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Thioridazine

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Identification
Molecular formula
C21H26N2S2
CAS number
50-52-2
IUPAC name
10-[2-(1-methyl-2-piperidyl)ethyl]-2-methylsulfanyl-phenothiazine
State
State

At room temperature, Thioridazine is typically found as a solid.

Melting point (Celsius)
165.00
Melting point (Kelvin)
438.15
Boiling point (Celsius)
514.50
Boiling point (Kelvin)
787.70
General information
Molecular weight
370.57g/mol
Molar mass
370.5600g/mol
Density
1.3080g/cm3
Appearence

Thioridazine is a yellow to orange crystalline powder. It is practically insoluble in water but soluble in organic solvents such as chloroform.

Comment on solubility

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

The solubility of the compound C21H26N2S2, known as 10-[2-(1-methyl-2-piperidyl)ethyl]-2-methylsulfanyl-phenothiazine, can offer intriguing insights into its chemical behavior and potential applications. Understanding its solubility is crucial, as it affects both its biological activity and its use in formulations.

Factors Influencing Solubility

Several factors contribute to the solubility of this compound:

  • Polarity: The presence of multiple functional groups, including the phenothiazine moiety and piperidine, can influence its interaction with polar and non-polar solvents.
  • Hydrophobic interactions: The methylsulfanyl group and the overall hydrophobic nature of the compound may limit its solubility in water, making it potentially more soluble in organic solvents like ethanol or dimethyl sulfoxide (DMSO).
  • Temperature: As with many organic compounds, solubility can increase with temperature, affecting its solubility profile in various environments.

Implications of Solubility

The solubility characteristics of this compound can lead to various implications:

  • Pharmaceutical applications: Its solubility profile is vital for drug formulation, affecting absorption rates and bioavailability.
  • Environmental behavior: Understanding solubility can help predict the compound's behavior in ecological systems and its potential impact on biological organisms.

Overall, while the detailed solubility profile may require experimental determination, the interplay of hydrophobicity, functional group interactions, and temperature plays a critical role in the solubility dynamics of 10-[2-(1-methyl-2-piperidyl)ethyl]-2-methylsulfanyl-phenothiazine.

Interesting facts

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

10-[2-(1-methyl-2-piperidyl)ethyl]-2-methylsulfanyl-phenothiazine, a member of the phenothiazine family, is a fascinating compound due to its complex structure and potential applications. Here are some intriguing points:

  • Phenothiazine Backbone: This compound features a phenothiazine core, which is renowned for its usage in antipsychotic medications. Its structure allows for interactions with various neurotransmitter systems in the brain.
  • Diverse Pharmacological Activities: Compounds related to phenothiazine exhibit a range of pharmacological effects, including anti-inflammatory, antitumoral, and antiviral properties.
  • Piperidine Influence: The inclusion of a piperidine ring enhances its lipophilicity, which may influence how it interacts within biological systems, potentially affecting its pharmacokinetics.
  • Research Interest: There is ongoing research into modifying the phenothiazine structure to develop more selective and effective pharmaceuticals, making it a topic of considerable interest in medicinal chemistry.
  • Mechanism of Action: Phenothiazine derivatives often work by blocking dopamine receptors, particularly D2 receptors, which plays a crucial role in managing symptoms associated with schizophrenia and other mental disorders.

In summary, the unique structural features and biological implications of 10-[2-(1-methyl-2-piperidyl)ethyl]-2-methylsulfanyl-phenothiazine make it a significant compound in the field of medicinal chemistry. As scientists continue to explore its properties, it holds promise for new therapeutic avenues.

