Phendimetrazine

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

What is the Phendimetrazine?

The molecule Phendimetrazine presents a molecular formula of C12H17NO and its IUPAC name is (2S,3S)-3,4-dimethyl-2-phenylmorpholine.

Phendimetrazine is a molecule used as a stimulant and an appetite suppressant. It is a derivative of amphetamine and has a structure similar to methamphetamine. Phendimetrazine is a white, crystalline powder that is soluble in water and has a bitter taste. It is usually taken orally, but can also be injected. Phendimetrazine is a Schedule III controlled substance in the United States..

Phendimetrazine stimulates the central nervous system (CNS) and increases blood pressure and heart rate. It also suppresses appetite by increasing the level of norepinephrine, a neurotransmitter that signals the brain to feel full. Phendimetrazine is used as a short-term treatment for obesity. It is usually prescribed for people who are struggling to lose weight and have not been successful with other methods, such as diet and exercise..

Phendimetrazine can cause side effects, including insomnia, anxiety, and dizziness. It can also be addictive and lead to abuse and dependence. Phendimetrazine should be used with caution in people with a history of substance abuse..

3D structure

Cartesian coordinates

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

2D drawing

 

Phendimetrazine MFOCDFTXLCYLKU-CMPLNLGQSA-N chemical compound 2D structure molecule svg
Phendimetrazine

 

Molecule descriptors

 
IUPAC name(2S,3S)-3,4-dimethyl-2-phenylmorpholine
InChI codeInChI=1S/C12H17NO/c1-10-12(14-9-8-13(10)2)11-6-4-3-5-7-11/h3-7,10,12H,8-9H2,1-2H3/t10-,12+/m0/s1
InChI KeyMFOCDFTXLCYLKU-CMPLNLGQSA-N
SMILESC[C@H]1[C@H](c2ccccc2)OCCN1C

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.

  • (2R-trans)-3,4-Dimethyl-2-phenylmorpholine
  • (2S,3S)-3,4-Dimethyl-2-phenylmorpholine
  • (2S,3S)-3,4-dimethyl-2-phenyl-morpholine
  • 27032-15-1
  • 3,4-Dimethyl-2-phenyltetrahydro-1,4-oxazine
  • 634-03-7
  • AB2794W8KV
  • Adphen (base)
  • Antapentan
  • Bontril
  • C07904
  • D08347
  • DB01579
  • Fendimetrazina
  • HSDB 3381
  • Mephenmetrazine
  • Morpholine, 3,4-dimethyl-2-phenyl-, (+)-
  • Morpholine, 3,4-dimethyl-2-phenyl-, (2S,3S)-
  • Morpholine, 3,4-dimethyl-2-phenyl-, (2S-trans)-
  • NSC 169187
  • NSC-169187
  • Phendimetrazine
  • Phendimetrazine (INN)
  • Phendimetrazinum
  • morpholine,3,4-dimethyl-2-phenyl-,trans-
  • phendimetrazine

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC22010387
  • UNII-AB2794W8KV
  • AKOS006281399
  • DTXSID1023447
  • CHEMBL1615439
  • CHEBI:8059
  • EINECS 211-204-6
  • SCHEMBL598950

Physico-Chemical properties

IUPAC name(2S,3S)-3,4-dimethyl-2-phenylmorpholine
Molecular formulaC12H17NO
Molecular weight191.269
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity61.23
LogP2.0
Topological polar surface area12.5

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.