- Efficient and Regioselective Synthesis of Phenothiazine via Ferric Citrate Catalyzed C-S/C-N Cross-CouplingDas, Tonmoy Chitta; Imam Quadri, Syed Aziz; Farooqui, Mazahar, Letters in Organic Chemistry, 2019, 16(1), 16-24
Cas no 92-84-2 (Phenothiazine)
Phenothiazine Chemical and Physical Properties
Names and Identifiers
-
- 10H-Phenothiazine
- Dibenzo-p-thiazine
- DIBENZOTHIAZINE
- PHENOXUR
- VERMITIN
- 10H-Phenothiazin
- Afi-Tiazin
- Agrazine
- Antiverm
- Biverm
- Contaverm
- Contavern
- Contraverm
- Danikoropa
- Dibenzoparathiazine
- Phenothiazine
- Phenothiazine Solution
- Feeno
- Phenosan
- Phenthiazine
- PTZ
- 2,3:5,6-Dibenzo-1,4-thiazine
- Thiodiphenylamine
- Dibenzo-1,4-thiazine
- Penthazine
- Souframine
- Reconox
- Phenoverm
- Fentiazin
- Phenovis
- Padophene
- Nexarbol
- Nemazine
- Nemazene
- Lethelmin
- Fenoverm
- Phenegic
- Helmetina
- Phenzeen
- Orimon
- Thiodiphenylamin
- Wurm-Thional
- Early bird wormer
- Fenothiazine
- Tiodifenilamina
- Fenotiazina
- Thiodifenylamine
- ENT 38
- Phe
- Phenothiazine (6CI, 7CI, 8CI)
- Antage TDP
- NSC 2037
- TDP-G
- Phenothiazine,98%
- DA-76809
- Phenothiazine (INN)
- PHENOTHIAZINE (USP-RS)
- CS-0008338
- Phenothiazine, >=98%
- Phenothiazine [INN]
- NSC-760392
- SR-01000721844-4
- AC-10429
- NSC2037
- NCGC00091146-01
- NS00002986
- WLN: T C666 BM ISJ
- MLS003166904
- BIDD:GT0831
- Phenothiazine, United States Pharmacopeia (USP) Reference Standard
- Fenotiazina [INN-Spanish]
- Phenthiazinum
- Tiodifenilamina [Italian]
- Phenothiazine, SAJ first grade
- Thiodiphenylamin [German]
- s4251
- Fenotiazina [Italian]
- P0106
- SR-01000721844
- GS9EX7QNU6
- PHENOTHIAZINE [MI]
- NC00365
- Caswell No. 652
- BRD-K59597909-001-19-2
- Phenothiazine, Vetec(TM) reagent grade, 98%
- UNII-GS9EX7QNU6
- D02601
- XL-50
- Oprea1_495637
- AI3-00038
- HMS3372C18
- Nemazine (veterinary)
- Thiodifenylamine [Dutch]
- BP-31210
- PROMETHAZINE HYDROCHLORIDE IMPURITY A (EP IMPURITY)
- SCHEMBL2395921
- HMS3394I13
- HMS3652J21
- HMS3885P13
- CHEBI:37932
- Phenothiazine [INN:NF]
- 4-27-00-01214 (Beilstein Handbook Reference)
- MLS001424182
- PHENOTHIAZINE [GREEN BOOK]
- AKOS000119180
- ENT-38
- CHEBI:38093
- InChI=1/C12H9NS/c1-3-7-11-9(5-1)13-10-6-2-4-8-12(10)14-11/h1-8,13
- SY004343
- PHENOTHIAZINE [HSDB]
- Tox21_111090_1
- Tox21_111090
- Nemazine [veterinary] (TN)
- HMS1607G06
- NSC760392
- a phenothiazine
- SW197745-2
- Phenothiazinum (INN-Latin)
- DTXCID301126
- NCGC00091146-03
- BRD-K59597909-001-17-6
