Product Name

  • Name

    Sodium N-cyclohexylsulfamate

  • EINECS 205-348-9
  • CAS No. 139-05-9
  • Density 1.32 g/cm3
  • Solubility water: >=10 g/100 mL at 20 oC
  • Melting Point >300 °C(lit.)
  • Formula C6H12NNaO3S
  • Boiling Point
  • Molecular Weight 201.222
  • Flash Point
  • Transport Information
  • Appearance White powder
  • Safety 36/37
  • Risk Codes 22
  • Molecular Structure Molecular Structure of 139-05-9 (Sodium N-cyclohexylsulfamate)
  • Hazard Symbols HarmfulXn
  • Synonyms Cyclohexanesulfamicacid, monosodium salt (8CI);Sulfamic acid, cyclohexyl-, monosodium salt (9CI);Acofarinas;Assugrin;Asugryn;Azucrona;Cyclamate sodium;Cyclohexylsulfamatesodium;Cyclohexylsulfamic acid sodium salt;N-Cyclohexylsulfamic acid sodium salt;
  • PSA 77.61000
  • LogP 1.84060

Synthetic route

N-dodecylpyridinium chloride
104-74-5

N-dodecylpyridinium chloride

sodium cyclamate
139-05-9

sodium cyclamate

1-dodecylpyridinium cyclamate
1403558-43-9

1-dodecylpyridinium cyclamate

Conditions
ConditionsYield
In water at 20℃; for 24h;99%
C12H20NO(1+)*Cl(1-)

C12H20NO(1+)*Cl(1-)

sodium cyclamate
139-05-9

sodium cyclamate

1-hexyloxymethylpyridinium cyclamate

1-hexyloxymethylpyridinium cyclamate

Conditions
ConditionsYield
In water at 20℃; for 24h;96%
sodium cyclamate
139-05-9

sodium cyclamate

1-Dodecyloxymethylpyridinium-chlorid
21379-35-1

1-Dodecyloxymethylpyridinium-chlorid

1-dodecyloxymethylpyridinium cyclamate

1-dodecyloxymethylpyridinium cyclamate

Conditions
ConditionsYield
In water at 20℃; for 24h;96%
didecyldimethylammonium chloride
7173-51-5

didecyldimethylammonium chloride

sodium cyclamate
139-05-9

sodium cyclamate

didecyldimethylammonium cyclamate
1403558-45-1

didecyldimethylammonium cyclamate

Conditions
ConditionsYield
In water at 20℃; for 24h;95%
sodium cyclamate
139-05-9

sodium cyclamate

1-butyl-3-methylimidazolium chloride
79917-90-1

1-butyl-3-methylimidazolium chloride

1-butyl-3-methylimidazolium cyclamate
1403558-48-4

1-butyl-3-methylimidazolium cyclamate

Conditions
ConditionsYield
In water at 20℃; for 24h;95%
1-Undecyloxymethylpyridinium-chlorid
22843-12-5

1-Undecyloxymethylpyridinium-chlorid

sodium cyclamate
139-05-9

sodium cyclamate

C17H30NO(1+)*C6H12NO3S(1-)

C17H30NO(1+)*C6H12NO3S(1-)

Conditions
ConditionsYield
In water at 20℃; for 24h;94%
C11H18NO(1+)*Cl(1-)

C11H18NO(1+)*Cl(1-)

sodium cyclamate
139-05-9

sodium cyclamate

C11H18NO(1+)*C6H12NO3S(1-)

C11H18NO(1+)*C6H12NO3S(1-)

Conditions
ConditionsYield
In water at 20℃; for 24h;93%
1-methyl-3-tetradecyloxymethylimidazolim chloride

