- Accessing Heteroannular Benzoxazole and Benzimidazole Scaffolds via Carbodiimides Using Azide-Isocyanide Cross Coupling as Catalyzed by Mesoionic Singlet Palladium Carbene Complexes Derived from Phenothiazine MoietyDey, Shreyata ; Ghosh, Prasenjit, ACS Omega, 2023, 8(12), 11039-11064
Cas no 4282-78-4 (N-Propargyl Phenothiazine)
N-Propargyl Phenothiazine is a functionalized phenothiazine derivative featuring a propargyl group at the nitrogen position. This modification enhances its utility in organic synthesis, particularly in click chemistry applications, where the alkyne moiety enables efficient copper-catalyzed azide-alkyne cycloaddition (CuAAC) reactions. The compound retains the core phenothiazine structure, known for its electron-rich aromatic system and redox-active properties, making it valuable in materials science and pharmaceutical research. Its propargyl group also facilitates further derivatization, allowing for the development of tailored molecular architectures. N-Propargyl Phenothiazine is particularly useful in designing conjugated systems, catalysts, and bioactive compounds due to its combined electronic and reactive functionalities.
N-Propargyl Phenothiazine structure
Product Name:N-Propargyl Phenothiazine
CAS No:4282-78-4
MF:C15H11NS
MW:237.319542169571
CID:1064941
Update Time:2025-06-08
N-Propargyl Phenothiazine Chemical and Physical Properties
Names and Identifiers
-
- N-Propargyl Phenothiazine
- 10-(2-Propyn-1-yl)-10H-phenothiazine
- 10-PROPARGYLPHENOTHIAZINE
- N-Propargyl Phenothi
- 10-prop-2-ynylphenothiazine
- Promethazine Impurity 6
- 10-(2-Propyn-1-yl)-10H-phenothiazine (ACI)
- 10H-Phenothiazine, 10-(2-propynyl)- (9CI)
- Phenothiazine, 10-(2-propynyl)- (6CI, 7CI, 8CI)
- N-Propargylphenothiazine
-
- Inchi: 1S/C15H11NS/c1-2-11-16-12-7-3-5-9-14(12)17-15-10-6-4-8-13(15)16/h1,3-10H,11H2
- InChI Key: HKJXSXLOBLUWBF-UHFFFAOYSA-N
- SMILES: C#CCN1C2C(=CC=CC=2)SC2C1=CC=CC=2
Computed Properties
- Exact Mass: 237.06100
Experimental Properties
- PSA: 28.54000
- LogP: 3.98750
N-Propargyl Phenothiazine Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| TRC | P767370-500mg |
N-Propargyl Phenothiazine |
4282-78-4 | 500mg |
$ 135.00 | 2023-09-06 | ||
| TRC | P767370-1 g |
N-Propargyl Phenothiazine |
4282-78-4 | 1g |
195.00 | 2021-07-19 | ||
| TRC | P767370-2 g |
N-Propargyl Phenothiazine |
4282-78-4 | 2g |
360.00 | 2021-07-19 | ||
| TRC | P767370-5 g |
N-Propargyl Phenothiazine |
4282-78-4 | 5g |
870.00 | 2021-07-19 | ||
| TRC | P767370-10 g |
N-Propargyl Phenothiazine |
4282-78-4 | 10g |
1540.00 | 2021-07-19 | ||
| TRC | P767370-1g |
N-Propargyl Phenothiazine |
4282-78-4 | 1g |
$ 195.00 | 2022-06-03 | ||
| TRC | P767370-2g |
N-Propargyl Phenothiazine |
4282-78-4 | 2g |
$442.00 | 2023-05-17 | ||
| TRC | P767370-5g |
N-Propargyl Phenothiazine |
4282-78-4 | 5g |
$1062.00 | 2023-05-17 | ||
| TRC | P767370-10g |
N-Propargyl Phenothiazine |
4282-78-4 | 10g |
$1877.00 | 2023-05-17 | ||
| TRC | P767370-1000mg |
N-Propargyl Phenothiazine |
4282-78-4 | 1g |
$242.00 | 2023-05-17 |
N-Propargyl Phenothiazine Production Method
Production Method 1
Reaction Conditions
1.1 Reagents: Sodium carbonate Solvents: Toluene ; 30 min, rt
1.2 Solvents: Toluene ; 24 h, reflux
1.2 Solvents: Toluene ; 24 h, reflux
Reference
Production Method 2
Reaction Conditions
1.1 Reagents: Ammonium chloride Solvents: Glucose , Urea ; rt; 75 - 90 min, 78 - 80 °C
Reference
- Sugar-urea-salt eutectic mixture as an efficient green solvent for N-alkylation of heterocyclic secondary aminesKumar, Koravangala S. Vinay; Swaroop, Toreshettahally R.; Ravi Singh, Krishna; Rangappa, Kanchugarakoppal S.; Sadashiva, Maralinganadoddi P., Chemical Data Collections, 2020, 29,
