Acrivastine

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

What is the Acrivastine?

The molecule Acrivastine presents a molecular formula of C22H24N2O2 and its IUPAC name is (E)-3-[6-[(E)-1-(4-methylphenyl)-3-pyrrolidin-1-ylprop-1-enyl]pyridin-2-yl]prop-2-enoic acid.

Acrivastine is a medicine available in a number of countries worldwide. A list of US medications equivalent to Acrivastine exists on the Drugs.com website..

Acrivastine is a second-generation antihistamine used in the treatment of allergies. It is less sedating than first-generation antihistamines and does not cause anticholinergic side effects. Acrivastine exists as a generic drug and under the brand names Semprex-D and Virlix..

Common side effects of acrivastine include headache, nausea, and dizziness. Acrivastine should not be used in people with narrow-angle glaucoma or urinary retention. It is pregnancy category B in the United States, meaning it is not expected to be harmful to a fetus..

Acrivastine was patented in 1987 and approved for medical use in 1996. It exists in many countries worldwide, including the United States, Canada, and the United Kingdom..

3D structure

Cartesian coordinates

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

2D drawing

 

Acrivastine PWACSDKDOHSSQD-IUTFFREVSA-N chemical compound 2D structure molecule svg
Acrivastine

 

Molecule descriptors

 
IUPAC name(E)-3-[6-[(E)-1-(4-methylphenyl)-3-pyrrolidin-1-ylprop-1-enyl]pyridin-2-yl]prop-2-enoic acid
InChI codeInChI=1S/C22H24N2O2/c1-17-7-9-18(10-8-17)20(13-16-24-14-2-3-15-24)21-6-4-5-19(23-21)11-12-22(25)26/h4-13H,2-3,14-16H2,1H3,(H,25,26)/b12-11+,20-13+
InChI KeyPWACSDKDOHSSQD-IUTFFREVSA-N
SMILESCc1ccc(/C(=C\CN2CCCC2)c2cccc(/C=C/C(=O)O)n2)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.

  • (2E)-3-{6-[(1E)-1-(4-methylphenyl)-3-(pyrrolidin-1-yl)prop-1-en-1-yl]pyridin-2-yl}acrylic acid
  • (2E)-3-{6-[(1E)-1-(4-methylphenyl)-3-pyrrolidin-1-ylprop-1-en-1-yl]pyridin-2-yl}prop-2-enoic acid
  • (E)-3-(6-((E)-3-(Pyrrolidin-1-yl)-1-(p-tolyl)prop-1-en-1-yl)pyridin-2-yl)acrylic acid
  • (E)-3-[6-[(E)-1-(4-methylphenyl)-3-pyrrolidin-1-ylprop-1-enyl]pyridin-2-yl]prop-2-enoic acid
  • (E)-3-{6-[3-pyrrolidino-1-(4-tolyl)prop-1E-enyl]-2-pyridyl}acrylic acid
  • (E)-6-((E)-3-(1-Pyrrolidinyl)-1-p-tolylpropenyl)-2-pyridineacrylic acid
  • (E)-6-((E)-3-(1-Pyrrolidinyl-1-p-tolylpropenyl)-2-pyridinacrylsaeure
  • 2-Propenoic acid, 3-(6-(1-(4-methylphenyl)-3-(1-pyrrolidinyl)-1-propenyl)-2-pyridinyl)-, (E,E)-
  • 2-Propenoic acid, 3-[6-[(1E)-1-(4-methylphenyl)-3-(1-pyrrolidinyl)-1-propen-1-yl]-2-pyridinyl]-, (2E)-
  • 2-Propenoic acid,3-[6-[(1E)-1-(4-methylphenyl)-3-(1-pyrrolidinyl)-1-propenyl]-2-pyridinyl]-,(2E)-
  • 3-(6-(1-(4-METHYLPHENYL)-3-(1-PYRROLIDINYL)-1-PROPENYL)-2-PYRIDINYL)-
  • 6-(3-(1-PYRROLIDINYL)-1-P-TOLYLPROPENYL)-2-PYRIDINEACRYLIC ACID
  • 848A995
  • 87848-99-5
  • A20F9XAI7W
  • A916142
  • AC-912
  • ACRIVASTINE
  • ACRIVASTINE COMPONENT OF SEMPREX-D
  • AS-14623
  • Acrivastin
  • Acrivastina
  • Acrivastine
  • Acrivastine (USAN/INN)
  • Acrivastinum
  • BCP06189
  • BDBM50487466
  • BIDD:GT0209
  • BW 825C
  • BW A825C
  • BW-825C
  • BW270C
  • Benadryl Allgy Relief Plus Decongest
  • CS-6454
  • D02760
  • D70156
  • DB09488
  • DSSTox_CID_2555
  • DSSTox_GSID_22555
  • DSSTox_RID_76625
  • HMS3886E20
  • HY-B1510
  • MFCD00869830
  • MLS006010115
  • NCGC00182053-02
  • NCGC00182053-03
  • Q-200590
  • Q342745
  • SEMPREX-D COMPONENT ACRIVASTINE
  • SMR004701250
  • SR-01000942220
  • SR-01000942220-1
  • Semprex
  • s5718

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC3776633
  • CAS-87848-99-5
  • UNII-A20F9XAI7W
  • AKOS005067182
  • DTXSID6022555
  • CHEMBL1224
  • CHEBI:83168
  • Tox21_113015
  • SCHEMBL4702

Physico-Chemical properties

IUPAC name(E)-3-[6-[(E)-1-(4-methylphenyl)-3-pyrrolidin-1-ylprop-1-enyl]pyridin-2-yl]prop-2-enoic acid
Molecular formulaC22H24N2O2
Molecular weight348.438
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity109.18
LogP4.0
Topological polar surface area53.4

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.