ChemicalBook--->CAS DataBase List--->133-11-9

133-11-9

133-11-9 Structure

133-11-9 Structure
IdentificationMore
[Name]

Phenyl-4-aminosalicylate
[CAS]

133-11-9
[Synonyms]

4-amino-2-hydroxybenzoic acid phenyl ester
fenamisal
PHENYL 4-AMINOSALICYLATE
PHENYL PAS
TIMTEC-BB SBB000692
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
[EINECS(EC#)]

205-092-8
[Molecular Formula]

C13H11NO3
[MDL Number]

MFCD00007788
[Molecular Weight]

229.23
[MOL File]

133-11-9.mol
Chemical PropertiesBack Directory
[Appearance]

WHITE POWDER
[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)
[form ]

Solid
[pka]

8.76±0.10(Predicted)
[color ]

Off-White
[CAS DataBase Reference]

133-11-9(CAS DataBase Reference)
[EPA Substance Registry System]

133-11-9(EPA Substance)
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
[WGK Germany ]

3
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

4-Amino-2-hydroxybenzoic acid phenyl ester(133-11-9).msds
Hazard InformationBack Directory
[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.]
Spectrum DetailBack Directory
[Spectrum Detail]

Phenyl-4-aminosalicylate(133-11-9)IR1
Phenyl-4-aminosalicylate(133-11-9)IR2
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

133-11-9(sigmaaldrich)
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