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10H-Phenothiazine-10-propanenitrile is an organic compound that belongs to the phenothiazine family. It is characterized by its unique molecular structure, which features a phenothiazine ring with a propanenitrile side chain. 10H-Phenothiazine-10-propanenitrile is known for its versatile chemical properties and potential applications in various fields.

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  • 1698-80-2 Structure
  • Basic information

    1. Product Name: 10H-Phenothiazine-10-propanenitrile
    2. Synonyms: 10H-Phenothiazine-10-propanenitrile;Phenothiazine-10-propionitrile;10-(2-Cyanoethyl)phenothiazine;3-(Phenothiazin-10-yl)propanenitrile;NSC 139052;NSC 21556
    3. CAS NO:1698-80-2
    4. Molecular Formula: C15H12N2S
    5. Molecular Weight: 252.3342
    6. EINECS: N/A
    7. Product Categories: Aromatics;Heterocycles;Intermediates;Sulfur & Selenium Compounds
    8. Mol File: 1698-80-2.mol
  • Chemical Properties

    1. Melting Point: 158-159 °C
    2. Boiling Point: 448.8°Cat760mmHg
    3. Flash Point: 225.2°C
    4. Appearance: /
    5. Density: 1.236g/cm3
    6. Vapor Pressure: 3.02E-08mmHg at 25°C
    7. Refractive Index: 1.653
    8. Storage Temp.: -20°C Freezer
    9. Solubility: Chloroform (Slightly, Methanol (Slightly)
    10. PKA: -0.33±0.20(Predicted)
    11. CAS DataBase Reference: 10H-Phenothiazine-10-propanenitrile(CAS DataBase Reference)
    12. NIST Chemistry Reference: 10H-Phenothiazine-10-propanenitrile(1698-80-2)
    13. EPA Substance Registry System: 10H-Phenothiazine-10-propanenitrile(1698-80-2)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 1698-80-2(Hazardous Substances Data)

1698-80-2 Usage

Uses

Used in Chemical Synthesis:
10H-Phenothiazine-10-propanenitrile is used as a reagent for the addition of Phenothiazine (P318040). This application is significant in the chemical industry, as it allows for the synthesis of various phenothiazine derivatives with different properties and potential uses.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 10H-Phenothiazine-10-propanenitrile is used as an intermediate in the synthesis of various drugs, particularly those with antipsychotic, antiemetic, and antihistamine properties. The compound's unique structure contributes to the development of new medications with improved efficacy and reduced side effects.
Used in Dye Industry:
10H-Phenothiazine-10-propanenitrile is also utilized in the dye industry as a starting material for the production of various dyes and pigments. Its chemical properties make it suitable for creating a wide range of colors, which can be used in various applications such as textiles, plastics, and printing inks.
Used in Analytical Chemistry:
In analytical chemistry, 10H-Phenothiazine-10-propanenitrile is employed as a reagent for the detection and quantification of specific substances. Its unique chemical properties enable it to selectively react with target analytes, making it a valuable tool for research and quality control in various industries.

Check Digit Verification of cas no

The CAS Registry Mumber 1698-80-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,6,9 and 8 respectively; the second part has 2 digits, 8 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 1698-80:
(6*1)+(5*6)+(4*9)+(3*8)+(2*8)+(1*0)=112
112 % 10 = 2
So 1698-80-2 is a valid CAS Registry Number.
InChI:InChI=1/C15H12N2S/c16-10-5-11-17-12-6-1-3-8-14(12)18-15-9-4-2-7-13(15)17/h1-4,6-9H,5,11H2

1698-80-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name Phenothiazine-10-propionitrile

1.2 Other means of identification

Product number -
Other names 10H-Phenothiazine-10-propanenitrile

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1698-80-2 SDS

1698-80-2Relevant articles and documents

Phenothiazine-based CaaX competitive inhibitors of human farnesyltransferase bearing a cysteine, methionine, serine or valine moiety as a new family of antitumoral compounds

Dumitriu, Gina-Mirabela,B?cu, Elena,Belei, Dalila,Rigo, Beno?t,Dubois, Jo?lle,Farce, Amaury,Ghinet, Alina

, p. 4447 - 4452 (2015)

A new family of CaaX competitive inhibitors of human farnesyltransferase based on phenothiazine and carbazole skeleton bearing a l-cysteine, l-methionine, l-serine or l-valine moiety was designed, synthesized and biologically evaluated. Phenothiazine derivatives proved to be more active than carbazole-based compounds. Phenothiazine 1b with cysteine residue was the most promising inhibitor of human farnesyltransferase in the current study.

