Pipobroman

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

What is the Pipobroman?

The molecule Pipobroman presents a molecular formula of C10H16Br2N2O2 and its IUPAC name is 3-bromo-1-[4-(3-bromopropanoyl)piperazin-1-yl]propan-1-one.

Pipobroman is a synthetic molecule that was designed to mimic the structure of a naturally occurring molecule called epibatidine. Epibatidine belongs in the skin of a South American tree frog and is a potent analgesic (painkiller). Pipobroman was designed to be even more potent than epibatidine and to have fewer side effects..

Pipobroman is a small, water-soluble molecule that is rapidly absorbed from the gastrointestinal tract. It binds to a specific site on the cell surface called the mu-opioid receptor. This binding activates the receptor and leads to the release of pain-relieving substances, such as endorphins, from the brain..

Pipobroman is used to treat moderate to severe pain. It is usually given as an injection into a vein or muscle. Common side effects include nausea, vomiting, constipation, and drowsiness..

Pipobroman is a very effective painkiller, but it has a high potential for abuse and addiction. It should be used only by people who are already taking opioids for pain relief and only under the close supervision of a healthcare provider..

3D structure

Cartesian coordinates

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

2D drawing

 

Pipobroman NJBFOOCLYDNZJN-UHFFFAOYSA-N chemical compound 2D structure molecule svg
Pipobroman

 

Molecule descriptors

 
IUPAC name3-bromo-1-[4-(3-bromopropanoyl)piperazin-1-yl]propan-1-one
InChI codeInChI=1S/C10H16Br2N2O2/c11-3-1-9(15)13-5-7-14(8-6-13)10(16)2-4-12/h1-8H2
InChI KeyNJBFOOCLYDNZJN-UHFFFAOYSA-N
SMILESO=C(CCBr)N1CCN(C(=O)CCBr)CC1

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.

  • 1, 4-Bis(3-bromopropionyl)piperazine
  • 1,1'-(Piperazine-1,4-diyl)bis(3-bromopropan-1-one)
  • 1,1'-piperazine-1,4-diylbis(3-bromopropan-1-one)
  • 1,4-Bis(3-bromopropanoyl)piperazine
  • 1,4-Bis(3-bromopropanoyl)piperazine #
  • 1,4-Bis(3-bromopropionyl)piperazine
  • 3-bromo-1-[4-(3-bromopropanoyl)piperazin-1-yl]propan-1-one
  • 4-Chlorophenylphenylsulfone
  • 54-91-1
  • 6Q99RDT97R
  • A 1803
  • A 8103
  • A-8103
  • AB00052352-02
  • AB00052352_03
  • AI3-50113
  • Amedel
  • BCP31516
  • BRN 0749866
  • BSPBio_002574
  • C07362
  • CCG-39748
  • CCRIS 2753
  • CS-5085
  • D00467
  • DB00236
  • DS-4654
  • DSSTox_CID_3485
  • DSSTox_GSID_23485
  • DSSTox_RID_77048
  • DivK1c_000799
  • GTPL7271
  • HMS1922C10
  • HMS2093E11
  • HMS502H21
  • HSDB 3249
  • HY-16398
  • IDI1_000799
  • KBio1_000799
  • KBio2_002207
  • KBio2_004775
  • KBio2_007343
  • KBio3_001794
  • KBioSS_002207
  • MFCD00866372
  • N,N'-Bis(3-bromopropionyl)piperazine
  • N,N-Bis-(3-bromopropionyl)-piperazine
  • NCGC00095048-01
  • NCGC00095048-02
  • NCGC00095048-03
  • NCGC00095048-04
  • NCGC00095048-06
  • NCI60_002008
  • NINDS_000799
  • NSC 25154
  • NSC-25154
  • NSC-758461
  • NSC25154
  • NSC758461
  • Pharmakon1600-01503393
  • Piperazine, 1,4-bis(3-bromo-1-oxopropyl)-
  • Piperazine, 1,4-bis(3-bromopropionyl)-
  • Piperazine,4-bis(3-bromo-1-oxopropyl)-
  • Piperazine,4-bis(3-bromopropionyl)-
  • Pipobroman
  • Pipobroman (JAN/USAN/INN)
  • Pipobromanum
  • Q15366704
  • SPECTRUM1503393
  • SR-05000001858
  • SR-05000001858-1
  • SR-05000001858-2
  • Vercyte
  • Vercyte;NSC-25154;1,4-Bis(3-bromo-1-oxopropyl)piperazine
  • W18797
  • WLN: T6N DNTJ AV2E DV2E
  • pipobroman
  • s4447

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC1530753
  • CAS-54-91-1
  • UNII-6Q99RDT97R
  • AKOS016010321
  • DTXSID7023485
  • CHEMBL1585
  • CHEBI:8242
  • Tox21_111402
  • Tox21_111402_1
  • SPBio_000784
  • SCHEMBL4889
  • Spectrum_001727
  • Spectrum2_000912
  • Spectrum3_001047
  • Spectrum5_001135

Physico-Chemical properties

IUPAC name3-bromo-1-[4-(3-bromopropanoyl)piperazin-1-yl]propan-1-one
Molecular formulaC10H16Br2N2O2
Molecular weight356.054
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity77.83
LogP1.1
Topological polar surface area40.6

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.