- MLS000069413
- NCGC00091146-02
- HMS2230N12
- BBL011728
- BDBM50012855
- AB00572590_12
- NCGC00091146-04
- DTXSID5021126
- MFCD00005015
- NCGC00091146-08
- EPA Pesticide Chemical Code 064501
- EC 202-196-5
- CAS-92-84-2
- Phenothiazine, VETRANAL(TM), analytical standard
- NSC-2037
- DB11447
- Phenothiazinum
- CHEBI:37931
- Fenothiazine [Dutch]
- 92-84-2
- EINECS 202-196-5
- PHENOTHIAZINE [USP-RS]
- HMS3715J12
- 75788-67-9
- phenothiazin
- Phenothiazinum [INN-Latin]
- STK205834
- F0266-2850
- PS-3980
- W-100270
- CCG-101115
- CCRIS 5877
- ALIMEMAZINE HEMITARTRATE IMPURITY C [EP IMPURITY]
- F90393
- Phenothiazine, purum, >=98.0% (GC)
- HMS2052I13
- BRD-K59597909-001-20-0
- Opera_ID_1719
- cid_7108
- EN300-19084
- PHENOTHIAZINE, REFERENCE STANDARD
- SMR000059045
- ALIMEMAZINE HEMITARTRATE IMPURITY C (EP IMPURITY)
- Tox21_400010
- Pharmakon1600-01506171
- PHENOTHIAZINE [WHO-DD]
- Q410846
- NCGC00091146-05
- MLS002152928
- Z104472694
- HSDB 5279
- PROMETHAZINE HYDROCHLORIDE IMPURITY A [EP IMPURITY]
- BRN 0143237
- Fenotiazina (INN-Spanish)
- HY-Y0055
- SCHEMBL9114
- SR-01000721844-3
- Phenothiazine,C12H9NS,92-84-2
- CHEMBL828
-
- MDL: MFCD00005015
- Inchi: 1S/C12H9NS/c1-3-7-11-9(5-1)13-10-6-2-4-8-12(10)14-11/h1-8,13H
- InChI Key: WJFKNYWRSNBZNX-UHFFFAOYSA-N
- SMILES: S1C2C(=CC=CC=2)NC2C1=CC=CC=2
- BRN: 143237
Computed Properties
- Exact Mass: 199.04600
- Monoisotopic Mass: 199.04557
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 1
- Hydrogen Bond Acceptor Count: 2
- Heavy Atom Count: 14
- Rotatable Bond Count: 0
- Complexity: 187
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 0
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- XLogP3: 4.2
- Topological Polar Surface Area: 37.3
- Surface Charge: 0
- Tautomer Count: nothing
Experimental Properties
- Color/Form: Yellow to green powder or flake crystals
- Density: 1.362
- Melting Point: 182-187?°C (lit.)
- Boiling Point: 371?°C(lit.)
- Flash Point: 202°C
- Refractive Index: 1.6353
- PH: 6 (10g/l, H2O, 20℃)(aqueous suspension)
- Solubility: 0.127mg/l
- Water Partition Coefficient: 2 mg/L (25 oC)
- Stability/Shelf Life: Stable. Combustible. Incompatible with strong oxidizing agents, strong acids. May discolour upon exposure to light.
- PSA: 37.33000
- LogP: 4.03280
- Merck: 7252
- Sensitiveness: Light Sensitive
- Solubility: Soluble in diethyl ether, benzene, acetic acid, chloroform and petroleum Britain, slightly soluble in ethanol, insoluble in water.
