
IUPAC name
3-acetamido-2,4,6-triiodo-5-(N-methylacetamido)-N-[(3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]benzamide
SMILES
CN(C(C)=O)C1=C(I)C(C(=O)N[C@H]2C(O)O[C@H](CO)[C@@H](O)[C@@H]2O)=C(I)C(NC(C)=O)=C1I
Compound class
Contrast Media; X-Ray Contrast Media, Iodinated; Watersoluble, Nephrotropic, Low Osmolar X-Ray Contrast Media;
Therapeutic area
Metrizamide is used for lumbar, thoracic, cervical, and total columnar myelography to determine the presence of abnormalities in the spinal column, spinal canal, and central nervous system (CNS) as well as for cisternography by direct injection using standard radiologic techniques to visualize the basal cistern of the brain. For computerized tomography (CT) of the intracranial subarachnoid spaces and for ventriculography by direct injection using standard radiologic techniques to visualize the cerebral ventricles. Also used in pediatric angiocardiography to visualize lesions or malformations of the heart and obstructions or anomalies of the major thoracic vessels. Also used in adult peripheral arteriography to visualize specific regions of the vascular system and blood flow in such areas to help in the diagnosis and evaluation of neoplasms (known or suspected) or vascular diseases (congenital or acquired) that may cause changes in normal vascular anatomy or physiology. Metrizamide is also indicated in adults for intravenous digital arteriography of head and neck.
Common name
Metrizamide
IUPAC name
3-acetamido-2,4,6-triiodo-5-(N-methylacetamido)-N-[(3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]benzamide
SMILES
CN(C(C)=O)C1=C(I)C(C(=O)N[C@H]2C(O)O[C@H](CO)[C@@H](O)[C@@H]2O)=C(I)C(NC(C)=O)=C1I
INCHI
InChI=1S/C18H22I3N3O8/c1-5(26)22-12-9(19)8(10(20)14(11(12)21)24(3)6(2)27)17(30)23-13-16(29)15(28)7(4-25)32-18(13)31/h7,13,15-16,18,25,28-29,31H,4H2,1-3H3,(H,22,26)(H,23,30)/t7-,13-,15-,16-,18?/m1/s1
FORMULA
C18H22I3N3O8

Common name
Metrizamide
IUPAC name
3-acetamido-2,4,6-triiodo-5-(N-methylacetamido)-N-[(3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]benzamide
Molecular weight
789.096
clogP
1.177
clogS
-3.195
HBond Acceptor
8
HBond Donor
6
Total Polar Surface Area
168.66
Number of Rings
2
Rotatable Bond
6
Drug ID | Common name | Structure CAS | SMILE | Frequency |
---|---|---|---|---|
FDBF00003 | formamide |
![]() |
C(=O)N | 0.1240 |
FDBF00015 | acetamide |
![]() |
NC(=O)C | 0.0460 |
FDBF00027 | N-methylacetamide |
![]() |
N(C(=O)C)C | 0.0175 |
FDBF00065 | ethylene glycol |
![]() |
C(O)CO | 0.0265 |
FDBF00096 | 3-hydroxypropanal |
![]() |
C(C=O)CO | 0.0010 |
FDBF00097 | (3R)-3,4-dihydroxybutanal |
![]() |
C(O)C(CC=O)O | 0.0007 |
FDBF00098 | acetaldehyde |
![]() |
CC=O | 0.0182 |
FDBF03054 | N-(2-oxoethyl)formamide |
![]() |
C(C=O)NC=O | 0.0003 |