumCyclamic acid sodium saltCyclamate de sodiumCiclamato sodicoAssurgrin vollsussSulfamic acid, cyclohexyl-, monosodium saltSuessetteSuestaminAsugryn
名称をさらに表示
N-シクロヘキシルスルファミン酸 ナトリウムN-シクロヘキシルスルファミン酸ナトリウムシクロシクラム酸ナトリウムN-シクロヘキシルアミド硫酸ナトリウムシクロヘキシルスルファミン酸ナトリウムシクラミン酸ナトリウムチクロサイクラミン酸ナトリウムナトリウム=シクロヘキシルスルファミダトシクラメートN-シクロヘキサンスルファミン酸ナトリウムサイクラミン酸ナトリウム標準品シクロヘキシルアミド硫酸ナトリウムナトリウムシクラメートナトリウムシクラメート, 98%ナトリウム N-シクロヘキシルスルファマートCYCLAMATEN-CYCLOHEXYLSULFAMIC ACID SODIUM SALTsucrum7cyclamic
IbiosucSugarinSugaronNatrii cyclamasSodium sucarylSodium cyclohexanesulfamateDulzor-EtasHachi-Sugar

データベース識別子

CAS
139-05-9
PubChem CID
23665706
DTXSID
DTXSID6020355
ChEMBL
CHEMBL273977
ChEBI
CHEBI:82431
UNII
1I6F42RME1
EC Number
205-348-9
Nikkaji
J813C

物性

構造計算による物性

極性表面積
77.6 Ų
水素結合供与体数
1
水素結合受容体数
4
回転可能結合数
2
重原子数
12
形式電荷
0
複雑度
205

実験および物理化学的性質

Chemical ClassesOther Uses -> Food Additives
CosmeticsMasking
Food AdditivesNON-NUTRITIVE SWEETENER -> FDA Substance added to food
Solubilitygreater than or equal to 100 mg/mL at 68 °F (NTP, 1992)
Animal DrugsPharmaceuticals -> UK Veterinary Medicines Directorate List
Melting Point509 °F (decomposes) (NTP, 1992)
Physical Description · 2 件

Sodium cyclamate appears as 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.

White solid; [Hawley] White powder; [MSDSonline]

物理化学的性質

融点
300 °C · >300 °C (lit.)
比重(密度)
1.58 · 1.58[at 20℃]
蒸気圧
0.002 Pa · 0.002Pa at 150℃
貯蔵温度
room temp
溶解性
200 g/リットル · 200g/リットル

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

GHS分類

GHS Classification · 5 件

This chemical does not meet GHS hazard criteria for 44.7% (42 of 94) of reports.

Warning

H302 (54.3%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 94 reports by companies from 7 notifications to the ECHA C&L Inventory.

危険有害性情報

Regulatory Information · 3 件

Chemical: Sulfamic acid, cyclohexyl-, monosodium salt

REACH registered substance: Sodium cyclamate (EC: 205-348-9)

Sulfamic acid, cyclohexyl-, monosodium salt: Does not have an individual approval but may be used under an appropriate group standard

Fire HazardsFlash point data for this chemical are not available; however, it is probably combustible. (NTP, 1992)
Health Hazards · 1 件

SYMPTOMS: Symptoms of exposure to this compound include irritation of the skin, eyes, mucous membranes and upper respiratory tract. Other symptoms include softness of the stools, diarrhea, photosensitization and chromosomal changes. Exposure to pregnant women has resulted in Down's syndrome and behavioral problems in the offspring.

Hazards Summary · 1 件

30 times as sweet as sucrose; [Hawley] An irritant; [MSDSonline] Removed from US market in 1969 because animal experiments showed increased bladder cancer; 75 subsequent studies failed to confirm this finding; It is approved for food use in Canada and 50 other countries around the world. [http://food.oregonstate.edu/glossary/c/cyclamate.html]

Reactive GroupAmines, Phosphines, and Pyridines
Reactivity ProfileSODIUM CYCLAMATE 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 (NTP, 1992).

化学と産業

薬理情報

MeSH Pharmacological ClassificationSubstances that sweeten food, beverages, medications, etc., such as sugar, saccharine or other low-calorie synthetic products. (From Random House Unabridged Dictionary, 2d ed)

用途と製造

Uses · 2 件

Has been used as a non-nutritive sweetener; [Hawley]

Prohibited by US FDA for food use in 1969; [Hawley]

Use Classification · 2 件

Food Additives -> SWEETENER -> JECFA Functional Classes

Cosmetics -> Masking

General Manufacturing InformationSulfamic acid, N-cyclohexyl-, sodium salt (1:1): ACTIVE
応用分野 · 5 件

解説チクロ,サイクラミン酸(シクロヘキシルスルファミン酸)のナトリウム塩,カルシウム塩の通称。合成甘味料の一種。無色〜白色の結晶または結晶性粉末で,水に可溶,砂糖の30〜50倍の甘味をもち,熱に安定。日本では前者は1956年,後者は1961年食品添加物として許可され,広く利用されてきたが,大量摂取は内臓障害や発癌のおそれがあるとされ,1969年使用禁止。その後の追試では発癌性に否定的であった。

