Product Name

  • Name

    5-Aminosalicylic acid

  • EINECS 201-919-1
  • CAS No. 89-57-6
  • Article Data80
  • CAS DataBase
  • Density 1.491 g/cm3
  • Solubility <0.1 g/100 mL at 21 °C in water
  • Melting Point 275-280 °C (dec.)(lit.)
  • Formula C7H7NO3
  • Boiling Point 403.9 °C at 760 mmHg
  • Molecular Weight 153.137
  • Flash Point 198.1 °C
  • Transport Information
  • Appearance Off-white crystals
  • Safety 26-36-24/25
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 89-57-6 (5-Aminosalicylic acid)
  • Hazard Symbols IrritantXi
  • Synonyms Benzoic acid, 5-amino-2-hydroxy-;Asacol (TN);Benzoic acid, 5-amino-2-hydroxy-, hydrochloride;Pentasa (TN);Rowasa;Canasa;5-amino-2-hydroxy-benzoate;Mesalazine (JAN);5-amino-2-hydroxy-benzoic acid hydrochloride;Salofalk;Asacol;Mesalamine [USAN];Mesalazine;p-Aminosalicylsaeure [German];sodium 5-amino-2-hydroxy-benzoate;5-Amino Salicylic Acid;Mesalamine;Claversal;4-14-00-02058 (Beilstein Handbook Reference);5-amino-2-hydroxy-benzoic acid;Pentasa;Mesalazina [Spanish];Mesalamine (USP);Benzoic acid,5-amino-2-hydroxy-;Mesalazinum [Latin];Rowasa (TN);m-Aminosalicylic acid;Sodium 5-aminosalicylate;5-Aminosalicyclic Acid;Mesalazine5-Aminosalicylic acid;5-Aminosalicylic acid (Mesalazine);Malasazine;2-Hydroxy-5-aminobenzoic acid;Masalazine;
  • PSA 83.55000
  • LogP 1.25380

Synthetic route

5-nitrosalicylic acid
96-97-9

5-nitrosalicylic acid

5-Aminosalicylic Acid
89-57-6

5-Aminosalicylic Acid

Conditions
ConditionsYield
Stage #1: 5-nitrosalicylic acid at 95 - 98℃; pH=2;
Stage #2: With sodium hydroxide at 85 - 95℃; for 2.5h; pH=11.5 - 12; Product distribution / selectivity;
91.6%
With G-CAT; R-CAT In water at 95 - 98℃; Product distribution / selectivity;91.6%
With hydrogenchloride; zinc In water for 4h; Reflux;88%
carbon dioxide
124-38-9

carbon dioxide

4-amino-phenol
123-30-8

4-amino-phenol

5-Aminosalicylic Acid
89-57-6

5-Aminosalicylic Acid

Conditions
ConditionsYield
Stage #1: 4-amino-phenol With sodium hydroxide at 130 - 150℃; Kolbe-Schmitt reaction;
Stage #2: carbon dioxide under 67506.8 Torr; Kolbe-Schmitt reaction; Autoclave; Heating;
Stage #3: With sulfuric acid pH=2 - 3; Kolbe-Schmitt reaction;
90.5%
Stage #1: carbon dioxide; 4-amino-phenol With sodium carbonate; sodium chloride at 200℃; under 7500.75 Torr; for 6h; Kolbe-Schmidt Synthesis; Autoclave;
Stage #2: With hydrogenchloride In water pH=1 - 6; Reagent/catalyst; Temperature; Pressure;
90%
In tetrahydrofuran for 8h; Quantum yield; UV-irradiation; Schlenk technique;34 %Spectr.
carbon dioxide
124-38-9

carbon dioxide

4-acetaminophenol
103-90-2

4-acetaminophenol

5-Aminosalicylic Acid
89-57-6

5-Aminosalicylic Acid

Conditions
ConditionsYield
Stage #1: carbon dioxide; 4-acetaminophenol With potassium hydroxide at 220℃; under 37503.8 Torr; for 1h;
Stage #2: With hydrogenchloride; water at 80℃; pH=4; Reagent/catalyst; Temperature; Pressure; Time;
90%
5-(4'-sulphophenylazo)salicylic acid sodium salt

