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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

1959
138
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Approved
8429
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:
https://pubmed.ncbi.nlm.nih.gov/14022105
Page: p.381
unhealthy
n = 119
Health Status: unhealthy
Condition: Tuberculosis
Sex: M+F
Population Size: 119
Sources:
https://pubmed.ncbi.nlm.nih.gov/14022105
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:
https://pubmed.ncbi.nlm.nih.gov/14022105
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:
https://pubmed.ncbi.nlm.nih.gov/14022105
Page: p.381
unhealthy
n = 119
Health Status: unhealthy
Condition: Tuberculosis
Sex: M+F
Population Size: 119
Sources:
https://pubmed.ncbi.nlm.nih.gov/14022105
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:
https://pubmed.ncbi.nlm.nih.gov/14022105
Page: p.381
unhealthy
n = 119
Health Status: unhealthy
Condition: Tuberculosis
Sex: M+F
Population Size: 119
Sources:
https://pubmed.ncbi.nlm.nih.gov/14022105
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:
https://pubmed.ncbi.nlm.nih.gov/14022105
Page: p.381
unhealthy
n = 119
Health Status: unhealthy
Condition: Tuberculosis
Sex: M+F
Population Size: 119
Sources:
https://pubmed.ncbi.nlm.nih.gov/14022105
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:
https://pubmed.ncbi.nlm.nih.gov/14022105
Page: p.381
unhealthy
n = 119
Health Status: unhealthy
Condition: Tuberculosis
Sex: M+F
Population Size: 119
Sources:
https://pubmed.ncbi.nlm.nih.gov/14022105
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:
https://pubmed.ncbi.nlm.nih.gov/14022105
Page: p.381
unhealthy
n = 119
Health Status: unhealthy
Condition: Tuberculosis
Sex: M+F
Population Size: 119
Sources:
https://pubmed.ncbi.nlm.nih.gov/14022105
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:
https://pubmed.ncbi.nlm.nih.gov/14022105
Page: p.381
unhealthy
n = 119
Health Status: unhealthy
Condition: Tuberculosis
Sex: M+F
Population Size: 119
Sources:
https://pubmed.ncbi.nlm.nih.gov/14022105
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:
https://pubmed.ncbi.nlm.nih.gov/14022105
Page: p.381
unhealthy
n = 119
Health Status: unhealthy
Condition: Tuberculosis
Sex: M+F
Population Size: 119
Sources:
https://pubmed.ncbi.nlm.nih.gov/14022105
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:
https://pubmed.ncbi.nlm.nih.gov/14022105
Page: p.381
unhealthy
n = 119
Health Status: unhealthy
Condition: Tuberculosis
Sex: M+F
Population Size: 119
Sources:
https://pubmed.ncbi.nlm.nih.gov/14022105
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:
https://pubmed.ncbi.nlm.nih.gov/14022105
Page: p.381
unhealthy
n = 119
Health Status: unhealthy
Condition: Tuberculosis
Sex: M+F
Population Size: 119
Sources:
https://pubmed.ncbi.nlm.nih.gov/14022105
Page: p.381
Sourcing

Sourcing

Vendor/AggregatorIDURL
001 Chemical
DY517934
https://www.001chemical.com/chem/133-11-9
3B Scientific (Wuhan) Corp
3B3-030324
http://www.3bsc.com/index/pro_info.php?id=51588
AA Blocks
AA0011EP
https://www.aablocks.com/goods/Goods/detail?id=AA0011EP
AEchem Scientific Corp., USA
AE1-002086
http://www.aechemsc.com/info_products/AE1-002086.php
AHH Chemical co.,ltd
MT-01908
http://www.ahhchemical.com/product/MT-01908.html
AHH Chemical co.,ltd
MT-21001
http://www.ahhchemical.com/product/MT-21001.html
AK Scientific, Inc. (AKSCI)
I555
http://www.aksci.com/item_detail.php?cat=I555
Alichem
19126280
http://www.alichem.com/en/products/133-11-9.html
Ark Pharma Scientific Limited
H-028086
http://www.arkpharmtech.com/product/34920.html
AvaChem Scientific
2153
http://www.avachem.com/productSearch.asp?2153
BLD Pharm
BD93688
http://www.bldpharm.com/products/133-11-9.html
Boerchem
BC215233
http://www.boerchem.com/?product_36406.html
ChemMol
30107187
http://www.chemmol.com/chemmol/30107187.html
ChemMol
44005109
http://www.chemmol.com/chemmol/44005109.html
ChemMol
49426666
http://www.chemmol.com/chemmol/49426666.html
ChemMol
81411936
http://www.chemmol.com/chemmol/81411936.html
Chemspace
CSSB00000064859
https://chem-space.com/CSSB00000064859
Debye Scientific
DB-005471
http://www.debyesci.com/DB-005471.html
Finetech
FT-0631771
http://www.finetechnology-ind.com/prod/detail/pub/133-11-9.html
Hairui
HR144107
http://www.hairuichem.com/en/product/133-11-9.html
Lab Network
LN00238642
https://labnetwork.com/frontend-app/p/#!/moleculedetails/LN00238642
Molcore
MC517934
https://www.molcore.com/product/133-11-9
OChem
5724
http://www.ocheminc.com/index.php?act=psearch&pid=133P119
Oakwood
435798
http://www.oakwoodchemical.com/ProductsList.aspx?CategoryID=-2&txtSearch=195705&ExtHyperLink=1
Smolecule
S588618
https://www.smolecule.com/products/s588618
Vitas-M Laboratory
STL477797
http://www.request.vitasmlab.com/index.php?option=com_search_stk&Itemid=22&stk=STL477797&?utm_source=pubchem&utm_medium=p_search_link&utm_campaign=pubchem_search&utm_content=pubchem_slink
Yuhao Chemical
LL0517
http://www.chemyuhao.com/133-11-9.html
abcr GmbH
AB562876
http://www.abcr.com/shop/en/AB562876
eNovation Chemicals
Y1003913
https://www.enovationchem.com/ProductDetails.asp?ProductID=Y1003913
iChemical
EBD47230
http://www.ichemical.com/chemicals/cas-133-11-9
mcule
MCULE-2757697866
https://mcule.com/MCULE-2757697866/
Patents

Patents

US6600063
1

Sample Use Guides

In Vivo Use Guide
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
NIH
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