用途人工甘味料

用途チクロ(サイクラミン酸ナトリウム)は、人工甘味料のひとつ。IUPAC名はN-シクロヘキシルスルファミン酸ナトリウム sodium N-cyclohexylsulfamate。甘さは砂糖の30倍から50倍といわれる。後味がわずかに苦い(特に高濃度の場合)が、サッカリンやアセスルファムカリウムほどではなく、それらの高甘味度甘味料に比べてすっきりした砂糖に近い甘味をもつ。

来歴Cyclamate was first synthesized in 1937. Like the other sweeteners, its sweet taste was accidentally discovered (U.S. Pat. 2,275,125 (Mar. 3, 1942), L. F. Andrieth and M. Sveda (to E. I. du Pont de Nemours & Co., Inc.). The FDA in 1958 classified sodium cyclamate as a GRAS sweetener. In 1969, a 2-year chronic toxicity study with a sodium cyclamate–sodium saccharin (10:1) mixture found bladder tumors in rats. The FDA took cyclamate off the GRAS list, banning it from foods and beverages, but permitting its sale in pharmacies. In 1970, after a congressional investigation, the FDA banned the use of cyclamate entirely. Abbott Laboratories, which has conducted additional toxicity and carcinogenicity studies with cyclamate, a 10:1 mixture of cyclamate–saccharin, and cyclohexylamine, claimed to be unable to confirm the 1969 findings. Abbott then filed a food additive petition for cyclamate in 1973, which was denied by the FDA in 1980. In 1982, the Calorie Control Council and Abbott Laboratories filed a second food additive petition containing the results of additional safety studies (The Calorie Control Council and Abbott Laboratories, Food Additive Petition for cyclamate 2A3672 (Sept. 22, 1982). That petition remains active.

関連反応

1 件
反応記録を作成
HRID 2268199 の反応式
HRID 2268199反応物としてuspto-grants-2001_12

化合物ノート

読み込み中…

このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
その他の操作
ノートを作成反応を作成見積依頼を出す
外見
粉
色
白い
PH
5.5 · 5.5-7.5 (100g/l, H2O, 20℃)
臭い (Odor)
100 ppm · Odorless. Sweet taste, perceptible at concentrations higher than 100 ppm in water.
水溶解度
10 g/100 · >=10 g/100 mL at 20 ºC
Merck
14 · 14,2703
BRN
4166868 · 4166868
安定性
Hygroscopic
化粧品成分の機能
香料
InChI
1S/C6H13NO3S.Na/c8-11(9,10)7-6-4-2-1-3-5-6;/h6-7H,1-5H2,(H,8,9,10);/q;+1/p-1
InChIKey
UDIPTWFVPPPURJ-UHFFFAOYSA-M
SMILES
[Na+].[O-]S(=O)(=O)NC1CCCCC1
LogP
-2.63 at · -2.63 at 20℃
CAS データベース
139 · 139-05-9(CAS DataBase Reference)
EPAの化学物質情報
Sodium cyclamate (139-05-9)

化学的性質

化学的特性White powder

Air and Water ReactionsWater soluble.
Hazard Classes and CategoriesAcute Tox. 4 (54.3%)

安全と保護具

Fire FightingFires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
First Aid · 1 件

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Nonfire Spill Response · 1 件

SMALL SPILLS AND LEAKAGE: If you spill this chemical, you should dampen the solid spill material with water, then transfer the dampened material to a suitable container. Use absorbent paper dampened with water to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Wash all contaminated surfaces with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

Personal Protective Equipment (PPE) · 1 件

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with a combination filter cartridge, i.e. organic vapor/acid gas/HEPA (specific for organic vapors, HCl, acid gas, SO2 and a high efficiency particulate filter). (NTP, 1992)

毒性情報

Carcinogen Classification · 5 件

Cyclamates (sodium cyclamate)

Group 3: Not classifiable as to its carcinogenicity to humans

Volume Sup 7: Overall Evaluations of Carcinogenicity: An Updating of IARC Monographs Volumes 1 to 42, 1987; 440 pages; ISBN 92-832-1411-0 (out of print)

1999

1998

安全データ

wgk
3
tsca
TSCA listed
rtecs
GV7350000
毒性
Sodium cyclamate is a non-nutritive sweetener that is about 30 times sweeter than cane sugar. The oral LD50s in rats and mice are 15.25 and 17.0 g/kg, respectively. It was banned as a food additive because of findings that it caused bladder cancer in rodents. It appears to act as a promoter. There is also evidence that it causes toxicity in the male reproductive system.
hs_code
29299000
risk_code
22
化審法
(3)-2480
hazard_code
Xn
safety_code
36/37-24/25
ストレージクラス
11 - Combustible Solids

一般的な説明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.

調製方法 · 1 件

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.

上流・下流製品情報

上流原料

スルファミン酸ナトリウムトリメチルアミン/硫黄(VI)トリオキシド,(1:x)三酸化硫黄ベンジントリメチルアミン水溶液 3 0 %スルファミン酸テトラクロロエチレンシクロヘキシルアミンN-シクロヘキシルスルファミン酸