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Chlorpromazine

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Identification
Molecular formula
C17H19ClN2S
CAS number
50-53-3
IUPAC name
2-chloro-10-[3-(4-methylpiperazin-1-yl)propyl]phenothiazine
State
State

At room temperature, chlorpromazine is typically handled as its hydrochloride salt, chlorpromazine hydrochloride, which is a solid.

Melting point (Celsius)
147.00
Melting point (Kelvin)
420.15
Boiling point (Celsius)
380.00
Boiling point (Kelvin)
653.15
General information
Molecular weight
355.32g/mol
Molar mass
355.3190g/mol
Density
1.3400g/cm3
Appearence

Chlorpromazine is a white to faintly creamy-white crystalline powder. It is practically insoluble in water, sparingly soluble in ethanol, and slightly soluble in chloroform and ether. It is often available as chlorpromazine hydrochloride for better solubility.

Comment on solubility

Solubility of 2-chloro-10-[3-(4-methylpiperazin-1-yl)propyl]phenothiazine

The solubility of 2-chloro-10-[3-(4-methylpiperazin-1-yl)propyl]phenothiazine (C17H19ClN2S) is influenced by various factors owing to its complex structure. Here are some pertinent details regarding its solubility:

  • Polarity: The presence of chlorine and nitrogen atoms contributes to the polarity of the compound, which can enhance its solubility in polar solvents.
  • Solvent Type: Typical solvents for this compound may include organic solvents such as ethanol or dimethyl sulfoxide (DMSO), where it tends to dissolve more readily.
  • Temperature Dependence: As with many organic compounds, an increase in temperature can lead to higher solubility; hence, warm solvents may be more effective for dissolution.
  • Potential Precipitation: Care should be taken as certain conditions can lead to precipitation of the compound from solution, especially in lower polarity solvents.
  • Structure Activity Relationship: The structural features including the piperazine moiety can affect the overall solubility, impacting pharmacological properties.

In summary, while the exact solubility data of 2-chloro-10-[3-(4-methylpiperazin-1-yl)propyl]phenothiazine may vary, understanding these factors can aid in effectively managing its use in practical applications.

Interesting facts

Interesting Facts about 2-Chloro-10-[3-(4-methylpiperazin-1-yl)propyl]phenothiazine

2-Chloro-10-[3-(4-methylpiperazin-1-yl)propyl]phenothiazine, a member of the phenothiazine class, is an intriguing compound with a variety of applications and properties that make it notable in the field of chemistry and pharmacology.

Pharmacological Significance

This compound exhibits significant biological activities. It is primarily recognized for its potential as an antipsychotic agent. Here are a few key points:

  • Mechanism of Action: 2-Chloro-10-[3-(4-methylpiperazin-1-yl)propyl]phenothiazine works by antagonizing dopamine receptors in the brain, which can help in managing conditions such as schizophrenia.
  • Structural Diversity: The incorporation of a piperazine ring enhances its receptor affinity and specificity, contributing to its unique pharmacological profile.
  • Research Applications: Ongoing studies are evaluating its efficacy in treating various mood disorders and its neuroprotective properties.

Chemical Structure and Properties

The chemical structure is fascinating for several reasons:

  • Chlorine Substitution: The presence of a chlorine atom introduces unique electronic properties that influence the compound's reactivity and interaction with biological targets.
  • Phenothiazine Framework: The phenothiazine scaffold common in many medicinal compounds contributes to its stability and therapeutic activity.

Safety and Considerations

As with many pharmaceuticals, the use of this compound does come with considerations:

  • Side Effects: Patients may experience a range of side effects that are important to monitor.
  • Dosage and Regulation: Proper dosage is critical, and its use is often regulated based on clinical guidelines to minimize adverse effects.

In conclusion, 2-chloro-10-[3-(4-methylpiperazin-1-yl)propyl]phenothiazine stands out not only due to its chemical structure and biological importance but also as a subject of ongoing research aimed at expanding its therapeutic applications. As science progresses, compounds like this may reveal even more about our understanding of mental health and the chemistry of life.

