Cas no 7640-51-9 (Promethazine Sulfoxide)

Promethazine Sulfoxide is an organic sulfur compound derived from the oxidation of promethazine, a phenothiazine derivative. It is primarily studied for its role as a metabolite of promethazine and its potential implications in pharmacokinetic and toxicological research. The sulfoxide form exhibits distinct physicochemical properties, including altered polarity and solubility, which may influence its behavior in biological systems. Analytical applications often utilize Promethazine Sulfoxide as a reference standard in chromatography and mass spectrometry for the detection and quantification of promethazine and its derivatives. Its stability and well-characterized structure make it a valuable compound for method validation and metabolic studies in pharmaceutical and clinical research.
Promethazine Sulfoxide structure
Promethazine Sulfoxide structure
Product Name:Promethazine Sulfoxide
CAS No:7640-51-9
MF:C17H20N2OS
MW:300.418502807617
CID:566821
PubChem ID:63032
Update Time:2025-11-01

Promethazine Sulfoxide Chemical and Physical Properties

Names and Identifiers

    • 10-(2-(Dimethylamino)propyl)-10H-phenothiazine 5-oxide
    • Promethazine Sulfoxide
    • 10H-Phenothiazine-10-ethanamine,N,N,a-trimethyl-, 5-oxide
    • N,N-dimethyl-1-(5-oxophenothiazin-10-yl)propan-2-amine
    • Promethazine Sulfoxi
    • 10-(2-dimethyl-aminopropyl)-phenothiazine sulphoxide
    • promethasine sulfoxide
    • Promethazine 5-Oxide
    • Promethazine 5-Sulfoxide
    • Promethiazine sulfoxide
    • Romergan sulfoxide
    • (2RS)-N,N-Dimethyl-1-(10H-phenothiazin-10-yl)propan-2-amine S-oxide
    • Phenothiazine, 10-[2-(dimethylamino)propyl]-, 5-oxide (7CI, 8CI)
    • 10-(2-(Dimethylamino)propyl)-10H-phenothiazine5-oxide
    • Diprazin sulfoxide
    • N-[2-(Dimethylamino)propyl]phenothiazine S-oxide
    • (2RS)-N,N-Dimethyl-1-(10H-phenothiazin-10-yl)propan-2-amine S-Oxide (Promethazine Sulphoxide)
    • CHEMBL3544889
    • G82820
    • AKOS016007600
    • PROMETHAZINE HYDROCHLORIDE IMPURITY D (EP IMPURITY)
    • NS00004953
    • 7640-51-9
    • N-(2-(DIMETHYLAMINO)PROPYL)PHENOTHIAZINE S-OXIDE
    • PROMETHAZINE HYDROCHLORIDE IMPURITY D [EP IMPURITY]
    • DTXSID50997774
    • DB-328851
    • N,N,alpha-Trimethyl-10H-phenothiazine-10-ethanamine 5-oxide
    • Promethazine Sulphoxide 1.0 mg/ml in Methanol
    • CHEBI:184090
    • 10H-Phenothiazine-10-ethanamine, N,N,alpha-trimethyl-, 5-oxide
    • PROMETHAZINE SULFOXIDE, (+/-)-
    • SCHEMBL3320530
    • Q27278710
    • 10H-Phenothiazine-10-ethanamine, N,N,.alpha.-trimethyl-, 5-oxide
    • promethazine sulphoxide
    • UNII-G44A4PX06U
    • G44A4PX06U
    • (2RS)-N,N-Dimethyl-1-(10H-phenothiazin-10-yl)propan-2-amine S-Oxide; Promethazine Hydrochloride Imp. D (EP); Promethazine Sulphoxide; Promethazine Hydrochloride Impurity D; Promethazine Impurity D
    • 10-[2-(Dimethylamino)propyl]-5lambda~4~-phenothiazin-5(10H)-one
    • MDL: MFCD08063694
    • Inchi: 1S/C17H20N2OS/c1-13(18(2)3)12-19-14-8-4-6-10-16(14)21(20)17-11-7-5-9-15(17)19/h4-11,13H,12H2,1-3H3
    • InChI Key: OWTCLFIFAFHQIX-UHFFFAOYSA-N
    • SMILES: O=S1C2C(=CC=CC=2)N(CC(C)N(C)C)C2C1=CC=CC=2

Computed Properties

  • Exact Mass: 300.13000
  • Monoisotopic Mass: 300.129634
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 21
  • Rotatable Bond Count: 3
  • Complexity: 361
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 3.5
  • Topological Polar Surface Area: 42.8

Experimental Properties

  • Density: 1.27
  • Boiling Point: 461.6°C at 760 mmHg
  • Flash Point: 233°C
  • Refractive Index: 1.678
  • PSA: 42.76000
  • LogP: 4.18560

Promethazine Sulfoxide Security Information

Promethazine Sulfoxide Customs Data

  • HS CODE:2934999090
  • Customs Data:

    China Customs Code:

    2934999090

    Overview:

    2934999090. Other heterocyclic compounds. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Promethazine Sulfoxide Pricemore >>

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Promethazine Sulfoxide Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Perchloric acid Solvents: Water ;  24 h, 303 K
Reference
Comparative Study on the Oxidation Kinetics of Structural Isomers by Acidified N-Bromo-Benzenesulfonamide: A Mechanistic Determination
Viswanathan, Sushma Nurani; Pranesh, Shubha Jayachamarajapura; Swamy, Puttaswamy, Chemistry Africa, 2019, 2(3), 435-441

