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Promethazine

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Identification
Molecular formula
C17H20N2S
CAS number
60-87-7
IUPAC name
N,N-dimethyl-3-phenothiazin-10-yl-propan-1-amine
State
State

At room temperature, Promethazine is in a crystalline solid state. It is stable under normal conditions and should be stored in a well-closed container, protected from light.

Melting point (Celsius)
60.00
Melting point (Kelvin)
333.15
Boiling point (Celsius)
317.00
Boiling point (Kelvin)
590.15
General information
Molecular weight
284.43g/mol
Molar mass
284.4030g/mol
Density
0.9794g/cm3
Appearence

Promethazine typically appears as a white to faintly yellow crystalline powder. It is practically odorless and has a slightly bitter taste. Its crystalline structure can vary but generally forms small to medium-sized crystals that are somewhat glossy.

Comment on solubility

Solubility of N,N-dimethyl-3-phenothiazin-10-yl-propan-1-amine

N,N-dimethyl-3-phenothiazin-10-yl-propan-1-amine, known for its complex molecular structure, exhibits interesting solubility characteristics that are worth noting.

Solubility Behavior

The solubility of this compound can be influenced by various factors, including:

  • Polarity: Due to the presence of a phenothiazine ring and amine group, the molecule displays partial polarity, which can enhance its solubility in polar solvents.
  • Solvent Interaction: It is generally found soluble in organic solvents such as ethanol, methanol, and dimethyl sulfoxide (DMSO) owing to their similar polar characteristics.
  • Temperature: Increasing temperature may improve solubility, a common behavior for many organic compounds.
  • pH Effects: The solubility can be pH-dependent, as amines can become protonated in acidic conditions, potentially increasing their aqueous solubility.

Overall, while N,N-dimethyl-3-phenothiazin-10-yl-propan-1-amine displays limited water solubility, it does dissolve effectively in a variety of organic solvents, making it amenable to various applications in chemical processes. Understanding these solubility properties is crucial for effective handling and usage in laboratory and industrial settings.

Interesting facts

Interesting Facts about N,N-Dimethyl-3-phenothiazin-10-yl-propan-1-amine

N,N-Dimethyl-3-phenothiazin-10-yl-propan-1-amine, commonly associated with the phenothiazine class of compounds, is a notable molecule with a variety of intriguing properties and applications. Here are some key points to consider:

  • Historical Significance: Phenothiazines were first synthesized in the early 20th century and later revolutionized medical treatments. Their derivatives have played a critical role in the development of antipsychotic medications.
  • Mechanism of Action: This compound is known for its function as a dopamine receptor antagonist, which supports its use in psychiatry to manage symptoms of psychotic disorders.
  • Versatility: Beyond psychiatry, derivatives of this compound have found applications as antiemetics, particularly in treating nausea and vomiting associated with chemotherapy.
  • Structure-Activity Relationship (SAR): The unique structure of N,N-dimethyl-3-phenothiazin-10-yl-propan-1-amine allows for further modifications, enabling scientists to design compounds with enhanced efficacy and reduced side effects.
  • Research Potential: Ongoing research continues to explore the broader therapeutic applications of phenothiazine derivatives, investigating their use against a variety of conditions including neurodegenerative diseases.

As this compound exemplifies the intersection of chemistry and medicine, it serves as an important reminder of how chemical innovations can lead to transformative healthcare solutions. As noted by chemists, "The molecules we study often have profound implications beyond the laboratory." This exploration of N,N-dimethyl-3-phenothiazin-10-yl-propan-1-amine highlights the importance of interdisciplinary research in advancing medical science.

