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Trovafloxacin

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Identification
Molecular formula
C31H36ClN3O5
CAS number
147059-72-1
IUPAC name
4-[(3-carboxy-2-hydroxy-1-naphthyl)methyl]-3-hydroxy-naphthalene-2-carboxylic acid;2-[2-[4-[(4-chlorophenyl)-phenyl-methyl]piperazin-1-yl]ethoxy]ethanol
State
State

At room temperature, trovafloxacin is a crystalline solid.

Melting point (Celsius)
264.00
Melting point (Kelvin)
537.00
Boiling point (Celsius)
622.50
Boiling point (Kelvin)
895.70
General information
Molecular weight
701.23g/mol
Molar mass
701.2260g/mol
Density
1.2650g/cm3
Appearence

Trovafloxacin appears as a white to slightly yellow crystalline powder.

Comment on solubility

Solubility Characteristics

The compound 4-[(3-carboxy-2-hydroxy-1-naphthyl)methyl]-3-hydroxy-naphthalene-2-carboxylic acid;2-[2-[4-[(4-chlorophenyl)-phenyl-methyl]piperazin-1-yl]ethoxy]ethanol, with the formula C31H36ClN3O5, exhibits intriguing solubility properties that can be influenced by various factors:

  • Polarity: The presence of multiple hydroxyl (-OH) and carboxyl (-COOH) groups suggests potential for increased polarity, likely enhancing solubility in polar solvents such as water.
  • Hydrogen Bonding: The functional groups may engage in hydrogen bonding with water molecules, further facilitating solubility.
  • Hydrophobic Interactions: The naphthalene and chlorophenyl components introduce hydrophobic regions, which may affect solubility in non-polar solvents.
  • pH Dependency: The carboxylic acid groups can ionize depending on the pH of the solution, altering solubility characteristics; typically, at higher pH, the compound becomes more soluble.

In summary, the solubility of this compound is a balance between its polar and non-polar characteristics, leading to variable solubility in different solvents. As noted, "an understanding of solubility helps predict the behavior of compounds in various environments," making it crucial in both practical applications and theoretical studies.

Interesting facts

Interesting Facts about 4-[(3-carboxy-2-hydroxy-1-naphthyl)methyl]-3-hydroxy-naphthalene-2-carboxylic acid; 2-[2-[4-[(4-chlorophenyl)-phenyl-methyl]piperazin-1-yl]ethoxy]ethanol

This compound is a fascinating example of how organic chemistry combines different functional groups to create molecules with potentially significant biological activity. The structure incorporates multiple aromatic systems, which are known for their stability and ability to interact with biological targets. Here are some interesting aspects of the compound:

  • Complex Structure: The intricate arrangement of naphthalene derivatives and piperazine reflect an advanced level of molecular design, often employed in drug discovery.
  • Potential Biological Activity: Compounds with piperazine motifs are frequently investigated for their pharmaceutical properties, including antidepressant, antipsychotic, and anti-anxiety effects.
  • Role of Hydroxy Groups: The presence of hydroxy groups can enhance the solubility and bioavailability of the compound, making it more accessible to biological systems.
  • Chlorinated Aromatics: The incorporation of a chlorophenyl group may improve the lipophilicity of the compound, an essential factor for cellular uptake.

The synthesis of this molecule likely involves several key reactions, including:

  1. Formation of the naphthalene skeleton via cyclization processes.
  2. Modification of aromatic rings to introduce hydroxyl and carboxylic acid groups.
  3. Incorporation of the piperazine moiety through nucleophilic substitution reactions.

As expressed by many chemists, "The beauty of organic chemistry lies not just in the molecules themselves, but in the stories of their creation and their potential impacts in the world of medicine." This compound exemplifies this very philosophy, showcasing how intricate designs can lead to promising advancements in therapeutic areas.

Continued research into similar structures may uncover new pathways for drug development and therapeutic interventions in various medical fields.

