Product Name

  • Name

    Cyclamic acid

  • EINECS 202-898-1
  • CAS No. 100-88-9
  • Article Data21
  • CAS DataBase
  • Density 1.32g/cm3
  • Solubility Soluble SOLVENT
  • Melting Point 165 - 170 C (Decomposes)
  • Formula C6H13 N O3 S
  • Boiling Point °Cat760mmHg
  • Molecular Weight 179.24
  • Flash Point °C
  • Transport Information 25kgs
  • Appearance white crystals
  • Safety Suspected human carcinogen producing bladder tumors. Poison by intravenous route. Mildly toxic by ingestion. When heated to decomposition it emits toxic fumes of SOx and NOx.
  • Risk Codes
  • Molecular Structure Molecular Structure of 100-88-9 (Cyclamic acid)
  • Hazard Symbols UN NO.
  • Synonyms Cyclohexanesulfamicacid (6CI,7CI,8CI);Sulfamic acid, cyclohexyl- (9CI);Cyclamate;Cyclamic acid;Cyclohexylamidosulfuric acid;Cyclohexylaminesulfonic acid;Cyclohexylsulfamicacid;Hexamic acid;N-Cyclohexylsulfamic acid;NSC 220327;Polycat 200;
  • PSA 74.78000
  • LogP 2.18320

Synthetic route

cyclohexylamine
108-91-8

cyclohexylamine

cyclohexylsulfamic acid
100-88-9

cyclohexylsulfamic acid

Conditions
ConditionsYield
With chlorosulfonic acid In chloroform for 8h; Ambient temperature;72%
With chlorosulphuric acid; chloroform
With chlorosulfonic acid
With chlorosulfonic acid In acetonitrile at 20℃; for 2h;
Cyclohexyl isocyanate
3173-53-3

Cyclohexyl isocyanate

cyclohexylsulfamic acid
100-88-9

cyclohexylsulfamic acid

Conditions
ConditionsYield
With sulfuric acid; sulfur trioxide
N-cyclohexyl-hydroxylamine
2211-64-5

N-cyclohexyl-hydroxylamine

cyclohexylsulfamic acid
100-88-9

cyclohexylsulfamic acid

Conditions
ConditionsYield
With sulfur dioxide; benzene
1-nitrocyclohexane
1122-60-7

1-nitrocyclohexane

cyclohexylsulfamic acid
100-88-9

cyclohexylsulfamic acid

Conditions
ConditionsYield
With sodium dithionite; water; sodium phosphate
cyclohexylamine
108-91-8

cyclohexylamine

sodium chloro sulfate

sodium chloro sulfate

cyclohexylsulfamic acid
100-88-9

cyclohexylsulfamic acid

cyclohexylsulfamic acid
100-88-9

cyclohexylsulfamic acid

(R)-6-methylamino-2-methylheptene
1620401-56-0

(R)-6-methylamino-2-methylheptene

(R)-isometheptene cyclamate

(R)-isometheptene cyclamate

Conditions
ConditionsYield
In ethanol at -20℃; Solvent; Temperature;100%
cyclohexylsulfamic acid
100-88-9

cyclohexylsulfamic acid

C43H51N7O9S2

C43H51N7O9S2

(x)C6H13NO3S*C43H51N7O9S2

(x)C6H13NO3S*C43H51N7O9S2

Conditions
ConditionsYield
In methanol at 20℃;95.6%
cyclohexylsulfamic acid
100-88-9

cyclohexylsulfamic acid

ziprazidone
122883-93-6, 199191-69-0

ziprazidone

5-[2-[4-(1,2-benzisothiazol-3-yl)-1-piperazinyl]ethyl]-6-chloro-1,3-dihydro-2H-indol-2-one N-cyclohexylsulfamate

5-[2-[4-(1,2-benzisothiazol-3-yl)-1-piperazinyl]ethyl]-6-chloro-1,3-dihydro-2H-indol-2-one N-cyclohexylsulfamate

