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Loratadine

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Identification
Molecular formula
C22H23ClN2O
CAS number
79794-75-5
IUPAC name
(2R)-2-[2-[(1R)-1-(4-chlorophenyl)-1-phenyl-ethoxy]ethyl]-1-methyl-pyrrolidine
State
State

Loratadine is typically found in a solid state at room temperature.

Melting point (Celsius)
134.00
Melting point (Kelvin)
407.15
Boiling point (Celsius)
507.90
Boiling point (Kelvin)
781.05
General information
Molecular weight
382.89g/mol
Molar mass
382.8700g/mol
Density
1.3000g/cm3
Appearence

Loratadine is a white to off-white crystalline powder.

Comment on solubility

Solubility of (2R)-2-[2-[(1R)-1-(4-chlorophenyl)-1-phenyl-ethoxy]ethyl]-1-methyl-pyrrolidine

The solubility of (2R)-2-[2-[(1R)-1-(4-chlorophenyl)-1-phenyl-ethoxy]ethyl]-1-methyl-pyrrolidine can be influenced by various factors including its molecular structure and polarity. Here are some critical points to consider regarding its solubility:

  • Polarity: This compound exhibits both polar and non-polar characteristics due to the presence of multiple functional groups, which can enhance its solubility in a range of solvents.
  • Solvent Compatibility: It is likely to dissolve well in organic solvents, such as ethanol or dimethyl sulfoxide (DMSO), while showing limited solubility in water.
  • Functional Groups: The presence of ethoxy and chlorophenyl groups introduces hydrophobic properties that could impact interaction with water, likely reducing overall solubility.
  • Temperature Sensitivity: Temperature may also play an essential role, as increasing the thermal energy can enhance solubility by overcoming lattice energy or intermolecular forces.

In conclusion, the solubility of this compound seems to favor organic environments rather than aqueous, making solvent selection crucial for any practical applications or laboratory work involving (2R)-2-[2-[(1R)-1-(4-chlorophenyl)-1-phenyl-ethoxy]ethyl]-1-methyl-pyrrolidine.

Interesting facts

Interesting Facts about (2R)-2-[2-[(1R)-1-(4-chlorophenyl)-1-phenyl-ethoxy]ethyl]-1-methyl-pyrrolidine

This compound is a fascinating example of a chiral molecule, which means it has distinct non-superimposable mirror images known as enantiomers. Chiral compounds can have significantly different biological activities depending on their configuration. In this case, the (2R) configuration is crucial for its specific interaction with biological targets.

Potential Applications

  • Pharmaceutical Research: This compound has garnered attention for its potential use in developing new medications. Its unique structure may interact differently with various biological receptors.
  • Neurotransmitter Modulation: Due to the presence of the pyrrolidine ring, it may play a role in modulating neurotransmitters, which is vital in treating conditions such as anxiety and depression.
  • Chlorinated Compounds: The inclusion of a chlorophenyl group highlights the importance of halogens in medicinal chemistry, often enhancing the biological activity of organic molecules.

Key Characteristics of the Compound

Here are some notable features:

  • Stereochemistry: This compound’s specific 3D shape influences how it binds to different targets in biological systems.
  • Structural Diversity: The ethoxy and chlorophenyl substituents diversify its functional properties, making it valuable in ongoing research.
  • Potential Toxicity Profile: Understanding the toxicity and efficacy of such compounds is vital, as it helps predict their behavior in biological systems.

As researchers explore the realms of chirality and molecular interactions, compounds like (2R)-2-[2-[(1R)-1-(4-chlorophenyl)-1-phenyl-ethoxy]ethyl]-1-methyl-pyrrolidine remind us that the configuration at the molecular level can lead to profound differences in activity and application. Overall, this compound is not just a structure; it’s a gateway to understanding the nuances of chemical interactions and the potential they hold in pharmaceutical advancements.