5-(4'-sulphophenylazo)salicylic acid sodium salt

5-Aminosalicylic Acid
89-57-6

5-Aminosalicylic Acid

Conditions
ConditionsYield
With sodium hydroxide; sodium dithionite In water for 0.00555556h; microwave irradiation;71%
2-hydroxy-5-phenylazobenzoic acid methyl ester
21460-89-9

2-hydroxy-5-phenylazobenzoic acid methyl ester

5-Aminosalicylic Acid
89-57-6

5-Aminosalicylic Acid

Conditions
ConditionsYield
With hydrogenchloride; tin
With phenylhydrazine at 100 - 120℃;
5-nitrosalicylic acid
96-97-9

5-nitrosalicylic acid

A

5-Aminosalicylic Acid
89-57-6

5-Aminosalicylic Acid

B

N-Acetyl-5-aminosalicylic acid
51-59-2

N-Acetyl-5-aminosalicylic acid

Conditions
ConditionsYield
With tin; acetic acid dann verduennt man mit Wasser und faellt mit Schwefelwasserstoff;
With tin; acetic acid
p-aminophenol hydrochloride
51-78-5

p-aminophenol hydrochloride

methylammonium carbonate
15719-64-9, 15719-76-3, 97762-63-5

methylammonium carbonate

5-Aminosalicylic Acid
89-57-6

5-Aminosalicylic Acid

Conditions
ConditionsYield
With potassium carbonate at 200℃; under 36775.4 Torr;
2-hydroxy-5-phenylazobenzoic acid methyl ester
21460-89-9

2-hydroxy-5-phenylazobenzoic acid methyl ester

phenylhydrazine
100-63-0

phenylhydrazine

5-Aminosalicylic Acid
89-57-6

5-Aminosalicylic Acid

Conditions
ConditionsYield
at 100 - 120℃;
2-hydroxy-5-phenylazo-benzoic acid ethyl ester
21460-90-2

2-hydroxy-5-phenylazo-benzoic acid ethyl ester

phenylhydrazine
100-63-0

phenylhydrazine

5-Aminosalicylic Acid
89-57-6

5-Aminosalicylic Acid

Conditions
ConditionsYield
at 100 - 120℃;
phenylhydrazine
100-63-0

phenylhydrazine

2-hydroxy-5-phenylazo-benzoic acid
3147-53-3

2-hydroxy-5-phenylazo-benzoic acid

A

5-Aminosalicylic Acid
89-57-6

5-Aminosalicylic Acid

B

aniline
62-53-3

aniline

3-nitrobenzoic acid
121-92-6

3-nitrobenzoic acid

5-Aminosalicylic Acid
89-57-6

5-Aminosalicylic Acid

Conditions
ConditionsYield
With sulfuric acid Electrolysis;
With sulfuric acid; platinum at 115 - 145℃; under 25742.8 Torr; Hydrogenation;
With sulfuric acid; zinc at 50 - 80℃;
ethanol
64-17-5

ethanol

2-hydroxy-5-(3-nitro-phenylazo)-benzoic acid
6283-26-7

2-hydroxy-5-(3-nitro-phenylazo)-benzoic acid

A

5-Aminosalicylic Acid
89-57-6

5-Aminosalicylic Acid

B

3,3'-diaminoazobenzene
21371-44-8, 140661-36-5

3,3'-diaminoazobenzene

Conditions
ConditionsYield
With potassium hydroxide; zinc
2-hydroxy-5-phenylazo-benzoic acid
3147-53-3

2-hydroxy-5-phenylazo-benzoic acid

5-Aminosalicylic Acid
89-57-6

5-Aminosalicylic Acid

Conditions
ConditionsYield
With phenylhydrazine
With sodium hydroxide; zinc
With sulfuric acid bei der elektrolytischen Reduktion;
sulfuric acid
7664-93-9

sulfuric acid

3-nitrobenzoic acid
121-92-6

3-nitrobenzoic acid

platinum

platinum

5-Aminosalicylic Acid
89-57-6

5-Aminosalicylic Acid

Conditions
ConditionsYield
at 115 - 145℃; under 35 - 22065.2 Torr; Hydrogenation;
ethanol
64-17-5

