Cas no 1207-71-2 (10H-Phenothiazine 5-Oxide)

10H-Phenothiazine 5-Oxide is a heterocyclic compound featuring a phenothiazine core with an oxygen atom at the 5-position, forming a sulfoxide moiety. This structural modification enhances its reactivity and utility in organic synthesis, particularly in the development of pharmaceuticals and agrochemicals. The sulfoxide group imparts polarity, improving solubility in polar solvents and facilitating further functionalization. Its stability under controlled conditions makes it suitable for use as an intermediate in oxidation reactions and as a precursor for sulfur-containing derivatives. The compound's well-defined chemical properties ensure consistent performance in research and industrial applications, offering a reliable building block for complex molecular architectures.
10H-Phenothiazine 5-Oxide structure
10H-Phenothiazine 5-Oxide structure
Product Name:10H-Phenothiazine 5-Oxide
CAS No:1207-71-2
MF:C12H9NOS
MW:215.270961523056
MDL:MFCD00053824
CID:144556
PubChem ID:71014
Update Time:2025-06-07

10H-Phenothiazine 5-Oxide Chemical and Physical Properties

Names and Identifiers

    • 10H-Phenothiazine,5-oxide
    • PHENOTHIAZINE-5-OXIDE
    • 10H-phenothiazino-5-oxide
    • oxyde-5 de phenothiazine
    • Phenothiazine S-oxide
    • phenothiazine sulfoxyde
    • phenothiazine sulphoxide
    • Phenothiazine,5-oxide
    • sulfoxyde de phenothiazine
    • USAF DO-16
    • Phenothiazine, 5-oxide (6CI, 7CI, 8CI)
    • 10H-5λ4-Phenothiazin-5-one
    • 5-Oxophenothiazine
    • NSC 3554
    • 10H-Phenothiazine 5-oxide
    • E?-phenothiazin-5-one
    • BRN 0152295
    • NCGC00247391-01
    • DTXSID0074471
    • 10H-phenothiazine5-oxide
    • 10H-Phenothiazine, 5-oxide
    • SR-01000852665-2
    • SCHEMBL342511
    • HMS2201K15
    • MLS001242794
    • DSAFSORWJPSMQS-UHFFFAOYSA-N
    • Phenothiazine, 5-oxide
    • 10H-5lambda4-phenothiazin-5-one
    • CHEMBL1396515
    • Phenothiazine 5-oxide
    • SMR000841349
    • Q27216086
    • AT27299
    • SR-01000852665
    • STK802590
    • CHEBI:125466
    • BAA20771
    • BS-50659
    • cid_71014
    • AI3-17437
    • 8SVJ4R3Y3D
    • HMS3341B02
    • NSC3554
    • 10H-5
    • BDBM65852
    • Phenothiazine 5-Oxide; NSC 3554; Phenothiazine S-Oxide
    • MFCD00053824
    • 1207-71-2
    • AKOS000281841
    • NSC-3554
    • Z1509140237
    • 4-27-00-01215 (Beilstein Handbook Reference)
    • EN300-309225
    • 10H-Phenothiazine 5-Oxide
    • MDL: MFCD00053824
    • Inchi: 1S/C12H9NOS/c14-15-11-7-3-1-5-9(11)13-10-6-2-4-8-12(10)15/h1-8,13H
    • InChI Key: DSAFSORWJPSMQS-UHFFFAOYSA-N
    • SMILES: O=S1C2C(=CC=CC=2)NC2C1=CC=CC=2

Computed Properties

  • Exact Mass: 215.04000
  • Monoisotopic Mass: 215.04
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 0
  • Complexity: 244
  • 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
  • Topological Polar Surface Area: 61.1A^2
  • XLogP3: 2.3

Experimental Properties

  • Density: 1.44
  • Boiling Point: 433.3°C at 760 mmHg
  • Flash Point: 215.9°C
  • Refractive Index: 1.769
  • PSA: 48.31000
  • LogP: 3.91400

10H-Phenothiazine 5-Oxide Security Information

10H-Phenothiazine 5-Oxide Customs Data

  • HS CODE:2934300000
  • Customs Data:

    China Customs Code:

    2934300000

    Overview:

