Flutemetamol

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for Flutemetamol are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the Flutemetamol?

The molecule Flutemetamol presents a molecular formula of C14H11FN2OS and its IUPAC name is 2-[3-fluoro-4-(methylamino)phenyl]-1,3-benzothiazol-6-ol.

Flutemetamol is a molecule used in positron emission tomography (PET) imaging of the brain. It is a derivative of the radiotracer fluorodeoxyglucose (FDG), and is used to measure β-amyloid plaques..

Flutemetamol was developed by GE Healthcare. It received FDA approval in April 2013, and was the first PET tracer to be approved for use in the diagnosis of Alzheimer's disease..

In a clinical study, flutemetamol had a sensitivity of 100% and a specificity of 96% for the detection of β-amyloid plaques..

Flutemetamol is injected into the vein, and images are obtained after about an hour. The tracer binds to β-amyloid plaques, and the resulting images can be used to diagnose Alzheimer's disease..

There is currently no cure for Alzheimer's disease, but early diagnosis is important for the development of effective treatments. Flutemetamol provides a new tool for the diagnosis of this devastating disease..

3D structure

Cartesian coordinates

Geometry of Flutemetamol in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

Flutemetamol VVECGOCJFKTUAX-UHFFFAOYSA-N chemical compound 2D structure molecule svg
Flutemetamol

 

Molecule descriptors

 
IUPAC name2-[3-fluoro-4-(methylamino)phenyl]-1,3-benzothiazol-6-ol
InChI codeInChI=1S/C14H11FN2OS/c1-16-11-4-2-8(6-10(11)15)14-17-12-5-3-9(18)7-13(12)19-14/h2-7,16,18H,1H3
InChI KeyVVECGOCJFKTUAX-UHFFFAOYSA-N
SMILESCNc1ccc(-c2nc3ccc(O)cc3s2)cc1F

Other names (synonyms)

IUPAC nomenclature provides a standardized method for naming chemical compounds. Although this system is widely used in chemistry, many chemical compounds have also other names commonly used in different contexts. These synonyms can come from a variety of sources and are used for a variety of purposes.

One common source of synonyms for chemical compounds is the common or trivial names, assigned on the basis of appearance, properties, or origin of the molecule.

Another source of synonyms are historical or obsolete names employed in the past, however replaced nowadays by more modern or standardized names.

In addition to common and historical names, chemical compounds may also have synonyms that are specific to a particular field or industry.

  • 0F3M7032P5
  • 2-(3-Fluoro-4-(methylamino)phenyl)-1,3-benzothiazol-6-ol
  • 2-[3-Fluoro-4-(methylamino)phenyl]-6-hydroxybenzothiazole
  • 2-[3-fluoranyl-4-(methylamino)phenyl]-1,3-benzothiazol-6-ol
  • 2-[3-fluoro-4-(methylamino)phenyl]-6-Benzothiazolol
  • 637003-10-2
  • BDBM50481120
  • DB15058
  • E86506
  • Flutemetamol
  • MFCD31648320
  • Q27236700
  • SY131050
  • [3H]-Flutemetamol

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • UNII-0F3M7032P5
  • CHEMBL579205
  • SCHEMBL10032130

Physico-Chemical properties

IUPAC name2-[3-fluoro-4-(methylamino)phenyl]-1,3-benzothiazol-6-ol
Molecular formulaC14H11FN2OS
Molecular weight274.313
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity76.34
LogP3.9
Topological polar surface area73.4

LogP and topological polar surface area (TPSA) values were estimated using Open Babel software.

The n-octanol/water partition coeficient (Kow) data is applied in toxicology and drug research. Kow values are used, to guess the environmental fate of persistent organic pollutants. High partition coefficients values, tend to accumulate in the fatty tissue of organisms. Molecules with a log(Kow) (or LogP) greater than 5 are considered to bioaccumulate.

TPSA values are the sum of the surface area over all polar atoms or molecules, mainly oxygen and nitrogen, also including hydrogen atoms.

In medicinal chemistry, TPSA is used to assess the ability of a drug to permeabilise cells.

For molecules to penetrate the blood-brain barrier (and act on receptors in the central nervous system), TPSA values below 90 Å2 are required. Thus, molecules with a polar surface area greater than 140 Å2 tend to be poorly permeable to cell membranes.