Ultrafast electrochromic windows based on redox-chromophore modified nanostructured semiconducting and conducting films

Cummins, David,Boschloo, Gerrit,Ryan, Michael,Corr, David,Rao, S. Nagaraja,Fitzmaurice, Donald

, p. 11449 - 11459 (2000)

Described is the construction of an ultrafast electrochromic window. One electrode of this window is based on a transparent nanostructured TiO2 (anatase) film (4.0 μm thick) supported on conducting glass (F-doped tin oxide, 10 Ω cm-2, 0.5 μm thick) and modified by chemisorption of a monolayer of the redox chromophore bis(2-phosphonoethyl)-4,4′-bipyridinium dichloride. The other electrode is based on a transparent nanostructured SnO2 film (3.0 μm thick) supported on conducting glass (F-doped tin oxide, 10 Ω cm-2, 0.5 μm thick) and modified by chemisorption of a monolayer of the redox chromophore [β-(10-phenothiazyl)propoxy]phosphonic acid. The electrolyte used is LiClO4 (0.2 mol dm-3) in γ-butyrolactone. The excellent performance of a 2.5 cm × 2.5 cm window over 10000 electrochromic test cycles-switching times (coloring and bleaching) of less than 250 ms, coloration efficiency of 270 cm2 C-1, steady-state currents (colored and bleached) of less than 6 μA cm-2, and memory of greater than 600 s (time required for low end transmittance to increase by 5%) - suggest a practical technology.

Synthesis and analgesic evaluation of some 5-[β-(10-phenothiazinyl) ethyl]-1-(acyl)-1,2,3,4-tetrazoles

Rajasekaran,Thampi

, p. 273 - 279 (2004)

A series of novel 5[β-(phenothiazinyl-10-yl)ethyl]-1-(acyl)-1,2,3,4- tetrazoles (3-14) have been synthesized via condensation of 5-[β- (phenothiazinyl-10-yl)ethyl]-1-2,3,4-tetrazole (2) with various acylating/sulphonating reagents. 5-[β-(phenothiazinyl-10

Phenothiazine electrophores immobilized on periodic mesoporous organosilicas by ion exchange

Sch?fgen, Bj?rn,Khelwati, Hilla,Bechtel, Dominique F.,Decuyper, Annelies,Schüssler, Axel,Neuba, Adam,Pierik, Antonio J.,Ernst, Stefan,Müller, Thomas J. J.,Thiel, Werner R.

, p. 16396 - 16410 (2019)

Two different phenothiazines carrying quaternary ammonium groups in the side chain have been synthesized and fully characterized. These compounds were immobilized by ion exchange on the surface of a periodic mesoporous organosilica (PMO) and a neat silica SBA-15 material bearing sulphonate groups covalently bound to the pore surface. The resulting porous and electrochromophoric materials were studied by means of solid state CP-MAS NMR, IR, UV/Vis and fluorescence spectroscopy, nitrogen adsorption/desorption measurements and cyclic voltammetry. Independent of the nature of the support, the colour of these materials changes to pink by irradiation with light, indicating the formation of phenothiazine radical cations. These species, which turned out to be highly stable even in the presence of atmospheric oxygen, were characterized by EPR spectroscopy.

Electrical communication between glucose oxidase and electrodes mediated by phenothiazine-labeled poly(ethylene oxide) bonded to lysine residues on the enzyme surface

Ban, Kazumichi,Ueki, Takeshi,Tamada, Yoshinori,Saito, Takahiro,Imabayashi, Shin-ichiro,Watanabe, Masayoshi

, p. 910 - 917 (2003)