ethanol

2-hydroxy-5-(3-nitro-phenylazo)-benzoic acid
6283-26-7

2-hydroxy-5-(3-nitro-phenylazo)-benzoic acid

zinc

zinc

KOH-solution

KOH-solution

A

5-Aminosalicylic Acid
89-57-6

5-Aminosalicylic Acid

B

3,3'-diaminoazobenzene
21371-44-8, 140661-36-5

3,3'-diaminoazobenzene

2-hydroxy-5-(3-nitro-phenylazo)-benzoic acid
6283-26-7

2-hydroxy-5-(3-nitro-phenylazo)-benzoic acid

hydrosulfite sodium

hydrosulfite sodium

A

5-Aminosalicylic Acid
89-57-6

5-Aminosalicylic Acid

B

m-phenylenediamine
108-45-2

m-phenylenediamine

hydrogenchloride
7647-01-0

hydrogenchloride

2-hydroxy-5-(3-nitro-phenylazo)-benzoic acid
6283-26-7

2-hydroxy-5-(3-nitro-phenylazo)-benzoic acid

tin dichloride

tin dichloride

A

5-Aminosalicylic Acid
89-57-6

5-Aminosalicylic Acid

B

m-phenylenediamine
108-45-2

m-phenylenediamine

sulfuric acid
7664-93-9

sulfuric acid

2-hydroxy-5-phenylazo-benzoic acid
3147-53-3

2-hydroxy-5-phenylazo-benzoic acid

5-Aminosalicylic Acid
89-57-6

5-Aminosalicylic Acid

Conditions
ConditionsYield
durch elektrolytische Reduktion;
hydrogenchloride
7647-01-0

hydrogenchloride

2-hydroxy-5-phenylazo-benzoic acid
3147-53-3

2-hydroxy-5-phenylazo-benzoic acid

titanium (III)-chloride

titanium (III)-chloride

5-Aminosalicylic Acid
89-57-6

5-Aminosalicylic Acid

2-hydroxy-5-phenylazo-benzoic acid
3147-53-3

2-hydroxy-5-phenylazo-benzoic acid

hydrosulfite sodium

hydrosulfite sodium

A

5-Aminosalicylic Acid
89-57-6

5-Aminosalicylic Acid

B

aniline
62-53-3

aniline

hydrogenchloride
7647-01-0

hydrogenchloride

2-hydroxy-5-phenylazo-benzoic acid
3147-53-3

2-hydroxy-5-phenylazo-benzoic acid

tin dichloride

tin dichloride

A

5-Aminosalicylic Acid
89-57-6

5-Aminosalicylic Acid

B

aniline
62-53-3

aniline

furan-2,3,5(4H)-trione pyridine (1:1)

furan-2,3,5(4H)-trione pyridine (1:1)

