6018-19-5

Basic information

• Product Name: Sodium 4-aminosalicylate dihydrate
• Synonyms: P-AMINOSALICYLIC ACID SODIUM SALT DIHYDRATE;PAS-NA 2H2O;SODIUM 4-AMINOSALICYLATE DIHYDRATE;SODIUM SALT OF P-AMINOSALICYLIC ACID DIHYDRATE;AMINOSALICYLATE SODIUM, DIHYDRATE;4-AMINO-2-HYDROXYBENZOIC ACID SODIUM SALT DIHYDRATE;4-AMINOSALICYLIC ACID SODIUM SALT DIHYDRATE;4-AMINOSALICYLIC ACID SODIUM DIHYDRATE
• CAS NO: 6018-19-5
• Molecular Formula: C₇H₆NO₃*2H₂O*Na
• Molecular Weight: 211.15
• EINECS: 205-091-2
• Product Categories: API intermediate;PAMISYL SODIUM
• Mol File: 6018-19-5.mol
• Article Data: 0

Chemical Properties

• Melting Point: 250 °C
• Boiling Point: 380.8 °C at 760 mmHg
• Flash Point: 184.1 °C
• Appearance: white/crystalline
• Vapor Pressure: 1.78E-06mmHg at 25°C
• Storage Temp.: Store below +30°C.
• Solubility: 956g/l
• Water Solubility: soluble
• Sensitive: Air & Light Sensitive
• CAS DataBase Reference: Sodium 4-aminosalicylate dihydrate(CAS DataBase Reference)
• NIST Chemistry Reference: Sodium 4-aminosalicylate dihydrate(6018-19-5)
• EPA Substance Registry System: Sodium 4-aminosalicylate dihydrate(6018-19-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• RTECS: VO1700000
• TSCA: Yes
• Hazardous Substances Data: 6018-19-5(Hazardous Substances Data)

Usage

Uses

Sodium 4-Aminosalicylate is an antibiotic used to treat tuberculosis via NF-κB inhibition and free radical scavenging.

Chemical Properties

white to beige fine crystalline powder

Brand name

Parasal Sodium (Panray); Teebacin (Consolidated Midland).

General Description

Pharmaceutical secondary standards for application in quality control provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards

Purification Methods

Recrystallise it from water at room temperature (2mL/g) by adding acetone and cooling. [Beilstein 14 III 1436, 14 IV 1969.]

InChI:InChI=1/C7H7NO3.Na.2H2O/c8-4-1-2-5(7(10)11)6(9)3-4;;;/h1-3,9H,8H2,(H,10,11);;2*1H2/q;+1;;/p-1

Synthetic route

sodium 4-aminosalicylate dihydrate (6018-19-5) → disodium-salt

Conditions	Yield
at 164 - 165℃;

copper(I) chloride (7758-89-6) + glacial HOAc + sodium 4-aminosalicylate dihydrate (6018-19-5) → 4-chlorosulfonyl-2-hydroxy-benzoic acid (98273-15-5)

Conditions	Yield
With aq. NaOH; sodium nitrite In tetrahydrofuran; water; acetic acid	36.32 g (64%)

nickel diacetate (373-02-4, 14998-37-9, 33025-09-1, 94044-50-5, 98268-31-6) + sodium 4-aminosalicylate dihydrate (6018-19-5) → Ni(2+)*2K(1+)*2H2NC6H3(O)CO2(2-)*5H2O=K2Ni(H2NC6H3(O)CO2)2*5H2O

Conditions	Yield
With potassium hydroxide In water pptn. within one d;
With KOH In water pptn. within one d;

nickel(II) sulfate heptahydrate + sodium 4-aminosalicylate dihydrate (6018-19-5) → Ni(4-amino-2-hydroxy-benzoate)2*4H2O

Conditions	Yield
In water
In water

nickel(II) sulfate heptahydrate + sodium 4-aminosalicylate dihydrate (6018-19-5) + salicylaldehyde (90-02-8) → Ni(2+)*4H(1+)*2OC6H4CHNC6H3OCOO(3-)*4H2O={Ni(OC6H4CHNC6H3(OH)COOH)2}*4H2O

Conditions	Yield
In ethanol; water
In ethanol; water

copper(ll) sulfate pentahydrate + sodium 4-aminosalicylate dihydrate (6018-19-5) → 2Na(1+)*{Cu(C7H5NO3)2}(2-)*4H2O=Na2{Cu(C7H5NO3)2}*4H2O

Conditions	Yield
With sodium hydroxide; water In sodium hydroxide addn. of aq. NaOH to an aq. soln. of NaC7H6NO3*2H2O; addn. of an aq. soln. of CuSO4*5H2O and aq. NaOH under heating;;

sodium 4-aminosalicylate dihydrate (6018-19-5) → 4-Aminosalicylic acid (65-49-6)

Conditions	Yield
With sulfuric acid

Downstream Products

• 98273-15-5 4-chlorosulfonyl-2-hydroxy-benzoic acid 
• 65-49-6 4-Aminosalicylic acid