Product Name

  • Name

    Sodium 4-aminosalicylate

  • EINECS 205-091-2
  • CAS No. 133-10-8
  • Article Data3
  • CAS DataBase
  • Density 1.491g/cm3
  • Solubility
  • Melting Point 150-151oC, with effervescence
  • Formula C7H6NNaO3
  • Boiling Point 380.8 °C at 760 mmHg
  • Molecular Weight 175.119
  • Flash Point 184.1 °C
  • Transport Information
  • Appearance white crystalline
  • Safety 26-36
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 133-10-8 (Sodium 4-aminosalicylate)
  • Hazard Symbols IrritantXi
  • Synonyms Tubersan;p-Aminosalicylate sodium;p-Aminosalicylic acidsodium salt;Benzoicacid, 4-amino-2-hydroxy-, monosodium salt (9CI);Salicylic acid, 4-amino-,monosodium salt (8CI);4-Aminosalicylic acid sodium salt;Bactylan;Natri-Pas;Nippas;Pasade;Pasalon-Rakeet;Pasnal;Passodico;Salvis;Sanipirol;Sodiopas;Sodium 2-hydroxy-4-aminobenzoate;Sodium 4-amino-2-hydroxybenzoate;Sodium PAS;Sodiump-aminosalicylate;
  • PSA 86.38000
  • LogP -0.08090

Synthetic route

4-Aminosalicylic acid
65-49-6

4-Aminosalicylic acid

sodium p-aminosalicylate
133-10-8

sodium p-aminosalicylate

Conditions
ConditionsYield
With sodium carbonate
With sodium hydroxide In water at 20℃;
cytosinium 4-aminosalicylate
65944-71-0

cytosinium 4-aminosalicylate

sodium p-aminosalicylate
133-10-8

sodium p-aminosalicylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: ethanol / Milling
2: sodium hydroxide / water / 20 °C
View Scheme
1,3,5-trichloro-2,4,6-triazine
108-77-0

1,3,5-trichloro-2,4,6-triazine

disodium salt of 4,4'-diaminostilbene-2,2'-disulfonic acid
7336-20-1

disodium salt of 4,4'-diaminostilbene-2,2'-disulfonic acid

sodium p-aminosalicylate
133-10-8

sodium p-aminosalicylate

methylamine
74-89-5

methylamine

C36H28N12O12S2(4-)*4Na(1+)

C36H28N12O12S2(4-)*4Na(1+)

Conditions
ConditionsYield
Stage #1: 1,3,5-trichloro-2,4,6-triazine; disodium salt of 4,4'-diaminostilbene-2,2'-disulfonic acid
Stage #2: sodium p-aminosalicylate
Stage #3: methylamine		98%
...Expand
N-ethoxycarbonylphthalimide
22509-74-6

N-ethoxycarbonylphthalimide

sodium p-aminosalicylate
133-10-8

sodium p-aminosalicylate

2-hydroxy-4-(1,3-dioxoisoindolin-2-yl)benzoic acid
36467-52-4

2-hydroxy-4-(1,3-dioxoisoindolin-2-yl)benzoic acid

Conditions
ConditionsYield
With sodium hydrogencarbonate; triethylamine In water at 5℃; for 5h;95.1%
copper(II) chloride monohydrate

copper(II) chloride monohydrate

sodium p-aminosalicylate
133-10-8

sodium p-aminosalicylate

[Cu2(p-aminosalicylato)4(H2O)2]
1277176-65-4

[Cu2(p-aminosalicylato)4(H2O)2]

Conditions
ConditionsYield
In ethanol reacted for 0.5 h; H2O added slowly, filtered, rinsed with H2O and cold EtOH; elem. anal.;88%
diethylenetriaminepentaacetic dianhydride
23911-26-4

diethylenetriaminepentaacetic dianhydride

sodium p-aminosalicylate
133-10-8

sodium p-aminosalicylate

C28H28N5O14(5-)*5Na(1+)