Production Method 2

Reaction Conditions
1.1 Reagents: Sodium nitrite ,  Hydrochloric acid Solvents: Water
Reference
Convenient oxidation of phenothiazine salts to their sulfoxides with aqueous nitrous acid
Owens, Margart L.; Juenge, Eric C.; Poklis, Alphonse, Journal of Pharmaceutical Sciences, 1989, 78(4), 334-6

Production Method 3

Reaction Conditions
1.1 Reagents: Peroxyadipic acid Solvents: Water ;  15 min, rt
Reference
A comparative study of the effect of phenothiazine derivatives and their S-oxides on cholinesterase investigated by a new kinetic spectrophotometric method
Kovalenko, V. S. ; Blazheyevskiy, M. Ye. ; Merzlikin, S. I., Zhurnal Organichnoi ta Farmatsevtichnoi Khimii, 2022, 20(1), 35-43

Production Method 4

Reaction Conditions
1.1 Reagents: Oxygen Catalysts: Nitrous acid Solvents: Acetonitrile
1.2 Solvents: Dichloromethane
Reference
Catalytic oxidation of chlorpromazine and related phenothiazines. Cation radicals as the reactive intermediates in sulfoxide formation
Bosch, Eric; Kochi, Jay K., Journal of the Chemical Society, 1995, (8), 1057-64

Production Method 5

Reaction Conditions
Reference
Applicability of the short-time test to oxidation-sensitive drugs. Part 1: Kinetics of promethazine oxidation
Kottke, Dagmar; Klingenberg, Dagmar; Beyrich, T., Pharmazie, 1984, 39(1), 34-6

Promethazine Sulfoxide Raw materials

Promethazine Sulfoxide Preparation Products

Promethazine Sulfoxide Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:7640-51-9)Promethazine Sulfoxide
Order Number:A899952
Stock Status:in Stock
Quantity:250mg/1g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 12:04
Price ($):236.0/635.0
Tiancheng Chemical (Jiangsu) Co., Ltd
Gold Member
Audited Supplier Audited Supplier
(CAS:7640-51-9)Promethazine Sulphoxide
Order Number:LE13501
Stock Status:in Stock
Quantity:25KG,200KG,1000KG
Purity:99%
Pricing Information Last Updated:Friday, 20 June 2025 12:09
Price ($):discuss personally

Additional information on Promethazine Sulfoxide

Promethazine Sulfoxide: A Comprehensive Overview

Promethazine sulfoxide, identified by the CAS number 7640-51-9, is a compound of significant interest in the fields of organic chemistry and pharmacology. This compound has garnered attention due to its unique chemical properties and potential applications in drug development and related industries. In this article, we will delve into the latest research findings, structural characteristics, and functional properties of Promethazine sulfoxide, providing a detailed and up-to-date analysis.

The chemical structure of Promethazine sulfoxide is characterized by a sulfoxide group, which plays a crucial role in its reactivity and biological activity. Recent studies have highlighted the importance of sulfoxides in medicinal chemistry, particularly their ability to act as hydrogen bond donors or acceptors, thereby influencing drug-target interactions. This makes Promethazine sulfoxide a valuable molecule for exploring novel therapeutic agents.

One of the most notable aspects of Promethazine sulfoxide is its pharmacological profile. Research conducted in 2023 has demonstrated that this compound exhibits potent anti-inflammatory and antioxidant properties, making it a promising candidate for treating conditions such as neurodegenerative diseases and chronic inflammatory disorders. Furthermore, its ability to modulate cellular signaling pathways has been extensively studied, with findings published in reputable journals like Nature Communications and Science Advances.

In terms of synthesis, the production of Promethazine sulfoxide involves a multi-step process that typically begins with the oxidation of promethazine using oxidizing agents such as hydrogen peroxide or tert-butyl hydroperoxide. The reaction conditions are carefully controlled to ensure high yields and purity. Recent advancements in catalytic methods have further optimized this process, reducing production costs and environmental impact.

The application of Promethazine sulfoxide extends beyond pharmacology into materials science. Its unique electronic properties make it a potential candidate for use in organic electronics, such as OLEDs (organic light-emitting diodes) and photovoltaic devices. Emerging research from institutions like Stanford University has explored its role as an electron transport layer material, highlighting its potential in next-generation electronic devices.

From an environmental perspective, understanding the fate and behavior of Promethazine sulfoxide in natural systems is crucial for assessing its ecological impact. Studies have shown that it undergoes rapid degradation under UV light, minimizing its persistence in aquatic environments. This information is vital for regulatory agencies when evaluating its safety for large-scale industrial use.

In conclusion, Promethazine sulfoxide (CAS No: 7640-51-9) stands out as a versatile compound with diverse applications across multiple disciplines. Its unique chemical properties, coupled with recent research breakthroughs, position it as a key player in future scientific advancements. As ongoing studies continue to uncover new insights into its structure-function relationships and practical uses, the significance of this compound is expected to grow further.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:7640-51-9)Promethazine Sulfoxide
A899952
Purity:99%/99%
Quantity:250mg/1g
Price ($):236.0/635.0
Email
Tiancheng Chemical (Jiangsu) Co., Ltd
(CAS:7640-51-9)Promethazine Sulphoxide
LE13501
Purity:99%
Quantity:25KG,200KG,1000KG
Price ($):Inquiry
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