(+)-Ifosfamide

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

What is the (+)-Ifosfamide?

The molecule (+)-Ifosfamide presents a molecular formula of C7H15Cl2N2O2P and its IUPAC name is (2R)-N,3-bis(2-chloroethyl)-2-oxo-1,3,2lambda5-oxazaphosphinan-2-amine.

Ifosfamide is a chemotherapy drug used to treat a variety of cancers. It is a member of the class of drugs known as alkylating agents. Ifosfamide works by interfering with the growth of cancer cells, which eventually leads to their death..

Ifosfamide is typically given as an intravenous (IV) infusion over a period of 1 to 5 hours. The infusion can be given on an outpatient basis or as part of inpatient treatment. Common side effects of ifosfamide include nausea, vomiting, fatigue, and hair loss..

Ifosfamide is a potent chemotherapy drug that is used to treat a variety of cancers. It works by interfering with the growth of cancer cells, which eventually leads to their death. Ifosfamide is typically given as an IV infusion over a period of 1 to 5 hours. The infusion can be given on an outpatient basis or as part of inpatient treatment. Common side effects of ifosfamide include nausea, vomiting, fatigue, and hair loss..

3D structure

Cartesian coordinates

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

2D drawing

 

(+)-Ifosfamide HOMGKSMUEGBAAB-CQSZACIVSA-N chemical compound 2D structure molecule svg
(+)-Ifosfamide

 

Molecule descriptors

 
IUPAC name(2R)-N,3-bis(2-chloroethyl)-2-oxo-1,3,2lambda5-oxazaphosphinan-2-amine
InChI codeInChI=1S/C7H15Cl2N2O2P/c8-2-4-10-14(12)11(6-3-9)5-1-7-13-14/h1-7H2,(H,10,12)/t14-/m1/s1
InChI KeyHOMGKSMUEGBAAB-CQSZACIVSA-N
SMILESO=[P@]1(NCCCl)OCCCN1CCCl

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.

  • (+)-Ifosfamide
  • (+)-Ifosphamide
  • (2R)-N,3-bis(2-chloroethyl)-2-oxo-1,3,2lambda5-oxazaphosphinan-2-amine
  • (R)-Ifosfamide
  • (R)-N,3-Bis(2-chloroethyl)tetrahydro-2H-1,3,2-oxazaphosphorin-2-amine 2-oxide
  • (R)-Tetrahydro-N,3-bis(2-chloroethyl)-2H-1,3,2-oxazaphosphorin-2-amine 2-oxide
  • 04E4BJ9I29
  • 2H-1,3,2-OXAZAPHOSPHORIN-2-AMINE, N,3-BIS(2-CHLOROETHYL)TETRAHYDRO-, 2-OXIDE, (2R)-
  • 2H-1,3,2-OXAZAPHOSPHORIN-2-AMINE, N,3-BIS(2-CHLOROETHYL)TETRAHYDRO-, 2-OXIDE, (R)-
  • 2H-1,3,2-Oxazaphosphorin-2-amine, tetrahydro-N,3-bis(2-chloroethyl)-, 2-oxide, (R)-
  • 66849-34-1
  • BRN 5802894
  • Ifosfamide, (R)-
  • L-Ifosfamide

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC1530660
  • UNII-04E4BJ9I29
  • DTXSID801317317
  • SCHEMBL52528

Physico-Chemical properties

IUPAC name(2R)-N,3-bis(2-chloroethyl)-2-oxo-1,3,2lambda5-oxazaphosphinan-2-amine
Molecular formulaC7H15Cl2N2O2P
Molecular weight261.086
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity62.60
LogP2.2
Topological polar surface area51.4

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.