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

Details

Stereochemistry MIXED
Molecular Formula C20H26I3N3O12
Molecular Weight 881.1468
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of IOGULAMIDE

SMILES

OCC(O)CNC(=O)C1=C(I)C(C(=O)NCC(O)CO)=C(I)C(NC(=O)C(=O)[C@@H](O)[C@H](O)[C@@H](O)CO)=C1I

InChI

InChIKey=DFDJVFYYDGMDTB-BIYVAJLZSA-N
InChI=1S/C20H26I3N3O12/c21-11-9(18(36)24-1-6(30)3-27)12(22)14(13(23)10(11)19(37)25-2-7(31)4-28)26-20(38)17(35)16(34)15(33)8(32)5-29/h6-8,15-16,27-34H,1-5H2,(H,24,36)(H,25,37)(H,26,38)/t6?,7?,8-,15+,16-/m0/s1

HIDE SMILES / InChI

Molecular Formula C20H26I3N3O12
Molecular Weight 881.1468
Charge 0
Count
Stereochemistry MIXED
Additional Stereochemistry No
Defined Stereocenters 3 / 5
E/Z Centers 0
Optical Activity UNSPECIFIED

Iogulamide is triiodobenzenedicarboxamide derivative patented by Mallinckrodt, Inc. as nonionic X-ray contrast agent for intrathecal use. Comparative preclinical animal studies demonstrated an acute safety profile significantly superior to that of metrizamide. Improved safety was unrelated to low osmolality. Intrathecally administered iogulamide produced no evidence of epileptogenic activity.

Approval Year

PubMed

PubMed

TitleDatePubMed
Patents
Substance Class Chemical
Created
by admin
on Fri Dec 15 18:46:18 GMT 2023
Edited
by admin
on Fri Dec 15 18:46:18 GMT 2023
Record UNII
85615GZ318
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
IOGULAMIDE
USAN  
USAN  
Official Name English
IOGULAMIDE [USAN]
Common Name English
MP-10013
Code English
1,3-BENZENEDICARBOXAMIDE, N,N'-BIS(2,3-DIHYDROXYPROPYL)-5-((L-XYLO-2-HEXULOSONOYL)AMINO)-2,4,6-TRIIODO-
Common Name English
N,N'-BIS(2,3-DIHYDROXYPROPYL)-5-L-XYLO-2-HEXULOSONAMIDO-2,4,6-TRIIODOISOPHTHALAMIDE
Common Name English
Code System Code Type Description
PUBCHEM
23724929
Created by admin on Fri Dec 15 18:46:18 GMT 2023 , Edited by admin on Fri Dec 15 18:46:18 GMT 2023
PRIMARY
FDA UNII
85615GZ318
Created by admin on Fri Dec 15 18:46:18 GMT 2023 , Edited by admin on Fri Dec 15 18:46:18 GMT 2023
PRIMARY
CAS
75751-89-2
Created by admin on Fri Dec 15 18:46:18 GMT 2023 , Edited by admin on Fri Dec 15 18:46:18 GMT 2023
PRIMARY
ChEMBL
CHEMBL2104831
Created by admin on Fri Dec 15 18:46:18 GMT 2023 , Edited by admin on Fri Dec 15 18:46:18 GMT 2023
PRIMARY
NCI_THESAURUS
C175093
Created by admin on Fri Dec 15 18:46:18 GMT 2023 , Edited by admin on Fri Dec 15 18:46:18 GMT 2023
PRIMARY