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Chlorpromazine

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Identification
Molecular formula
C17H19ClN2OS
CAS number
50-53-3
IUPAC name
2-[4-[3-(2-chlorophenothiazin-10-yl)propyl]piperazin-1-yl]ethanol
State
State

At room temperature, chlorpromazine is typically in solid-state as a crystalline powder.

Melting point (Celsius)
190.00
Melting point (Kelvin)
463.15
Boiling point (Celsius)
587.40
Boiling point (Kelvin)
860.55
General information
Molecular weight
318.86g/mol
Molar mass
318.8610g/mol
Density
1.2206g/cm3
Appearence

Chlorpromazine appears as a white or slightly creamy white crystalline powder. It is often supplied in a tablet form or as an injectable solution, in which case the solution is typically clear to faint yellow.

Comment on solubility

Solubility of 2-[4-[3-(2-chlorophenothiazin-10-yl)propyl]piperazin-1-yl]ethanol

The solubility of 2-[4-[3-(2-chlorophenothiazin-10-yl)propyl]piperazin-1-yl]ethanol, with the chemical formula C17H19ClN2OS, is influenced by several factors, including its chemical structure, molecular interactions, and environmental conditions.

Key Factors Affecting Solubility:

  • Polarity: The presence of a chlorine atom and amino groups generally enhances solubility in polar solvents.
  • Hydrogen Bonding: The hydroxyl group (-OH) can participate in hydrogen bonding, facilitating interactions with polar solvents like water.
  • Molecular Weight: With a relatively high molecular weight, this compound may exhibit reduced solubility compared to smaller molecules.
  • Structural Considerations: The bulky phenothiazine moiety may hinder solvation, affecting how well the compound dissolves.

In practice, one might find that this compound shows varying degrees of solubility in different solvents, making it essential to conduct solubility tests to determine its behavior in specific conditions. For predicting solubility, “like dissolves like” is a useful principle, hinting that polar solvents should be more effective.

Overall, understanding the solubility of this compound is crucial for its applications, influencing factors like bioavailability and formulation in pharmaceutical contexts.

Interesting facts

Exploring 2-[4-[3-(2-chlorophenothiazin-10-yl)propyl]piperazin-1-yl]ethanol

The compound 2-[4-[3-(2-chlorophenothiazin-10-yl)propyl]piperazin-1-yl]ethanol is a fascinating example of a complex organic molecule with significant potential in the pharmaceutical field. This compound belongs to the class of phenothiazine derivatives, which are notable for their pharmacological properties.

Key Attributes

  • Pharmaceutical Applications: Compounds with a phenothiazine structure are often used as antipsychotics. This particular compound, with its unique piperazine backbone, suggests potential utility in treating mental health disorders.
  • Structure-Activity Relationship: The addition of a chlorine atom and a propyl group in the structure enhances its activity and specificity, making it a subject of interest for researchers aiming to improve drug efficacy.
  • Mechanism of Action: Phenothiazines typically function by blocking dopamine receptors in the brain, thereby helping to alleviate psychotic symptoms.

Moreover, the presence of the piperazine group is significant due to its role in enhancing the solubility and bioavailability of the compound. As noted in research, "The incorporation of piperazine can lead to improved pharmacokinetic profiles, which is essential in drug development." This ability to modulate biological activity makes such compounds valuable in designing new therapies.

Research Perspectives

Ongoing studies focus on:

  • Exploring the compound's therapeutic index, which is crucial for determining the safety margins of new medications.
  • Investigating potential side effects, particularly as the phenothiazine class can often lead to extrapyramidal symptoms.
  • Studying possible interactions with other medications, as drug-drug interactions can greatly influence treatment outcomes.

In conclusion, 2-[4-[3-(2-chlorophenothiazin-10-yl)propyl]piperazin-1-yl]ethanol illustrates the intricacy of medicinal chemistry, combining elements that further our understanding of drug design and efficacy in addressing complex health issues. As research progresses, this compound could pave the way for novel therapeutic options in the treatment of psychiatric disorders.

