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Thioridazine

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Identification
Molecular formula
C21H26ClN2OS
CAS number
130-61-0
IUPAC name
10-[2-(1-methyl-2-piperidyl)ethyl]-2-methylsulfinyl-phenothiazine
State
State

At room temperature, Thioridazine is in a solid state, existing as a crystalline powder. It is stable under standard conditions but should be kept in a well-sealed container to protect it from moisture and light, which may cause degradation.

Melting point (Celsius)
165.00
Melting point (Kelvin)
438.00
Boiling point (Celsius)
560.00
Boiling point (Kelvin)
833.00
General information
Molecular weight
370.57g/mol
Molar mass
370.5670g/mol
Density
1.2690g/cm3
Appearence

Thioridazine typically appears as a white to off-white crystalline powder. It can sometimes have a slight yellow tint. Due to its crystalline nature, it may exhibit a shiny or sparkling appearance under light. As a powder, it has a fine grain and can be somewhat clumpy in high humidity environments.

Comment on solubility

Solubility of 10-[2-(1-methyl-2-piperidyl)ethyl]-2-methylsulfinyl-phenothiazine

The solubility of the compound 10-[2-(1-methyl-2-piperidyl)ethyl]-2-methylsulfinyl-phenothiazine (C21H26ClN2OS) can be described with several important factors to consider:

  • Polarity: This compound contains a phenothiazine structure, which typically exhibits moderate polarity due to the presence of sulfur and nitrogen atoms. Consequently, its solubility in water may be limited.
  • Solvent Compatibility: It is often soluble in organic solvents, such as ethanol, methanol, or dimethyl sulfoxide (DMSO), due to hydrophobic interactions associated with the aromatic ring and alkyl substituents.
  • Temperature Sensitivity: The solubility may increase with temperature, so solvent heating could be beneficial for practical applications.
  • pH Dependence: The compound's charge state might change with pH levels, influencing its solubility in aqueous solutions. It may be more soluble in basic environments compared to neutral solutions.

As summarized, the solubility characteristics of this compound are essential for its effective use in various chemical and pharmaceutical applications. Understanding the solubility behavior ensures optimal formulation strategies and enhances the efficacy of the compound in therapeutic contexts.

Interesting facts

Interesting Facts about 10-[2-(1-methyl-2-piperidyl)ethyl]-2-methylsulfinyl-phenothiazine

This compound is a unique member of the phenothiazine family, which are well-known for their diverse pharmacological properties. Here are some fascinating points about this intriguing compound:

  • Pharmacological Applications: Compounds in the phenothiazine class are often utilized in clinical settings, primarily as antipsychotic medications. They work by modulating neurotransmitter receptors in the brain, which can help alleviate symptoms of schizophrenia and bipolar disorder.
  • Structure-Activity Relationship: The structural modifications in 10-[2-(1-methyl-2-piperidyl)ethyl]-2-methylsulfinyl-phenothiazine may enhance its efficacy or reduce side effects compared to other compounds in its class. Notably, the presence of a sulfoxide group contributes to its distinct pharmacological profile.
  • Innovation in Drug Design: The incorporation of piperidine moieties is a strategic choice that can improve the lipophilicity and blood-brain barrier penetration of the compound, making it more effective in treating central nervous system disorders.
  • Research & Development: Ongoing research into the various derivatives of phenothiazine suggests that modifications, such as the one seen in this compound, can lead to the discovery of new treatments for complex mental health issues.
  • Potential for Novel Applications: Beyond its traditional uses, phenothiazine derivatives are being explored for their potential anti-cancer properties, anti-inflammatory effects, and as agents for combating parasitic infections.

As the exploration of this compound and its analogs continues, the scientific community remains optimistic about uncovering novel therapeutic pathways that could benefit patient care across multiple disciplines.

