Bronopol

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

What is the Bronopol?

The molecule Bronopol presents a molecular formula of C27H40O3 and its IUPAC name is 2-bromo-2-nitropropane-1,3-diol.

Bronopol, also known as 2-bromo-2-nitropropane-1,3-diol, is a biocide and preservative used in a variety of personal care and cleaning products. It is a white or yellowish crystalline powder that is soluble in water and has a faint, sweetish odor..

Bronopol is used as a broad-spectrum antimicrobial agent to prevent the growth of bacteria, fungi, and algae in aqueous systems. It is commonly used in products such as shampoos, conditioners, body washes, and household cleaning products to help prevent the growth of microorganisms..

Bronopol is effective at low concentrations and is stable over a wide pH range, making it suitable for use in a variety of formulations. It is also compatible with other ingredients commonly used in personal care and cleaning products..

Bronopol is a form of a compound known as a nitroalkane, which is a chemical that contains both a nitro group and an alkyl group. Nitroalkanes are highly reactive and can be explosive, but bronopol is relatively stable and not explosive under normal conditions..

Bronopol is classified as a hazardous substance and should be handled with caution. It can be harmful if ingested, inhaled, or absorbed through the skin. Short-term exposure to high levels of bronopol can cause respiratory and eye irritation, as well as nausea and vomiting. Long-term exposure to low levels of bronopol may cause liver and kidney damage..

Summary

From all the above, this molecule is a biocide and preservative used in personal care and cleaning products to prevent the growth of microorganisms. It is effective at low concentrations and is stable over a wide pH range, but it is classified as a hazardous substance and can cause respiratory and eye irritation, as well as liver and kidney damage with long-term exposure..

3D structure

Cartesian coordinates

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

2D drawing

 

Bronopol LWQQLNNNIPYSNX-UROSTWAQSA-N chemical compound 2D structure molecule svg
Bronopol

 

Molecule descriptors

 
IUPAC name2-bromo-2-nitropropane-1,3-diol
InChI codeInChI=1S/C27H40O3/c1-17(6-13-25(29)20-8-9-20)23-11-12-24-19(5-4-14-27(23,24)3)7-10-21-15-22(28)16-26(30)18(21)2/h6-7,10,13,17,20,22-26,28-30H,2,4-5,8-9,11-12,14-16H2,1,3H3/b13-6+,19-7+,21-10-/t17-,22-,23-,24+,25-,26+,27-/m1/s1
InChI KeyLWQQLNNNIPYSNX-UROSTWAQSA-N
SMILESC=C1/C(=C\C=C2/CCC[C@@]3(C)[C@H]2CC[C@@H]3[C@H](C)/C=C/[C@@H](O)C2CC2)C[C@@H](O)C[C@@H]1O

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.

  • .beta.-Bromo-.beta.-nitrotrimethyleneglycol
  • 1, 2-bromo-2-nitro-
  • 1,3-Propanediol, 2-bromo-2-nitro-
  • 2-Bromo-2-nitro-1,3-propanediol
  • 2-Bromo-2-nitropropan-1,3-diol
  • 2-Bromo-2-nitropropane-1,3-diol
  • 2-Bromo-2-nitropropane-1,3-diol (Bronopol)
  • 2-Nitro-2-bromo-1,3-propanediol
  • 2-bromanyl-2-nitro-propane-1,3-diol
  • 2-bromo-2-nitro-1,3-propandiol
  • 2-bromo-2-nitro-propane-1,3-diol
  • 2-bromo-2nitro-1,3-propanediol
  • 52-51-7
  • 52B517
  • 6PU1E16C9W
  • A829125
  • AB01563195_01
  • AI3-61639
  • AMY8948
  • AS-11889
  • B1247
  • BDBM50248122
  • BNPD
  • BNPK
  • BRN 1705868
  • Bioban
  • Bronidiol
  • Bronocot
  • Bronopol
  • Bronopol (JAN/INN)
  • Bronopolu
  • Bronopolum
  • Bronosol
  • Bronotak
  • CCG-213823
  • CS-4699
  • Canguard 409
  • Caswell No. 116A
  • D01577
  • DB-027831
  • DB13960
  • DSSTox_CID_4652
  • DSSTox_GSID_24652
  • DSSTox_RID_77484
  • E85247
  • EC 200-143-0
  • EPA Pesticide Chemical Code 216400
  • FT-0611399
  • HSDB 7195
  • HY-B1217
  • LVDKZNITIUWNER-UHFFFAOYSA-
  • Lexgard bronopol
  • MFCD00007390
  • Myacide AS plus
  • Myacide BT
  • Myacide Pharma BP
  • NCGC00164057-01
  • NCGC00164057-02
  • NCGC00164057-03
  • NCGC00253984-01
  • NSC 141021
  • NSC-141021
  • NSC141021
  • Onyxide 500
  • Q-200765
  • Q2462902
  • SR-01000944249
  • SR-01000944249-1
  • UN3241
  • WLN: WNXE1Q1Q
  • beta-Bromo-beta-nitrotrimethyleneglycol
  • bronopol
  • s4553

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC1088216
  • CAS-52-51-7
  • UNII-6PU1E16C9W
  • AKOS003606838
  • ALBB-031641
  • DTXSID8024652
  • CHEMBL1408862
  • CHEBI:31306
  • Tox21_112079
  • Tox21_300126
  • EINECS 200-143-0
  • SCHEMBL23260
  • SCHEMBL16556987

Physico-Chemical properties

IUPAC name2-bromo-2-nitropropane-1,3-diol
Molecular formulaC27H40O3
Molecular weight412.605
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity124.78
LogP5.1
Topological polar surface area60.7

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.