Production Method 3
Reaction Conditions
1.1 Reagents: Sodium hydride Solvents: Tetrahydrofuran ; 0 °C; 30 min, rt
1.2 8 h, rt
1.3 Reagents: Water ; cooled
1.2 8 h, rt
1.3 Reagents: Water ; cooled
Reference
- Molecular hybridization approach for phenothiazine incorporated 1,2,3-triazole hybrids as promising antimicrobial agents: Design, synthesis, molecular docking and in silico ADME studiesReddyrajula, Rajkumar; Dalimba, Udayakumar; Madan Kumar, S., European Journal of Medicinal Chemistry, 2019, 168, 263-282
Production Method 4
Reaction Conditions
1.1 Reagents: Potassium hydroxide Solvents: Dimethylformamide ; 15 h, rt
1.2 Solvents: Dimethylformamide ; 20 min, rt; 6 h, rt
1.2 Solvents: Dimethylformamide ; 20 min, rt; 6 h, rt
Reference
- Renewable SiO2 as support for NiO catalyst for regioselective synthesis of 1,4-disubstituted 1,2,3-triazoles from azide-alkyne cycloaddition in aqueous mediaBoggala, Sasikumar; Perupogu, Vijayanand; Varimalla, Shirisha; Manda, Kalpana; Akula, Venugopal, Molecular Catalysis, 2022, 521,
Production Method 5
Reaction Conditions
1.1 Reagents: Potassium tert-butoxide Solvents: Dimethylformamide ; 4 h, rt
Reference
- One-Pot Regioselective Synthesis of Some Novel Isoxazole-Phenothiazine Hybrids and Their Antibacterial ActivityGuguloth, V.; Paidakula, S.; Vadde, R., Russian Journal of General Chemistry, 2020, 90(3), 470-475
Production Method 6
Reaction Conditions
1.1 Reagents: Potassium hydroxide Solvents: Acetonitrile ; 15 min
1.2 Solvents: Dimethylformamide ; 20 min; 6 h, rt
1.2 Solvents: Dimethylformamide ; 20 min; 6 h, rt
Reference
- Unravel the surface active sites on Cu/MgLaO solid base catalyst by DRIFT spectroscopy and adsorption techniques for the synthesis of triazoles by click reactionBilakanti, Vishali; Boosa, Venu; Gutta, Naresh ; Velisoju, Vijay Kumar ; Inkollu, Sreedhar; et al, Molecular Catalysis, 2019, 476,
Production Method 7
Reaction Conditions
1.1 Reagents: Sodium hydroxide Solvents: Acetone ; 6 h, reflux
Reference
- Molecular diversity of trimethoxyphenyl-1,2,3-triazole hybrids as novel colchicine site tubulin polymerization inhibitorsFu, Dong-Jun; Li, Ping; Wu, Bo-Wen; Cui, Xin-Xin; Zhao, Cheng-Bin; et al, European Journal of Medicinal Chemistry, 2019, 165, 309-322
Production Method 8
Reaction Conditions
1.1 Reagents: Potassium tert-butoxide Solvents: Dimethyl sulfoxide ; 30 min, rt
1.2 24 h, rt
1.2 24 h, rt
Reference
- Development of a Focused Library of Triazole-Linked Privileged-Structure-Based Conjugates Leading to the Discovery of Novel Phenotypic Hits against Protozoan Parasitic InfectionsUliassi, Elisa ; Piazzi, Lorna; Belluti, Federica; Mazzanti, Andrea; Kaiser, Marcel; et al, ChemMedChem, 2018, 13(7), 678-683
Production Method 9
Reaction Conditions
1.1 Reagents: Sodium carbonate Solvents: Toluene ; rt → 110 °C; 20 h, 110 °C
Reference
- Synthesis of Molecular Dyads and Triads Based Upon N-Annulated Perylene Diimide Monomers and DimersCann, Jonathan R.; Cabanetos, Clement ; Welch, Gregory C., European Journal of Organic Chemistry, 2018, 2018(48), 6933-6943
N-Propargyl Phenothiazine Raw materials
N-Propargyl Phenothiazine Preparation Products
N-Propargyl Phenothiazine Related Literature
-
Siquan Zhang,Shengyao Wang,Liping Guo,Hao Chen,Bien Tan,Shangbin Jin J. Mater. Chem. C, 2020,8, 192-200
-
Robert P. Davies,Maria A. Giménez,Laura Patel,Andrew J. P. White Dalton Trans., 2008, 5705-5707
-
Eunhak Lim,Jiyoung Heo,Seong Keun Kim Nanoscale, 2019,11, 11369-11378
-
Supaporn Sawadjoon,Joseph S. M. Samec Org. Biomol. Chem., 2011,9, 2548-2554
-
Yu-Nong Li,Liang-Nian He,Xian-Dong Lang,Xiao-Fang Liu,Shuai Zhang RSC Adv., 2014,4, 49995-50002
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