U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C13H11NO3
Molecular Weight 229.2313
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PHENYL AMINOSALICYLATE

SMILES

NC1=CC(O)=C(C=C1)C(=O)OC2=CC=CC=C2

InChI

InChIKey=DNVVZWSVACQWJE-UHFFFAOYSA-N
InChI=1S/C13H11NO3/c14-9-6-7-11(12(15)8-9)13(16)17-10-4-2-1-3-5-10/h1-8,15H,14H2

HIDE SMILES / InChI

Description
Curator's Comment: description was created based on several sources, including: https://pubchem.ncbi.nlm.nih.gov/compound/8609#section=Top

Phenyl Aminosalicylate is the phenyl ester of para-aminosalicylic acid, reported to have less side effects than simple salts of para-aminosalicylic acid. It’s a second-line antituberculosis drug with a high incidence of hypersensitivity reactions and gastrointestinal upset.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
PHENY-PAS-TEBAMIN

Approved Use

Phenyl Aminosalicylate
Doses

Doses

DosePopulationAdverse events​
2.68 g 3 times / day multiple, oral
Studied dose
Dose: 2.68 g, 3 times / day
Route: oral
Route: multiple
Dose: 2.68 g, 3 times / day
Sources: Page: p.381
unhealthy
n = 119
Health Status: unhealthy
Condition: Tuberculosis
Sex: M+F
Population Size: 119
Sources: Page: p.381
Disc. AE: Nausea, Vomiting...
AEs leading to
discontinuation/dose reduction:
Nausea (0.84%)
Vomiting (0.84%)
Gas (1.68%)
Diarrhea (severe, 0.84%)
Gastrointestinal discomfort (1.68%)
Diarrhea (0.84%)
Anorexia (0.84%)
Nausea (severe, 0.84%)
Vomiting (severe, 0.84%)
Sources: Page: p.381
AEs

AEs

AESignificanceDosePopulation
Anorexia 0.84%
Disc. AE
2.68 g 3 times / day multiple, oral
Studied dose
Dose: 2.68 g, 3 times / day
Route: oral
Route: multiple
Dose: 2.68 g, 3 times / day
Sources: Page: p.381
unhealthy
n = 119
Health Status: unhealthy
Condition: Tuberculosis
Sex: M+F
Population Size: 119
Sources: Page: p.381
Diarrhea 0.84%
Disc. AE
2.68 g 3 times / day multiple, oral
Studied dose
Dose: 2.68 g, 3 times / day
Route: oral
Route: multiple
Dose: 2.68 g, 3 times / day
Sources: Page: p.381
unhealthy
n = 119
Health Status: unhealthy
Condition: Tuberculosis
Sex: M+F
Population Size: 119
Sources: Page: p.381
Nausea 0.84%
Disc. AE
2.68 g 3 times / day multiple, oral
Studied dose
Dose: 2.68 g, 3 times / day
Route: oral
Route: multiple
Dose: 2.68 g, 3 times / day
Sources: Page: p.381
unhealthy
n = 119
Health Status: unhealthy
Condition: Tuberculosis
Sex: M+F
Population Size: 119
Sources: Page: p.381
Vomiting 0.84%
Disc. AE
2.68 g 3 times / day multiple, oral
Studied dose
Dose: 2.68 g, 3 times / day
Route: oral
Route: multiple
Dose: 2.68 g, 3 times / day
Sources: Page: p.381
unhealthy
n = 119
Health Status: unhealthy
Condition: Tuberculosis
Sex: M+F
Population Size: 119
Sources: Page: p.381
Gas 1.68%
Disc. AE
2.68 g 3 times / day multiple, oral
Studied dose
Dose: 2.68 g, 3 times / day
Route: oral
Route: multiple
Dose: 2.68 g, 3 times / day
Sources: Page: p.381
unhealthy
n = 119
Health Status: unhealthy
Condition: Tuberculosis
Sex: M+F
Population Size: 119
Sources: Page: p.381
Gastrointestinal discomfort 1.68%
Disc. AE
2.68 g 3 times / day multiple, oral
Studied dose
Dose: 2.68 g, 3 times / day
Route: oral
Route: multiple
Dose: 2.68 g, 3 times / day
Sources: Page: p.381
unhealthy
n = 119
Health Status: unhealthy
Condition: Tuberculosis
Sex: M+F
Population Size: 119
Sources: Page: p.381
Diarrhea severe, 0.84%
Disc. AE
2.68 g 3 times / day multiple, oral
Studied dose
Dose: 2.68 g, 3 times / day
Route: oral
Route: multiple
Dose: 2.68 g, 3 times / day
Sources: Page: p.381
unhealthy
n = 119
Health Status: unhealthy
Condition: Tuberculosis
Sex: M+F
Population Size: 119
Sources: Page: p.381
Nausea severe, 0.84%
Disc. AE
2.68 g 3 times / day multiple, oral
Studied dose
Dose: 2.68 g, 3 times / day
Route: oral
Route: multiple
Dose: 2.68 g, 3 times / day
Sources: Page: p.381
unhealthy
n = 119
Health Status: unhealthy
Condition: Tuberculosis
Sex: M+F
Population Size: 119
Sources: Page: p.381
Vomiting severe, 0.84%
Disc. AE
2.68 g 3 times / day multiple, oral
Studied dose
Dose: 2.68 g, 3 times / day
Route: oral
Route: multiple
Dose: 2.68 g, 3 times / day
Sources: Page: p.381
unhealthy
n = 119
Health Status: unhealthy
Condition: Tuberculosis
Sex: M+F
Population Size: 119
Sources: Page: p.381
Sourcing

