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Trifluoperazine

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Identification
Molecular formula
C21H24F3N3S
CAS number
117-89-5
IUPAC name
N,N-dimethyl-3-[2-(trifluoromethyl)phenothiazin-10-yl]propan-1-amine
State
State
At room temperature, trifluoperazine is typically in a solid state, primarily found as a crystalline powder. It is stable under standard conditions and must be kept away from light and moisture. It is commonly used in the pharmaceutical industry in its solid form as a medication.
Melting point (Celsius)
92.50
Melting point (Kelvin)
365.65
Boiling point (Celsius)
160.00
Boiling point (Kelvin)
433.15
General information
Molecular weight
407.50g/mol
Molar mass
407.4620g/mol
Density
1.3800g/cm3
Appearence

Trifluoperazine appears as a white to cream-colored crystalline powder. It is almost odorless, making it relatively easy to handle in a laboratory or pharmaceutical setting.

Comment on solubility

Solubility of N,N-dimethyl-3-[2-(trifluoromethyl)phenothiazin-10-yl]propan-1-amine

The solubility of the compound N,N-dimethyl-3-[2-(trifluoromethyl)phenothiazin-10-yl]propan-1-amine (C21H24F3N3S) is influenced by several factors inherent to its chemical structure. Given its large molecular size and the presence of functional groups, its solubility profile can be characterized as follows:

  • Solvent Interactions: This compound may exhibit better solubility in organic solvents such as ethanol or dimethyl sulfoxide (DMSO), due to the hydrophobic character imparted by its phenothiazine group.
  • Aqueous Solubility: Because of the presence of nitrogen atoms in the amine group, some degree of solubility in water might be expected; however, the overall hydrophobicity from the trifluoromethyl and phenothiazine moieties will likely reduce its aqueous solubility.
  • pH Influence: Changes in pH can play a significant role in solubility, particularly for compounds containing amine groups. Under acidic conditions, the protonation of the amine group can enhance solubility in aqueous environments.
  • Temperature Dependency: Like many organic compounds, solubility can also vary with temperature; typically, increasing temperature enhances the solubility of solids in liquids.

In conclusion, the solubility of N,N-dimethyl-3-[2-(trifluoromethyl)phenothiazin-10-yl]propan-1-amine is a complex interplay of its chemical characteristics and the properties of the solvent medium, making it essential to evaluate solubility under specific conditions for desired applications.

Interesting facts

Exploring N,N-Dimethyl-3-[2-(trifluoromethyl)phenothiazin-10-yl]propan-1-amine

N,N-Dimethyl-3-[2-(trifluoromethyl)phenothiazin-10-yl]propan-1-amine is a fascinating compound that belongs to the class of phenothiazines, a group known for their biological significance. Here are some intriguing facts about this compound:

  • Pharmaceutical Relevance: Phenothiazines have been widely used as antipsychotic medications, with some derivatives showing a range of therapeutic effects, including antiemetic and antihistamine properties.
  • Role of Fluorine: The incorporation of trifluoromethyl groups can enhance the compound's lipophilicity, thereby affecting its pharmacokinetics and bioactivity. This functional group is notorious for increasing chemical stability and modifying the interaction with biological targets.
  • Structure-Activity Relationship (SAR): The unique structure of N,N-dimethyl-3-[2-(trifluoromethyl)phenothiazin-10-yl]propan-1-amine serves as an excellent subject for SAR studies, shedding light on how different modifications can influence its efficacy.
  • Intriguing Mechanism: Compounds in the phenothiazine family can act by blocking dopamine receptors in the brain, which is particularly relevant in the treatment of schizophrenia and other psychiatric conditions.
  • Potential Environmental Impact: Understanding the environmental fate of compounds like this one is critical, especially since many synthetic organic compounds can persist in ecosystems and have effects on wildlife.

This compound exemplifies the complexity of chemical interactions in drug design and serves as a valuable tool for researchers seeking to improve mental health treatments. As scientists continue to delve into structure-function relationships, compounds like N,N-dimethyl-3-[2-(trifluoromethyl)phenothiazin-10-yl]propan-1-amine will undoubtedly play a pivotal role in future pharmaceutical advancements.

