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
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
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/6103672
Sources: https://www.ncbi.nlm.nih.gov/pubmed/6103672
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
Sources: http://www.ncbi.nlm.nih.gov/pubmed/6814161
Curator's Comment: The blood-brain barrier of rats is impermeable to metrizamide.
Originator
Sources: http://www.ajnr.org/content/5/4/399.full.pdf
Curator's Comment: In 1968, Torsten Almen, working in conjunction with Nyegaard, produced the first clinically acceptable non ionic contrast medium, Amipaque (metrizamide, Winthrop).
Approval Year
Cmax
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
15.6 μg/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/1151624/ |
1700 mg single, intrathecal dose: 1700 mg route of administration: Intrathecal experiment type: SINGLE co-administered: |
METRIZAMIDE serum | Homo sapiens population: UNKNOWN age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
AUC
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
208 μg × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/1151624/ |
1700 mg single, intrathecal dose: 1700 mg route of administration: Intrathecal experiment type: SINGLE co-administered: |
METRIZAMIDE serum | Homo sapiens population: UNKNOWN age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
T1/2
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
0.75 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/1151624/ |
1700 mg single, intrathecal dose: 1700 mg route of administration: Intrathecal experiment type: SINGLE co-administered: |
METRIZAMIDE serum | Homo sapiens population: UNKNOWN age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
Doses
Dose | Population | Adverse events |
---|---|---|
1.0351966873706 g/kg single, intravenous Highest studied dose Dose: 1.0351966873706 g/kg Route: intravenous Route: single Dose: 1.0351966873706 g/kg Sources: |
unhealthy, 32 - 71 years n = 11 Health Status: unhealthy Age Group: 32 - 71 years Sex: M+F Population Size: 11 Sources: |
PubMed
Title | Date | PubMed |
---|---|---|
Metrizamide-phenothiazine interaction. Report of a case with seizures following myelography. | 1975 Mar |
|
ECG changes and arrhythmias induced by ionic and non-ionic contrast media during coronary arteriography in dogs. | 1978 May-Jun |
|
Metrizamide--a potential in vivo inhibitor of glucose metabolism. | 1983 Apr |
|
Absence status epilepticus resulting from metrizamide and omnipaque myelography. | 1988 Jan |
|
Risk of seizures after myelography: comparison of iohexol and metrizamide. | 1988 Sep |
|
A possible mechanism for the neural adverse reactions caused by metrizamide. | 1989 |
|
Malignant hyperthermia-like syndrome associated with metrizamide myelography. | 1989 Jun |
Sample Use Guides
In Vivo Use Guide
Sources: http://www.ncbi.nlm.nih.gov/pubmed/7043304
300 mgI/ml as one injection
Route of Administration:
Intra-arterial
In Vitro Use Guide
Sources: http://www.ncbi.nlm.nih.gov/pubmed/6844604
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.
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Classification Tree | Code System | Code | ||
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NCI_THESAURUS |
C390
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WHO-VATC |
QV08AB01
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WHO-ATC |
V08AB01
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3116
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m7504
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55134-11-7
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CHEMBL1200889
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DTXSID1023310
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RHH3W8F1CO
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1788
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DB01578
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D008793
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SUB08921MIG
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C66139
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100000080928
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20056604
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6920
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PRIMARY | RxNorm | ||
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31112-62-6
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METRIZAMIDE
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250-475-5
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ACTIVE MOIETY