C28H28N5O14(5-)*5Na(1+)

Conditions
ConditionsYield
In dimethyl sulfoxide at 20℃; for 2h;85%
In dimethyl sulfoxide for 1.5h; Ambient temperature;55%
acetic anhydride
108-24-7

acetic anhydride

sodium p-aminosalicylate
133-10-8

sodium p-aminosalicylate

4-acetamidosalicylic acid
50-86-2

4-acetamidosalicylic acid

Conditions
ConditionsYield
In water at 45℃; for 4h;84.12%
copper(II) chloride monohydrate

copper(II) chloride monohydrate

sodium p-aminosalicylate
133-10-8

sodium p-aminosalicylate

Trimethylenediamine
109-76-2

Trimethylenediamine

[Cu(p-aminosalicylato)2(1,3-propanediamine)2]
1277176-70-1

[Cu(p-aminosalicylato)2(1,3-propanediamine)2]

Conditions
ConditionsYield
In ethanol a soln. of Cu salt added to a soln. of Na salt, CH2(CH2NH2)2 added after0.5 h; H2O added slowly, filtered, rinsed with H2O and cold EtOH; elem. anal.;84%
...Expand
sodium p-aminosalicylate
133-10-8

sodium p-aminosalicylate

2-methylsulfanyl-thiazol-4-one
20949-66-0

2-methylsulfanyl-thiazol-4-one

2-(4-carboxy-3-hydroxyphenyl)amino-Δ2-thiazolin-4-one
81059-99-6

2-(4-carboxy-3-hydroxyphenyl)amino-Δ2-thiazolin-4-one

Conditions
ConditionsYield
In ethanol for 1.5h; Heating;80%
ethylenediaminetetraacetic dianhydride
23911-25-3

ethylenediaminetetraacetic dianhydride

sodium p-aminosalicylate
133-10-8

sodium p-aminosalicylate

C24H24N4O12(2-)*2Na(1+)

C24H24N4O12(2-)*2Na(1+)

Conditions
ConditionsYield
With magnesium sulfate In dimethyl sulfoxide at 70℃; for 18h; Inert atmosphere;80%
copper(II) chloride monohydrate

copper(II) chloride monohydrate

sodium p-aminosalicylate
133-10-8

sodium p-aminosalicylate

ethylenediamine
107-15-3

ethylenediamine

[Cu(p-aminosalicylato)2(ethylenediamine)2]
70459-99-3, 1277176-66-5

[Cu(p-aminosalicylato)2(ethylenediamine)2]

Conditions
ConditionsYield
In ethanol a soln. of Cu salt added to a soln. of Na salt, (CH2NH2)2 added after 0.5 h; H2O added slowly, filtered, rinsed with H2O and cold EtOH; elem. anal.;78%
...Expand
sodium p-aminosalicylate
133-10-8

sodium p-aminosalicylate

Methacryloyl chloride
920-46-7

Methacryloyl chloride

N-methacryloyl-p-aminosalicylic acid
50512-48-6

N-methacryloyl-p-aminosalicylic acid

Conditions
ConditionsYield
With sodium hydroxide In water at 0℃; for 5h; pH 9-10;77%
morpholine
110-91-8

morpholine

1,3,5-trichloro-2,4,6-triazine
108-77-0

1,3,5-trichloro-2,4,6-triazine

disodium salt of 4,4'-diaminostilbene-2,2'-disulfonic acid
7336-20-1

disodium salt of 4,4'-diaminostilbene-2,2'-disulfonic acid

sodium p-aminosalicylate
133-10-8

sodium p-aminosalicylate

C42H36N12O14S2(4-)*4Na(1+)

C42H36N12O14S2(4-)*4Na(1+)