Synonyms
triflupromazine
Fluopromazine
Trifluopromazine
146-54-3
Psyquil
Vesprin
Adazine
Triflupromazina
Vetame
Triflupromazinum
2-(Trifluoromethyl)promazine
N,N-dimethyl-3-[2-(trifluoromethyl)phenothiazin-10-yl]propan-1-amine
Triflupromazinum [INN-Latin]
Triflupromazina [INN-Spanish]
Triflupromazin
10H-Phenothiazine-10-propanamine, N,N-dimethyl-2-(trifluoromethyl)-
HSDB 3407
Psyquil; Siquil
2-Trifluoromethyl-10-(gamma-dimethylaminopropyl)phenothiazine
10-(3-(Dimethylamino)propyl)-2-(trifluoromethyl)phenothiazine
UNII-RO16TQF95Y
EINECS 205-673-6
RO16TQF95Y
CHEBI:9711
10-3-(Dimethylamino)propyl-2-(trifluoromethyl)phenothiazine
Vesprin (TN)
N,N-Dimethyl-2-(trifluoromethyl)-10H-phenothiazine-10-propanamine
DTXSID9023704
Triflupromazine [USP:INN:BAN]
Phenothiazine, 10-(3-(dimethylamino)propyl)-2-(trifluoromethyl)-
Trifluopromazine hydrochloride
Triflupromazine [INN]
dimethyl({3-[2-(trifluoromethyl)-10H-phenothiazin-10-yl]propyl})amine
N,N-dimethyl-3-[2-(trifluoromethyl)-10H-phenothiazin-10-yl]propan-1-amine
Triflupromazinum (INN-Latin)
Triflupromazina (INN-Spanish)
TRIFLUPROMAZINE (MART.)
TRIFLUPROMAZINE [MART.]
Triflupromazine (USP:INN:BAN)
TRIFLUPROMAZINE (USP MONOGRAPH)
TRIFLUPROMAZINE [USP MONOGRAPH]
NSC14959
NSC17473
N,N-dimethyl-3-[2-(trifluoromethyl)phenothiazin-10-yl]propan-1-amine hydrochloride
CAS-1098-60-8
Triflupromazine (USP/INN)
10-[3-(Dimethylamino)propyl]-2-(trifluoromethyl)phenothiazine
Phenothiazine, 10-[3-(dimethylamino)propyl]-2-(trifluoromethyl)-
SR-01000000224-4
N,N-dimethyl-3-(2-(trifluoromethyl)-10H-phenothiazin-10-yl)propan-1-amine
Spectrum_000095
Prestwick0_000053
Prestwick1_000053
Prestwick2_000053
Prestwick3_000053
Spectrum4_000741
Spectrum5_001282
Lopac-T-2896
CHEMBL570
TRIFLUPROMAZINE [MI]
Lopac0_001146
SCHEMBL44085
BSPBio_000205
BSPBio_003444
KBioGR_001062
KBioSS_000515
cid_66069
DivK1c_000808
TRIFLUPROMAZINE [HSDB]
SPBio_002126
TRIFLUPROMAZINE [VANDF]
BPBio1_000227
DTXCID303704
GTPL4330
TRIFLUPROMAZINE [WHO-DD]
BDBM67544
KBio1_000808
KBio2_000515
KBio2_003083
KBio2_005651
N05AA05
NINDS_000808
PDSP1_001344
PDSP2_001328
TRIFLUPROMAZINE [ORANGE BOOK]
AKOS040732185
N,N-dimethyl-3-(2-(trifluoromethyl)-10H-phenothiazin-10-yl)-1-propanamine
CCG-205220
DB00508
SDCCGSBI-0051113.P004
IDI1_000808
NCGC00016012-01
NCGC00016012-02
NCGC00016012-03
NCGC00016012-04
NCGC00016012-05
NCGC00016012-06
NCGC00016012-07
NCGC00016012-08
NCGC00016012-09
NCGC00016012-16
NCGC00024300-04
LS-14640
NCI60_001029
NCI60_001426
SBI-0051113.P003
AB00053647
NS00004109
D00390
AB00053647_16
AB00053647_17
EN300-25597616
L001149
Q510494
BRD-K63675182-003-14-5
BRD-K63675182-003-22-8
BRD-K63675182-003-23-6
phenothiazine, 10-(3-dimethylaminopropyl)-2-trifluoromethyl-
dimethyl-[3-[2-(trifluoromethyl)phenothiazin-10-yl]propyl]amine;hydrochloride
N,N-dimethyl-3-[2-(trifluoromethyl)-10-phenothiazinyl]-1-propanamine;hydrochloride
N,N-Dimethyl-3-[2-(trifluoromethyl)-10H-phenothiazin-10-yl]-1-propanamine #
205-673-6