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Details

Stereochemistry ACHIRAL
Molecular Formula C22H19NO2
Molecular Weight 329.3918
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of INDOXOLE

SMILES

COC1=CC=C(C=C1)C2=C(C3=C(N2)C=CC=C3)C4=CC=C(OC)C=C4

InChI

InChIKey=SRETXDDCKMOQNE-UHFFFAOYSA-N
InChI=1S/C22H19NO2/c1-24-17-11-7-15(8-12-17)21-19-5-3-4-6-20(19)23-22(21)16-9-13-18(25-2)14-10-16/h3-14,23H,1-2H3

HIDE SMILES / InChI
Indoxole is methoxyphenyl-indole derivative and cyclooxygenase inhibitor with potent anti-inflammatory activity. Indoxole is effective against carrageenin-induced edema in intact and adrenalectomized rats and in mice and gerbils. Oral potency varies from 0.9 to 5.0 times that of phenylbutazone and 3 to 15 times that of acetylsalicylic acid, depending upon the vehicle employed. In prevention and therapy of rat adjuvant arthritis, Indoxole is equipotent to phenylbutazone and more potent than acetylsalicylic acid. It does not produce water and electrolyte retention, thymolysis, adrenal hypertrophy, gastric ulcers, and slow reacting substance-anaphylaxis and bradykinin inhibition characteristic of phenylbutazone. Its spectrum of antiinflammatory and pharmacologic activity is narrower than that of hydrocortisone. Pharmacologically, it is similar to acetylsalicylic acid. Indoxole lowers yeast-induced fever in rats, prevents Proteus mirabilis-induced fever in dogs, inhibits phenylquinone-induced writhing in mice and increases the pain threshold in rats.

Approval Year

PubMed

PubMed

TitleDatePubMed
The effect of the dosage form on serum levels of indoxole.
1966-09-01
Patents

Patents

Name Type Language
INDOXOLE
INN   USAN  
INN   USAN  
Official Name English
NSC-82959
Preferred Name English
1H-INDOLE, 2,3-BIS(4-METHOXYPHENYL)-
Systematic Name English
INDOXOLE [USAN]
Common Name English
indoxole [INN]
Common Name English
U-22020
Code English
2,3-BIS(P-METHOXYPHENYL)INDOLE
Common Name English
Code System Code Type Description
PUBCHEM
21129
Created by admin on Mon Mar 31 18:36:58 GMT 2025 , Edited by admin on Mon Mar 31 18:36:58 GMT 2025
PRIMARY
MESH
C005125
Created by admin on Mon Mar 31 18:36:58 GMT 2025 , Edited by admin on Mon Mar 31 18:36:58 GMT 2025
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NSC
82959
Created by admin on Mon Mar 31 18:36:58 GMT 2025 , Edited by admin on Mon Mar 31 18:36:58 GMT 2025
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NCI_THESAURUS
C174859
Created by admin on Mon Mar 31 18:36:58 GMT 2025 , Edited by admin on Mon Mar 31 18:36:58 GMT 2025
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INN
2073
Created by admin on Mon Mar 31 18:36:58 GMT 2025 , Edited by admin on Mon Mar 31 18:36:58 GMT 2025
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CAS
5034-76-4
Created by admin on Mon Mar 31 18:36:58 GMT 2025 , Edited by admin on Mon Mar 31 18:36:58 GMT 2025
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FDA UNII
Q0CKS2CL3G
Created by admin on Mon Mar 31 18:36:58 GMT 2025 , Edited by admin on Mon Mar 31 18:36:58 GMT 2025
PRIMARY
SMS_ID
100000083416
Created by admin on Mon Mar 31 18:36:58 GMT 2025 , Edited by admin on Mon Mar 31 18:36:58 GMT 2025
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ChEMBL
CHEMBL2104332
Created by admin on Mon Mar 31 18:36:58 GMT 2025 , Edited by admin on Mon Mar 31 18:36:58 GMT 2025
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EPA CompTox
DTXSID70198382
Created by admin on Mon Mar 31 18:36:58 GMT 2025 , Edited by admin on Mon Mar 31 18:36:58 GMT 2025
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EVMPD
SUB08186MIG
Created by admin on Mon Mar 31 18:36:58 GMT 2025 , Edited by admin on Mon Mar 31 18:36:58 GMT 2025
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