Synonyms
promazine
58-40-2
Promazin
Ampazine
Promazina
Protactyl
Romtiazin
Sinophenin
Prazin
Prazine
Berophen
Esparin
Liranol
Promwill
Verophen
Neo-Hibernex
Tomil
Promazinum
Propazinum
N-(3-Dimethylaminopropyl)phenothiazine
Promazina [Italian]
Promazine [INN:BAN]
Promazinum [INN-Latin]
Promazina [INN-Spanish]
N-Dimethylamino-1-methylethyl thiodiphenylamine
Combelen
RP 3276
WY 1094
10-(3-(Dimethylamino)propyl)phenothiazine
10H-Phenothiazine-10-propanamine, N,N-dimethyl-
A 145
Promazine (INN)
NSC 31447
HSDB 3172
3276 R. P.
EINECS 200-382-0
O9M39HTM5W
NSC-31447
Combelen [veterinary] (TN)
N,N-dimethyl-3-(10H-phenothiazin-10-yl)propan-1-amine
CHEBI:8459
10-[3-(Dimethylamino)propyl]phenothiazine
PROMAZINE [INN]
PROMAZINE [MI]
PROMAZINE [HSDB]
PROMAZINE [VANDF]
dimethyl[3-(10H-phenothiazin-10-yl)propyl]amine
N,N-dimethyl-3-phenothiazin-10-ylpropan-1-amine
PROMAZINE [MART.]
PROMAZINE [WHO-DD]
DTXSID2023517
Phenothiazine, 10-(3-(dimethylamino)propyl)-
Promazinum (INN-Latin)
Promazina (INN-Spanish)
PROMAZINE (MART.)
Phenothiazine, 10-[3-(dimethylamino)propyl]-
10H-Phenothiazine-10-propanamine, N,N-dimethyl- (9CI)
N,N-dimethyl-3-(10H-phenothiazin-10-yl)-propan-1-amine
CHLORPROMAZINE HYDROCHLORIDE IMPURITY C [EP IMPURITY]
3-(10H-PHENOTHIAZIN-10-YL)-N,N-DIMETHYLPROPAN-1-AMINE
phenothiazine, 10-(3-dimethylaminopropyl)-
CAS-53-60-1
dimethyl(3-(10H-phenothiazin-10-yl)propyl)amine
NCGC00015829-02
UNII-O9M39HTM5W
CHLORPROMAZINE HYDROCHLORIDE IMPURITY C (EP IMPURITY)
Frenil
SR-01000000228-4
Wy-1094
P2Z
LIBRANOL
Sparine (Salt/Mix)
Combelen (veterinary)
Spectrum_000866
Dimethyl(3-phenothiazin-10-ylpropyl)amine
Prestwick0_000693
Prestwick1_000693
Prestwick2_000693
Prestwick3_000693
Spectrum2_000839
Spectrum3_001018
Spectrum4_001148
Spectrum5_001116
Lopac-P-6656
CHEMBL564
cid_5887
Lopac0_000961
Oprea1_813117
US9504692, Promazine
BSPBio_000845
BSPBio_002775
KBioGR_001695
KBioSS_001346
N,N-dimethyl-3-phenothiazin-10-yl-propan-1-amine
DivK1c_000419
SCHEMBL140489
SPBio_000797
SPBio_002766
BPBio1_000931
DTXCID403517
GTPL7281
10H-Phenothiazine-10-propanamine, N,N-dimethyl-(9CI)
BDBM67545
KBio1_000419
KBio2_001346
KBio2_003914
KBio2_006482
KBio3_001995
N05AA03
NINDS_000419
propazinum (for the hydrochloride)
NSC31447
AKOS040732201
CCG-205041
DB00420
SDCCGSBI-0050934.P005
IDI1_000419
NCGC00015829-01
NCGC00015829-03
NCGC00015829-04
NCGC00015829-05
NCGC00015829-06
NCGC00015829-07
NCGC00015829-08
NCGC00015829-09
NCGC00015829-14
NCGC00015829-16
NCGC00024337-04
N-[3-(Dimethylamino)propyl]phenothiazine
WLN: T C666 BN ISJ B3N1&1
SBI-0050934.P004
WLN: T C666 BN ISJ BY2&N1&1
AB00053534
NS00010417
C07379
D08430
EN300-708783
AB00053534_14
AE-848/33635057
L000671
Q419822
BRD-K06980535-003-15-0
BRD-K06980535-003-25-9
BRD-K06980535-003-26-7
dimethyl(3-phenothiazin-10-ylpropyl)amine;hydrochloride
N,N-Dimethyl-3-(10H-phenothiazin-10-yl)-1-propanamine
N,N-Dimethyl-3-(10H-phenothiazin-10-yl)-1-propanamine #
N,N-dimethyl-3-(10-phenothiazinyl)-1-propanamine;hydrochloride
N,N-dimethyl-3-phenothiazin-10-yl-propan-1-amine;hydrochloride
N,N-dimethyl-3-phenothiazin-10-ylpropan-1-amine;hydrochloride
200-382-0