    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%

10H-Phenothiazine 5-Oxide Pricemore >>

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10H-Phenothiazine 5-Oxide Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Carbamide peroxide Catalysts: Urea sulfate Solvents: Methanol ;  3 h, rt
Reference
Uronium Hydrogen Sulfate/Urea-Hydrogen Peroxide as a Green and Metal-Free Catalytic System for the Efficient, Chemo-, and Homoselective Oxidation of Sulfides to Sulfoxides
Hasaninejad, Alireza; Chehardoli, Gholamabbas; Zolfigol, Mohammad Ali; Abdoli, Abbas, Phosphorus, 2011, 186(2), 271-280

Production Method 2

Reaction Conditions
1.1 Reagents: Carbamide peroxide Catalysts: 12-Molybdophosphoric acid Solvents: Methanol ;  10 min, rt
Reference
Molybdatophosphoric acid as an efficient catalyst for the catalytic and chemoselective oxidation of sulfides to sulfoxides using urea hydrogen peroxide as a commercially available oxidant
Hasaninejad, Alireza; Ali Zolfigol, Mohammad; Chehardoli, Gholamabbas; Mokhlesi, Mohammad, Journal of the Serbian Chemical Society, 2010, 75(3), 307-316

Production Method 3

Reaction Conditions
1.1 Reagents: Hydrogen peroxide Solvents: Acetic acid ;  < 45 °C
Reference
Monomeric and Polymeric Phenothiazine Photosensitizers for Photoinitiated Cationic Polymerization
Gomurashvili, Zaza; Crivello, James V., Macromolecules, 2002, 35(8), 2962-2969

Production Method 4

Reaction Conditions
1.1 Reagents: Sucrose ,  Potassium chloride ,  Sulfuric acid magnesium salt (1:1) ,  Monosodium phosphate ,  Sodium nitrate ,  Sodium chloride ,  Ferrous sulfate ,  Manganese sulfate Solvents: Dimethylformamide ,  Water ;  72 h, pH 5, 28 °C
Reference
Biotransformation of N-acetylphenothiazine by fungi
Parshikov, I. A.; Freeman, J. P.; Williams, A. J.; Moody, J. D.; Sutherland, J. B., Applied Microbiology and Biotechnology, 1999, 52(4), 553-557

Production Method 5

Reaction Conditions
1.1 Reagents: 1H,5H-[1,2]Diselenolo[1,2-a][1,2]diselenolium, tetrahydro-, hexafluorophosphate(… Solvents: Acetonitrile
1.2 Reagents: Water
Reference
Reactivity of diselenide dication salt, 1,5-diselenoniabicyclo[3.3.0]octane bis(hexafluorophosphate), toward aromatics. A new mode of aromatic substitution and redox reaction
Fujihara, Hisashi; Nakamura, Akiko; Akaishi, Ryouichi; Furukawa, Naomichi, Chemistry Letters, 1990, (3), 393-6

Production Method 6

Reaction Conditions
Reference
Fate of amine antioxidants during thermal oxidative aging of neopentylpolyl ester oils
Zeman, A.; Von Roenne, V.; Trebert, Y., Journal of Synthetic Lubrication, 1987, 4(3), 179-201

Production Method 7

Reaction Conditions
1.1 Reagents: Iodylbenzene ,  Vanadyl acetylacetonate Solvents: Benzene
Reference
Biomimetic oxidation of some nitrogen-containing compounds by the iodoxybenzene-vanadyl acetylacetonate complex
Barret, R.; Pautet, F.; Daudon, M., Pharmazie, 1986, 41(4), 285-6

Production Method 8

Reaction Conditions
1.1 Reagents: Hydrogen peroxide Solvents: Methanol
Reference
Cyclohepta[b][1,4]benzothiazines and their diazine analogs. 1. Formation and reactions of cyclohepta[b][1,4]benzothiazines
Shindo, Kimio; Ishikawa, Sumio; Nozoe, Tetsuo, Bulletin of the Chemical Society of Japan, 1985, 58(1), 165-71