2-hydroxy-5-phenylazo-benzoic acid
3147-53-3

2-hydroxy-5-phenylazo-benzoic acid

zinc

zinc

A

5-Aminosalicylic Acid
89-57-6

5-Aminosalicylic Acid

B

aniline
62-53-3

aniline

alizarin yellow R
2243-76-7

alizarin yellow R

Na2S2O4

Na2S2O4

A

5-Aminosalicylic Acid
89-57-6

5-Aminosalicylic Acid

B

1,4-phenylenediamine
106-50-3

1,4-phenylenediamine

Conditions
ConditionsYield
in alkal.Loesung;
hydrogenchloride
7647-01-0

hydrogenchloride

2-hydroxy-5-phenylazobenzoic acid methyl ester
21460-89-9

2-hydroxy-5-phenylazobenzoic acid methyl ester

tin

tin

5-Aminosalicylic Acid
89-57-6

5-Aminosalicylic Acid

hydrogenchloride
7647-01-0

hydrogenchloride

2-hydroxy-5-phenylazo-benzoic acid ethyl ester
21460-90-2

2-hydroxy-5-phenylazo-benzoic acid ethyl ester

tin

tin

5-Aminosalicylic Acid
89-57-6

5-Aminosalicylic Acid

4-[(3-carboxyl-4-hydroxy)phenylazo]benzenesulfonic acid
21542-82-5

4-[(3-carboxyl-4-hydroxy)phenylazo]benzenesulfonic acid

tin dichloride hydrochloride

tin dichloride hydrochloride

A

5-Aminosalicylic Acid
89-57-6

5-Aminosalicylic Acid

B

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

hydrogenchloride
7647-01-0

hydrogenchloride

acide 3-hydroxylaminobenzoique
13252-72-7

acide 3-hydroxylaminobenzoique

5-Aminosalicylic Acid
89-57-6

5-Aminosalicylic Acid

3-nitro-benzoate sodium

3-nitro-benzoate sodium

5-Aminosalicylic Acid
89-57-6

5-Aminosalicylic Acid

Conditions
ConditionsYield
With sodium hydrogensulfide; hydrogen sulfide at 25℃; nachfolgend Umlagerung durch Eindampfen mit Salzsaeure;
5-nitroso-salicylic acid

5-nitroso-salicylic acid

5-Aminosalicylic Acid
89-57-6

5-Aminosalicylic Acid

Conditions
ConditionsYield
With hydrogenchloride; tin
With sodium dithionite
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

5-Aminosalicylic Acid
89-57-6

5-Aminosalicylic Acid

2-hydroxy-5-<(tert-butoxycarbonyl)amino>benzoic acid
135321-95-8

2-hydroxy-5-<(tert-butoxycarbonyl)amino>benzoic acid

Conditions
ConditionsYield
With triethylamine In 1,4-dioxane; water at 0 - 20℃; for 16.5h;100%
Stage #1: di-tert-butyl dicarbonate; 5-Aminosalicylic Acid With triethylamine In 1,4-dioxane; water at 0 - 20℃; for 16.5h;
Stage #2: With hydrogenchloride In water at 0℃;
100%
With triethylamine In 1,4-dioxane; water for 3h; Ambient temperature;97%
carbon disulfide
75-15-0

carbon disulfide

5-Aminosalicylic Acid
89-57-6

5-Aminosalicylic Acid

5-isothiocyanatosalicylic acid
116569-31-4

5-isothiocyanatosalicylic acid

Conditions
ConditionsYield
Stage #1: carbon disulfide; 5-Aminosalicylic Acid With triethylamine In tetrahydrofuran; water at 20℃; for 17h;
Stage #2: With iodine In tetrahydrofuran; water at 0℃; for 2.58333h;
Stage #3: With hydrogenchloride In tetrahydrofuran; water
100%
5-Aminosalicylic Acid
89-57-6

5-Aminosalicylic Acid

3-carboxy-4-hydroxybenzenediazonium chloride
117041-94-8

3-carboxy-4-hydroxybenzenediazonium chloride

Conditions
ConditionsYield
With hydrogenchloride; Nitrogen dioxide In water at 20℃; Reagent/catalyst;100%
5-Aminosalicylic Acid
89-57-6

5-Aminosalicylic Acid

5-azido-2-hydroxybenzoic acid

5-azido-2-hydroxybenzoic acid

Conditions
ConditionsYield
Stage #1: 5-Aminosalicylic Acid With sulfuric acid; sodium nitrite In water at 0℃; Inert atmosphere;
Stage #2: With sodium azide In water at 0 - 20℃; Inert atmosphere;
99%
Stage #1: 5-Aminosalicylic Acid With sulfuric acid; sodium nitrite In water at 0℃; for 1.5h; Inert atmosphere;
Stage #2: With sodium azide In water at 0 - 20℃; for 14.5h; Inert atmosphere;
99%
Stage #1: 5-Aminosalicylic Acid With sulfuric acid; sodium nitrite In water at 0℃; for 1.5h;
Stage #2: With sodium azide In water at 0 - 20℃; for 14.5h;
99%
5-Aminosalicylic Acid
89-57-6

5-Aminosalicylic Acid

1,4-benzoquinone-2-carboxylic acid
5794-62-7

1,4-benzoquinone-2-carboxylic acid

Conditions
ConditionsYield
With tetra(n-butyl)ammonium dichromate(VI) In dichloromethane for 0.133333h; Reflux;99%
methanol
67-56-1

methanol

5-Aminosalicylic Acid
89-57-6

5-Aminosalicylic Acid

methyl 5-amino-2-hydroxybenzoate
42753-75-3

methyl 5-amino-2-hydroxybenzoate

Conditions
ConditionsYield
With sulfuric acid at 85℃; for 19h;98%
With sulfuric acid for 26h; Heating;96%
With sulfuric acid Reflux;96%
sulfurous acid 2-mercapto-ethyl ester
915282-88-1