Synonyms
perphenazine
58-39-9
Trilafon
Perphenazin
Perfenazine
Etaperazine
Ethaperazine
Etaperazin
Fentazin
Chlorpiprazine
Decentan
Perfenazina
Perphenan
Thilatazin
Chlorperphenazine
Tranquisan
Triphenot
Emesinal
Trifaron
Trilifan
F-mon
Perphenazinum
2-(4-(3-(2-Chloro-10H-phenothiazin-10-yl)propyl)piperazin-1-yl)ethanol
Sch 3940
2-[4-[3-(2-Chlorophenothiazin-10-yl)propyl]piperazin-1-yl]ethanol
4-[3-(2-Chlorophenothiazin-10-yl)propyl]-1-piperazineethanol
Perfenazina [INN-Spanish]
Perphenazinum [INN-Latin]
NSC 150866
FTA7XXY4EZ
PZC
UNII-FTA7XXY4EZ
HSDB 3379
gamma-(4-(beta-Hydroxyethyl)piperazin-1-yl)propyl-2-chlorophenothiazine
4-(3-(2-Chlorophenothiazin-10-yl)propyl)-1-piperazineethanol
EINECS 200-381-5
MFCD00056798
NSC-150866
CHEBI:8028
DTXSID1023441
4-[3-(2-Chloro-10H-phenothiazin-10-yl)propyl]-1-piperazineethanol
AI3-50151
1-(2-Hydroxyethyl)-4-(3-(2-chloro-10-phenothiazinyl)propyl)piperazine
2-Chloro-10-(3-(4-(2-hydroxyethyl)piperazin-1-yl)propyl)phenothiazine
2-Chloro-10-3-(1-(2-hydroxyethyl)-4-piperazinyl)propyl phenothiazine
2-{4-[3-(2-chloro-10H-phenothiazin-10-yl)propyl]piperazin-1-yl}ethan-1-ol
NSC150866
CHEMBL567
1',1-(2-Idrossietil)-4,3-(2-cloro-10-fenotiazil)propilpiperazina
1-Piperazineethanol, 4-(3-(2-chloro-10H-phenothiazin-10-yl)propyl)-
2-{4-[3-(2-chloro-10H-phenothiazin-10-yl)propyl]piperazin-1-yl}ethanol
2-Chloro-10-(3-(1-(2-hydroxyethyl)-4-piperazinyl)propyl)phenothiazine
2-Chloro-10-[3-[4-(2-hydroxyethyl)piperazin-1-yl]propyl]phenothiazine
MLS000069637
DTXCID703441
1-Piperazineethanol, 4-(3-(2-chlorophenothiazin-10-yl)propyl)-
Piperazineethanol, 4-(3-(2-chloro-10H-phenothiazin-10-yl)propyl)-
Perphenazine [USP:INN:BAN:JAN]
1-Piperazineethanol, 4-[3-(2-chloro-10H-phenothiazin-10-yl)propyl]-
2-(4-[3-(2-Chloro-10H-phenothiazin-10-yl)propyl]-1-piperazinyl)ethanol
ETRAFON-A COMPONENT PERPHENAZINE
CAS-58-39-9
NCGC00015826-02
Perfenil
SMR000058180
Perfenazina [Italian]
1-(2-Hydroxyethyl)-4-[3-(2-chloro-10-phenothiazinyl)propyl]piperazine
Perfenazina (INN-Spanish)
Perphenazinum (INN-Latin)
PERPHENAZINE (MART.)
PERPHENAZINE [MART.]
PERPHENAZINE (USP-RS)
PERPHENAZINE [USP-RS]
PERPHENAZINE (EP MONOGRAPH)
Perphenazine (USP:INN:BAN:JAN)
PERPHENAZINE [EP MONOGRAPH]
1-Piperazineethanol, 4-[3-(2-chlorophenothiazin-10-yl)propyl]-
PERPHENAZINE (USP MONOGRAPH)
PERPHENAZINE [USP MONOGRAPH]
2-Chloro-10-3-[1-(2-hydroxyethyl)-4-piperazinyl]propyl phenothiazine
SR-01000000137
4-(3-(2-Chloro-10H-phenothiazin-10-yl)propyl)-1-piperazineethanol
Piperazineethanol, 4-[3-(2-chloro-10H-phenothiazin-10-yl)propyl]-
2-(4-(3-(2-chloro-10H-phenothiazin-10-yl)propyl)-1-piperazinyl)ethanol
.gamma.-(4-(.beta.-Hydroxyethyl)piperazin-1-yl)propyl-2-chlorophenothiazine
.gamma.-[4-(.beta.-Hydroxyethyl)piperazin-1-yl]propyl-2-chlorophenothiazine
