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Details

Stereochemistry ACHIRAL
Molecular Formula C28H28I6N4O10S
Molecular Weight 1374.035
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of IOSULAMIDE

SMILES

CCN(C(C)=O)C1=C(I)C(C(O)=O)=C(I)C(NC(=O)CCS(=O)(=O)CCC(=O)NC2=C(I)C(C(O)=O)=C(I)C(N(CC)C(C)=O)=C2I)=C1I

InChI

InChIKey=OZKKEKFKXIOSIV-UHFFFAOYSA-N
InChI=1S/C28H28I6N4O10S/c1-5-37(11(3)39)25-19(31)15(27(43)44)17(29)23(21(25)33)35-13(41)7-9-49(47,48)10-8-14(42)36-24-18(30)16(28(45)46)20(32)26(22(24)34)38(6-2)12(4)40/h5-10H2,1-4H3,(H,35,41)(H,36,42)(H,43,44)(H,45,46)

HIDE SMILES / InChI

Molecular Formula C28H28I6N4O10S
Molecular Weight 1374.035
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Iosulamide is triiodobenzoic acid derivative patented by Sterling Drug Inc as an X-ray contrast agent. Iosulamide shows clear advantages in animal tests over meglumine iodipamide. The intravenous toxicity of Iosulamide meglumine is considerably lower than that of iodipamide (Cholografin) in the mouse and rat. Studies of biliary and urinary excretion patterns indicate Iosulamide is rapidly excreted compared to iodipamide, while at the same time providing equal concentrations in bile. More efficient blood to bile clearance rate and a shorter blood half-life for Iosulamide may account for the lower circulating blood levels and rapid total excretion compared to iodipamide. Iosulamide's rapid blood-bile clearance coupled with its extremely low toxicity may allow rapid administration of high doses, affording superior visualization and safety compared to iodipamide.

Originator

Sources: ZA6802537 "X-​ray contrast agents"

Approval Year

PubMed

PubMed

TitleDatePubMed
Failure of iosulamide to enhance hepatic tumors in rats.
1982 Jan-Feb
Patents
Substance Class Chemical
Created
by admin
on Fri Dec 15 18:48:49 GMT 2023
Edited
by admin
on Fri Dec 15 18:48:49 GMT 2023
Record UNII
IP251KPI8E
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
IOSULAMIDE
INN  
INN  
Official Name English
BENZOIC ACID, 3,3'-(SULFONYLBIS((1-OXO-3,1-PROPANEDIYL)IMINO))BIS(5-(ACETYLETHYLAMINO)-2,4,6-TRIIODO-
Common Name English
iosulamide [INN]
Common Name English
3,3'-(SULFONYLBIS(ETHYLENECARBONYLIMINO))BIS(5-(N-ETHYLACETAMINO)-2,4,6-TRIIODOBENZOIC ACID)
Common Name English
Code System Code Type Description
ECHA (EC/EINECS)
245-487-2
Created by admin on Fri Dec 15 18:48:49 GMT 2023 , Edited by admin on Fri Dec 15 18:48:49 GMT 2023
PRIMARY
FDA UNII
IP251KPI8E
Created by admin on Fri Dec 15 18:48:49 GMT 2023 , Edited by admin on Fri Dec 15 18:48:49 GMT 2023
PRIMARY
NCI_THESAURUS
C170076
Created by admin on Fri Dec 15 18:48:49 GMT 2023 , Edited by admin on Fri Dec 15 18:48:49 GMT 2023
PRIMARY
SMS_ID
100000083091
Created by admin on Fri Dec 15 18:48:49 GMT 2023 , Edited by admin on Fri Dec 15 18:48:49 GMT 2023
PRIMARY
EVMPD
SUB08252MIG
Created by admin on Fri Dec 15 18:48:49 GMT 2023 , Edited by admin on Fri Dec 15 18:48:49 GMT 2023
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EPA CompTox
DTXSID00177786
Created by admin on Fri Dec 15 18:48:49 GMT 2023 , Edited by admin on Fri Dec 15 18:48:49 GMT 2023
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MESH
C028897
Created by admin on Fri Dec 15 18:48:49 GMT 2023 , Edited by admin on Fri Dec 15 18:48:49 GMT 2023
PRIMARY
PUBCHEM
44557
Created by admin on Fri Dec 15 18:48:49 GMT 2023 , Edited by admin on Fri Dec 15 18:48:49 GMT 2023
PRIMARY
ChEMBL
CHEMBL1615440
Created by admin on Fri Dec 15 18:48:49 GMT 2023 , Edited by admin on Fri Dec 15 18:48:49 GMT 2023
PRIMARY
CAS
23205-04-1
Created by admin on Fri Dec 15 18:48:49 GMT 2023 , Edited by admin on Fri Dec 15 18:48:49 GMT 2023
PRIMARY
INN
4453
Created by admin on Fri Dec 15 18:48:49 GMT 2023 , Edited by admin on Fri Dec 15 18:48:49 GMT 2023
PRIMARY
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SALT/SOLVATE -> PARENT
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ACTIVE MOIETY