Conditions
ConditionsYield
Stage #1: 1,3,5-trichloro-2,4,6-triazine; disodium salt of 4,4'-diaminostilbene-2,2'-disulfonic acid In water; acetone at 0℃; for 1h; pH=6 - 7;
Stage #2: sodium p-aminosalicylate at 40 - 50℃; for 0.5h; pH=10 - 11;
Stage #3: morpholine		74%
...Expand
copper(II) chloride monohydrate

copper(II) chloride monohydrate

N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

sodium p-aminosalicylate
133-10-8

sodium p-aminosalicylate

[Cu(p-aminosalicylato)2(N,N,N',N'-tetramethylethylenediamine)2]
1277176-69-8

[Cu(p-aminosalicylato)2(N,N,N',N'-tetramethylethylenediamine)2]

Conditions
ConditionsYield
In ethanol a soln. of Cu salt added to a soln. of Na salt, (CH2N(CH3)2)2 added after 0.5 h; H2O added slowly, filtered, rinsed with H2O and cold EtOH; elem. anal.;72%
...Expand
copper(II) chloride monohydrate

copper(II) chloride monohydrate

sodium p-aminosalicylate
133-10-8

sodium p-aminosalicylate

N,N`-dimethylethylenediamine
110-70-3

N,N`-dimethylethylenediamine

[Cu(p-aminosalicylato)2(N,N'-dimethylethylenediamine)2]
1277176-68-7

[Cu(p-aminosalicylato)2(N,N'-dimethylethylenediamine)2]

Conditions
ConditionsYield
In ethanol a soln. of Cu salt added to a soln. of Na salt, (CH2NHCH3)2 added after 0.5 h; H2O added slowly, filtered, rinsed with H2O and cold EtOH; elem. anal.;70%
...Expand
sodium p-aminosalicylate
133-10-8

sodium p-aminosalicylate

benzyl chloroformate
501-53-1

benzyl chloroformate

4‐{[(benzyloxy)carbonyl]amino}‐2‐hydroxybenzoic acid
6935-15-5

4‐{[(benzyloxy)carbonyl]amino}‐2‐hydroxybenzoic acid

Conditions
ConditionsYield
Stage #1: sodium p-aminosalicylate; benzyl chloroformate With sodium hydroxide In water; toluene at 0 - 20℃; for 48h;
Stage #2: With hydrogenchloride In water; toluene at 0℃;		68%
Stage #1: sodium p-aminosalicylate; benzyl chloroformate With sodium hydroxide In water; toluene at 0 - 20℃; for 48h;
Stage #2: With hydrogenchloride In water; toluene at 0℃;		68%
Stage #1: sodium p-aminosalicylate; benzyl chloroformate With sodium hydroxide In water; toluene at 0 - 20℃; for 48h;
Stage #2: With hydrogenchloride In water; toluene at 0℃;		68%
copper(II) chloride monohydrate

copper(II) chloride monohydrate

sodium p-aminosalicylate
133-10-8

sodium p-aminosalicylate

N,N-dimethylethylenediamine
108-00-9

N,N-dimethylethylenediamine

[Cu(p-aminosalicylato)2(N,N-dimethylethylenediamine)2]
1277176-67-6

[Cu(p-aminosalicylato)2(N,N-dimethylethylenediamine)2]

Conditions
ConditionsYield
In ethanol a soln. of Cu salt added to a soln. of Na salt, (CH3)2NC2H4NH2 added after 0.5 h; H2O added slowly, filtered, rinsed with H2O and cold EtOH; elem. anal.;65%
...Expand
sodium p-aminosalicylate
133-10-8

sodium p-aminosalicylate

acryloyl chloride
814-68-6

acryloyl chloride

4-(acrylamido)-2-hydroxybenzoic acid
24599-26-6

4-(acrylamido)-2-hydroxybenzoic acid

Conditions
ConditionsYield
In diethyl ether for 2h; Acylation;57%
In water57%
In water at 5 - 20℃; for 2h;
sodium p-aminosalicylate
133-10-8

sodium p-aminosalicylate

4-acetamidosalicylic acid
50-86-2

4-acetamidosalicylic acid

Conditions
ConditionsYield
With hydrogenchloride; acetic anhydride In water56%
1,10-Phenanthroline
66-71-7