Sourcing

Vendor/AggregatorIDURL
Patents

Patents

Sample Use Guides

Unknown
Route of Administration: Oral
In Vitro Use Guide
Unknown
Name Type Language
PHENYL AMINOSALICYLATE
MI   ORANGE BOOK   USAN  
USAN  
Official Name English
NSC-40144
Code English
fenamisal [INN]
Common Name English
FENAMISAL [MART.]
Common Name English
PHENYL AMINOSALICYLATE [MI]
Common Name English
PHENYL AMINOSALICYLATE [ORANGE BOOK]
Common Name English
Phenyl 4-aminosalicylate
Systematic Name English
FENAMISAL
INN   MART.   WHO-DD  
INN  
Official Name English
BENZOIC ACID, 4-AMINO-2-HYDROXY-, PHENYL ESTER
Common Name English
PHENY-PAS-TEBAMIN
Brand Name English
Fenamisal [WHO-DD]
Common Name English
PHENYL AMINOSALICYLATE [USAN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C280
Created by admin on Fri Dec 15 15:28:28 GMT 2023 , Edited by admin on Fri Dec 15 15:28:28 GMT 2023
Code System Code Type Description
EPA CompTox
DTXSID7021994
Created by admin on Fri Dec 15 15:28:28 GMT 2023 , Edited by admin on Fri Dec 15 15:28:28 GMT 2023
PRIMARY
DRUG BANK
DB06807
Created by admin on Fri Dec 15 15:28:28 GMT 2023 , Edited by admin on Fri Dec 15 15:28:28 GMT 2023
PRIMARY
EVMPD
SUB07538MIG
Created by admin on Fri Dec 15 15:28:28 GMT 2023 , Edited by admin on Fri Dec 15 15:28:28 GMT 2023
PRIMARY
NSC
40144
Created by admin on Fri Dec 15 15:28:28 GMT 2023 , Edited by admin on Fri Dec 15 15:28:28 GMT 2023
PRIMARY
DRUG CENTRAL
2143
Created by admin on Fri Dec 15 15:28:28 GMT 2023 , Edited by admin on Fri Dec 15 15:28:28 GMT 2023
PRIMARY
ChEMBL
CHEMBL1200868
Created by admin on Fri Dec 15 15:28:28 GMT 2023 , Edited by admin on Fri Dec 15 15:28:28 GMT 2023
PRIMARY
CAS
133-11-9
Created by admin on Fri Dec 15 15:28:28 GMT 2023 , Edited by admin on Fri Dec 15 15:28:28 GMT 2023
PRIMARY
MESH
C037254
Created by admin on Fri Dec 15 15:28:28 GMT 2023 , Edited by admin on Fri Dec 15 15:28:28 GMT 2023
PRIMARY
PUBCHEM
8609
Created by admin on Fri Dec 15 15:28:28 GMT 2023 , Edited by admin on Fri Dec 15 15:28:28 GMT 2023
PRIMARY
INN
1844
Created by admin on Fri Dec 15 15:28:28 GMT 2023 , Edited by admin on Fri Dec 15 15:28:28 GMT 2023
PRIMARY
ECHA (EC/EINECS)
205-092-8
Created by admin on Fri Dec 15 15:28:28 GMT 2023 , Edited by admin on Fri Dec 15 15:28:28 GMT 2023
PRIMARY
SMS_ID
100000081242
Created by admin on Fri Dec 15 15:28:28 GMT 2023 , Edited by admin on Fri Dec 15 15:28:28 GMT 2023
PRIMARY
FDA UNII
52936SIP7V
Created by admin on Fri Dec 15 15:28:28 GMT 2023 , Edited by admin on Fri Dec 15 15:28:28 GMT 2023
PRIMARY
MERCK INDEX
m8653
Created by admin on Fri Dec 15 15:28:28 GMT 2023 , Edited by admin on Fri Dec 15 15:28:28 GMT 2023
PRIMARY Merck Index
NCI_THESAURUS
C66376
Created by admin on Fri Dec 15 15:28:28 GMT 2023 , Edited by admin on Fri Dec 15 15:28:28 GMT 2023
PRIMARY