Synonyms
thioridazine
50-52-2
Mellaril
Thioridazin
Mellerette
Melleril
Sonapax
Mellaril-S
Malloryl
Meleril
Mellerets
Mallorol
dl-Thioridazine
Melleretten
Tioridazina
TP-21
Novoridazine
Thioridazinum
Thioridazine prolongatum
10-(2-(1-Methylpiperidin-2-yl)ethyl)-2-(methylthio)-10H-phenothiazine
Melleril (liquid)
Thioril
Orsanil
2-Methylmercapto-10-(2-(N-methyl-2-piperidyl)ethyl)phenothiazine
3-Methylmercapto-N-(2'-(N-methyl-2-piperidyl)ethyl)phenothiazine
10-[2-(1-methylpiperidin-2-yl)ethyl]-2-methylsulfanylphenothiazine
N3D6TG58NI
10H-Phenothiazine, 10-(2-(1-methyl-2-piperidinyl)ethyl)-2-(methylthio)-
CHEBI:9566
10-(2-(1-Methyl-2-piperidyl)ethyl)-2-(methylthio)phenothiazine
DTXSID6023656
Melleryl
CHEMBL479
10-[2-(1-methyl-2-piperidyl)ethyl]-2-methylsulfanyl-phenothiazine
10-[2-(1-methylpiperidin-2-yl)ethyl]-2-(methylsulfanyl)-10H-phenothiazine
(+/-)-THIORIDAZINE
DTXCID403656
Phenothiazine, 10-((1-methyl-2-piperidyl)ethyl)-2-(methylthio)-
NCGC00016059-05
(+-)-Thioridazine
Mellarit
Thiozine
Malloryl; Meleril; Mellaril S; Mellerets
10H-Phenothiazine, 10-[2-(1-methyl-2-piperidinyl)ethyl]-2-(methylthio)-
THIORIDAZINE (MART.)
THIORIDAZINE [MART.]
THIORIDAZINE (USP-RS)
THIORIDAZINE [USP-RS]
Thioridazinum [INN-Latin]
Tioridazina [INN-Spanish]
Thioxidazine
THIORIDAZINE (EP MONOGRAPH)
THIORIDAZINE [EP MONOGRAPH]
Thioridazine, prolongatum
THIORIDAZINE (USP MONOGRAPH)
THIORIDAZINE [USP MONOGRAPH]
Phenothiazine, 10-[2-(1-methyl-2-piperidyl)ethyl]-2-(methylthio)-
10-[2-(1-methyl-2-piperidinyl)ethyl]-2-(methylthio)-10h-phenothiazine
10-[2-(1-methylpiperidin-2-yl)ethyl]-2-(methylthio)-10H-phenothiazine
CAS-50-52-2
Mellaril-S (TN)
HSDB 3189
EINECS 200-044-2
Thioridazine (USP/INN)
UNII-N3D6TG58NI
Mellaril (*Hydrochloride*)
10-(2-(1-methyl-2-piperidyl)ethyl)-2-methylsulfanyl-phenothiazine
10-[2-(1-Methyl-2-piperidyl)ethyl]-2-(methylthio)phenothiazine
AI3-51923
Phenothiazine, 10-(2-(1-methyl-2-piperidyl)ethyl)-2-(methylthio)-
10-(2-(1-methylpiperidin-2-yl)ethyl)-2-(methylsulfanyl)-10H-phenothiazine
Thioridazine [USAN:USP:INN:BAN]
3-Methylmercapto-N-
Mellaril (Salt/Mix)
PS13 - Thioridazine
Spectrum_001066
Prestwick0_000078
Prestwick1_000078
Prestwick2_000078
Prestwick3_000078
Spectrum2_001332
Spectrum3_000585
Spectrum4_000356
Spectrum5_001062
THIORIDAZINE [MI]
(.+/-.)-Thioridazine
THIORIDAZINE [INN]
Biomol-NT_000017
THIORIDAZINE [HSDB]
THIORIDAZINE [USAN]
SCHEMBL9566
THIORIDAZINE [VANDF]
Lopac0_001252
BSPBio_000295
BSPBio_002030
GTPL100
KBioGR_000791
KBioGR_002308
KBioSS_001546
KBioSS_002310
DivK1c_000066
THIORIDAZINE [WHO-DD]
SPBio_001483
SPBio_002216
BPBio1_000325
BPBio1_001175
SCHEMBL12434241
HY-B0965A
KBio1_000066
KBio2_001546
KBio2_002308
KBio2_004114
KBio2_004876
KBio2_006682
KBio2_007444
KBio3_001530
KBio3_002788
N05AC02
cMAP_000015
NINDS_000066
HMS2090J04
THIORIDAZINE [ORANGE BOOK]
TP 21
BCP19922
MSK11382
Tox21_110294
BDBM50002338
NS-835
Tox21_110294_1
CCG-205326
DB00679
SDCCGSBI-0051219.P005
IDI1_000066
NCGC00016059-03
NCGC00016059-04
NCGC00016059-07
NCGC00016059-08
NCGC00016059-09
NCGC00016059-10
NCGC00016059-11
NCGC00016059-13
NCGC00016059-14
NCGC00016059-24
NCGC00089809-02
NCGC00089809-03
AS-77485
DA-68160
SBI-0051219.P004
AB00053553
CS-0013830
NS00004673
D00373
D94995
EN300-708788
Q58375
AB00053553-16
AB00053553_17
AB00053553_18
L001321
BRD-A84481105-003-17-2
BRD-A84481105-003-31-3
BRD-A84481105-003-32-1
2-Methylmercapto-10-(2-N-methyl-2-piperidyl)ethyl)phenothiazine
phenothiazine, 10-[2-(N-methyl)piperidinyl]ethyl-2-methylthio-
10-[2-(1-Methyl-2-piperidinyl)ethyl]-2-(methylsulfanyl)-10H-phenothiazine
10-[2-(1-methyl-piperidin-2-yl)-ethyl]-2-methylsulfanyl-10h-phenothiazine
10H-Phenothiazine, 10-[2-(1-methyl-2-piperidyl)ethyl]-2-methylthio-
(Thioridazine)10-[2-(1-Methyl-piperidin-2-yl)-ethyl]-2-methylsulfanyl-10H-phenothiazine
10-[2-(1-Methyl-2-piperidinyl)ethyl]-2-(methylsulfanyl)-10H-phenothiazine #
10-[2-(1-Methyl-piperidin-2-yl)-ethyl]-2-methylsulfanyl-10H-phenothiazine (thioridazine)
107388-89-6
200-044-2