1,10-Phenanthroline

cadmium(II) nitrate tetrhydrate

cadmium(II) nitrate tetrhydrate

ethanol
64-17-5

ethanol

sodium p-aminosalicylate
133-10-8

sodium p-aminosalicylate

[Cd(AS)2(1,10-phenanthroline)2]EtOH

[Cd(AS)2(1,10-phenanthroline)2]EtOH

Conditions
ConditionsYield
In water at 20℃; for 96h; Sealed tube;28%
...Expand
phosgene
75-44-5

phosgene

sodium p-aminosalicylate
133-10-8

sodium p-aminosalicylate

2,2'-dihydroxy-4,4'-ureylene-di-benzoic acid
109411-59-8

2,2'-dihydroxy-4,4'-ureylene-di-benzoic acid

Conditions
ConditionsYield
With sodium hydroxide; acetone
2-bromoacetyl chloride
22118-09-8

2-bromoacetyl chloride

sodium p-aminosalicylate
133-10-8

sodium p-aminosalicylate

4-(2-bromo-acetylamino)-2-hydroxy-benzoic acid

4-(2-bromo-acetylamino)-2-hydroxy-benzoic acid

1-Iodooctane
629-27-6

1-Iodooctane

sodium p-aminosalicylate
133-10-8

sodium p-aminosalicylate

2-hydroxy-4-octylamino-benzoic acid
101108-65-0

2-hydroxy-4-octylamino-benzoic acid

Conditions
ConditionsYield
With ethanol
diethyl phosphorisothiocyanatidate
6374-26-1

diethyl phosphorisothiocyanatidate

sodium p-aminosalicylate
133-10-8

sodium p-aminosalicylate

4-(N'-diethoxyphosphoryl-thioureido)-2-hydroxy-benzoic acid

4-(N'-diethoxyphosphoryl-thioureido)-2-hydroxy-benzoic acid

Conditions
ConditionsYield
With diethyl ether
L-arabinose
5328-37-0

L-arabinose

sodium p-aminosalicylate
133-10-8

sodium p-aminosalicylate

4-L-arabitol-1-ylidenamino-2-hydroxy-benzoic acid

4-L-arabitol-1-ylidenamino-2-hydroxy-benzoic acid

Conditions
ConditionsYield
With water
D-glucose
50-99-7

D-glucose

sodium p-aminosalicylate
133-10-8

sodium p-aminosalicylate

4-D-glucitol-1-ylidenamino-2-hydroxy-benzoic acid

4-D-glucitol-1-ylidenamino-2-hydroxy-benzoic acid

Conditions
ConditionsYield
With formic acid
2-iodoacetyl chloride
38020-81-4

2-iodoacetyl chloride

sodium p-aminosalicylate
133-10-8

sodium p-aminosalicylate

2-hydroxy-4-(2-iodo-acetylamino)-benzoic acid
4323-00-6

2-hydroxy-4-(2-iodo-acetylamino)-benzoic acid

Conditions
ConditionsYield
With water
1-iodohexadecane
544-77-4

1-iodohexadecane

sodium p-aminosalicylate
133-10-8

sodium p-aminosalicylate

4-(hexadecylamino)-2-hydroxybenzoic acid
86410-31-3

4-(hexadecylamino)-2-hydroxybenzoic acid

Conditions
ConditionsYield
With ethanol
pentyl chloroformate
638-41-5

pentyl chloroformate

sodium p-aminosalicylate
133-10-8

sodium p-aminosalicylate

2-hydroxy-4-pentyloxycarbonylamino-benzoic acid
107416-66-0

2-hydroxy-4-pentyloxycarbonylamino-benzoic acid

Conditions
ConditionsYield
With water
2-chlorophenylisothiocyanate
2740-81-0

2-chlorophenylisothiocyanate

sodium p-aminosalicylate
133-10-8

sodium p-aminosalicylate

4-[N'-(2-chloro-phenyl)-thioureido]-2-hydroxy-benzoic acid

4-[N'-(2-chloro-phenyl)-thioureido]-2-hydroxy-benzoic acid

Conditions
ConditionsYield
With methanol
With methanol
2-[2-(N-acetyl-anilino)-vinyl]-3,4-dimethyl-thiazolium; iodide