sulfurous acid 2-mercapto-ethyl ester

5-Aminosalicylic Acid
89-57-6

5-Aminosalicylic Acid

5-amino-2-hydroxy-benzoic acid mercaptoethanesulfonate
916248-51-6

5-amino-2-hydroxy-benzoic acid mercaptoethanesulfonate

Conditions
ConditionsYield
In ethyl acetate at 20 - 25℃; for 0.5 - 0.75h;98%
5-Aminosalicylic Acid
89-57-6

5-Aminosalicylic Acid

1,3-bis(1-isocyanato-1-methylethyl)benzene
2778-42-9

1,3-bis(1-isocyanato-1-methylethyl)benzene

triethylamine
121-44-8

triethylamine

C28H30N4O8*2C6H15N

C28H30N4O8*2C6H15N

Conditions
ConditionsYield
In ethanol; chloroform for 4h; Reflux;97%
5-Aminosalicylic Acid
89-57-6

5-Aminosalicylic Acid

barium(II) hydroxide

barium(II) hydroxide

barium mesalamine

barium mesalamine

Conditions
ConditionsYield
In water for 16h;96.5%
5-Aminosalicylic Acid
89-57-6

5-Aminosalicylic Acid

mesalamine-d3

mesalamine-d3

Conditions
ConditionsYield
With 10% Pt/activated carbon; palladium 10% on activated carbon; hydrogen; water-d2 at 145℃; for 24h; Reagent/catalyst; Temperature; Sealed tube; regioselective reaction;96%
methanol
67-56-1

methanol

5-Aminosalicylic Acid
89-57-6

5-Aminosalicylic Acid

methyl 5-aminosalicylate hydrochloride

methyl 5-aminosalicylate hydrochloride

Conditions
ConditionsYield
Stage #1: methanol With thionyl chloride Cooling;
Stage #2: 5-Aminosalicylic Acid for 1.5h; Reflux;
96%
5-Aminosalicylic Acid
89-57-6

5-Aminosalicylic Acid

N-tert-butoxycarbonyl-O-diethylcarbamoyl-N-bromopropylhydroxylamine

N-tert-butoxycarbonyl-O-diethylcarbamoyl-N-bromopropylhydroxylamine

3-((tert-butoxycarbonyl)((diethylcarbamoyl)oxy)amino)propyl 5-amino-2-hydroxybenzoate

3-((tert-butoxycarbonyl)((diethylcarbamoyl)oxy)amino)propyl 5-amino-2-hydroxybenzoate

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 60℃;96%
(rac)-gossypol
303-45-7

(rac)-gossypol

5-Aminosalicylic Acid
89-57-6

5-Aminosalicylic Acid

gossypolydenebis-N-(3-carboxy-4-hydroxyaniline)

gossypolydenebis-N-(3-carboxy-4-hydroxyaniline)

Conditions
ConditionsYield
In ethanol for 3h; Heating;95.31%
5-Aminosalicylic Acid
89-57-6

5-Aminosalicylic Acid

5-Diazo-salicylsaeure
68596-89-4

5-Diazo-salicylsaeure

Conditions
ConditionsYield
With pyridine hydrogenfluoride; sodium nitrite 1.) O deg C, 20 min, 2.) 20 deg C, 1 h;95%
With pyridine hydrogenfluoride; sodium nitrite 1) -50 deg C, 30 min, 2) 20 deg C, 60 min;90%
5-Aminosalicylic Acid
89-57-6

5-Aminosalicylic Acid

acetic anhydride
108-24-7

acetic anhydride

N-Acetyl-5-aminosalicylic acid
51-59-2

N-Acetyl-5-aminosalicylic acid

Conditions
ConditionsYield
With acetic acid In water for 0.5h; Reflux;94%
In water; acetone at 20℃; for 1.33333h; Reflux;94%
With multi-walled carbonnanotubes functionalized with phosphonic acid In neat (no solvent) at 20℃; for 0.333333h;90%
5-Aminosalicylic Acid
89-57-6