Production Method 9

Reaction Conditions
1.1 Reagents: Hydrogen peroxide ,  Potassium(1+), (1,4,7,10,13,16-hexaoxacyclooctadecane-κO1,κO4,κO7,κO10,κO13,κO16… Solvents: Acetonitrile ,  Water ;  35 min, reflux
Reference
H2O2 as a green and environmentally benign reagent for the oxidation of sulfides in the presence of {[K.18-Crown-6]X3}n (X=Br, I) compared with some other organic tribromides
Rasouli, Mohsen; Zolfigol, Mohammad Ali; Moslemin, Mohammad Hossien; Mohebat, Razieh; Chehardoli, Gholamabbas, Eurasian Chemical Communications, 2020, 2(1), 44-50

Production Method 10

Reaction Conditions
1.1 Reagents: Hydrogen peroxide Catalysts: Cobalt (intercalated molybdenum disulfde) Solvents: Acetonitrile ;  20 min, 40 °C
Reference
Cobalt Single-Atom-Intercalated Molybdenum Disulfide for Sulfide Oxidation with Exceptional Chemoselectivity
Chen, Zhongxin ; Liu, Cuibo; Liu, Jia; Li, Jing; Xi, Shibo ; et al, Advanced Materials (Weinheim, 2020, 32(4),

Production Method 11

Reaction Conditions
1.1 Reagents: Hydrogen peroxide Catalysts: 2360866-41-5 Solvents: Acetonitrile ,  Water ;  12 h, rt
Reference
Pyridiniumporphyrazinato oxo-vanadium tribromomethanide as a new source of Br+ catalyst for the chemo and homoselective oxidation of sulfides and benzylic alcohols
Safaiee, Maliheh; Moeinimehr, Mahtab; Zolfigol, Mohammad Ali, Polyhedron, 2019, 170, 138-150

Production Method 12

Reaction Conditions
1.1 Reagents: Oxalic acid ,  Hydrogen peroxide Solvents: Water ;  12 - 15 h, rt
Reference
Hydrodeoxygenation of sulfoxides to sulfides by a Pt and MoOx co-loaded TiO2 catalyst
Touchy, Abeda Sultana; Hakim Siddiki, S. M. A.; Onodera, Wataru; Kon, Kenichi; Shimizu, Ken-ichi, Green Chemistry, 2016, 18(8), 2554-2560

Production Method 13

Reaction Conditions
1.1 Reagents: 1,3,5-Benzenetricarboxylic acid Solvents: Tetrahydrofuran ;  rt
Reference
10H-Phenothiazine 5-oxide
Jin, Rui-Fang; Yu, Kai; Yang, Shi-Yao; Huang, Rong-Bin, Acta Crystallographica, 2010, 66(12),

Production Method 14

Reaction Conditions
1.1 Reagents: Hydrogen peroxide Catalysts: Thermolysin Solvents: tert-Butanol ,  Water
Reference
Metal substitution in thermolysin: catalytic properties of tungstate thermolysin in sulfoxidation with H2O2
Bakker, Martin; Van Rantwijk, Fred; Sheldon, Roger A., Canadian Journal of Chemistry, 2002, 80(6), 622-625

Production Method 15

Reaction Conditions
1.1 Reagents: Hydrochloric acid
Reference
N-Heteroarylethylenes. II. Effect of the nature of the heterocycle on reactivity of cis- and trans-N-propenyl-substituted phenoxazine, phenothiazine, and carbazole in acidic hydrolysis
Khlebnikova, A. I.; Anfinogenov, V. A.; Filimonov, V. D.; Sokolova, I. V., Zhurnal Organicheskoi Khimii, 1989, 25(7), 1547-53

Production Method 16

Reaction Conditions
1.1 Reagents: Water Catalysts: Tetracyanoethylene Solvents: Water
Reference
Structure and hydrolytic activity of N-vinyl derivatives of phenothiazine, carbazole and acridone
Kurov, G. N.; Afonin, A. V.; Svyatkina, L. I.; Dmitrieva, L. L.; Pal'chuk, E. G., Izvestiya Akademii Nauk SSSR, 1987, (2), 444-7

Production Method 17

Reaction Conditions
1.1 Reagents: Iodylbenzene Catalysts: Vanadyl acetylacetonate Solvents: Benzene
Reference
Oxidation of phenothiazine and its N-methyl derivatives by iodoxylbenzene-vanadyl acetylacetonate
Pautet, F.; Barret, R.; Daudon, M., Pharmazie, 1985, 40(3), 202-3

10H-Phenothiazine 5-Oxide Raw materials

10H-Phenothiazine 5-Oxide Preparation Products

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