Conditions
ConditionsYield
In ethanol; water at -15 - 80℃;95.2%
N-(1-methylpiperidin-4-yl)-N-(4-fluorophenylmethyl)-N′-(4-(2-methylpropyloxyl)phenylmethyl)carbamide
706779-91-1

N-(1-methylpiperidin-4-yl)-N-(4-fluorophenylmethyl)-N′-(4-(2-methylpropyloxyl)phenylmethyl)carbamide

cyclohexylsulfamic acid
100-88-9

cyclohexylsulfamic acid

C25H34FN3O2*H2O*C6H13NO3S

C25H34FN3O2*H2O*C6H13NO3S

Conditions
ConditionsYield
In ethyl acetate at 20 - 42℃; for 5h;93.7%
cyclohexylsulfamic acid
100-88-9

cyclohexylsulfamic acid

dasatanib
302962-49-8

dasatanib

N-(2-chloro-6-methylphenyl)-2-[6-[4-(2-hydroxyethyl)piperazin-1-yl]-2-methylpyrimidin-4-ylamino]-1,3-thiazole-5-carboxamide monocyclamate salt

N-(2-chloro-6-methylphenyl)-2-[6-[4-(2-hydroxyethyl)piperazin-1-yl]-2-methylpyrimidin-4-ylamino]-1,3-thiazole-5-carboxamide monocyclamate salt

Conditions
ConditionsYield
In methanol at 70℃;93.4%
cyclohexylsulfamic acid
100-88-9

cyclohexylsulfamic acid

cyclohexylsulfamoyl chloride
10314-35-9

cyclohexylsulfamoyl chloride

Conditions
ConditionsYield
With phosphorus pentachloride In benzene91%
With phosphorus pentachloride In benzene for 4h; Heating / reflux;91%
With phosphorus pentachloride75%
cyclohexylsulfamic acid
100-88-9

cyclohexylsulfamic acid

2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine
88150-42-9

2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine

amlodipine cyclamate
745013-02-9

amlodipine cyclamate

Conditions
ConditionsYield
In ethanol; ethyl acetate at 20℃; for 4h;87%
In ethanol; isopropyl alcohol at 0℃; for 4h;86%
In methanol; acetonitrile at 20℃; for 4h;85%
In isopropyl alcohol at 0℃; for 4h;82%
5-[2-propyloxy-5-(2-(1-methylpyrrolidin-2-yl)ethylaminosulphonyl)phenyl]-1-methyl-3-propyl-6,7-dihydro-1H-pyrazolo(4,3-d)pyrimidin-7-one
268203-93-6

5-[2-propyloxy-5-(2-(1-methylpyrrolidin-2-yl)ethylaminosulphonyl)phenyl]-1-methyl-3-propyl-6,7-dihydro-1H-pyrazolo(4,3-d)pyrimidin-7-one

cyclohexylsulfamic acid
100-88-9

cyclohexylsulfamic acid

udenafil cyclamate
1240622-32-5

udenafil cyclamate

Conditions
ConditionsYield
In ethyl acetate at 20℃;83.7%
cyclohexylsulfamic acid
100-88-9

cyclohexylsulfamic acid

5-(4-(tert-butyl)phenyl)-5H-dibenzo[b,d]thiophen-5-ium bromide

5-(4-(tert-butyl)phenyl)-5H-dibenzo[b,d]thiophen-5-ium bromide

5-(4-(t-butyl)phenyl)-5Η-dibenzo[b,d]thiophen-5-ium cyclohexylamine sulfonate

5-(4-(t-butyl)phenyl)-5Η-dibenzo[b,d]thiophen-5-ium cyclohexylamine sulfonate

Conditions
ConditionsYield
Stage #1: 5-(4-(tert-butyl)phenyl)-5H-dibenzo[b,d]thiophen-5-ium bromide With silver(l) oxide In methanol
Stage #2: cyclohexylsulfamic acid In methanol at 20℃;		80%
cyclohexylsulfamic acid
100-88-9