1-methyl-3-tetradecyloxymethylimidazolim chloride

sodium cyclamate
139-05-9

sodium cyclamate

1-methyl-3-tetradecyloxymethylimidazolium cyclamate

1-methyl-3-tetradecyloxymethylimidazolium cyclamate

Conditions
ConditionsYield
In water at 20℃; for 24h;93%
sodium cyclamate
139-05-9

sodium cyclamate

1-Tetradecyloxymethylpyridinium-chlorid
52043-72-8

1-Tetradecyloxymethylpyridinium-chlorid

C20H36NO(1+)*C6H12NO3S(1-)

C20H36NO(1+)*C6H12NO3S(1-)

Conditions
ConditionsYield
In water at 20℃; for 24h;92%
sodium cyclamate
139-05-9

sodium cyclamate

1-Nonyloxymethyl-pyridinium; chloride
23693-43-8

1-Nonyloxymethyl-pyridinium; chloride

C15H26NO(1+)*C6H12NO3S(1-)

C15H26NO(1+)*C6H12NO3S(1-)

Conditions
ConditionsYield
In water at 20℃; for 24h;90%
sodium cyclamate
139-05-9

sodium cyclamate

1-Decyloxymethylpyridinium-chlorid
13501-48-9

1-Decyloxymethylpyridinium-chlorid

C16H28NO(1+)*C6H12NO3S(1-)
1403558-42-8

C16H28NO(1+)*C6H12NO3S(1-)

Conditions
ConditionsYield
In water at 20℃; for 24h;89%
C10H16NO(1+)*Cl(1-)
856958-20-8

C10H16NO(1+)*Cl(1-)

sodium cyclamate
139-05-9

sodium cyclamate

C10H16NO(1+)*C6H12NO3S(1-)

C10H16NO(1+)*C6H12NO3S(1-)

Conditions
ConditionsYield
In water at 20℃; for 24h;87%
sodium cyclamate
139-05-9

sodium cyclamate

1-Heptyloxymethyl-pyridinium; chloride

1-Heptyloxymethyl-pyridinium; chloride

C13H22NO(1+)*C6H12NO3S(1-)

C13H22NO(1+)*C6H12NO3S(1-)

Conditions
ConditionsYield
In water at 20℃; for 24h;85%
sodium cyclamate
139-05-9

sodium cyclamate

1-Octyloxymethyl-pyridinium; chloride
56049-77-5

1-Octyloxymethyl-pyridinium; chloride

C14H24NO(1+)*C6H12NO3S(1-)

C14H24NO(1+)*C6H12NO3S(1-)

Conditions
ConditionsYield
In water at 20℃; for 24h;84%
cetylpyridinium chloride
123-03-5

cetylpyridinium chloride

sodium cyclamate
139-05-9

sodium cyclamate

1-hexadecylpyridinium cyclamate
1403558-44-0

1-hexadecylpyridinium cyclamate

Conditions
ConditionsYield
In water at 20℃; for 24h;82%
ammonium hydroxide
1336-21-6

ammonium hydroxide

sodium cyclamate
139-05-9

sodium cyclamate

platinum(II) chloride

platinum(II) chloride

Cl(1-)*C6H18N3O3PtS(1+)

Cl(1-)*C6H18N3O3PtS(1+)

Conditions
ConditionsYield
In methanol for 1h; pH=7 - 8;72%
ammonium hydroxide
1336-21-6

ammonium hydroxide

vanadium(III) chloride

vanadium(III) chloride

water
7732-18-5

water

sodium cyclamate
139-05-9

sodium cyclamate

C12H29N3O7S2V(1+)*Cl(1-)

C12H29N3O7S2V(1+)*Cl(1-)