Synonyms
clemastine
15686-51-8
Meclastin
Mecloprodin
Clemastina
HS-592
Clemastinum
HS 592
Clemastin
(+)-(2R)-2-(2-(((R)-p-Chloro-alpha-methyl-alpha-phenylbenzyl)oxy)ethyl)-1-methylpyrrolidine
95QN29S1ID
CHEBI:3738
Pyrrolidine, 2-(2-(1-(4-chlorophenyl)-1-phenylethoxy)ethyl)-1-methyl-, (R-(R*,R*))-
NSC-756685
(2R)-2-[2-[(1R)-1-(4-chlorophenyl)-1-phenylethoxy]ethyl]-1-methylpyrrolidine
(2R)-2-{2-[(1R)-1-(4-chlorophenyl)-1-phenylethoxy]ethyl}-1-methylpyrrolidine
DTXSID2022832
(+)-(2R)-2-[2-[[(R)-p-Chloro-alpha-methyl-alpha-phenylbenzyl]oxy]ethyl]-1-methylpyrrolidine
(2R)-2-(2-((1R)-1-(4-chlorophenyl)-1-phenylethoxy)ethyl)-1-methylpyrrolidine
HS592
DTXCID502832
D04AA14
R06AA04
Meclastine
Clemastinum [INN-Latin]
Clemastina [INN-Spanish]
CHEMBL1626
MLS002154260
(R)-2-(2-((R)-1-(4-chlorophenyl)-1-phenylethoxy)ethyl)-1-methylpyrrolidine
CLEMASTINE [USAN]
Tavist (*Fumarate*)
NCGC00016710-01
SMR001233520
CAS-14976-57-9
UNII-95QN29S1ID
Clemastine [USAN:INN:BAN]
(R)-2-[2-[(R)-1-(4-chlorophenyl)-1-phenylethoxy]ethyl]-1-methylpyrrolidine
2-(2-(4-Chlor-alpha-methylbenzhydryloxy)ethyl)-1-methylpyrrolidin
63813-90-1
Tocris-1453
CLEMASTINE [INN]
Prestwick0_000306
Prestwick1_000306
Prestwick2_000306
Prestwick3_000306
Spectrum2_000689
Spectrum3_000353
Spectrum4_000955
Spectrum5_001520
Lopac-C-8903
CLEMASTINE [VANDF]
SCHEMBL4178
CLEMASTINE [WHO-DD]
BSPBio_000272
BSPBio_002045
KBioGR_001570
BIDD:GT0391
DivK1c_000285
SPBio_000817
SPBio_002491
BPBio1_000300
GTPL6063
orb1705882
BDBM94606
KBio1_000285
KBio3_001265
cid_45479735
NINDS_000285
HMS2089I22
KUC112480N
HY-B0298
BDBM50253157
DL-247
2(R)-[2-[(1R)-(4-Chlorophenyl)-1-phenyl-ethoxy]ethyl-1-methylpyrrolidine
AKOS040744480
DB00283
FC20473
NSC 756685
(2R)-2-(2-{[(1R)-1-(4-chlorophenyl)-1-phenylethyl]oxy}ethyl)-1-methylpyrrolidine
IDI1_000285
NCGC00015281-01
NCGC00016710-02
NCGC00025168-01
KSC-315-033-
TS-08087
SBI-0052796.P003
CS-0009288
NS00126977
EN300-708799
G92457
AB00053766-06
AB00053766-07
AB00053766_08
AB00053766_09
Q418145
BRD-K30240666-051-05-0
BRD-K30240666-051-08-4
BRD-K30240666-051-13-4
BRD-K30240666-051-14-2
BRD-K30240666-051-15-9
(2R)-2-[2-[(1R)-1-(4-chlorophenyl)-1-phenyl-ethoxy]ethyl]-1-methyl-pyrrolidine
(2R)-2-[2-[(1R)-1-(4-chlorophenyl)-1-phenyl-ethoxy]ethyl]-1-methyl-pyrrolidine;fumarate
Pyrrolidine,2-[2-[1-(4-chlorophenyl)-1-phenylethoxy]ethyl]-1-methyl-,(r*,r*)-(+-)-
(+)-(2R)-2-(-(((R)-P-CHLORO-.ALPHA.-METHYL-.ALPHA.-PHENYLBENZYL)OXY)ETHYL)-1-METHYLPYRROLIDINE
(2R)-2-[2-[(1R)-1-(4-Chlorophenyl)-1-phenylethoxy]ethyl]-1-methylpyrrolidine (2E)-2-butenedioate;(+)-2-[2-[(p-Chloro-a-methyl-a-
(E)-2-butenedioate;(2R)-2-[2-[(1R)-1-(4-chlorophenyl)-1-phenylethoxy]ethyl]-1-methylpyrrolidine
(E)-but-2-enedioate;(2R)-2-[2-[(1R)-1-(4-chlorophenyl)-1-phenyl-ethoxy]ethyl]-1-methyl-pyrrolidine
(E)-but-2-enedioate;(2R)-2-[2-[(1R)-1-(4-chlorophenyl)-1-phenylethoxy]ethyl]-1-methylpyrrolidine
PYRROLIDINE, 2-(2-(1-(4-CHLOROPHENYL)-1-PHENYLETHOXY)ETHYL)-1-METHYL-, (R-(R*,R*))