cyclohexylsulfamic acid

triphenylbismuthane
603-33-8

triphenylbismuthane

A

C18H22BiNO3S

C18H22BiNO3S

B

benzene
71-43-2

benzene

Conditions
ConditionsYield
In neat (no solvent) at 80℃; for 0.333333h;A 77%
B n/a
...Expand
cyclohexylsulfamic acid
100-88-9

cyclohexylsulfamic acid

10-ethoxy-6-(methoxymethyl)-8-(morpholinomethyl)-1,2,3,4-tetrahydrobenzo[h][1,6]naphthyridine-5(6H)-one

10-ethoxy-6-(methoxymethyl)-8-(morpholinomethyl)-1,2,3,4-tetrahydrobenzo[h][1,6]naphthyridine-5(6H)-one

10-ethoxy-8-(morpholinomethyl)-1,2,3,4-tetrahydrobenzo[h][1,6]naphthyridine-5(6H)-one cyclohexylsulphamic acid

10-ethoxy-8-(morpholinomethyl)-1,2,3,4-tetrahydrobenzo[h][1,6]naphthyridine-5(6H)-one cyclohexylsulphamic acid

Conditions
ConditionsYield
In ethanol at 90℃; for 3h;75%
cyclohexylsulfamic acid
100-88-9

cyclohexylsulfamic acid

triphenylbismuthane
603-33-8

triphenylbismuthane

A

[Bi(CycH)3]

[Bi(CycH)3]

B

benzene
71-43-2

benzene

Conditions
ConditionsYield
In neat (no solvent) at 80℃; for 2.5h;A 68.6%
B n/a
...Expand
bismuth(III) tert-butoxide

bismuth(III) tert-butoxide

cyclohexylsulfamic acid
100-88-9

cyclohexylsulfamic acid

A

3C6H11NO3S(2-)*2Bi(3+)

3C6H11NO3S(2-)*2Bi(3+)

B

tert-butyl alcohol
75-65-0

tert-butyl alcohol

Conditions
ConditionsYield
In tetrahydrofuran at -80℃; Inert atmosphere;A 67.4%
B n/a
...Expand
cyclohexylsulfamic acid
100-88-9

cyclohexylsulfamic acid

bismuth(III) oxide
1304-76-3

bismuth(III) oxide

24C6H12NO3S(1-)*14H2O*45O(2-)*38Bi(3+)

24C6H12NO3S(1-)*14H2O*45O(2-)*38Bi(3+)

Conditions
ConditionsYield
In water for 120h; Sonication;63%
cyclohexylsulfamic acid
100-88-9

cyclohexylsulfamic acid

prasugel
150322-43-3

prasugel

5-[2-cyclopropyl-1-(2-fluorophenyl)-2-oxoethyl]-4,5,6,7-tetrahydrothieno[3,2-c]pyridin-2-yl acetate cyclamate
1306607-31-7

5-[2-cyclopropyl-1-(2-fluorophenyl)-2-oxoethyl]-4,5,6,7-tetrahydrothieno[3,2-c]pyridin-2-yl acetate cyclamate

Conditions
ConditionsYield
In acetone at -10℃; for 12h;45%
In acetone45%
cyclohexylsulfamic acid
100-88-9

cyclohexylsulfamic acid

potassium N-nitroso-N-cyclohexylsulfamate
138337-16-3

potassium N-nitroso-N-cyclohexylsulfamate

Conditions
ConditionsYield
With potassium nitrite In water at 4℃; for 0.333333h;44%
cyclohexylsulfamic acid
100-88-9

cyclohexylsulfamic acid

triphenylbismuthane
603-33-8

triphenylbismuthane

A

[Bi(CycH)3]

[Bi(CycH)3]

B

C18H22BiNO3S

C18H22BiNO3S

C

[PhBi(CycH)2]
1422436-55-2

[PhBi(CycH)2]