- Vapor Pressure: 0.0±0.8 mmHg at 25°C
Phenothiazine Security Information
-
Symbol:
- Prompt:dangerous
- Signal Word:Warning
- Hazard Statement: H317,H413
- Warning Statement: P280
- Hazardous Material transportation number:NONH for all modes of transport
- WGK Germany:1
- Hazard Category Code: 22-43-48/22-52/53
- Safety Instruction: S26-S36-S61-S36/37/39-S29
- FLUKA BRAND F CODES:8-23
- RTECS:SN5075000
-
Hazardous Material Identification:
- TSCA:Yes
- Storage Condition:Store at room temperature
- Risk Phrases:R36/38; R43; R51/53
Phenothiazine Customs Data
- HS CODE:29343090
- Customs Data:
China Customs Code:
2934300000Overview:
2934300000. Compounds containing a phenothiazine ring system(Phenothiazine ring system, whether hydrogenated or not,Compounds not further fused ). 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:
2934300000. other compounds containing in the structure a phenothiazine ring-system (whether or not hydrogenated), not further fused. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%
Phenothiazine Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| MedChemExpress | HY-Y0055-10mM*1mLinDMSO |
Phenothiazine |
92-84-2 | 99.14% | 10mM*1mLinDMSO |
¥550 | 2022-05-18 | |
| MedChemExpress | HY-Y0055-500mg |
Phenothiazine |
92-84-2 | 99.90% | 500mg |
¥500 | 2025-04-15 | |
| XI GE MA AO DE LI QI ( SHANG HAI ) MAO YI Co., Ltd. | P14831-25G |
Phenothiazine |
92-84-2 | 25g |
¥212.91 | 2023-11-04 | ||
| XI GE MA AO DE LI QI ( SHANG HAI ) MAO YI Co., Ltd. | P14831-500G |
Phenothiazine |
92-84-2 | 500g |
¥675.92 | 2023-11-04 | ||
| XI GE MA AO DE LI QI ( SHANG HAI ) MAO YI Co., Ltd. | P14831-1KG |
Phenothiazine |
92-84-2 | 1kg |
¥1467.07 | 2023-11-04 | ||
| XI GE MA AO DE LI QI ( SHANG HAI ) MAO YI Co., Ltd. | 88580-50G |
Phenothiazine |
92-84-2 | 98.0% | 50g |
¥465.19 | 2023-10-21 | |
| XI GE MA AO DE LI QI ( SHANG HAI ) MAO YI Co., Ltd. | 88580-250G |
Phenothiazine |
92-84-2 | 98.0% | 250g |
¥601.13 | 2023-10-21 | |
| XI GE MA AO DE LI QI ( SHANG HAI ) MAO YI Co., Ltd. | 88580-1KG |
Phenothiazine |
92-84-2 | 98.0% | 1kg |
¥1467.07 | 2023-10-21 | |
| YAN FENG KE JI ( BEI JING ) Co., Ltd. | H39458-100g |
Phenothiazine |
92-84-2 | 99% | 100g |
¥48 | 2023-09-19 | |
| YAN FENG KE JI ( BEI JING ) Co., Ltd. | H39458-250g |
Phenothiazine |
92-84-2 | 99% | 250g |
¥80 | 2023-09-19 |
Phenothiazine Production Method
Production Method 1
1.2 Reagents: Potassium carbonate ; 6 h, 110 °C
Production Method 2
1.2 Reagents: Water
- One-Pot Tandem Access to Phenothiazine Derivatives from Acetanilide and 2-Bromothiophenol via Rhodium-Catalyzed C-H Thiolation and Copper-Catalyzed C-N AminationRui, Xiyan; Wang, Chao; Si, Dongjuan; Hui, Xuechao; Li, Keting; et al, Journal of Organic Chemistry, 2021, 86(9), 6622-6632
Production Method 3
- Method of obtaining phenothiazine, Russian Federation, , ,
Production Method 4
- Synthesis of phenothiazines via ligand-free CuI-catalyzed cascade C-S and C-N coupling of aryl ortho-dihalides and ortho-aminobenzenethiolsDai, Chuan; Sun, Xiaofei; Tu, Xingzhao; Wu, Li; Zhan, Dan; et al, Chemical Communications (Cambridge, 2012, 48(43), 5367-5369
Production Method 5
- Hydrogen bonding promoted simple and clean photo-induced reduction of C-X bond with isopropanolCao, Dawei; Yan, Chaoxian; Zhou, Panpan; Zeng, Huiying; Li, Chao-Jun, Chemical Communications (Cambridge, 2019, 55(6), 767-770
Production Method 6
1.2 Solvents: Water ; rt
- Transition-metal-free synthesis of phenothiazines from S-2-acetamidophenyl ethanethioate and ortho-dihaloarenesZhou, Yue; Zeng, Qingle; Zhang, Li, Synthetic Communications, 2017, 47(7), 710-715
Production Method 7
- A highly selective phenothiazine-based fluorescence 'turn-on' indicator based on cyanide-promoted novel protection/deprotection mechanismGarg, Bhaskar; Ling, Yong-Chien, Chemical Communications (Cambridge, 2015, 51(42), 8809-8812