Synonyms
mesoridazine
Serentil
5588-33-0
Lidanar
Calodal
Lidanil
Thioridazine-2-sulfoxide
TPS-23
Mesoridazina
Thioridazine thiomethyl sulfoxide
Tps23
Mesoridazinum
NC-123
THD-2-SO
T-2-SO
TPS 23
Mesoridazinum [INN-Latin]
Mesoridazina [INN-Spanish]
Mesoridazine free base
Thioridazien thiomethyl sulfoxide
Lidanar (TN)
HSDB 3357
10-(2-(1-Methyl-2-piperidyl)ethyl)-2-methylsulfinyl phenothiazine
NSC186066
NSC 186066
NSC-186066
5XE4NWM740
CHEBI:6780
Mesoridazine [USAN:INN:BAN]
DTXSID3023265
10-[2-(1-methylpiperidin-2-yl)ethyl]-2-methylsulfinylphenothiazine
10H-Phenothiazine, 10-(2-(1-methyl-2-piperidinyl)ethyl)-2-(methylsulfinyl)-
Thioridazine 2-sulfoxide
Serentil (TN)
MESORIDAZINE [MI]
MESORIDAZINE [INN]
MESORIDAZINE [HSDB]
MESORIDAZINE [USAN]
MESORIDAZINE [VANDF]
CHEMBL1088
10-[2-(1-methylpiperidin-2-yl)ethyl]-2-(methylsulfinyl)-10H-phenothiazine
MESORIDAZINE [MART.]
MESORIDAZINE [WHO-DD]
DTXCID503265
10-(2(1-Methyl-2-piperidyl)ethyl)-2-(methylsulfinyl)-phenothiazine
10-(2(1-Methyl-2-piperidyl)ethyl)-2-(methylsulfinyl)phenothiazine
10-(2-(1-methylpiperidin-2-yl)ethyl)-2-(methylsulfinyl)-10H-phenothiazine
10H-Phenothiazine, 10-[2-(1-methyl-2-piperidinyl)ethyl]-2-(methylsulfinyl)-
2-Methanesulfinyl-10-[2-(1-methyl-piperidin-2-yl)-ethyl]-10H-phenothiazine
NSC 186066; Serentil; TPS 23
NCGC00163157-01
5588-33-0 (FREE BASE)
THIORIDAZINE IMPURITY B [EP IMPURITY]
2-methanesulfinyl-10-[2-(1-methylpiperidin-2-yl)ethyl]-10H-phenothiazine
Mesoridazinum (INN-Latin)
Mesoridazina (INN-Spanish)
MESORIDAZINE (MART.)
THIORIDAZINE HYDROCHLORIDE IMPURITY B [EP IMPURITY]
10-[2(1-Methyl-2-piperidyl)ethyl]-2-(methylsulfinyl)phenothiazine
10-[2-(1-Methyl-2-piperidyl)ethyl]-2-methylsulfinyl phenothiazine
Phenothiazine, 10-(2-(1-methyl-2-piperidyl)ethyl)-2-(methylsulfinyl)-
Phenothiazine, 10-[2-(1-methyl-2-piperidyl)ethyl]-2-(methylsulfinyl)-
CAS-5588-33-0
THIORIDAZINE IMPURITY B (EP IMPURITY)
Mesoridazine (USAN/INN)
THIORIDAZINE HYDROCHLORIDE IMPURITY B (EP IMPURITY)
UNII-5XE4NWM740
10-(2-(1-methylpiperidin-2-yl)ethyl)-2-methylsulfinylphenothiazine
10-[2(1-Methyl-2-piperidyl)ethyl]-2-(methylsulfinyl)-phenothiazine
SR-01000759425
2-methanesulfinyl-10-(2-(1-methylpiperidin-2-yl)ethyl)-10H-phenothiazine
2-Methanesulfinyl-10-(2-(1-methyl-piperidin-2-yl)-ethyl)-10H-phenothiazine
Prestwick1_000529
Prestwick2_000529
Prestwick3_000529
Biomol-NT_000013
SCHEMBL19735
BSPBio_000517
SPBio_002438
BPBio1_000569
BPBio1_001167
GTPL7227
HY-B1482A
N05AC03
SLVMESMUVMCQIY-UHFFFAOYSA-N
HMS2090H22
Tox21 112018
Tox21_110052
Tox21_112018
BDBM50131440
NS-531
AKOS027378787
Tox21_110052_1
DB00933
NCGC00014529-01
NCGC00163157-02
NCGC00163157-03
NCGC00163157-04
NCGC00163157-05
NCI60_001547
AB00513854
CS-0013666
NS00001696
C07143
D02671
H20196
AB00513854-11
AB00513854_12
AB00513854_13
EN300-19767162
L000852
Q6821618
SR-01000759425-4
WLN: T C666 BN ISJ ESO&1 B2- BT6NTJ A
BRD-A14395271-001-01-5
BRD-A14395271-074-03-8
BRD-A14395271-074-16-0
BRD-A14395271-074-17-8
BRD-A14395271-074-18-6
10-[2-(1-methyl-2-piperidyl)ethyl]-2-methylsulfinyl-phenothiazine