Conditions
ConditionsYield
In neat (no solvent) at 80℃; for 0.333333h;A 26%
B 30%
C 44%
...Expand
Baricitinib
1187594-09-7

Baricitinib

cyclohexylsulfamic acid
100-88-9

cyclohexylsulfamic acid

{1-(ethylsulphonyl)-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]azetidin-3-yl}acetonitrile dicyclamate

{1-(ethylsulphonyl)-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]azetidin-3-yl}acetonitrile dicyclamate

Conditions
ConditionsYield
In acetone for 0.5h; Reflux;41.8%
5,6-dihydrospiro[imidazo[2,1-b][3]benzazepine-11[11H],4'-piperidine]
193469-45-3

5,6-dihydrospiro[imidazo[2,1-b][3]benzazepine-11[11H],4'-piperidine]

formaldehyd
50-00-0

formaldehyd

cyclohexylsulfamic acid
100-88-9

cyclohexylsulfamic acid

6,11-dihydro-1'-methyl-spiro[5H-imidazo[2,1-b][3]benzazepine-11,4'-piperidine] cyclohexylsulfamate (1:2)

6,11-dihydro-1'-methyl-spiro[5H-imidazo[2,1-b][3]benzazepine-11,4'-piperidine] cyclohexylsulfamate (1:2)

Conditions
ConditionsYield
Stage #1: 5,6-dihydrospiro[imidazo[2,1-b][3]benzazepine-11[11H],4'-piperidine]; formaldehyd With thiophene; hydrogen; palladium 10% on activated carbon In methanol at 50℃;
Stage #2: cyclohexylsulfamic acid In acetone		40%
...Expand
styrene
292638-84-7

styrene

N-[2-(3,4-dimethoxyphenyl)ethyl]-2-iodo-5-methoxy-N-methylbenzenepropanamine 4-Methylbenzene Sulfonate

N-[2-(3,4-dimethoxyphenyl)ethyl]-2-iodo-5-methoxy-N-methylbenzenepropanamine 4-Methylbenzene Sulfonate

cyclohexylsulfamic acid
100-88-9

cyclohexylsulfamic acid

palladium diacetate
3375-31-3

palladium diacetate

N-[2-(3,4-dimethoxyphenyl)ethyl]-2-iodo-5-methoxy-N-methylbenzenepropanamine
99254-62-3

N-[2-(3,4-dimethoxyphenyl)ethyl]-2-iodo-5-methoxy-N-methylbenzenepropanamine

N-[2-(3,4-Dimethoxyphenyl)ethyl]-5-methoxy-N-methyl-2E-(2-phenylethenyl)benzenepropanamine Biscyclohexylsulfamate

N-[2-(3,4-Dimethoxyphenyl)ethyl]-5-methoxy-N-methyl-2E-(2-phenylethenyl)benzenepropanamine Biscyclohexylsulfamate

Conditions
ConditionsYield
In nitrogen; triethylamine38%
...Expand
5,6-dihydrospiro[imidazo[2,1-b][3]benzazepine-11[11H],4'-piperidine]
193469-45-3

5,6-dihydrospiro[imidazo[2,1-b][3]benzazepine-11[11H],4'-piperidine]

cyclohexylsulfamic acid
100-88-9

cyclohexylsulfamic acid

1-(3-chloropropoxy)-4-fluorobenzene
1716-42-3

1-(3-chloropropoxy)-4-fluorobenzene

1'-[3-(4-fluorophenoxy)propyl]-5,6-dihydrospiro[imidazo[2,1-b][3]benzazepine-11-[11H],4'-piperidine] cyclohexylsulfamate (1:2)

1'-[3-(4-fluorophenoxy)propyl]-5,6-dihydrospiro[imidazo[2,1-b][3]benzazepine-11-[11H],4'-piperidine] cyclohexylsulfamate (1:2)

