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Details

Stereochemistry ABSOLUTE
Molecular Formula C18H22I3N3O8
Molecular Weight 789.096
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of METRIZAMIDE

SMILES

CN(C(C)=O)C1=C(I)C(NC(C)=O)=C(I)C(C(=O)N[C@@H](C=O)[C@@H](O)[C@H](O)[C@H](O)CO)=C1I

InChI

InChIKey=DTZMSDADRKLCQE-RFMXWLSYSA-N
InChI=1S/C18H22I3N3O8/c1-6(27)22-14-11(19)10(12(20)15(13(14)21)24(3)7(2)28)18(32)23-8(4-25)16(30)17(31)9(29)5-26/h4,8-9,16-17,26,29-31H,5H2,1-3H3,(H,22,27)(H,23,32)/t8-,9+,16+,17+/m0/s1

HIDE SMILES / InChI

Molecular Formula C18H22I3N3O8
Molecular Weight 789.096
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Metrizamide is a glucosamine derivative of metrazoic acid, used as a contrast medium for myelography. Metrizamide is no longer marketed in the US.

CNS Activity

Originator

Approval Year

Conditions

ConditionModalityTargetsHighest PhaseProduct
Diagnostic
AMIPAQUE

Cmax

ValueDoseCo-administeredAnalytePopulation
15.6 μg/mL
1700 mg single, intrathecal
METRIZAMIDE serum
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
208 μg × h/mL
1700 mg single, intrathecal
METRIZAMIDE serum
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
0.75 h
1700 mg single, intrathecal
METRIZAMIDE serum
Homo sapiens

Doses

Sourcing

PubMed

Sample Use Guides

In Vivo Use Guide
300 mgI/ml as one injection
Route of Administration: Intra-arterial
In Vitro Use Guide
Cultured endothelial cells derived from human umbilical cord veins were labeled with Na2 (51Cr)O4 and exposed to pure isoiodinated contrast media or control solutions for 10 minutes to simulate the effects of intravenous injections of contrast media on the human endothelium. Metrizamide was used at 300 mgI/ml.
Substance Class Chemical
Record UNII
RHH3W8F1CO
Record Status Validated (UNII)
Record Version