Conditions
ConditionsYield
In methanol for 1h; pH=7 - 8;71%
selenium tetrachloride
10026-03-6

selenium tetrachloride

sodium cyclamate
139-05-9

sodium cyclamate

C12H24Cl2N2O6S2Se

C12H24Cl2N2O6S2Se

Conditions
ConditionsYield
With ammonium hydroxide In methanol for 1h; pH=7 - 8;70%
gold(III) chloride

gold(III) chloride

water
7732-18-5

water

sodium cyclamate
139-05-9

sodium cyclamate

C6H12AuCl2NO3S*H2O

C6H12AuCl2NO3S*H2O

Conditions
ConditionsYield
With ammonium hydroxide In methanol for 1h; pH=7 - 8;69%
ruthenium trichloride

ruthenium trichloride

water
7732-18-5

water

sodium cyclamate
139-05-9

sodium cyclamate

C6H16Cl2NO5RuS

C6H16Cl2NO5RuS

Conditions
ConditionsYield
With ammonium hydroxide In methanol for 1h; pH=7 - 8;67%
sodium cyclamate
139-05-9

sodium cyclamate

A

cyclohexenone
930-68-7

cyclohexenone

B

cyclohexylamine hydrochloride
4998-76-9

cyclohexylamine hydrochloride

C

cyclohexanone
108-94-1

cyclohexanone

D

cyclohexene
110-83-8

cyclohexene

Conditions
ConditionsYield
With hydrogenchloride for 3h; pH=3; Hydrolysis; Heating;A n/a
B 10%
C n/a
D n/a
sodium cyclamate
139-05-9

sodium cyclamate

A

cyclohexenone
930-68-7

cyclohexenone

B

cyclohexanone
108-94-1

cyclohexanone

C

cyclohexene
110-83-8

cyclohexene

Conditions
ConditionsYield
In water at 20℃; for 96h; Product distribution; Further Variations:; pH-values; without irradiation, time; Elimination; hydrolysis; Irradiation;A 0.0008%
B 0.69%
C 0.0002%
sodium cyclamate
139-05-9

sodium cyclamate

cyclohexylsulfamoyl chloride
10314-35-9

cyclohexylsulfamoyl chloride

Conditions
ConditionsYield
With phosphorus pentachloride In benzene for 2h; Heating;
With trichlorophosphate In 1,2-dichloro-ethane at 80℃; for 18h;
sodium cyclamate
139-05-9

sodium cyclamate

cyclohexanesulfamate*β-cyclodextrin complex

cyclohexanesulfamate*β-cyclodextrin complex

Conditions
ConditionsYield
With β‐cyclodextrin; N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid Equilibrium constant; pH=7.0;
sodium cyclamate
139-05-9

sodium cyclamate

cyclohexanesulfamate*C-6,6'-(bisimidazol-1-yl)-β-cyclodextrin*Zn(2+) complex

cyclohexanesulfamate*C-6,6'-(bisimidazol-1-yl)-β-cyclodextrin*Zn(2+) complex

Conditions
ConditionsYield
With C-6,6'-(bisimidazol-1-yl)-β-cyclodextrin*Zn(2+); N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid Equilibrium constant; pH=7.0;
sodium cyclamate
139-05-9

sodium cyclamate

cyclohexanesulfamate*C-6,6'-(bisimidazol-1-yl)-β-cyclodextrin complex

cyclohexanesulfamate*C-6,6'-(bisimidazol-1-yl)-β-cyclodextrin complex

Conditions
ConditionsYield
With C-6,6'-(bisimidazol-1-yl)-β-cyclodextrin; N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid Equilibrium constant; pH=7.0;
sodium cyclamate
139-05-9

sodium cyclamate

N-cyclohexyl-N'-[4-[2-[[(2R)-2-hydroxy-2-(3-pyridinyl)ethyl]amino]-2-methylpropyl]phenyl]-sulfamide
454219-20-6

N-cyclohexyl-N'-[4-[2-[[(2R)-2-hydroxy-2-(3-pyridinyl)ethyl]amino]-2-methylpropyl]phenyl]-sulfamide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: POCl3 / 1,2-dichloro-ethane / 18 h / 80 °C
2: pyridine / 1,2-dichloro-ethane / -35 - 60 °C
3: tetrabutylammonium fluoride / tetrahydrofuran
View Scheme
sodium cyclamate
139-05-9

sodium cyclamate

N-[4-[2-[[(2R)-2-(3-chlorophenyl)-2-hydroxyethyl]amino]ethyl]phenyl]-N'-cyclohexyl-sulfamide