Production Method 8
1.2 Reagents: Water
- Ligand-free copper-catalyzed synthesis of diaryl thioethers from aryl halides and thioacetamideTao, Chuanzhou; Lv, Aifeng; Zhao, Nan; Yang, Shuai; Liu, Xiaolang; et al, Synlett, 2011, (1), 134-138
Production Method 9
- New class of potent antinociceptive and antiplatelet 10H-phenothiazine-1-acylhydrazone derivativesSilva, Gildasio A.; Costa, Luciana M. M.; Brito, Fernanda C. F.; Miranda, Ana L. P.; Barreiro, Eliezer J.; et al, Bioorganic & Medicinal Chemistry, 2004, 12(12), 3149-3158
Production Method 10
- Cyclohepta[b][1,4]benzothiazines and their diazine analogs. 1. Formation and reactions of cyclohepta[b][1,4]benzothiazinesShindo, Kimio; Ishikawa, Sumio; Nozoe, Tetsuo, Bulletin of the Chemical Society of Japan, 1985, 58(1), 165-71
Production Method 11
- Catalyst- and additive-free chemoselective reduction of sulfoxides into sulfides using B2(OH)4 as a deoxygenative agentFan, Jixia; Du, Yifan; Zhao, Rongrong; Liu, Qixing; Zhou, Haifeng, Tetrahedron, 2023, 140,
Production Method 12
Production Method 13
Production Method 14
- Zeolite-catalyzed thionation of diphenyl-type compoundsJiang, Wei; Wang, Qi Long; Ma, Yu Dao; Zuo, Bo Jun; Wang, Lei, Chinese Chemical Letters, 1997, 8(5), 381-384
Production Method 15
- Method for producing phenothiazine derivatives by cyclosulfurization of diphenylamine with sulfur, Japan, , ,
Production Method 16
1.2 Reagents: Water
- Catalyst-free synthesis process of phenothiazine intermediate by cyclizaiton of 2-acetamidophenyl S-thioacetate and o-dihaloarene, China, , ,
Production Method 17
- Microwave-assisted phenothiazine preparation by thionation of diphenylaminesFilip, Sorin V.; Silberg, Ioan A.; Surducan, Emanoil; Vlassa, Mircea; Surducan, Vasile, Synthetic Communications, 1998, 28(2), 337-345
Production Method 18
- Synthesis and anticonvulsant activity (chemo shock) of phenothiazine amino acid derivativesPandeya, Surendra Nath; Yadav, Meena K.; Tripathi, Laxmi, Chemical Science Transactions, 2013, 2(1), 123-128
Production Method 19
1.2 Reagents: Sodium hydroxide Solvents: Water ; 1 h, 25 °C
- Combined KOH/BEt3 Catalyst for Selective Deaminative Hydroboration of Aromatic Carboxamides for Construction of LuminophoresYao, Wubing ; Wang, Jiali; Zhong, Aiguo; Li, Jinshan; Yang, Jianguo, Organic Letters, 2020, 22(20), 8086-8090
Production Method 20
- Hydrodeoxygenation of sulfoxides to sulfides by a Pt and MoOx co-loaded TiO2 catalystTouchy, Abeda Sultana; Hakim Siddiki, S. M. A.; Onodera, Wataru; Kon, Kenichi; Shimizu, Ken-ichi, Green Chemistry, 2016, 18(8), 2554-2560
Production Method 21
- Thiation under microwave irradiation I: synthesis of phenothiazinesVillemin, Didier; Vlieghe, Xavier, Sulfur Letters, 1998, 21(5), 191-198
Phenothiazine Raw materials
- 2-Chloro Phenothiazine
- 1,2-Diiodobenzene
- 10-Acetylphenothiazine
- Benzo[b]cyclohepta[e][1,4]thiazine
- 2-Bromoiodobenzene
- 10H-Phenothiazine 5-Oxide
- Ethanethioic acid,S-[2-(acetylamino)phenyl] ester
Phenothiazine Preparation Products
Phenothiazine Suppliers
Phenothiazine Related Literature
-
Helga Garcia,Rui Ferreira,Marija Petkovic,Jamie L. Ferguson,Maria C. Leit?o,H. Q. Nimal Gunaratne,Luís Paulo N. Rebelo Green Chem., 2010,12, 367-369
-
Marcin Czapla,Jack Simons Phys. Chem. Chem. Phys., 2018,20, 21739-21745
-
Alexandre Vimont,Arnaud Travert,Philippe Bazin,Jean-Claude Lavalley,Marco Daturi,Christian Serre,Gérard Férey,Sandrine Bourrelly,Philip L. Llewellyn Chem. Commun., 2007, 3291-3293
-
4. Fatty acid eutectic mixtures and derivatives from non-edible animal fat as phase change materials?Pau Gallart-Sirvent,Marc Martín,Gemma Villorbina,Mercè Balcells,Aran Solé,Luisa F. Cabeza,Ramon Canela-Garayoa RSC Adv., 2017,7, 24133-24139
-