Conditions
ConditionsYield
Stage #1: 5,6-dihydrospiro[imidazo[2,1-b][3]benzazepine-11[11H],4'-piperidine]; 1-(3-chloropropoxy)-4-fluorobenzene With sodium carbonate; potassium iodide In 4-methyl-2-pentanone for 18h; Heating / reflux;
Stage #2: cyclohexylsulfamic acid In acetone		37%
...Expand
5,6-dihydrospiro[imidazo[2,1-b][3]benzazepine-11[11H],4'-piperidine]
193469-45-3

5,6-dihydrospiro[imidazo[2,1-b][3]benzazepine-11[11H],4'-piperidine]

tetrahydro-2-furanmethanol methanesulfonate (ester)
72641-13-5

tetrahydro-2-furanmethanol methanesulfonate (ester)

cyclohexylsulfamic acid
100-88-9

cyclohexylsulfamic acid

5,6-dihydro-1'-[(tetrahydro-2-furanyl)methyl]spiro[imidazo[2,1-b][3]benzazepine-11-[11H],4'-piperidine] cyclohexylsulfamate (1:2)

5,6-dihydro-1'-[(tetrahydro-2-furanyl)methyl]spiro[imidazo[2,1-b][3]benzazepine-11-[11H],4'-piperidine] cyclohexylsulfamate (1:2)

Conditions
ConditionsYield
Stage #1: 5,6-dihydrospiro[imidazo[2,1-b][3]benzazepine-11[11H],4'-piperidine]; tetrahydro-2-furanmethanol methanesulfonate (ester) With sodium carbonate In 4-methyl-2-pentanone Heating / reflux;
Stage #2: cyclohexylsulfamic acid In acetone		20.7%
...Expand
5,6-dihydrospiro[imidazo[2,1-b][3]benzazepine-11[11H],4'-piperidine]
193469-45-3

5,6-dihydrospiro[imidazo[2,1-b][3]benzazepine-11[11H],4'-piperidine]

thiophene-2-carbaldehyde
98-03-3

thiophene-2-carbaldehyde

cyclohexylsulfamic acid
100-88-9

cyclohexylsulfamic acid

5,6-dihydro-1'-(2-thienyl-methyl)spiro[imidazo[2,1-b][3]benzazepine-11-[11H],4'-piperidine] cyclohexylsulfamate (1:1)

5,6-dihydro-1'-(2-thienyl-methyl)spiro[imidazo[2,1-b][3]benzazepine-11-[11H],4'-piperidine] cyclohexylsulfamate (1:1)

Conditions
ConditionsYield
Stage #1: 5,6-dihydrospiro[imidazo[2,1-b][3]benzazepine-11[11H],4'-piperidine]; thiophene-2-carbaldehyde With hydrogen; nickel In methanol
Stage #2: cyclohexylsulfamic acid In acetone		6.6%
...Expand
3-aminobutanoic acid ethyl ester
5303-65-1

3-aminobutanoic acid ethyl ester

cyclohexylsulfamic acid
100-88-9

cyclohexylsulfamic acid

[(Z)-2-(4-Oxiranylmethoxy-phenyl)-vinyl]-carbamic acid methyl ester

[(Z)-2-(4-Oxiranylmethoxy-phenyl)-vinyl]-carbamic acid methyl ester

3-{2-Hydroxy-3-[4-((E)-2-methoxycarbonylamino-vinyl)-phenoxy]-propylamino}-butyric acid ethyl ester; compound with cyclohexyl-sulfamic acid

3-{2-Hydroxy-3-[4-((E)-2-methoxycarbonylamino-vinyl)-phenoxy]-propylamino}-butyric acid ethyl ester; compound with cyclohexyl-sulfamic acid