SCH-3940
Prestwick_536
1',1-(2-Idrossietil)-4,3-(2-cloro-10-fenotiazil)propilpiperazina [Italian]
Etrafon (Salt/Mix)
2-(4-{3-[2-Chloro(1,4,6,9-~2~H_4_)-10H-phenothiazin-10-yl]propyl}piperazin-1-yl)ethan-1-ol
PS16 - Perphenazine
Spectrum_001610
Perphenazine (Standard)
Opera_ID_1161
Prestwick0_000125
Prestwick1_000125
Prestwick2_000125
Prestwick3_000125
Spectrum2_001602
Spectrum3_000758
Spectrum4_000843
Spectrum5_001493
Lopac-P-6402
PERPHENAZINE [MI]
PERPHENAZINE [INN]
PERPHENAZINE [JAN]
P 6402
PERPHENAZINE [HSDB]
PERPHENAZINE [VANDF]
Lopac0_000930
Oprea1_603835
REGID_for_CID_4748
SCHEMBL42125
BSPBio_000170
BSPBio_002376
GTPL209
KBioGR_001445
KBioSS_002090
MLS001146929
MLS002548897
BIDD:GT0150
DivK1c_000880
PERPHENAZINE [WHO-DD]
SPECTRUM1503934
SPBio_001603
SPBio_002109
BPBio1_000188
component of Triavil (Salt/Mix)
HMS502L22
HY-A0077R
KBio1_000880
KBio2_002090
KBio2_004658
KBio2_007226
KBio3_001596
Perphenazine (JP17/USP/INN)
N05AB03
NINDS_000880
HMS1568I12
HMS1922M14
HMS2093M15
HMS2095I12
HMS2232D21
HMS3259C09
HMS3262J22
HMS3370O14
HMS3712I12
HMS3885H20
PERPHENAZINE [ORANGE BOOK]
Pharmakon1600-01503934
HY-A0077
MSK11438
Perphenazine 1.0 mg/ml in Methanol
Tox21_110233
Tox21_500930
1-Piperazineethanol, trihydrochloride
BDBM50130273
CCG-39060
NSC758649
s4731
STK019818
AKOS000664046
Tox21_110233_1
CS-5137
DB00850
KS-5105
LP00930
NC00472
NSC-758649
SDCCGSBI-0050904.P004
IDI1_000880
MRF-0000509
NCGC00015826-01
NCGC00015826-03
NCGC00015826-04
NCGC00015826-05
NCGC00015826-06
NCGC00015826-07
NCGC00015826-08
NCGC00015826-09
NCGC00015826-10
NCGC00015826-13
NCGC00015826-20
NCGC00024092-03
NCGC00024092-04
NCGC00024092-05
NCGC00024092-06
NCGC00261615-01
AC-12196
PERPHENAZINE COMPONENT OF ETRAFON-A
SBI-0050904.P003
DB-053200
AB00052390
EU-0072164
EU-0100930
NS00006492
P1970
C07427
D00503
D82041
EN300-120640
AB00052390_17
L000919
Q423520
SR-01000000137-2
SR-01000000137-4
SR-01000000137-5
SR-01000000137-8
BRD-K10995081-001-05-5
BRD-K10995081-001-15-4
BRD-K10995081-001-26-1
BRD-K10995081-001-27-9
BRD-K10995081-001-28-7
WLN: T C666 BN ISJ EG B3- AT6N DNTJ D2Q
Z1530532754
Perphenazine, British Pharmacopoeia (BP) Reference Standard
FLUPHENAZINE DIHYDROCHLORIDE IMPURITY E [EP IMPURITY]
Perphenazine, European Pharmacopoeia (EP) Reference Standard
Perphenazine, United States Pharmacopeia (USP) Reference Standard
phenothiazine, 2-chloro-10-[N-(2-hydroxy)ethyl]piperazinylpropyl-
1-Piperazineethanol, 4(3-(2-chloro-10H-phenothiazin-10-yl)propyl)-
2-[4-[3-(2-Chlorophenothiazin-10-yl)propyl]-piperazin-1-yl]ethanol
2-(4-[3-(2-Chloro-10H-phenothiazin-10-yl)propyl]-1-piperazinyl)ethanol #
Perphenazine for system suitability, European Pharmacopoeia (EP) Reference Standard
200-381-5