2-[2-(N-acetyl-anilino)-vinyl]-3,4-dimethyl-thiazolium; iodide

sodium p-aminosalicylate
133-10-8

sodium p-aminosalicylate

4-[(3,4-dimethyl-3H-thiazol-2-yliden)-ethylidenamino]-2-hydroxy-benzoic acid ; 4-amino-2-hydroxy benzoate

4-[(3,4-dimethyl-3H-thiazol-2-yliden)-ethylidenamino]-2-hydroxy-benzoic acid ; 4-amino-2-hydroxy benzoate

Conditions
ConditionsYield
With ethanol
4-[2-(N-acetyl-anilino)-vinyl]-1-ethyl-quinolinium; iodide
56278-25-2

4-[2-(N-acetyl-anilino)-vinyl]-1-ethyl-quinolinium; iodide

sodium p-aminosalicylate
133-10-8

sodium p-aminosalicylate

4-[2-(1-ethyl-1H-[4]quinolyliden)-ethylidenamino]-2-hydroxy-benzoic acid ; 4-amino-2-hydroxy benzoate

4-[2-(1-ethyl-1H-[4]quinolyliden)-ethylidenamino]-2-hydroxy-benzoic acid ; 4-amino-2-hydroxy benzoate

Conditions
ConditionsYield
With ethanol

Sodium 4-aminosalicylate Chemical Properties

Product Name:  Sodium 4-aminosalicylate 
Synonyms:  4-Amino-salicylic acid sodium salt
Molecular Structure of Sodium p-aminosalicylate (133-10-8) :  
Molecular Formula : C7H6NNaO3
Molecular Weight:  175.12
CAS  :133-10-8
EINECS:  205-091-2

Sodium 4-aminosalicylate Uses

1.Sodium p-aminosalicylate (133-10-8) is used as a disincentive to inhibit growth of Mycobacterium tuberculosis of the amino acid synthesis
2.This product is rarely alone used, often associated with isoniazid, streptomycin and other applications . enhance efficacy and to avoid bacterial resistance.
3.Can also be used for hyperthyroidism. good for hyperthyroidism TB patients, are more applicable in using iodine invalid during the operation, it can create the conditions for surgery when take it short-term
4.Sodium p-aminosalicylate (133-10-8) still has a strong effect on lipid-lowering .

Sodium 4-aminosalicylate Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 3850mg/kg (3850mg/kg)   Dissertationes Pharmaceuticae et Pharmacologicae. Vol. 23, Pg. 383, 1971.
mouse LD50 intravenous 3380mg/kg (3380mg/kg)   Yaoxue Tongbao. Bulletin of Pharmacology. Vol. 15(12), Pg. 17, 1980.
mouse LD50 oral 6900mg/kg (6900mg/kg)   Zeitschrift fuer Naturforschung, Teil B: Anorganische Chemie, Organische Chemie, Biochemie, Biophysik, Biologie. Vol. 6B, Pg. 183, 1951.
mouse LD50 subcutaneous 2800mg/kg (2800mg/kg)   Comptes Rendus des Seances de la Societe de Biologie et de Ses Filiales. Vol. 146, Pg. 466, 1952.
rat LD50 intraperitoneal 4950mg/kg (4950mg/kg)   Zeitschrift fuer Naturforschung, Teil B: Anorganische Chemie, Organische Chemie, Biochemie, Biophysik, Biologie. Vol. 6B, Pg. 183, 1951.
rat LD50 oral 8gm/kg (8000mg/kg)   Zeitschrift fuer Naturforschung, Teil B: Anorganische Chemie, Organische Chemie, Biochemie, Biophysik, Biologie. Vol. 6B, Pg. 183, 1951.

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