FLUOROMISONIDAZOLE F-18

Investigational

Details

Stereochemistry	RACEMIC
Molecular Formula	C6H8FN3O3
Molecular Weight	188.147
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC(C[18F])CN1C=CN=C1[N+]([O-])=O

InChI

InChIKey=HIIJZYSUEJYLMX-JZRMKITLSA-N

InChI=1S/C6H8FN3O3/c7-3-5(11)4-9-2-1-8-6(9)10(12)13/h1-2,5,11H,3-4H2/i7-1

HIDE SMILES / InChI

Molecular Formula	C6H8FN3O3
Molecular Weight	188.147
Charge	0
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	( + / - )

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/15073099 | https://imaging.cancer.gov/programs_resources/cancer-tracer-synthesis-resources/docs/FMISO_IB_2013_PDF.pdf | https://www.cancer.gov/publications/dictionaries/cancer-terms/def/fluorine-f-18-fluoromisonidazole

Fluoromisonidazole F-18 ([F-18] FMISO) is used as a positron emission tomography (PET) radiotracer for imaging. It is generated by labeling fluoromisonidazole with fluorine-18. It is the most widely used nitroimidazole imaging agent for use as a non-invasive way to localize and quantify hypoxia. [18F] decays by positron emission. FMISO binds covalently to cellular molecules at rates that are inversely proportional to intracellular oxygen concentration. In hypoxic cells, FMISO is trapped, which is the basis for the use of this tracer to measure hypoxia.

Approval Year

PubMed

Title	Date	PubMed
18F-fluoromisonidazole predicts evofosfamide uptake in pancreatic tumor model.	2018-06-18	29916085
Rapid and simplified synthesis of [18F]Fluoromisonidazole and its use in PET imaging in an experimental model of subarachnoid hemorrhage.	2018-02	29172058
18F-Fluoromisonidazole in tumor hypoxia imaging.	2017-11-07	29212283
Feasibility of 18F-Fluoromisonidazole Kinetic Modeling in Head and Neck Cancer Using Shortened Acquisition Times.	2016-03	26609178

Patents

Sample Use Guides

In Vivo Use Guide

Head and Neck Cancer; Lung Cancer; Liver Cancer: 10 mCi [F-18] FMISO (Fluoromisonidazole F-18)

Route of Administration: Intravenous

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:06:11 GMT 2025` Edited by `admin` on `Mon Mar 31 18:06:11 GMT 2025`
Record UNII	8MSY49469G
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

FLUOROMISONIDAZOLE F-18

Common Name

English

(18F)-FMISO

Preferred Name

English

18F-MISO

Common Name

English

1-(2-NITRO-IMIDAZOLYL)-3-(18F)FLUORO-2-PROPANOL

Common Name

English

1H-1-(3-FLUORO-2-HYDROXYPROPYL)-2-NITROIMIDAZOLE, F-18

Common Name

English

FLUORO-18 FLUOROMISONIDAZOLE

Common Name

English

MISO F-18

Common Name

English

(18F)FLUOROMISONIDAZOLE

Common Name

English

1H-IMIDAZOLE-1-ETHANOL, .ALPHA.-(FLUORO-18F-METHYL)-2-NITRO-

Systematic Name

English

18F-FMISO

Common Name

English

FMISO F-18

Common Name

English

FLUOROMISONIDAZOLE, F-18

Common Name

English

Classification Tree Code System Code

FDA ORPHAN DRUG

521116