Conditions
ConditionsYield
(i) MeCN, (ii) /BRN= 2208885/, iPrOH; Multistep reaction;
...Expand
cyclohexylsulfamic acid
100-88-9

cyclohexylsulfamic acid

isopropylamine
75-31-0

isopropylamine

(Z)-2-Acetylamino-3-(4-oxiranylmethoxy-phenyl)-acrylic acid methyl ester

(Z)-2-Acetylamino-3-(4-oxiranylmethoxy-phenyl)-acrylic acid methyl ester

(Z)-2-Acetylamino-3-[4-(2-hydroxy-3-isopropylamino-propoxy)-phenyl]-acrylic acid methyl ester; compound with cyclohexyl-sulfamic acid

(Z)-2-Acetylamino-3-[4-(2-hydroxy-3-isopropylamino-propoxy)-phenyl]-acrylic acid methyl ester; compound with cyclohexyl-sulfamic acid

Conditions
ConditionsYield
(i) THF, (ii) /BRN= 2208885/, acetone; Multistep reaction;
...Expand
cyclohexylsulfamic acid
100-88-9

cyclohexylsulfamic acid

tert-butylamine
75-64-9

tert-butylamine

[(E)-2-(4-Oxiranylmethoxy-phenyl)-vinyl]-carbamic acid ethyl ester

[(E)-2-(4-Oxiranylmethoxy-phenyl)-vinyl]-carbamic acid ethyl ester

{(E)-2-[4-(3-tert-Butylamino-2-hydroxy-propoxy)-phenyl]-vinyl}-carbamic acid ethyl ester; compound with cyclohexyl-sulfamic acid

{(E)-2-[4-(3-tert-Butylamino-2-hydroxy-propoxy)-phenyl]-vinyl}-carbamic acid ethyl ester; compound with cyclohexyl-sulfamic acid

Conditions
ConditionsYield
(i) iPrOH, (ii) /BRN= 2208885/, acetone; Multistep reaction;
...Expand

Cyclamic acid Chemical Properties

Chemistry informtions about  Cyclamic acid (100-88-9) is:
IUPAC Name: (2E)-2-hydroxyimino-1-phenylpropan-1-one ; -hydroxyimino-1-phenylpropan-1-one
Synonyms: Cyclohexanesulphamic acid ; cyclohexanesulphamicacid ; Cyclohexylamidosulfuric acid ; cyclohexylamidosulfuricacid ; Cyclohexylamidosulphuric acid ; cyclohexylamidosulphuricacid ; Cyclohexylaminesulfonic acid ; cyclohexylaminesulfonicacid
MF: C6H13NO3S
MW: 179.24
EINECS: 202-898-1
Melting Point:  ~180 °C (dec.)
Density: 1.32 g/cm3
Following is the molecular structure of  Cyclamic acid (100-88-9) is:

Cyclamic acid Uses

The sodium and calcium salts of  Cyclamic acid (100-88-9) are used as artificial sweeteners under the name cyclamate.This Chemical is banned in the USA and other countries for use as a sweetener. In the UK it used to be banned, but now it is allowed.This is also sometimes considered to be a carcinogen.

Cyclamic acid Toxicity Data With Reference

Organism

Test

Type

Route

Reported Dose

(Normalized

Dose)

Effect

Source

mouse

LD50

intravenous

180mg/kg

(180mg/kg)

 

U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#01774,

mouse

LD50

oral

680mg/kg

(680mg/kg)

Behavioral: convulsions or effect on seizure threshold lungs, thorax, or respiration: respiratory stimulation gastrointestinal: changes in structure or function of salivary glands

National Technical Information Service. Vol. OTS0540890,

rat

LD50

intravenous

4gm/kg

(4000mg/kg)

 

American Journal of the Medical Sciences. Vol. 225, Pg. 551, 1953.

rat

LD50

oral

12gm/kg

(12000mg/kg)

 

American Journal of the Medical Sciences. Vol. 225, Pg. 551, 1953.

Cyclamic acid Safety Profile

Safety Statements:
S22: Do not breathe dust.
S24/25: Avoid contact with skin and eyes.
WGK Germany: 2
RTECS: GV6950000

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