N-[4-[2-[[(2R)-2-(3-chlorophenyl)-2-hydroxyethyl]amino]ethyl]phenyl]-N'-cyclohexyl-sulfamide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: POCl3 / 1,2-dichloro-ethane / 18 h / 80 °C
2: pyridine / CH2Cl2 / -35 - 60 °C
3: KOH / ethanol / 80 °C
View Scheme

Sodium cyclamate Chemical Properties

IUPAC Name: Sodium N-cyclohexylsulfamate
Synonyms of Sodium cyclamate (CAS NO.139-05-9): Assugrin ; Assurgrin feinsuss ; Assurgrin vollsuss ; Cyclamate de sodium ; Cyclohexanesulfamic acid, monosodium salt ; Cyclohexanesulphamic acid, monosodium salt ; Monosodium cyclohexylsulfamate ; N-Cyklohexylsulfamat sodny ; Sodium cyclohexylsulphamidate ; Sulfamic acid, cylclohexyl-, monosodium salt
CAS NO: 139-05-9
Molecular Formula: C6H12NNaO3S
Molecular Weight: 201.22 
Molecular Structure:
EINECS: 205-348-9 
H bond acceptors: 4
H bond donors: 2
Freely Rotating Bonds: 1
Polar Surface Area: 65.99 Å2 
Melting point:  >300 °C(lit.)
Water Solubility:  >=10 g/100 mL at 20 °C
Appearance: White powder
Product Categories: Food & Feed ADDITIVES 
SMILES: [Na+].O=S([O-])(=O)NC1CCCCC1
InChI: InChI=1/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-REWHXWOFAV
Std. InChI: 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
Std. InChIKey: UDIPTWFVPPPURJ-UHFFFAOYSA-M

Sodium cyclamate Uses

 Sodium cyclamate (CAS NO.139-05-9) is often used synergistically with other artificial sweeteners, especially saccharin.

Sodium cyclamate Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 1154mg/kg (1154mg/kg)   Progress Report for Contract No. NIH-NCI-E-68-1311, Submitted to the National Cancer Institut by Bio-Research Consultants, Inc. Vol. NCI-E-68-1311, Pg. 1973,
mouse LD50 intravenous 4800mg/kg (4800mg/kg)   Food and Cosmetics Toxicology. Vol. 6, Pg. 313, 1968.
mouse LD50 oral 17gm/kg (17000mg/kg)   Food and Cosmetics Toxicology. Vol. 6, Pg. 313, 1968.
rat LD50 intraperitoneal 1350mg/kg (1350mg/kg)   Progress Report for Contract No. NIH-NCI-E-68-1311, Submitted to the National Cancer Institut by Bio-Research Consultants, Inc. Vol. NCI-E-68-1311, Pg. 1973,
rat LD50 intravenous 3500mg/kg (3500mg/kg)   Food and Cosmetics Toxicology. Vol. 6, Pg. 313, 1968.
rat LD50 oral 1280mg/kg (1280mg/kg)   Science Reports of the Research Institutes, Tohoku University, Series C: Medicine. Vol. 36(1-4), Pg. 10, 1989.

Sodium cyclamate Consensus Reports

IARC Cancer Review: Group 3 IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 ,1987,p. 178.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Limited Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 22 ,1980,p. 55.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

Sodium cyclamate Safety Profile

Safety Information about Sodium cyclamate (CAS NO.139-05-9):
Hazard Codes: HarmfulXn
Risk Statements: 22 
R22:Harmful if swallowed.
Safety Statements: 36/37
S36/37: Wear suitable protective clothing and gloves.
WGK Germany: 3
RTECS: GV7350000
HS Code: 29299000
Sodium cyclamate has 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 Na2O, SOx, and NOx.

Sodium cyclamate Specification

 Sodium cyclamate is incompatible with strong oxidizing agents, strong acids and strong bases. It is also incompatible with nitrites in acid solution. And it has only limited compatibility with potassium salts .

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