Synonyms
Hydroxyzine pamoate
10246-75-0
Hydroxyzine embonate
Hy-Pam
NSC-757063
M20215MUFR
HYDROXYZINE PAMOATE [MI]
CHEBI:31680
HYDROXYZINE PAMOATE [JAN]
DTXSID00907580
HYDROXYZINE PAMOATE [VANDF]
HYDROXYZINE EMBONATE [MART.]
HYDROXYZINE PAMOATE [USP-RS]
HYDROXYZINE EMBONATE [WHO-DD]
2-(2-(4-(p-Chloro-alpha-phenylbenzyl)-1-piperazinyl)ethoxy)ethanol 4,4'-methylenebis(3-hydroxy-2-naphthoate) (1:1)
HYDROXYZINE PAMOATE [ORANGE BOOK]
HYDROXYZINE PAMOATE [USP MONOGRAPH]
HYDROXYZINE EMBONATE (MART.)
HYDROXYZINE PAMOATE (USP-RS)
HYDROXYZINE PAMOATE (USP MONOGRAPH)
hy-pam ""25
HY-PAM "25
DTXCID201336670
233-582-1
Ethanol, 2-(2-(4-((4-chlorophenyl)phenylmethyl)-1-piperazinyl)ethoxy)-, compound with 4,4'-Methylenebis(3-hydroxy-2-naphthalenecarboxylic Acid)(1:1)
1-((4-chlorophenyl)(phenyl)methyl)-4-(2-(2-hydroxyethoxy)ethyl)piperazinediium 4,4'-methylenebis(3-hydroxynaphthalene-2-carboxylate)
1-[(4-chlorophenyl)(phenyl)methyl]-4-[2-(2-hydroxyethoxy)ethyl]piperazinediium 4,4'-methylenebis(3-hydroxynaphthalene-2-carboxylate)
Hydroxyzine (pamoate)
Hydroxyzine pamoate salt
Bobsule
MLS000028605
Equipose
Masmoran
Paxisitil
SMR000058728
Atarax P
2-(2-(4-((4-Chlorophenyl)(phenyl)methyl)piperazin-1-yl)ethoxy)ethan-1-ol 4,4'-methylenebis(3-hydroxy-2-naphthoate)
SR-01000003149
EINECS 233-582-1
UNII-M20215MUFR
Hydroxyzine pamoate [USP:JAN]
Atarax-P (TN)
Spectrum_000911
Vistaril pamoate (TN)
Spectrum2_001000
Spectrum3_000463
Spectrum4_000013
Spectrum5_000838
HYYDROXYZINE PAMOATE
SCHEMBL41333
SCHEMBL41334
BSPBio_002166
KBioGR_000385
KBioSS_001391
DivK1c_000503
SPECTRUM1500345
SPBio_001099
CHEMBL1200467
HMS501J05
HY-B0895R
KBio1_000503
KBio2_001391
KBio2_003959
KBio2_006527
KBio3_001386
ASDOKGIIKXGMNB-UHFFFAOYSA-N
Hydroxyzine (pamoate) (Standard)
Hydroxyzine pamoate (JP17/USP)
NINDS_000503
HMS1920F11
HMS2091L19
HMS2235O19
HMS3886G14
HMS5085C07
Pharmakon1600-01500345
HY-B0895
CCG-40218
MFCD00058051
MSK179447
NSC757063
s5649
AKOS015914218
NSC 757063
IDI1_000503
NCGC00021152-02
NCGC00021152-03
NCGC00094698-01
NCGC00094698-02
(+-)-2-(2-(4-(p-Chloro-alpha-phenylbenzyl)-1-piperazinyl)ethoxy)ethanol 4,4'-methylenebis(3-hydroxy-2-naphthoate) (1:1)
DA-54190
FH171674
MS-31366
SBI-0051413.P003
NS00087142
D01096
F15112
SR-01000003149-2
SR-01000003149-4
Q27114645
Hydroxyzine pamoate, United States Pharmacopeia (USP) Reference Standard
(+/-)-2-(2-(4-(P-CHLORO-.ALPHA.-PHENYLBENZYL)-1-PIPERAZINYL)ETHOXY)ETHANOL 4,4'-METHYLENEBIS(3-HYDROXY-2-NAPHTHOATE) (1:1)