Responsive image

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

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

Responsive image

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 Responsive image C(=O)N 0.1240
FDBF00015 acetamide Responsive image NC(=O)C 0.0460
FDBF00027 N-methylacetamide Responsive image N(C(=O)C)C 0.0175
FDBF00065 ethylene glycol Responsive image C(O)CO 0.0265
FDBF00096 3-hydroxypropanal Responsive image C(C=O)CO 0.0010
FDBF00097 (3R)-3,4-dihydroxybutanal Responsive image C(O)C(CC=O)O 0.0007
FDBF00098 acetaldehyde Responsive image CC=O 0.0182
FDBF03054 N-(2-oxoethyl)formamide Responsive image C(C=O)NC=O 0.0003
8 , 1