Synonyms
prochlorperazine
58-38-8
Prochlorperazin
Prochlorpromazine
Chlormeprazine
Chlorperazine
Procloperazine
Capazine
Compazine
Prochlorpemazine
Proclorperazine
Meterazin
Meterazine
Stemetil
Tementil
Kronocin
Compro
Emelent
Nipodal
Temetid
Prochlorpermazine
Proclorperazina
Bayer A 173
Prochlorperazinum
Prochlorperazine maleate
Prochloroperazine
SKF 4657
2-chloro-10-[3-(4-methylpiperazin-1-yl)propyl]phenothiazine
6140 RP
RP 6140
Vertigon
2-chloro-10-[3-(4-methylpiperazin-1-yl)propyl]-10H-phenothiazine
2-Chloro-10-(3-(4-methyl-1-piperazinyl)propyl)phenothiazine
3-Chloro-10-(3-(1-methyl-4-piperazinyl)propyl)phenothiazine
Prochlorperazinum [INN-Latin]
Proclorperazina [INN-Spanish]
Chloropernazine
HSDB 3171
UNII-YHP6YLT61T
YHP6YLT61T
3-Chloro-10-(3-(4-methyl-1-piperazinyl)propyl)phenothiazine
2-Chloro-10-(3-(1-methyl-4-piperazinyl)propyl)-phenothiazine
N-(gamma-(4'-Methylpiperazinyl-1')propyl)-3-chlorophenothiazine
2-chloro-10-(3-(4-methylpiperazin-1-yl)propyl)-10h-phenothiazine
EINECS 200-379-4
10H-Phenothiazine, 2-chloro-10-(3-(4-methyl-1-piperazinyl)propyl)-
10H-Phenothiazine, 2-chloro-10-[3-(4-methyl-1-piperazinyl)propyl]-
Chloro-3 (N-methylpiperazinyl-3 propyl)-10 phenothiazine
Buccastem
CHLOPERAZINE
CHEBI:8435
MLS000028600
2-Chloro-10-(3-(4-methyl-1-piperazinyl)propyl)-10H-phenothiazine
SMR000058705
Prochlorperazine mesylate
DTXSID7023514
Phenothiazine, 2-chloro-10-(3-(4-methyl-1-piperazinyl)propyl)-
Prochlorperazine [USP:INN:BAN:JAN]
2-chloro-10-[3-(4-methyl-1-piperazinyl)propyl]phenothiazine
Compazine Suppositories
Prochlorperazinum (INN-Latin)
Proclorperazina (INN-Spanish)
PROCHLORPERAZINE (MART.)
PROCHLORPERAZINE [MART.]
Proazine
2-Chloro-10-(3-(1-methyl-4-piperazinyl)-propyl)-phenothiazine
MLS001148133
10H-PHENOTHIAZINE, 2-CHLORO-10-(3-(4-METHYL-1-PIPERAZINYL)PROPYL
Prochlorperazine (USP:INN:BAN:JAN)
PROCHLORPERAZINE (USP MONOGRAPH)
PROCHLORPERAZINE [USP MONOGRAPH]
Compro (TN)
NSC17478
NSC167375
CAS-84-02-6
Compazine (*Maleate*)
SMR000653454
Metrazin
Phenothiazine, 2-chloro-10-[3-(4-methyl-1-piperazinyl)propyl]-
Prochlorperazine (JAN/USP/INN)
Chloro-3 (N-methylpiperazinyl-3 propyl)-10 phenothiazine [French]
Eskatrol (Salt/Mix)
prochlorperazine mesilte
Spectrum_000840
Opera_ID_244
3-Chloro-10-
Prestwick0_000399
Prestwick1_000399
Prestwick2_000399
Prestwick3_000399
Spectrum2_001297
Spectrum3_000881
Spectrum4_000972
Spectrum5_001339
Lopac-P-9178
CHEMBL728
Probes1_000265
Probes2_000307
Lopac0_001034
SCHEMBL18429
BSPBio_000617
BSPBio_002394
KBioGR_001343
KBioGR_002304
KBioSS_001320
KBioSS_002306
PROCHLORPERAZINE [MI]
cid_91499
MLS006011830
DivK1c_000413
PROCHLORPERAZINE [INN]
PROCHLORPERAZINE [JAN]
SPBio_001333
SPBio_002538
PROCHLORPERAZINE [HSDB]
BPBio1_000679
DTXCID203514
GTPL7279
PROCHLORPERAZINE [VANDF]
BDBM78434
KBio1_000413
KBio2_001320
KBio2_002304
KBio2_003888
KBio2_004872
KBio2_006456
KBio2_007440
KBio3_001762
KBio3_002784
N05AB04
PROCHLORPERAZINE [WHO-DD]
cMAP_000013
NINDS_000413
HMS2231P21
SKF-4657
STL371212
PROCHLORPERAZINE [ORANGE BOOK]
AKOS003600762
CCG-205112
DB00433
RP-6140
SDCCGSBI-0051005.P005
IDI1_000413
MRF-0000068
NCGC00015856-01
NCGC00015856-02
NCGC00015856-03
NCGC00015856-04
NCGC00015856-05
NCGC00015856-06
NCGC00015856-07
NCGC00015856-16
NCGC00023036-03
NCI60_022783
P77
SBI-0051005.P004
6140 R.P.
DB-053199
AB00053532
NS00001684
C07403
C16030
D00493
EN300-708775
AB00053532_29
AB00053532_30
L001030
Q2359690
BRD-K19352500-070-02-5
BRD-K19352500-070-05-8
BRD-K19352500-070-12-4
BRD-K19352500-332-03-7
BRD-K19352500-332-07-8
BRD-K19352500-332-08-6
SR-01000000260-11
phenothiazine, 2-chloro-10-(N-methyl)piperazinylpropyl-
Chloro-3-(N-methylpiperazinyl-3-propyl)-10-phenothiazine
N-(.gamma.-(4'-Methylpiperazinyl-1')propyl)-3-chlorophenothiazine
Phenothiazine, 2-chloro-10-[3-(1-methyl-4-piperazinyl)propyl]-
2-Chloro-10-[3-(4-methyl-1-piperazinyl)propyl]-10H-phenothiazine #
2-chloranyl-10-[3-(4-methylpiperazin-1-yl)propyl]phenothiazine;ethane-1,2-disulfonic acid
2-chloro-10-[3-(4-methyl-1-piperazinyl)propyl]phenothiazine;ethane-1,2-disulfonic acid
2-chloro-10-[3-(4-methylpiperazino)propyl]phenothiazine;ethane-1,2-disulfonic acid
200-379-4