5-Aminosalicylic Acid

1,6,9-trioxa-3,12-dithiacyclotridecane

1,6,9-trioxa-3,12-dithiacyclotridecane

2-hydroxy-5-(1,11-dioxa-4,8-dithia-6-azacyclotridecan-6-yl)benzoic acid

2-hydroxy-5-(1,11-dioxa-4,8-dithia-6-azacyclotridecan-6-yl)benzoic acid

Conditions
ConditionsYield
With samarium(III) nitrate hexahydrate In chloroform at 20℃; for 3h; Inert atmosphere;94%
aluminum (III) chloride
7446-70-0, 7784-13-6

aluminum (III) chloride

5-Aminosalicylic Acid
89-57-6

5-Aminosalicylic Acid

aluminum mesalamine

aluminum mesalamine

Conditions
ConditionsYield
Stage #1: 5-Aminosalicylic Acid With sodium hydroxide In water
Stage #2: aluminum (III) chloride In tetrahydrofuran; water for 16h;
94%
maleic anhydride
108-31-6

maleic anhydride

5-Aminosalicylic Acid
89-57-6

5-Aminosalicylic Acid

3-carboxy-4-hydroxymaleanilic acid
175730-33-3

3-carboxy-4-hydroxymaleanilic acid

Conditions
ConditionsYield
In chloroform for 0.5h;93%
With acetic acid Ambient temperature;46%
furfural
98-01-1

furfural

5-Aminosalicylic Acid
89-57-6

5-Aminosalicylic Acid

5-{[1-Furan-2-yl-meth-(E)-ylidene]-amino}-2-hydroxy-benzoic acid

5-{[1-Furan-2-yl-meth-(E)-ylidene]-amino}-2-hydroxy-benzoic acid

Conditions
ConditionsYield
In ethanol93%
5-Aminosalicylic Acid
89-57-6

5-Aminosalicylic Acid

C12H7F3N4O2S

C12H7F3N4O2S

2-hydroxy-5-(3-(6-(trifluoromethoxy)benzo[d]thiazol-2-yl)ureido)benzoic acid

2-hydroxy-5-(3-(6-(trifluoromethoxy)benzo[d]thiazol-2-yl)ureido)benzoic acid

Conditions
ConditionsYield
In acetonitrile for 20h; Reflux;93%
tris(2-phenyl-2-methylpropyl)tin hydroxide
1178-81-0

tris(2-phenyl-2-methylpropyl)tin hydroxide

5-Aminosalicylic Acid
89-57-6

5-Aminosalicylic Acid

3-methoxy-2-hydroxybenzaldehyde
148-53-8

3-methoxy-2-hydroxybenzaldehyde

tris(2‐methyl‐2‐phenylpropyl)tin 5‐(3‐methoxysalicylideneamino)salicylate

tris(2‐methyl‐2‐phenylpropyl)tin 5‐(3‐methoxysalicylideneamino)salicylate

Conditions
ConditionsYield
In ethanol; benzene for 6h; Reflux; Dean-Stark;93%
5-Aminosalicylic Acid
89-57-6

5-Aminosalicylic Acid

4-nitrososulfopyridine
1202816-93-0

4-nitrososulfopyridine

sulfosalazine
599-79-1

sulfosalazine

Conditions
ConditionsYield
With hydrogenchloride In methanol; water at 20 - 50℃; pH=3; Concentration; pH-value; Temperature;92.5%
With hydrogenchloride In methanol; water at 30 - 50℃; Temperature;92.5%
5-Aminosalicylic Acid
89-57-6

5-Aminosalicylic Acid

benzyl chloroformate
501-53-1

benzyl chloroformate

5-benzyloxycarbonylamino-2-hydroxy-benzoic acid
143200-61-7

5-benzyloxycarbonylamino-2-hydroxy-benzoic acid

Conditions
ConditionsYield
With sodium hydrogencarbonate at 0℃; for 5h;92%
5-Aminosalicylic Acid
89-57-6

5-Aminosalicylic Acid

vanillin
121-33-5

vanillin

2-Hydroxy-5-{[1-(4-hydroxy-3-methoxy-phenyl)-meth-(E)-ylidene]-amino}-benzoic acid

2-Hydroxy-5-{[1-(4-hydroxy-3-methoxy-phenyl)-meth-(E)-ylidene]-amino}-benzoic acid

