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Phenyl-4-aminosalicylate

CAS No.
133-11-9
Chemical Name:
Phenyl-4-aminosalicylate
Synonyms
FR 7;Tebamin;Tebanyl;fenamisal;NSC-40144;PHENYL PAS;p-Aminosalol;Pheny-PAS-Tebamin;Phenyl-PAS-Tebamin;TIMTEC-BB SBB000692
CBNumber:
CB0734217
Molecular Formula:
C13H11NO3
Molecular Weight:
229.23
MDL Number:
MFCD00007788
MOL File:
133-11-9.mol
Last updated:2023-05-04 17:34:33

Phenyl-4-aminosalicylate Properties

Melting point 150-152 °C(lit.)
Boiling point 371.13°C (rough estimate)
Density 1.2084 (rough estimate)
refractive index 1.5500 (estimate)
storage temp. -20°C Freezer
solubility DMSO (Slightly), Methanol (Slightly)
pka 8.76±0.10(Predicted)
form Solid
color Off-White
CAS DataBase Reference 133-11-9(CAS DataBase Reference)
FDA UNII 52936SIP7V
EPA Substance Registry System Phenyl 4-aminosalicylate (133-11-9)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H319-H315-H335
Precautionary statements  P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36
WGK Germany  3
NFPA 704
0
2 0

Phenyl-4-aminosalicylate price

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TRC P309020 Phenyl4-Aminosalicylate 133-11-9 250mg $150 2021-12-16 Buy
Usbiological 462417 Phenyl 4-Aminosalicylate 133-11-9 250mg $460 2021-12-16 Buy
TRC P309020 Phenyl4-Aminosalicylate 133-11-9 2.5g $1190 2021-12-16 Buy
Medical Isotopes, Inc. 48190 Phenyl4-Aminosalicylate 133-11-9 250mg $650 2021-12-16 Buy
American Custom Chemicals Corporation CHM0031749 PHENYL 4-AMINOSALICYLATE 95.00% 133-11-9 1G $655.91 2021-12-16 Buy
Product number Packaging Price Buy
P309020 250mg $150 Buy
462417 250mg $460 Buy
P309020 2.5g $1190 Buy
48190 250mg $650 Buy
CHM0031749 1G $655.91 Buy

Phenyl-4-aminosalicylate Chemical Properties,Uses,Production

Chemical Properties

WHITE POWDER

Originator

Pheny-Pas-Teb-Amin ,Purdue Frederick, US,1959

Uses

Antibacterial(tuberculostatic).

Uses

Phenyl 4-Aminosalicylate is a reactant in the synthesis of p-aminosalicylic ester imines with antitubercular activity.

Definition

ChEBI: 4-amino-2-hydroxybenzoic acid phenyl ester is a carbonyl compound.

Manufacturing Process

183 g of p-nitrosalicylic acid are dissolved in 564 g of phenol by heating to 140°C to 150°C on an oil bath. When all the p-nitrosalicylic acid is dissolved, 153 g of phosphorus oxychloride are run in, drop by drop, over a period of about 2 hours, while maintaining the temperature at about 150°C. The still warm mixture is run into 2 liters of water with agitation. The precipitate formed is filtered off, washed with water until phenol is removed and then dried.
There are thus obtained 250 g of 2-hydroxy-4-nitrophenylbenzoate which melts at 154°C to 155°C.
In a hydrogenation autoclave are introduced 92 g of 2-hydroxy-4nitrophenylbenzoate preceded by 200 cc of ethyl acetate; Raney nickel, obtained from 30 g of alloy, is added with 300 cc of ethyl acetate. Hydrogenation under pressure (100 to 120 kg) at ordinary temperature is carried out during a period of about 12 hours. The nickel is filtered off and the ethyl acetate is removed by distillation on the water bath under a vacuum of 300 mm. There is thus obtained 80 g of crude damp 2-hydroxy-4amnophenylbenzoate which after recrystallization from isopropyl alcohol melts at 153°C.

brand name

Pheny-Pas-Tebamin (Purdue Frederick).

Therapeutic Function

Antibacterial (tuberculostatic)

Purification Methods

Crystallise the ester from EtOH (m 155o, also 149-150.5o), aqueous EtOH (m 147-149o), or isopropanol. It is tuberculostatic.[Beilstein 13 IV 1979.]

108-95-2
133-11-9
Synthesis of Phenyl-4-aminosalicylate from Phenol

Phenyl-4-aminosalicylate Preparation Products And Raw materials

Phenyl-4-aminosalicylate Suppliers

Global( 51)Suppliers
Supplier Tel Email Country ProdList Advantage
Alchem Pharmtech,Inc.
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TIMTEC-BB SBB000692 PHENYL PAS PHENYL 4-AMINOSALICYLATE fenamisal 4-amino-2-hydroxybenzoic acid phenyl ester PHENYL AMINOSALICYLATE PHENYL 4-AMINOSALICYLATE(PHENYL PAS) 4-Aminosalicylic acid phenyl ester Phenyl 4-amino-3-hydroxybenzoate Phenyl p-aminosalicylate Pheny-PAS-Tebamin NSC-40144 p-Aminosalol Phenyl-PAS-Tebamin Tebamin Tebanyl Phenyl 4-aminosalicylate,99% Phenyl-4-aminosalicy Phenyl 4-aMino-2-hydroxybenzoate Benzoic acid, 4-amino-2-hydroxy-, phenyl ester FR 7 133-11-9 H2NC6H32OHCO2C6H5 AMINE