Jacob S. Jordan,Evan R. Williams Analyst, 2021,146, 2617-2625
Additional information on Phenothiazine
Phenothiazine and Its Applications in Modern Chemical Biology
Phenothiazine, a compound with the chemical formula C??H?NS and a CAS number of 92-84-2, has been a cornerstone in the field of chemical biology for decades. This heterocyclic organic compound, characterized by its phenothiazine ring structure, has found extensive applications in pharmaceuticals, agrochemicals, and material science. The versatility of Phenothiazine stems from its unique electronic properties and ability to interact with various biological targets, making it a subject of intense research interest.
The molecular structure of Phenothiazine consists of a benzene ring fused to a thiazine ring, which contains sulfur and nitrogen atoms. This arrangement imparts significant chemical reactivity and biological activity. Over the years, researchers have explored its derivatives to develop novel therapeutic agents. One of the most notable applications of Phenothiazine derivatives is in the treatment of neurological disorders. For instance, chlorpromazine, a derivative of Phenothiazine, revolutionized the management of schizophrenia in the mid-20th century.
In recent years, advancements in synthetic chemistry have enabled the development of more sophisticated Phenothiazine derivatives with enhanced pharmacological properties. These derivatives have been investigated for their potential in treating a wide range of diseases, including cancer, inflammation, and infectious diseases. The ability of Phenothiazine-based compounds to modulate enzyme activity and receptor binding has made them valuable tools in drug discovery.
One particularly exciting area of research involves the use of Phenothiazine derivatives as photosensitizers in photodynamic therapy (PDT). PDT is a minimally invasive treatment that uses light-activated compounds to kill cancer cells. Certain Phenothiazine derivatives have shown promise in this context due to their ability to generate reactive oxygen species upon exposure to light, leading to targeted cell destruction. Recent studies have demonstrated the efficacy of these compounds in preclinical models for various cancers, including melanoma and glioblastoma.
Another emerging application of Phenothiazine is in the field of materials science. The unique electronic properties of Phenothiazine make it an excellent candidate for use in organic semiconductors and conductive polymers. Researchers have incorporated Phenothiazine into polymer matrices to create materials with enhanced electrical conductivity and optical properties. These materials have potential applications in flexible electronics, organic light-emitting diodes (OLEDs), and solar cells.
The synthesis of Phenothiazine derivatives continues to be an active area of research. Modern synthetic methods have enabled the construction of complex molecular architectures with precise control over stereochemistry. Techniques such as transition metal-catalyzed cross-coupling reactions have been particularly useful in generating novel Phenothiazine derivatives with tailored biological activities. These advances have opened up new avenues for drug discovery and development.
In conclusion, Phenothiazine (CAS no. 92-84-2) remains a vital compound in modern chemical biology. Its diverse applications span pharmaceuticals, materials science, and beyond. The ongoing research into its derivatives continues to yield promising results with potential implications for treating various diseases and developing advanced materials. As synthetic chemistry and biotechnology evolve, the future looks bright for further exploration and utilization of Phenothiazine-based compounds.
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