Conditions
ConditionsYield
In ethanol92%
5-Aminosalicylic Acid
89-57-6

5-Aminosalicylic Acid

2,3,5,6-tetrafluoro-4-trifluoromethyl benzyl bromide
76437-40-6

2,3,5,6-tetrafluoro-4-trifluoromethyl benzyl bromide

2-hydroxy-TTBA
640290-67-1

2-hydroxy-TTBA

Conditions
ConditionsYield
With triethylamine In ethanol at 25℃; for 1.5h; Reagent/catalyst; Temperature; Solvent;91%
With triethylamine at 20℃; for 2h;64%
2,3-dihydroxybenzaldehyde
24677-78-9

2,3-dihydroxybenzaldehyde

5-Aminosalicylic Acid
89-57-6

5-Aminosalicylic Acid

(E)-5-((2,3-dihydroxybenzylidene)amino)-2-hydroxybenzoicacid

(E)-5-((2,3-dihydroxybenzylidene)amino)-2-hydroxybenzoicacid

Conditions
ConditionsYield
In methanol for 1h; Reflux;91%
Thiram
137-26-8

Thiram

5-Aminosalicylic Acid
89-57-6

5-Aminosalicylic Acid

5-(N',N'-dimethylthioureido)salicylic acid
264257-12-7

5-(N',N'-dimethylthioureido)salicylic acid

Conditions
ConditionsYield
In propan-1-ol at 100℃; for 1h; Substitution; thiocarbamoylation;90.3%
5-Aminosalicylic Acid
89-57-6

5-Aminosalicylic Acid

5-fluoro-2-hydroxybenzoic acid
345-16-4

5-fluoro-2-hydroxybenzoic acid

Conditions
ConditionsYield
With pyridine hydrogenfluoride; sodium nitrite 1.) O deg C, 20 min, 2.) 140 deg C, 1 h;90%
With pyridine hydrogenfluoride; sodium nitrite 1) -50 deg C, 30 min, 2) 140 deg C, 60 min;85%

5-Aminosalicylic acid Consensus Reports

Reported in EPA TSCA Inventory.

5-Aminosalicylic acid Specification

1. Introduction of 5-Aminosalicylic acid
5-aminosalicylic acid (5-ASA), is an anti-inflammatory drug used to treat inflammatory bowel disease, such as ulcerative colitis and mild-to-moderate Crohn's disease. The IUPAC Name is 5-Amino-2-hydroxybenzoic acid. And the classification code is Analgesics; Analgesics, Non-Narcotic; Anti-Inflammatory Agents; Anti-Inflammatory Agents, Non-Steroidal; Anti-inflammatory; Antirheumatic Agents; Drug/Therapeutic Agent; Human Data; Peripheral Nervous System Agents; Sensory System Agents.

2. Properties of 5-Aminosalicylic acid
Melting Point: 275-280 °C  
Polar Surface Area: 38.77 ?2
Index of Refraction: 1.691
Molar Refractivity: 39.3 cm3
Molar Volume: 102.6 cm3
Surface Tension: 83.3 dyne/cm
Density: 1.491 g/cm3
Flash Point: 198.1 °C
Enthalpy of Vaporization: 69.09 kJ/mol
Boiling Point: 403.9 °C at 760 mmHg
Vapour Pressure: 3.01E-07 mmHg at 25°C

3. Toxicity of 5-Aminosalicylic acid

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
man TDLo oral 51mg/kg/5D-I (51mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE"
Lancet. Vol. 1, Pg. 917, 1984.
man TDLo oral 321mg/kg/15D- (321mg/kg) SKIN AND APPENDAGES (SKIN): PHOTOSENSITIVITY: AFTER SYSTEMIC EXPOSURE American Journal of Gastroenterology. Vol. 94, Pg. 3386, 1999.
man TDLo oral 2057mg/kg/17W (2057mg/kg) BLOOD: AGRANULOCYTOSIS Lancet. Vol. 341, Pg. 1476, 1993.
man TDLo oral 6857mg/kg/17W (6857mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING

LIVER: "JAUNDICE, CHOLESTATIC"
Journal of Hepathology. Vol. 26, Pg. 425, 1997.
monkey LDLo oral 3gm/kg (3000mg/kg) SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