A series of glucose oxidase (GOx) hybrids (GOx-phenothiazine-labeled poly(ethylene oxide) (PT-PEO)) capable of direct electrical communication with electrodes is synthesized by covalently modifying PT-PEO to lysine residues on the enzyme surface. The length of the PEO chain and the number of PT groups are systematically altered. After the PT-PEO modification, all the hybrids maintain more than 50% of enzyme activity relative to that of native GOx, although loss of the activity becomes greater with increasing PEO chain length. The catalytic current, icat, is observed at a potential more positive than 0.55 V after the addition of glucose, due to the intramolecular electron transfer (ET) from reduced forms of flavin adenine dinucletide (FADH2/FADH) to PT+ that are electrogenerated at the electrode. The icat value increases with the number of PT groups, indicating that most of the modified PT groups act as mediators. The magnitude of the icat increase depends on the PEO chain length and reveals a maximum for PT-PEO with the molecular weight of 3000. In contrast, the icat is almost constant for GOx-2-(10-phenothiazyl)propionic acid (PT-PA) hybrids with more than two PT groups synthesized by covalently modifying PT-PA to surface lysines, indicating that only a few key PT groups function as mediators. The maximum rate constant (130 s-1) for the ET from FADH2/FADH to PT+ is obtained for the GOx hybrid modified with five PT-PEO groups with the molecular weight of 3000.

Synthesis and bio-evaluation of phenothiazine derivatives as new anti-tuberculosis agents

He, Chun-Xian,Meng, Hui,Zhang, Xiang,Cui, Hua-Qing,Yin, Da-Li

, p. 951 - 954 (2015)

Abstract Two series of phenothiazine derivatives were designed and synthesized. All compounds were tested for anti-tuberculosis activities against Mycobacterium tuberculosis H37RV. In comparison with mother compound of chlorpromazine, compound 6e shows promising anti-tuberculosis activity and much less mammalian cell cytotoxicity, compound 6e merits to be further explored as new anti-tuberculosis agents.

KOtBu-Catalyzed Michael Addition Reactions Under Mild and Solvent-Free Conditions

Thiyagarajan, Subramanian,Krishnakumar, Varadhan,Gunanathan, Chidambaram

supporting information, p. 518 - 523 (2020/02/04)

Designed transition metal complexes predominantly catalyze Michael addition reactions. Inorganic and organic base-catalyzed Michael addition reactions have been reported. However, known base-catalyzed reactions suffer from the requirement of solvents, additives, high pressure and also side-reactions. Herein, we demonstrate a mild and environmentally friendly strategy of readily available KOtBu-catalyzed Michael addition reactions. This simple inorganic base efficiently catalyzes the Michael addition of underexplored acrylonitriles, esters and amides with (oxa-, aza-, and thia-) heteroatom nucleophiles. This catalytic process proceeds under solvent-free conditions and at room temperature. Notably, this protocol offers an easy operational procedure, broad substrate scope with excellent selectivity, reaction scalability and excellent TON (>9900). Preliminary mechanistic studies revealed that the reaction follows an ionic mechanism. Formal synthesis of promazine is demonstrated using this catalytic protocol.

Electrochemical primer extension for the detection of single nucleotide polymorphisms in the cardiomyopathy associated MYH7 gene

Debela,Thorimbert,Hasenknopf,O'Sullivan,Ortiz

supporting information, p. 757 - 759 (2016/01/12)

We report the labelling of dideoxy nucleotides (ddNTPs) for use in electrochemical array based primer extension for the detection of single nucleotide polymorphisms (SNPs). The results confirm the extension of the immobilised primers for each of the four ddNTPs, representing a significant advance in achieving a cost-effective platform for screening of disease-specific SNPs.

Podands with 3,7,10-trisubstituted phenothiazine units: Synthesis and structural analysis

Rednic, Monica Irina,Szima, Szabolcs,Bogdan, Elena,H?dade, Niculina D.,Terec, Anamaria,Grosu, Ion

, p. 637 - 642 (2015/11/24)

The synthesis of 10H-phenothiazine dipodands exhibiting -CH2-OH or -CHO reactive groups at positions 3 and 7, suitable for macrocyclization reactions, as well as -CH2COOtBu or -CH2CH2CN groups at position 10, wh

Peptide chemistry applied to a new family of phenothiazine-containing inhibitors of human farnesyltransferase

Dumitriu, Gina-Mirabela,Ghinet, Alina,B?cu, Elena,Rigo, Beno?t,Dubois, Jo?lle,Farce, Amaury,Belei, Dalila

, p. 3180 - 3185 (2014/06/24)

Novel phenothiazine derivatives bearing an amino acid residue were synthesized via peptide chemistry, and evaluated for their inhibitory potential on human farnesyltransferase. The phenothiazine unit proved to be an important bulky unit in the structure o

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