KIDNEY, URETER, AND BLADDER: HEMATURIA
Oyo Yakuri. Pharmacometrics. Vol. 47, Pg. 509, 1994.
mouse LD50 intraperitoneal 469mg/kg (469mg/kg)   Archiv der Pharmazie Vol. 332, Pg. 321, 1999.
mouse LD50 oral 3370mg/kg (3370mg/kg)   Archiv der Pharmazie Vol. 332, Pg. 321, 1999.
rabbit LD50 skin > 5gm/kg (5000mg/kg)   National Technical Information Service. Vol. OTS0570511,
rat LD50 intraperitoneal 1gm/kg (1000mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

SKIN AND APPENDAGES (SKIN): HAIR: OTHER

KIDNEY, URETER, AND BLADDER: OTHER CHANGES IN URINE COMPOSITION
Oyo Yakuri. Pharmacometrics. Vol. 47, Pg. 505, 1994.
rat LD50 oral 2800mg/kg (2800mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: FOOD INTAKE (ANIMAL)

GASTROINTESTINAL: OTHER CHANGES
National Technical Information Service. Vol. OTS0570511,
women TDLo oral 8mg/kg (8mg/kg) BEHAVIORAL: HEADACHE

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
Lancet. Vol. 1, Pg. 917, 1984.
women TDLo oral 80mg/kg/1D-I (80mg/kg) CARDIAC: PULSE RATE

VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION
American Journal of Gastroenterology. Vol. 93, Pg. 470, 1998.
women TDLo oral 5400mg/kg/90D (5400mg/kg) GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF ENDOCRINE PANCREAS American Journal of Gastroenterology. Vol. 92, Pg. 2302, 1997.
women TDLo oral 8760mg/kg/1Y- (8760mg/kg) BEHAVIORAL: ANOREXIA (HUMAN

BEHAVIORAL: MUSCLE WEAKNESS

KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)"
Clinical Nephrology. Vol. 49, Pg. 265, 1998.
women TDLo oral 21800mg/kg/39 (21800mg/kg) LUNGS, THORAX, OR RESPIRATION: "FIBROSIS, FOCAL (PNEUMOCONIOSIS)"

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BLOOD: EOSINOPHILIA
American Journal of Gastroenterology. Vol. 91, Pg. 1039, 1996.


4. Safety Information of 5-Aminosalicylic acid
Poison by intraperitoneal route. Moderately toxic by ingestion. Human systemic effects by ingestion: hypermotility, diarrhea, dermatitis, increased body temperature. When heated to decomposition it emits toxic fumes of NOx.
Hazard Codes: IrritantXi
Risk Statements: 36/37/38 
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36-24/25 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36: Wear suitable protective clothing. 
S24/25: Avoid contact with skin and eyes.
WGK Germany: 2
RTECS: VO1400000
F: 8-10-23
Hazard Note: Irritant
HS Code: 29225000

5. Use of 5-Aminosalicylic acid
5-Aminosalicylic acid can be used in the active metabolite of Sulfasalazine. It is administered orally or as a suppository. When administered orally, it is usually in a time-released or extended released form so it will work for an extended period of time.

6. Side Effects of 5-Aminosalicylic Acid
When taken as a suppository, possible side effects are usually limited to GI system, including but not limited to: Diarrhea; Cramping; Increased Flatulence.

7. Other details of 5-Aminosalicylic acid
Chemical Stability: Air sensitive. Light sensitive.
Conditions to Avoid: Incompatible materials, light, dust generation, exposure to air, temperatures above 30°C.
Incompatibilities with Other Materials Strong oxidizing agents, acids, acid chlorides, iron, acid anhydrides, chloroformates.
Hazardous Decomposition Products Nitrogen oxides, carbon monoxide, carbon dioxide.
Hazardous Polymerization Will not occur.
First Aid Measures:
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin: Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Ingestion: Get medical aid. Wash mouth out with water.
Inhalation: Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician: Treat symptomatically and supportively.
Handling and Storage:
Handling: Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes. Avoid ingestion and inhalation.
Storage: Store in a cool, dry place. Do not store in direct sunlight. Store in a tightly closed container. Store at around 20°C. Store under an inert atmosphere.

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